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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:56:59 UTC

Update Date

2022-03-07 03:17:39 UTC

HMDB ID

HMDB0060131

Secondary Accession Numbers

HMDB60131

Metabolite Identification

Common Name

3beta-Hydroxy-5-cholestenal

Description

3beta-Hydroxy-5-cholestenal belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. 3beta-Hydroxy-5-cholestenal is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05091313562D          

 29 32  0  0  0  0            999 V2000
    4.5923   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4502   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7872   -1.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3053   -2.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6364   -3.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8294   -4.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2509   -4.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0579   -4.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4012   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9803   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5942   -1.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1733   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6983   -2.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4502   -2.9519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8913   -3.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9532   -2.1712    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2774   -3.4704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1647   -3.3644    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4704   -3.6419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5323   -2.6857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3393   -2.5142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9184   -3.0288    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1634   -2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7602   -1.9996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 18  1  1  6  0  0  0
 18  6  1  0  0  0  0
 18 17  1  0  0  0  0
 19  2  1  1  0  0  0
 19  7  1  0  0  0  0
 20  8  2  0  0  0  0
 20 16  1  0  0  0  0
 21 12  1  0  0  0  0
 21 16  1  0  0  0  0
 22  9  1  6  0  0  0
 23 10  1  0  0  0  0
 23 19  1  6  0  0  0
 24 11  1  1  0  0  0
 24 22  1  0  0  0  0
 25 13  1  1  0  0  0
 25 22  1  0  0  0  0
 26  3  1  6  0  0  0
 26 14  1  0  0  0  0
 26 20  1  0  0  0  0
 26 25  1  0  0  0  0
 27  4  1  6  0  0  0
 27 15  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28 17  2  0  0  0  0
 21 29  1  6  0  0  0
M  END

HMDB0060131
     RDKit          3D
3beta-Hydroxy-5-cholestenal
 73 76  0  0  0  0  0  0  0  0999 V2000
    7.8938    0.6876   -0.8664 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5463   -0.7627   -0.9224 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7392   -1.3322    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1675   -2.3560    0.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1133   -1.0037   -1.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1351   -0.3440   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7354   -0.5955   -0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7059    0.0570    0.0705 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0200    1.5255    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739   -0.2286   -0.5790 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1650   -1.7389   -0.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2337   -2.0461   -0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6611   -0.8809    0.5857 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1190   -0.7113    0.4735 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7408   -1.3666    1.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2109   -1.0966    1.7339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8317   -0.1771    1.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3261    0.0253    1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8051   -0.1631   -0.2946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6129    0.8844   -0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7301   -0.5114   -1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5296    0.4051   -1.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1068    0.7484    0.1607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5072    2.2052    0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477    0.6744    0.4384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8967    1.6036   -0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6036    1.0855   -0.9521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700    0.2934    0.1149 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4287    1.1322    1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0044    0.7738   -0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6553    1.1454    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4727    1.2748   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2676   -1.2856   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3855   -0.8731    1.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9977   -0.4955   -2.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9385   -2.0688   -1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3063   -0.8192    0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4073    0.7312   -0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879   -1.6945   -0.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233   -0.1140   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8526   -0.4220    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268    2.1486   -0.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5022    1.8726    0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407    1.8146   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4924    0.1363   -1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8459   -2.2950   -0.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853   -2.0986   -1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3693   -3.0138    0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8779   -2.0622   -1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -1.1515    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336   -1.3076   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2983   -0.9492    2.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5630   -2.4616    1.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8033   -1.7516    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080   -0.7299    1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5481    1.0118    1.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4863   -1.0663   -0.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7432    0.9257   -1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1808   -0.3865   -2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4403   -1.5840   -1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7319   -0.0503   -1.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8210    1.3443   -1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710    2.5321    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0006    2.8020   -0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5765    2.3777    0.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5270    1.1366    1.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5517    1.7862   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338    2.6176   -0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0894    1.8424   -1.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7489    0.3488   -1.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713    2.2115    1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2626    0.8515    2.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4249    0.9823    1.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  1
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  6
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  1
 14 51  1  6
 15 52  1  0
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  1
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  1
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END


