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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:07 UTC

HMDB ID

HMDB0000896

Secondary Accession Numbers

HMDB0004011
HMDB00896
HMDB04011

Metabolite Identification

Common Name

Taurodeoxycholic acid

Description

Taurodeoxycholic acid is a bile salt formed in the liver by conjugation of deoxycholate with taurine, usually as the sodium salt. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID:11316487 , 16037564 , 12576301 , 11907135 ). Taurodeoxycholic acid can be found in Escherichia (PMID:30736766 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652305271900302D          

 39 42  0  0  1  0            999 V2000
   19.3690  -10.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3690  -11.0356    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0835  -11.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7979  -11.0356    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.7979  -10.2106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0835   -9.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5124  -11.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2269  -11.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2269  -10.2106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.5124   -9.7981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.9414   -9.7981    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.9414   -8.9731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.2269   -8.5606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.5124   -8.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7261  -10.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2110   -9.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7261   -8.7181    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.6545  -11.4481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0277   -8.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9810   -7.9335    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.4290   -7.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7880   -7.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0429   -6.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8499   -6.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5124  -10.6231    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.7979   -9.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2269   -9.3856    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.0277  -10.6186    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.4478   -8.5664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.8038  -11.7288    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.1049   -6.0212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9118   -5.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2269   -7.7356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4020   -7.4189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1667   -5.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9737   -4.8934    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.2286   -4.1088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5257   -5.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4216   -4.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
  2 18  1  6  0  0  0
 12 19  1  1  0  0  0
 17 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 25  1  6  0  0  0
  5 26  1  1  0  0  0
  9 27  1  1  0  0  0
 11 28  1  6  0  0  0
 17 29  1  6  0  0  0
  4 30  1  1  0  0  0
 31 24  1  0  0  0  0
 32 31  1  0  0  0  0
 13 33  1  6  0  0  0
 34 24  2  0  0  0  0
 35 32  1  0  0  0  0
 36 35  1  0  0  0  0
 37 36  1  0  0  0  0
 38 36  2  0  0  0  0
 39 36  2  0  0  0  0
M  END

HMDB0000896
     RDKit          3D
Taurodeoxycholic acid
 79 82  0  0  0  0  0  0  0  0999 V2000
    1.8473    2.6534    1.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0358    1.1869    1.3262 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4832    0.8394    1.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144    1.1740   -0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445    0.7783   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0327    0.2481    0.9695 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4102    0.9772   -1.1719 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7910    0.6102   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0270   -0.8688   -0.9640 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7620   -1.2510   -0.9928 S   0  0  0  0  0  6  0  0  0  0  0  0
    9.9534   -2.7057   -0.6805 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3276   -0.9649   -2.3350 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5400   -0.3830    0.2365 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1584    0.3498    0.4277 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4296   -1.1376    0.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -1.8636    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057   -0.7968    0.0322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2466   -1.0713    0.2767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5979   -2.3696   -0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395   -2.1123   -1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8793   -1.3937   -0.6961 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0256   -1.3247   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1849   -0.5550   -1.0897 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.2497   -0.6167   -1.9736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7185    0.8399   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2000    0.9931   -0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813   -0.0429   -0.1724 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9198    0.0942    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9969    0.1108   -0.3086 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5100    1.3769    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0369    1.5919    0.1800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6866    1.8618   -1.1401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902    0.4358    0.7579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5006    0.3596    2.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2138    3.1132    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8436    3.1680    1.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859    2.9540    0.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7325    0.9617    2.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7037   -0.2252    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0218    1.4226    2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0151    2.2426   -0.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    0.6029   -0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9875    1.4217   -2.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3496    1.1890   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2584    0.8843   -2.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5475   -1.4067   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6469   -1.1315    0.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4988   -0.8526    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3545    0.5146   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654   -1.3303    1.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -1.4717    0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610   -2.5690    1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3715   -2.4703   -0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -0.5542   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5143   -1.1890    1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9502   -3.1500    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7646   -2.7662   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1180   -3.1026   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357   -1.5576   -2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2524   -2.0333    0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -0.9319   -2.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3567   -2.3793   -1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4554   -1.1032   -0.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7991   -1.4173   -1.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0336    1.0981    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2025    1.5163   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9768    2.0103   -0.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0051    0.9070   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3343    1.1076    1.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7588   -0.6201    1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1004   -0.0756    1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365    0.1563   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7070    1.3119    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0550    2.2586   -0.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7803    2.5009    0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430    2.8369   -1.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2847    1.3710    2.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2003   -0.3299    2.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5063    0.0943    2.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  1
 33 14  1  0
 33 17  1  0
 29 18  1  0
 27 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  1
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 13 48  1  0
 14 49  1  6
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  6
 18 55  1  1
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  1
 22 61  1  0
 22 62  1  0
 23 63  1  1
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  6
 30 73  1  0
 30 74  1  0
 31 75  1  1
 32 76  1  0
 34 77  1  0
 34 78  1  0
 34 79  1  0
M  END