  Mrv0541 05091313562D          

 29 32  0  0  0  0            999 V2000
    4.5923   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4502   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7872   -1.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3053   -2.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6364   -3.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8294   -4.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2509   -4.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0579   -4.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4012   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9803   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5942   -1.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1733   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6983   -2.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4502   -2.9519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8913   -3.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9532   -2.1712    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2774   -3.4704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1647   -3.3644    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4704   -3.6419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5323   -2.6857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3393   -2.5142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9184   -3.0288    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1634   -2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7602   -1.9996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 18  1  1  6  0  0  0
 18  6  1  0  0  0  0
 18 17  1  0  0  0  0
 19  2  1  1  0  0  0
 19  7  1  0  0  0  0
 20  8  2  0  0  0  0
 20 16  1  0  0  0  0
 21 12  1  0  0  0  0
 21 16  1  0  0  0  0
 22  9  1  6  0  0  0
 23 10  1  0  0  0  0
 23 19  1  6  0  0  0
 24 11  1  1  0  0  0
 24 22  1  0  0  0  0
 25 13  1  1  0  0  0
 25 22  1  0  0  0  0
 26  3  1  6  0  0  0
 26 14  1  0  0  0  0
 26 20  1  0  0  0  0
 26 25  1  0  0  0  0
 27  4  1  6  0  0  0
 27 15  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28 17  2  0  0  0  0
 21 29  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0060131

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@@H]3CC[C@]12C)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,17-19,21-25,29H,5-7,9-16H2,1-4H3/t18-,19-,21+,22-,23-,24-,25-,26+,27-/m1/s1

> <INCHI_KEY>
JUGXQEJPWDYOJV-CYDOCGOVSA-N

> <FORMULA>
C27H44O2

> <MOLECULAR_WEIGHT>
400.6371

> <EXACT_MASS>
400.334130652

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
49.76823356229271

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,6R)-6-[(1R,2R,5S,10R,11R,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]-2-methylheptanal

> <ALOGPS_LOGP>
6.08

> <JCHEM_LOGP>
5.889998195333334

> <ALOGPS_LOGS>
-6.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.20428950550382

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.071715256206907

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3972427213376841

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
121.38239999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.04e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,6R)-6-[(1R,2R,5S,10R,11R,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]-2-methylheptanal

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060131
     RDKit          3D
3beta-Hydroxy-5-cholestenal
 73 76  0  0  0  0  0  0  0  0999 V2000
    7.8938    0.6876   -0.8664 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5463   -0.7627   -0.9224 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7392   -1.3322    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1675   -2.3560    0.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1133   -1.0037   -1.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1351   -0.3440   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7354   -0.5955   -0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7059    0.0570    0.0705 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0200    1.5255    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739   -0.2286   -0.5790 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1650   -1.7389   -0.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2337   -2.0461   -0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6611   -0.8809    0.5857 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1190   -0.7113    0.4735 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7408   -1.3666    1.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2109   -1.0966    1.7339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8317   -0.1771    1.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3261    0.0253    1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8051   -0.1631   -0.2946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6129    0.8844   -0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7301   -0.5114   -1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5296    0.4051   -1.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1068    0.7484    0.1607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5072    2.2052    0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477    0.6744    0.4384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8967    1.6036   -0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6036    1.0855   -0.9521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700    0.2934    0.1149 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4287    1.1322    1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0044    0.7738   -0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6553    1.1454    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4727    1.2748   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2676   -1.2856   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3855   -0.8731    1.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9977   -0.4955   -2.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9385   -2.0688   -1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3063   -0.8192    0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4073    0.7312   -0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879   -1.6945   -0.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233   -0.1140   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8526   -0.4220    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268    2.1486   -0.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5022    1.8726    0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407    1.8146   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4924    0.1363   -1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8459   -2.2950   -0.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853   -2.0986   -1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3693   -3.0138    0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8779   -2.0622   -1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -1.1515    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336   -1.3076   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2983   -0.9492    2.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5630   -2.4616    1.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8033   -1.7516    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080   -0.7299    1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5481    1.0118    1.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4863   -1.0663   -0.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7432    0.9257   -1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1808   -0.3865   -2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4403   -1.5840   -1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7319   -0.0503   -1.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8210    1.3443   -1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710    2.5321    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0006    2.8020   -0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5765    2.3777    0.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5270    1.1366    1.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5517    1.7862   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338    2.6176   -0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0894    1.8424   -1.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7489    0.3488   -1.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713    2.2115    1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2626    0.8515    2.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4249    0.9823    1.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  1
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  6
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  1
 14 51  1  6
 15 52  1  0
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  1
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  1
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0       8.572  -3.970   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.907  -3.970   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.136  -3.549   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.503  -4.623   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.240  -5.510   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.906  -6.280   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.573  -6.280   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.721  -7.302   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.215  -7.623   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.402  -7.812   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.908  -8.132   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.149  -2.908   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.630  -3.869   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.643  -3.229   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.123  -4.189   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.703  -5.517   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.239  -6.280   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.572  -5.510   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.907  -5.510   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.197  -5.838   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.179  -4.053   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.184  -6.478   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.241  -6.280   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.678  -6.798   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.660  -5.013   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.167  -4.693   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.648  -5.654   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.905  -5.510   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      25.686  -3.733   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5    6    7                                                       
CONECT    6    5   18                                                       
CONECT    7    5   19                                                       
CONECT    8    9   20                                                       
CONECT    9    8   22                                                       