  Mrv1652305271900302D          

 39 42  0  0  1  0            999 V2000
   19.3690  -10.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3690  -11.0356    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0835  -11.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7979  -11.0356    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.7979  -10.2106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0835   -9.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5124  -11.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2269  -11.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2269  -10.2106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.5124   -9.7981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.9414   -9.7981    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.9414   -8.9731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.2269   -8.5606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.5124   -8.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7261  -10.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2110   -9.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7261   -8.7181    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.6545  -11.4481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0277   -8.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9810   -7.9335    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.4290   -7.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7880   -7.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0429   -6.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8499   -6.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5124  -10.6231    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.7979   -9.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2269   -9.3856    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.0277  -10.6186    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.4478   -8.5664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.8038  -11.7288    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.1049   -6.0212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9118   -5.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2269   -7.7356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4020   -7.4189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1667   -5.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9737   -4.8934    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.2286   -4.1088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5257   -5.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4216   -4.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
  2 18  1  6  0  0  0
 12 19  1  1  0  0  0
 17 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 25  1  6  0  0  0
  5 26  1  1  0  0  0
  9 27  1  1  0  0  0
 11 28  1  6  0  0  0
 17 29  1  6  0  0  0
  4 30  1  1  0  0  0
 31 24  1  0  0  0  0
 32 31  1  0  0  0  0
 13 33  1  6  0  0  0
 34 24  2  0  0  0  0
 35 32  1  0  0  0  0
 36 35  1  0  0  0  0
 37 36  1  0  0  0  0
 38 36  2  0  0  0  0
 39 36  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000896

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H45NO6S/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-/m1/s1

> <INCHI_KEY>
AWDRATDZQPNJFN-VAYUFCLWSA-N

> <FORMULA>
C26H45NO6S

> <MOLECULAR_WEIGHT>
499.704

> <EXACT_MASS>
499.296758867

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
56.552705508993

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid

> <ALOGPS_LOGP>
1.19

> <JCHEM_LOGP>
1.1358244460516165

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.518493370934234

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.7519355598435356

> <JCHEM_PKA_STRONGEST_BASIC>
-0.19573728975273197

> <JCHEM_POLAR_SURFACE_AREA>
123.93

> <JCHEM_REFRACTIVITY>
130.60199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.76e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000896
     RDKit          3D
Taurodeoxycholic acid
 79 82  0  0  0  0  0  0  0  0999 V2000
    1.8473    2.6534    1.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0358    1.1869    1.3262 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4832    0.8394    1.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144    1.1740   -0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445    0.7783   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0327    0.2481    0.9695 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4102    0.9772   -1.1719 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7910    0.6102   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0270   -0.8688   -0.9640 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7620   -1.2510   -0.9928 S   0  0  0  0  0  6  0  0  0  0  0  0
    9.9534   -2.7057   -0.6805 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3276   -0.9649   -2.3350 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5400   -0.3830    0.2365 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1584    0.3498    0.4277 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4296   -1.1376    0.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -1.8636    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057   -0.7968    0.0322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2466   -1.0713    0.2767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5979   -2.3696   -0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395   -2.1123   -1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8793   -1.3937   -0.6961 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0256   -1.3247   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1849   -0.5550   -1.0897 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.2497   -0.6167   -1.9736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7185    0.8399   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2000    0.9931   -0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813   -0.0429   -0.1724 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9198    0.0942    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9969    0.1108   -0.3086 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5100    1.3769    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0369    1.5919    0.1800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6866    1.8618   -1.1401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902    0.4358    0.7579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5006    0.3596    2.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2138    3.1132    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8436    3.1680    1.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859    2.9540    0.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7325    0.9617    2.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7037   -0.2252    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0218    1.4226    2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0151    2.2426   -0.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    0.6029   -0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9875    1.4217   -2.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3496    1.1890   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2584    0.8843   -2.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5475   -1.4067   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6469   -1.1315    0.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4988   -0.8526    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3545    0.5146   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654   -1.3303    1.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -1.4717    0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610   -2.5690    1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3715   -2.4703   -0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -0.5542   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5143   -1.1890    1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9502   -3.1500    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7646   -2.7662   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1180   -3.1026   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357   -1.5576   -2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2524   -2.0333    0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -0.9319   -2.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3567   -2.3793   -1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4554   -1.1032   -0.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7991   -1.4173   -1.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0336    1.0981    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2025    1.5163   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9768    2.0103   -0.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0051    0.9070   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3343    1.1076    1.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7588   -0.6201    1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1004   -0.0756    1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365    0.1563   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7070    1.3119    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0550    2.2586   -0.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7803    2.5009    0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430    2.8369   -1.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2847    1.3710    2.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2003   -0.3299    2.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5063    0.0943    2.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  1
 33 14  1  0
 33 17  1  0
 29 18  1  0
 27 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  1
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 13 48  1  0
 14 49  1  6
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  6
 18 55  1  1
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  1
 22 61  1  0
 22 62  1  0
 23 63  1  1
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  6
 30 73  1  0
 30 74  1  0
 31 75  1  1
 32 76  1  0
 34 77  1  0
 34 78  1  0
 34 79  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      36.155 -19.060   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      36.155 -20.600   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.489 -21.370   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      38.823 -20.600   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      38.823 -19.060   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      37.489 -18.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      40.156 -21.370   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.490 -20.600   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      41.490 -19.060   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      40.156 -18.290   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      42.824 -18.290   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      42.824 -16.750   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      41.490 -15.980   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      40.156 -16.750   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      44.289 -18.766   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      45.194 -17.520   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      44.289 -16.274   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      34.822 -21.370   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      42.985 -15.218   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      44.765 -14.809   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      43.734 -13.665   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      46.271 -14.489   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      46.747 -13.024   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      48.253 -12.704   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0      40.156 -19.830   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0      38.823 -17.520   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0      41.490 -17.520   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      42.985 -19.821   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      45.636 -15.991   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      38.834 -21.894   0.000  0.00  0.00           H+0
HETATM   31  N   UNK     0      48.729 -11.240   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      50.235 -10.919   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      41.490 -14.440   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      49.284 -13.849   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      50.711  -9.455   0.000  0.00  0.00           C+0
HETATM   36  S   UNK     0      52.218  -9.134   0.000  0.00  0.00           S+0
HETATM   37  O   UNK     0      52.693  -7.670   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      53.248 -10.279   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      51.187  -7.990   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   30                                             
CONECT    5    4    6   10   26                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   27                                             
CONECT   10    9    5   14   25                                             
CONECT   11    9   12   15   28                                             
CONECT   12   11   13   17   19                                             
CONECT   13   12   14   33                                                  
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   20   29                                             
CONECT   18    2                                                            
CONECT   19   12                                                            
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   31   34                                                  
CONECT   25   10                                                            
CONECT   26    5                                                            
CONECT   27    9                                                            
CONECT   28   11                                                            
CONECT   29   17                                                            
CONECT   30    4                                                            
CONECT   31   24   32                                                       
CONECT   32   31   35                                                       
CONECT   33   13                                                            
CONECT   34   24                                                            
CONECT   35   32   36                                                       
CONECT   36   35   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