CONECT   10   11   23                                                       
CONECT   11   10   24                                                       
CONECT   12   14   21                                                       
CONECT   13   15   25                                                       
CONECT   14   12   26                                                       
CONECT   15   13   27                                                       
CONECT   16   20   21                                                       
CONECT   17   18   28                                                       
CONECT   18    1    6   17                                                  
CONECT   19    2    7   23                                                  
CONECT   20    8   16   26                                                  
CONECT   21   12   16   29                                                  
CONECT   22    9   24   25                                                  
CONECT   23   10   19   27                                                  
CONECT   24   11   22   27                                                  
CONECT   25   13   22   26                                                  
CONECT   26    3   14   20   25                                             
CONECT   27    4   15   23   24                                             
CONECT   28   17                                                            
CONECT   29   21                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0060131
HETATM    1  C1  UNL     1       7.894   0.688  -0.866  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.546  -0.763  -0.922  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.739  -1.332   0.453  1.00  0.00           C  
HETATM    4  O1  UNL     1       7.167  -2.356   0.808  1.00  0.00           O  
HETATM    5  C4  UNL     1       6.113  -1.004  -1.369  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.135  -0.344  -0.413  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.735  -0.596  -0.874  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.706   0.057   0.071  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.020   1.526   0.030  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.374  -0.229  -0.579  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.165  -1.739  -0.718  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.234  -2.046  -0.312  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.661  -0.881   0.586  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.119  -0.711   0.473  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.741  -1.367   1.724  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.211  -1.097   1.734  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.832  -0.177   1.061  1.00  0.00           C  
HETATM   18  C17 UNL     1      -6.326   0.025   1.130  1.00  0.00           C  
HETATM   19  C18 UNL     1      -6.805  -0.163  -0.295  1.00  0.00           C  
HETATM   20  O2  UNL     1      -7.613   0.884  -0.673  1.00  0.00           O  
HETATM   21  C19 UNL     1      -5.730  -0.511  -1.266  1.00  0.00           C  
HETATM   22  C20 UNL     1      -4.530   0.405  -1.239  1.00  0.00           C  
HETATM   23  C21 UNL     1      -4.107   0.748   0.161  1.00  0.00           C  
HETATM   24  C22 UNL     1      -4.507   2.205   0.471  1.00  0.00           C  
HETATM   25  C23 UNL     1      -2.648   0.674   0.438  1.00  0.00           C  
HETATM   26  C24 UNL     1      -1.897   1.604  -0.482  1.00  0.00           C  
HETATM   27  C25 UNL     1      -0.604   1.086  -0.952  1.00  0.00           C  
HETATM   28  C26 UNL     1       0.170   0.293   0.115  1.00  0.00           C  
HETATM   29  C27 UNL     1       0.429   1.132   1.339  1.00  0.00           C  
HETATM   30  H1  UNL     1       9.004   0.774  -0.970  1.00  0.00           H  
HETATM   31  H2  UNL     1       7.655   1.145   0.119  1.00  0.00           H  
HETATM   32  H3  UNL     1       7.473   1.275  -1.713  1.00  0.00           H  
HETATM   33  H4  UNL     1       8.268  -1.286  -1.579  1.00  0.00           H  
HETATM   34  H5  UNL     1       8.385  -0.873   1.192  1.00  0.00           H  
HETATM   35  H6  UNL     1       5.998  -0.495  -2.350  1.00  0.00           H  
HETATM   36  H7  UNL     1       5.939  -2.069  -1.508  1.00  0.00           H  
HETATM   37  H8  UNL     1       5.306  -0.819   0.576  1.00  0.00           H  
HETATM   38  H9  UNL     1       5.407   0.731  -0.414  1.00  0.00           H  
HETATM   39  H10 UNL     1       3.588  -1.695  -0.917  1.00  0.00           H  
HETATM   40  H11 UNL     1       3.623  -0.114  -1.878  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.853  -0.422   1.036  1.00  0.00           H  
HETATM   42  H13 UNL     1       2.127   2.149  -0.165  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.502   1.873   0.991  1.00  0.00           H  
HETATM   44  H15 UNL     1       3.741   1.815  -0.763  1.00  0.00           H  
HETATM   45  H16 UNL     1       1.492   0.136  -1.643  1.00  0.00           H  
HETATM   46  H17 UNL     1       1.846  -2.295  -0.043  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.385  -2.099  -1.743  1.00  0.00           H  
HETATM   48  H19 UNL     1      -0.369  -3.014   0.177  1.00  0.00           H  
HETATM   49  H20 UNL     1      -0.878  -2.062  -1.230  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.332  -1.151   1.611  1.00  0.00           H  
HETATM   51  H22 UNL     1      -2.534  -1.308  -0.379  1.00  0.00           H  
HETATM   52  H23 UNL     1      -2.298  -0.949   2.634  1.00  0.00           H  
HETATM   53  H24 UNL     1      -2.563  -2.462   1.719  1.00  0.00           H  
HETATM   54  H25 UNL     1      -4.803  -1.752   2.380  1.00  0.00           H  
HETATM   55  H26 UNL     1      -6.708  -0.730   1.832  1.00  0.00           H  
HETATM   56  H27 UNL     1      -6.548   1.012   1.545  1.00  0.00           H  
HETATM   57  H28 UNL     1      -7.486  -1.066  -0.251  1.00  0.00           H  
HETATM   58  H29 UNL     1      -7.743   0.926  -1.649  1.00  0.00           H  
HETATM   59  H30 UNL     1      -6.181  -0.387  -2.293  1.00  0.00           H  
HETATM   60  H31 UNL     1      -5.440  -1.584  -1.218  1.00  0.00           H  
HETATM   61  H32 UNL     1      -3.732  -0.050  -1.841  1.00  0.00           H  
HETATM   62  H33 UNL     1      -4.821   1.344  -1.749  1.00  0.00           H  
HETATM   63  H34 UNL     1      -4.071   2.532   1.423  1.00  0.00           H  
HETATM   64  H35 UNL     1      -4.001   2.802  -0.335  1.00  0.00           H  
HETATM   65  H36 UNL     1      -5.577   2.378   0.386  1.00  0.00           H  
HETATM   66  H37 UNL     1      -2.527   1.137   1.468  1.00  0.00           H  
HETATM   67  H38 UNL     1      -2.552   1.786  -1.364  1.00  0.00           H  
HETATM   68  H39 UNL     1      -1.734   2.618  -0.032  1.00  0.00           H  
HETATM   69  H40 UNL     1       0.089   1.842  -1.337  1.00  0.00           H  
HETATM   70  H41 UNL     1      -0.749   0.349  -1.795  1.00  0.00           H  
HETATM   71  H42 UNL     1       0.171   2.211   1.174  1.00  0.00           H  
HETATM   72  H43 UNL     1      -0.263   0.851   2.196  1.00  0.00           H  
HETATM   73  H44 UNL     1       1.425   0.982   1.798  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    5   33
CONECT    3    4    4   34
CONECT    5    6   35   36
CONECT    6    7   37   38
CONECT    7    8   39   40
CONECT    8    9   10   41
CONECT    9   42   43   44
CONECT   10   11   28   45
CONECT   11   12   46   47
CONECT   12   13   48   49
CONECT   13   14   28   50
CONECT   14   15   25   51
CONECT   15   16   52   53
CONECT   16   17   17   54
CONECT   17   18   23
CONECT   18   19   55   56
CONECT   19   20   21   57
CONECT   20   58
CONECT   21   22   59   60
CONECT   22   23   61   62
CONECT   23   24   25
CONECT   24   63   64   65
CONECT   25   26   66
CONECT   26   27   67   68
CONECT   27   28   69   70
CONECT   28   29
CONECT   29   71   72   73
END