COMPND    HMDB0000896
HETATM    1  C1  UNL     1       1.847   2.653   1.132  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.036   1.187   1.326  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.483   0.839   1.216  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.114   1.174  -0.092  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.544   0.778  -0.060  1.00  0.00           C  
HETATM    6  O1  UNL     1       6.033   0.248   0.970  1.00  0.00           O  
HETATM    7  N1  UNL     1       6.410   0.977  -1.172  1.00  0.00           N  
HETATM    8  C6  UNL     1       7.791   0.610  -1.183  1.00  0.00           C  
HETATM    9  C7  UNL     1       8.027  -0.869  -0.964  1.00  0.00           C  
HETATM   10  S1  UNL     1       9.762  -1.251  -0.993  1.00  0.00           S  
HETATM   11  O2  UNL     1       9.953  -2.706  -0.680  1.00  0.00           O  
HETATM   12  O3  UNL     1      10.328  -0.965  -2.335  1.00  0.00           O  
HETATM   13  O4  UNL     1      10.540  -0.383   0.236  1.00  0.00           O  
HETATM   14  C8  UNL     1       1.158   0.350   0.428  1.00  0.00           C  
HETATM   15  C9  UNL     1       1.430  -1.138   0.700  1.00  0.00           C  
HETATM   16  C10 UNL     1       0.143  -1.864   0.370  1.00  0.00           C  
HETATM   17  C11 UNL     1      -0.806  -0.797   0.032  1.00  0.00           C  
HETATM   18  C12 UNL     1      -2.247  -1.071   0.277  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.598  -2.370  -0.411  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.740  -2.112  -1.371  1.00  0.00           C  
HETATM   21  C15 UNL     1      -4.879  -1.394  -0.696  1.00  0.00           C  
HETATM   22  C16 UNL     1      -6.026  -1.325  -1.686  1.00  0.00           C  
HETATM   23  C17 UNL     1      -7.185  -0.555  -1.090  1.00  0.00           C  
HETATM   24  O5  UNL     1      -8.250  -0.617  -1.974  1.00  0.00           O  
HETATM   25  C18 UNL     1      -6.718   0.840  -0.818  1.00  0.00           C  
HETATM   26  C19 UNL     1      -5.200   0.993  -0.972  1.00  0.00           C  
HETATM   27  C20 UNL     1      -4.481  -0.043  -0.172  1.00  0.00           C  
HETATM   28  C21 UNL     1      -4.920   0.094   1.271  1.00  0.00           C  
HETATM   29  C22 UNL     1      -2.997   0.111  -0.309  1.00  0.00           C  
HETATM   30  C23 UNL     1      -2.510   1.377   0.355  1.00  0.00           C  
HETATM   31  C24 UNL     1      -1.037   1.592   0.180  1.00  0.00           C  
HETATM   32  O6  UNL     1      -0.687   1.862  -1.140  1.00  0.00           O  
HETATM   33  C25 UNL     1      -0.290   0.436   0.758  1.00  0.00           C  
HETATM   34  C26 UNL     1      -0.501   0.360   2.238  1.00  0.00           C  
HETATM   35  H1  UNL     1       1.214   3.113   1.946  1.00  0.00           H  
HETATM   36  H2  UNL     1       2.844   3.168   1.279  1.00  0.00           H  
HETATM   37  H3  UNL     1       1.486   2.954   0.143  1.00  0.00           H  
HETATM   38  H4  UNL     1       1.733   0.962   2.382  1.00  0.00           H  
HETATM   39  H5  UNL     1       3.704  -0.225   1.439  1.00  0.00           H  
HETATM   40  H6  UNL     1       4.022   1.423   2.009  1.00  0.00           H  
HETATM   41  H7  UNL     1       4.015   2.243  -0.374  1.00  0.00           H  
HETATM   42  H8  UNL     1       3.632   0.603  -0.925  1.00  0.00           H  
HETATM   43  H9  UNL     1       5.987   1.422  -2.023  1.00  0.00           H  
HETATM   44  H10 UNL     1       8.350   1.189  -0.398  1.00  0.00           H  
HETATM   45  H11 UNL     1       8.258   0.884  -2.138  1.00  0.00           H  
HETATM   46  H12 UNL     1       7.547  -1.407  -1.795  1.00  0.00           H  
HETATM   47  H13 UNL     1       7.647  -1.131   0.027  1.00  0.00           H  
HETATM   48  H14 UNL     1      10.499  -0.853   1.099  1.00  0.00           H  
HETATM   49  H15 UNL     1       1.355   0.515  -0.646  1.00  0.00           H  
HETATM   50  H16 UNL     1       1.665  -1.330   1.747  1.00  0.00           H  
HETATM   51  H17 UNL     1       2.287  -1.472   0.086  1.00  0.00           H  
HETATM   52  H18 UNL     1      -0.161  -2.569   1.158  1.00  0.00           H  
HETATM   53  H19 UNL     1       0.372  -2.470  -0.554  1.00  0.00           H  
HETATM   54  H20 UNL     1      -0.699  -0.554  -1.066  1.00  0.00           H  
HETATM   55  H21 UNL     1      -2.514  -1.189   1.338  1.00  0.00           H  
HETATM   56  H22 UNL     1      -2.950  -3.150   0.292  1.00  0.00           H  
HETATM   57  H23 UNL     1      -1.765  -2.766  -0.989  1.00  0.00           H  
HETATM   58  H24 UNL     1      -4.118  -3.103  -1.701  1.00  0.00           H  
HETATM   59  H25 UNL     1      -3.436  -1.558  -2.271  1.00  0.00           H  
HETATM   60  H26 UNL     1      -5.252  -2.033   0.152  1.00  0.00           H  
HETATM   61  H27 UNL     1      -5.715  -0.932  -2.670  1.00  0.00           H  
HETATM   62  H28 UNL     1      -6.357  -2.379  -1.852  1.00  0.00           H  
HETATM   63  H29 UNL     1      -7.455  -1.103  -0.143  1.00  0.00           H  
HETATM   64  H30 UNL     1      -8.799  -1.417  -1.721  1.00  0.00           H  
HETATM   65  H31 UNL     1      -7.034   1.098   0.219  1.00  0.00           H  
HETATM   66  H32 UNL     1      -7.202   1.516  -1.539  1.00  0.00           H  
HETATM   67  H33 UNL     1      -4.977   2.010  -0.640  1.00  0.00           H  
HETATM   68  H34 UNL     1      -5.005   0.907  -2.070  1.00  0.00           H  
HETATM   69  H35 UNL     1      -5.334   1.108   1.488  1.00  0.00           H  
HETATM   70  H36 UNL     1      -5.759  -0.620   1.484  1.00  0.00           H  
HETATM   71  H37 UNL     1      -4.100  -0.076   1.988  1.00  0.00           H  
HETATM   72  H38 UNL     1      -2.736   0.156  -1.376  1.00  0.00           H  
HETATM   73  H39 UNL     1      -2.707   1.312   1.449  1.00  0.00           H  
HETATM   74  H40 UNL     1      -3.055   2.259  -0.043  1.00  0.00           H  
HETATM   75  H41 UNL     1      -0.780   2.501   0.774  1.00  0.00           H  
HETATM   76  H42 UNL     1      -0.643   2.837  -1.303  1.00  0.00           H  
HETATM   77  H43 UNL     1      -0.285   1.371   2.653  1.00  0.00           H  
HETATM   78  H44 UNL     1       0.200  -0.330   2.752  1.00  0.00           H  
HETATM   79  H45 UNL     1      -1.506   0.094   2.557  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   14   38
CONECT    3    4   39   40
CONECT    4    5   41   42
CONECT    5    6    6    7
CONECT    7    8   43
CONECT    8    9   44   45
CONECT    9   10   46   47
CONECT   10   11   11   12   12
CONECT   10   13
CONECT   13   48
CONECT   14   15   33   49
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18   33   54
CONECT   18   19   29   55
CONECT   19   20   56   57
CONECT   20   21   58   59
CONECT   21   22   27   60
CONECT   22   23   61   62
CONECT   23   24   25   63
CONECT   24   64
CONECT   25   26   65   66
CONECT   26   27   67   68
CONECT   27   28   29
CONECT   28   69   70   71
CONECT   29   30   72
CONECT   30   31   73   74
CONECT   31   32   33   75
CONECT   32   76
CONECT   33   34
CONECT   34   77   78   79
END