HMDB0060131
     RDKit          3D
3beta-Hydroxy-5-cholestenal
 73 76  0  0  0  0  0  0  0  0999 V2000
    7.8938    0.6876   -0.8664 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5463   -0.7627   -0.9224 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7392   -1.3322    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1675   -2.3560    0.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1133   -1.0037   -1.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1351   -0.3440   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7354   -0.5955   -0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7059    0.0570    0.0705 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0200    1.5255    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739   -0.2286   -0.5790 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1650   -1.7389   -0.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2337   -2.0461   -0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6611   -0.8809    0.5857 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1190   -0.7113    0.4735 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7408   -1.3666    1.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2109   -1.0966    1.7339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8317   -0.1771    1.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3261    0.0253    1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8051   -0.1631   -0.2946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6129    0.8844   -0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7301   -0.5114   -1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5296    0.4051   -1.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1068    0.7484    0.1607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5072    2.2052    0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477    0.6744    0.4384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8967    1.6036   -0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6036    1.0855   -0.9521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700    0.2934    0.1149 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4287    1.1322    1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0044    0.7738   -0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6553    1.1454    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4727    1.2748   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2676   -1.2856   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3855   -0.8731    1.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9977   -0.4955   -2.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9385   -2.0688   -1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3063   -0.8192    0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4073    0.7312   -0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879   -1.6945   -0.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233   -0.1140   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8526   -0.4220    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268    2.1486   -0.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5022    1.8726    0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407    1.8146   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4924    0.1363   -1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8459   -2.2950   -0.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853   -2.0986   -1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3693   -3.0138    0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8779   -2.0622   -1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -1.1515    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336   -1.3076   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2983   -0.9492    2.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5630   -2.4616    1.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8033   -1.7516    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080   -0.7299    1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5481    1.0118    1.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4863   -1.0663   -0.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7432    0.9257   -1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1808   -0.3865   -2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4403   -1.5840   -1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7319   -0.0503   -1.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8210    1.3443   -1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710    2.5321    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0006    2.8020   -0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5765    2.3777    0.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5270    1.1366    1.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5517    1.7862   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338    2.6176   -0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0894    1.8424   -1.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7489    0.3488   -1.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713    2.2115    1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2626    0.8515    2.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4249    0.9823    1.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  1
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  6
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  1
 14 51  1  6
 15 52  1  0
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  1
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  1
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3b-Hydroxy-5-cholestenal	Generator
3Β-hydroxy-5-cholestenal	Generator

Chemical Formula

C₂₇H₄₄O₂

Average Molecular Weight

400.6371

Monoisotopic Molecular Weight

400.334130652

IUPAC Name

(2R,6R)-6-[(1R,2R,5S,10R,11R,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]-2-methylheptanal

Traditional Name

(2R,6R)-6-[(1R,2R,5S,10R,11R,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]-2-methylheptanal

CAS Registry Number

Not Available

SMILES

C[C@H](CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@@H]3CC[C@]12C)C=O

InChI Identifier

InChI=1S/C27H44O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,17-19,21-25,29H,5-7,9-16H2,1-4H3/t18-,19-,21+,22