HMDB0000896
     RDKit          3D
Taurodeoxycholic acid
 79 82  0  0  0  0  0  0  0  0999 V2000
    1.8473    2.6534    1.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0358    1.1869    1.3262 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4832    0.8394    1.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144    1.1740   -0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445    0.7783   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0327    0.2481    0.9695 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4102    0.9772   -1.1719 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7910    0.6102   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0270   -0.8688   -0.9640 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7620   -1.2510   -0.9928 S   0  0  0  0  0  6  0  0  0  0  0  0
    9.9534   -2.7057   -0.6805 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3276   -0.9649   -2.3350 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5400   -0.3830    0.2365 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1584    0.3498    0.4277 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4296   -1.1376    0.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -1.8636    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057   -0.7968    0.0322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2466   -1.0713    0.2767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5979   -2.3696   -0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395   -2.1123   -1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8793   -1.3937   -0.6961 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0256   -1.3247   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1849   -0.5550   -1.0897 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.2497   -0.6167   -1.9736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7185    0.8399   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2000    0.9931   -0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813   -0.0429   -0.1724 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9198    0.0942    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9969    0.1108   -0.3086 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5100    1.3769    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0369    1.5919    0.1800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6866    1.8618   -1.1401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902    0.4358    0.7579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5006    0.3596    2.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2138    3.1132    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8436    3.1680    1.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859    2.9540    0.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7325    0.9617    2.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7037   -0.2252    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0218    1.4226    2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0151    2.2426   -0.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    0.6029   -0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9875    1.4217   -2.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3496    1.1890   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2584    0.8843   -2.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5475   -1.4067   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6469   -1.1315    0.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4988   -0.8526    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3545    0.5146   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654   -1.3303    1.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -1.4717    0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610   -2.5690    1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3715   -2.4703   -0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -0.5542   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5143   -1.1890    1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9502   -3.1500    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7646   -2.7662   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1180   -3.1026   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357   -1.5576   -2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2524   -2.0333    0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -0.9319   -2.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3567   -2.3793   -1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4554   -1.1032   -0.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7991   -1.4173   -1.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0336    1.0981    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2025    1.5163   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9768    2.0103   -0.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0051    0.9070   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3343    1.1076    1.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7588   -0.6201    1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1004   -0.0756    1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365    0.1563   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7070    1.3119    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0550    2.2586   -0.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7803    2.5009    0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430    2.8369   -1.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2847    1.3710    2.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2003   -0.3299    2.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5063    0.0943    2.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  1
 33 14  1  0
 33 17  1  0
 29 18  1  0
 27 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  1
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 13 48  1  0
 14 49  1  6
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  6
 18 55  1  1
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  1
 22 61  1  0
 22 62  1  0
 23 63  1  1
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  6
 30 73  1  0
 30 74  1  0
 31 75  1  1
 32 76  1  0
 34 77  1  0
 34 78  1  0
 34 79  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Taurodeoxycholate	ChEBI
Acid, taurodeoxycholic	HMDB
Deoxycholate, taurine	HMDB
Sodium taurodeoxycholate	HMDB
Taurine deoxycholate	HMDB
Deoxycholyltaurine	HMDB
Taurodeoxycholate, sodium	HMDB
Deoxytaurocholate	HMDB
Deoxytaurocholic acid	HMDB
N-(3a,12a-Dihydroxy-5b-cholan-24-oyl)-taurine	HMDB
Sodium taurodeoxylate	HMDB
Taurodeoxycholic acid sodium salt	HMDB
Taurodeoxycholic acid sodium salt hydrate	HMDB
Taurodesoxycholate	HMDB
Taurodesoxycholic acid	HMDB
Tudcabil	HMDB

Chemical Formula

C₂₆H₄₅NO₆S

Average Molecular Weight

499.704

Monoisotopic Molecular Weight

499.296758867

IUPAC Name

2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid

Traditional Name

2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethanesulfonic acid

CAS Registry Number

516-50-7

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O

InChI Identifier

InChI=1S/C26H45NO6S/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-/m1/s1

InChI Key

AWDRATDZQPNJFN-VAYUFCLWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as taurinated bile acids and derivatives. These are bile acid derivatives containing a taurine conjugated to the bile acid moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Taurinated bile acids and derivatives

Alternative Parents

Substituents

Taurinated bile acid
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
3-hydroxysteroid
12-hydroxysteroid
3-alpha-hydroxysteroid
Hydroxysteroid
Fatty amide
Fatty acyl
N-acyl-amine
Cyclic alcohol
Alkanesulfonic acid
Sulfonyl
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Secondary alcohol
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

bile acid taurine conjugate (CHEBI:9410 )
Taurine conjugates (LMST05040013 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 14708888)
Bile (PMID: 659989)

Organ

Intestine (HMDB: HMDB0000896)

Excreta

Biofluid or Excreta

Feces (PMID: 22664055)
Urine (PMID: 32966057)

Cellular substructure

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0000896)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000896)

Source

Endogenous

Endogenous (HMDB: HMDB0000896)

Animal

Animal (HMDB: HMDB0000896)

Microbe

Microbe (HMDB: HMDB0000896)
Escherichia coli (HMDB: HMDB0000896)

Exogenous

Food

Food (HMDB: HMDB0000896)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0000896)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0000896)

Biochemical pathway

Disease pathway

Congenital Bile Acid Synthesis Defect Type II (HMDB: HMDB0000896)
27-Hydroxylase Deficiency (PathBank: SMP0120652)
Cerebrotendinous Xanthomatosis (CTX) (PathBank: SMP0120683)
Familial Hypercholanemia (FHCA) (PathBank: SMP0120697)
Zellweger Syndrome (PathBank: SMP0120715)
Congenital Bile Acid Synthesis Defect Type II (PathBank: SMP0120687)
Congenital Bile Acid Synthesis Defect Type III (PathBank: SMP0120688)

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0000896)
Bile Acid Biosynthesis (PathBank: SMP0087329)

Lipid metabolism pathway (HMDB: HMDB0000896)

Cellular process

Cell signaling (HMDB: HMDB0000896)

Biochemical process

Lipid transport (HMDB: HMDB0000896)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0000896)

Molecular messenger

Hormone (HMDB: HMDB0000896)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0000896)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	204 - 208 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	41 mg/mL	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	204.368	30932474
[M+H]+	MetCCS_train_pos	204.505	30932474
[M-H]-	Not Available	204.368	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000225
[M+H]+	Not Available	205.098	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000225

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0078 g/L	ALOGPS
logP	1.19	ALOGPS
logP	1.14	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	-0.75	ChemAxon
pKa (Strongest Basic)	-0.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	123.93 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	130.6 m³·mol⁻¹	ChemAxon
Polarizability	56.55 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	218.5	32859911
AllCCS	[M-H]-	209.771	32859911
DeepCCS	[M-2H]-	253.115	30932474
DeepCCS	[M+Na]+	227.131	30932474
AllCCS	[M+H]+	218.5	32859911
AllCCS	[M+H-H2O]+	217.1	32859911
AllCCS	[M+NH4]+	219.8	32859911
AllCCS	[M+Na]+	220.1	32859911
AllCCS	[M-H]-	209.8	32859911
AllCCS	[M+Na-2H]-	212.3	32859911
AllCCS	[M+HCOO]-	215.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Taurodeoxycholic acid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O	5098.4	Standard polar	33892256
Taurodeoxycholic acid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O	4062.7	Standard non polar	33892256
Taurodeoxycholic acid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O	4606.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Taurodeoxycholic acid,1TMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4275.2	Semi standard non polar	33892256
Taurodeoxycholic acid,1TMS,isomer #2	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4209.0	Semi standard non polar	33892256
Taurodeoxycholic acid,1TMS,isomer #3	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4327.9	Semi standard non polar	33892256
Taurodeoxycholic acid,1TMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4261.9	Semi standard non polar	33892256
Taurodeoxycholic acid,2TMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4140.3	Semi standard non polar	33892256
Taurodeoxycholic acid,2TMS,isomer #2	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4322.3	Semi standard non polar	33892256
Taurodeoxycholic acid,2TMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4240.1	Semi standard non polar	33892256
Taurodeoxycholic acid,2TMS,isomer #4	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4250.7	Semi standard non polar	33892256
Taurodeoxycholic acid,2TMS,isomer #5	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4156.1	Semi standard non polar	33892256
Taurodeoxycholic acid,2TMS,isomer #6	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4311.1	Semi standard non polar	33892256
Taurodeoxycholic acid,3TMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4185.6	Semi standard non polar	33892256
Taurodeoxycholic acid,3TMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4429.9	Standard non polar	33892256
Taurodeoxycholic acid,3TMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4824.8	Standard polar	33892256
Taurodeoxycholic acid,3TMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4073.0	Semi standard non polar	33892256
Taurodeoxycholic acid,3TMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4491.7	Standard non polar	33892256
Taurodeoxycholic acid,3TMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4889.7	Standard polar	33892256
Taurodeoxycholic acid,3TMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4256.7	Semi standard non polar	33892256
Taurodeoxycholic acid,3TMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4504.4	Standard non polar	33892256
Taurodeoxycholic acid,3TMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4844.2	Standard polar	33892256
Taurodeoxycholic acid,3TMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4198.5	Semi standard non polar	33892256
Taurodeoxycholic acid,3TMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4509.3	Standard non polar	33892256
Taurodeoxycholic acid,3TMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4795.8	Standard polar	33892256
Taurodeoxycholic acid,4TMS,isomer #1	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4130.8	Semi standard non polar	33892256
Taurodeoxycholic acid,4TMS,isomer #1	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4644.9	Standard non polar	33892256
Taurodeoxycholic acid,4TMS,isomer #1	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	4650.8	Standard polar	33892256
Taurodeoxycholic acid,1TBDMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4474.7	Semi standard non polar	33892256
Taurodeoxycholic acid,1TBDMS,isomer #2	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4401.0	Semi standard non polar	33892256
Taurodeoxycholic acid,1TBDMS,isomer #3	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4513.4	Semi standard non polar	33892256
Taurodeoxycholic acid,1TBDMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4517.3	Semi standard non polar	33892256
Taurodeoxycholic acid,2TBDMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4529.5	Semi standard non polar	33892256
Taurodeoxycholic acid,2TBDMS,isomer #2	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4736.8	Semi standard non polar	33892256
Taurodeoxycholic acid,2TBDMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4686.8	Semi standard non polar	33892256
Taurodeoxycholic acid,2TBDMS,isomer #4	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4640.9	Semi standard non polar	33892256
Taurodeoxycholic acid,2TBDMS,isomer #5	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4601.5	Semi standard non polar	33892256
Taurodeoxycholic acid,2TBDMS,isomer #6	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4755.6	Semi standard non polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4759.7	Semi standard non polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	5209.0	Standard non polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4920.1	Standard polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4738.3	Semi standard non polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	5216.7	Standard non polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4988.9	Standard polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4907.7	Semi standard non polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	5277.7	Standard non polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4948.3	Standard polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4851.3	Semi standard non polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	5288.8	Standard non polar	33892256
Taurodeoxycholic acid,3TBDMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4907.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00lu-0111900000-a90e31e3c4cf2f0c6f3a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (2 TMS) - 70eV, Positive	splash10-004i-4201229000-01b8d5e2d286a6e403aa	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurodeoxycholic acid GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Taurodeoxycholic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0ikd-0047930000-8f9f65d8c1d3c8253501	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Taurodeoxycholic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-03g0-0950300000-d3a559bd8c5ccd049d7b	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Taurodeoxycholic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-001i-9545740000-d9a7750b1b579bd2bb05	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Taurodeoxycholic acid LC-ESI-IT , negative-QTOF	splash10-0a4i-0009500000-11f56619a58a7f9fe2df	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Taurodeoxycholic acid 10V, Positive-QTOF	splash10-0udi-0000690000-02978b9c502ebd7d68d6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Taurodeoxycholic acid 20V, Positive-QTOF	splash10-03di-0000900000-c7214ee029f71204bb8f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Taurodeoxycholic acid 40V, Positive-QTOF	splash10-0470-1596200000-357f5937f8ae2d422ba2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Taurodeoxycholic acid 40V, Positive-QTOF	splash10-0470-1596200000-078d7c7763da8bb11d2e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 10V, Positive-QTOF	splash10-01si-0302920000-c2629184642c876303ac	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 20V, Positive-QTOF	splash10-0a6r-1904400000-52b97ee82fecb26d2df7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 40V, Positive-QTOF	splash10-004l-8906300000-1c0dd8ea92d737243ce2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 10V, Negative-QTOF	splash10-000t-2001900000-5090bd6cae3b061c80e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 20V, Negative-QTOF	splash10-0089-7504900000-0d93eba8b9f15618357f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 40V, Negative-QTOF	splash10-001l-9202000000-2e68ed7e43eb97ec4ad8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 10V, Negative-QTOF	splash10-0002-0000900000-31f17d1d48b7afdf3bae	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 20V, Negative-QTOF	splash10-0002-0000900000-09a127bb8eacbd0a6ab7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 40V, Negative-QTOF	splash10-001j-9201800000-97168e49aaa085a3735c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 10V, Positive-QTOF	splash10-0f89-0000950000-e77d9cab9a8afc22e8b1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 20V, Positive-QTOF	splash10-08gi-2414910000-42610292496f161b3e8d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurodeoxycholic acid 40V, Positive-QTOF	splash10-052e-8912000000-fd93247f3ff2a43d83dd	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Bile
Blood
Feces
Urine

Tissue Locations

Intestine

Pathways

Name	SMPDB/PathBank	KEGG
Primary bile acid biosynthesis	Not Available
Congenital Bile Acid Synthesis Defect Type II		Not Available
Congenital Bile Acid Synthesis Defect Type III		Not Available
Familial Hypercholanemia (FHCA)		Not Available
Zellweger Syndrome		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Bile	Detected and Quantified	> 0.01 uM	Adult (>18 years old)	Both	Normal	659989	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.062 (0.000-0.177) uM	Adult (>18 years old)	Not Specified	Normal	659989 14708888	details
Feces	Detected and Quantified	4.32 +/- 5.81 nmol/g dry feces	Not Specified	Not Specified	Normal	22664055	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Hepatocellular carcinoma	22882828	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Liver Cirrhosis	22882828	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Metastatic melanoma	28923537	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details

Associated Disorders and Diseases

Disease References

Hepatocellular carcinoma
Ressom HW, Xiao JF, Tuli L, Varghese RS, Zhou B, Tsai TH, Ranjbar MR, Zhao Y, Wang J, Di Poto C, Cheema AK, Tadesse MG, Goldman R, Shetty K: Utilization of metabolomics to identify serum biomarkers for hepatocellular carcinoma in patients with liver cirrhosis. Anal Chim Acta. 2012 Sep 19;743:90-100. doi: 10.1016/j.aca.2012.07.013. Epub 2012 Jul 20. [PubMed:22882828 ]
Cirrhosis
Ressom HW, Xiao JF, Tuli L, Varghese RS, Zhou B, Tsai TH, Ranjbar MR, Zhao Y, Wang J, Di Poto C, Cheema AK, Tadesse MG, Goldman R, Shetty K: Utilization of metabolomics to identify serum biomarkers for hepatocellular carcinoma in patients with liver cirrhosis. Anal Chim Acta. 2012 Sep 19;743:90-100. doi: 10.1016/j.aca.2012.07.013. Epub 2012 Jul 20. [PubMed:22882828 ]
Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Metastatic melanoma
Frankel AE, Coughlin LA, Kim J, Froehlich TW, Xie Y, Frenkel EP, Koh AY: Metagenomic Shotgun Sequencing and Unbiased Metabolomic Profiling Identify Specific Human Gut Microbiota and Metabolites Associated with Immune Checkpoint Therapy Efficacy in Melanoma Patients. Neoplasia. 2017 Oct;19(10):848-855. doi: 10.1016/j.neo.2017.08.004. Epub 2017 Sep 15. [PubMed:28923537 ]

Associated OMIM IDs

114550 (Hepatocellular carcinoma)
114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022304

KNApSAcK ID

Not Available

Chemspider ID

2015539

KEGG Compound ID

C05463

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Taurodeoxycholic_acid

METLIN ID

5853

PubChem Compound

2733768

PDB ID

Not Available

ChEBI ID

9410

Food Biomarker Ontology

Not Available

VMH ID

TDECHOLA

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Parenti, Massimo. Preparation of tauroursodesoxycholic acid dihydrate. Eur. Pat. Appl. (1990), 3 pp. CODEN: EPXXDW EP 400695 A2 19901205 CAN 114:82269 AN 1991:82269

Material Safety Data Sheet (MSDS)

Not Available

General References

Bloch CA, Watkins JB: Determination of conjugated bile acids in human bile and duodenal fluid by reverse-phase high-performance liquid chromatography. J Lipid Res. 1978 May;19(4):510-3. [PubMed:659989 ]
Foley DP, Collins BR, Magee JC, Platt JL, Katz E, Harland RC, Meyers WC, Chari RS: Bile acids in xenogeneic ex-vivo liver perfusion: function of xenoperfused livers and compatibility with human bile salts and porcine livers. Transplantation. 2000 Jan 27;69(2):242-8. [PubMed:10670634 ]
Bretagne JF, Vidon N, L'Hirondel C, Bernier JJ: Increased cell loss in the human jejunum induced by laxatives (ricinoleic acid, dioctyl sodium sulphosuccinate, magnesium sulphate, bile salts). Gut. 1981 Apr;22(4):264-9. [PubMed:6165655 ]
Leveau P, Wang X, Sun Z, Borjesson A, Andersson E, Andersson R: Severity of pancreatitis-associated gut barrier dysfunction is reduced following treatment with the PAF inhibitor lexipafant. Biochem Pharmacol. 2005 May 1;69(9):1325-31. [PubMed:15826603 ]
Burkard I, von Eckardstein A, Rentsch KM: Differentiated quantification of human bile acids in serum by high-performance liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 Nov 5;826(1-2):147-59. Epub 2005 Sep 22. [PubMed:16182619 ]
Lim HJ, Kim SY, Lee WK: Isolation of cholesterol-lowering lactic acid bacteria from human intestine for probiotic use. J Vet Sci. 2004 Dec;5(4):391-5. [PubMed:15613825 ]
Muhlbauer M, Allard B, Bosserhoff AK, Kiessling S, Herfarth H, Rogler G, Scholmerich J, Jobin C, Hellerbrand C: Differential effects of deoxycholic acid and taurodeoxycholic acid on NF-kappa B signal transduction and IL-8 gene expression in colonic epithelial cells. Am J Physiol Gastrointest Liver Physiol. 2004 Jun;286(6):G1000-8. Epub 2004 Jan 15. [PubMed:14726307 ]
Pouwels MJ, Tack CJ, Span PN, Olthaar AJ, Sweep CG, Huvers FC, Lutterman JA, Hermus AR: Role of hexosamines in insulin resistance and nutrient sensing in human adipose and muscle tissue. J Clin Endocrinol Metab. 2004 Oct;89(10):5132-7. [PubMed:15472217 ]
Elkins CA, Mullis LB: Bile-mediated aminoglycoside sensitivity in Lactobacillus species likely results from increased membrane permeability attributable to cholic acid. Appl Environ Microbiol. 2004 Dec;70(12):7200-9. [PubMed:15574918 ]
Aubert E, Sbarra V, Le Petit-Thevenin J, Valette A, Lombardo D: Site-directed mutagenesis of the basic N-terminal cluster of pancreatic bile salt-dependent lipase. Functional significance. J Biol Chem. 2002 Sep 20;277(38):34987-96. Epub 2002 Jul 10. [PubMed:12110666 ]
Xie Q, Li GM, Zhou XQ, Liao D, Yu H, Guo Q: [Effect of Tauroursodeoxycholic acid on cytochrome C-mediated apoptosis in HepG2 cells]. Zhonghua Gan Zang Bing Za Zhi. 2003 May;11(5):298-301. [PubMed:12773247 ]
St-Pierre MV, Kullak-Ublick GA, Hagenbuch B, Meier PJ: Transport of bile acids in hepatic and non-hepatic tissues. J Exp Biol. 2001 May;204(Pt 10):1673-86. [PubMed:11316487 ]
Claudel T, Staels B, Kuipers F: The Farnesoid X receptor: a molecular link between bile acid and lipid and glucose metabolism. Arterioscler Thromb Vasc Biol. 2005 Oct;25(10):2020-30. Epub 2005 Jul 21. [PubMed:16037564 ]
Chiang JY: Bile acid regulation of hepatic physiology: III. Bile acids and nuclear receptors. Am J Physiol Gastrointest Liver Physiol. 2003 Mar;284(3):G349-56. [PubMed:12576301 ]
Davis RA, Miyake JH, Hui TY, Spann NJ: Regulation of cholesterol-7alpha-hydroxylase: BAREly missing a SHP. J Lipid Res. 2002 Apr;43(4):533-43. [PubMed:11907135 ]
Xu Y, Yang L, Zhao S, Wang Z: Large-scale production of tauroursodeoxycholic acid products through fermentation optimization of engineered Escherichia coli cell factory. Microb Cell Fact. 2019 Feb 8;18(1):34. doi: 10.1186/s12934-019-1076-2. [PubMed:30736766 ]

Showing metabocard for Taurodeoxycholic acid (HMDB0000896)

MOL for HMDB0000896 (Taurodeoxycholic acid)

3D MOL for HMDB0000896 (Taurodeoxycholic acid)

3D SDF for HMDB0000896 (Taurodeoxycholic acid)

3D-SDF for HMDB0000896 (Taurodeoxycholic acid)

PDB for HMDB0000896 (Taurodeoxycholic acid)

3D PDB for HMDB0000896 (Taurodeoxycholic acid)

SMILES for HMDB0000896 (Taurodeoxycholic acid)

INCHI for HMDB0000896 (Taurodeoxycholic acid)

Structure for HMDB0000896 (Taurodeoxycholic acid)

3D Structure for HMDB0000896 (Taurodeoxycholic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra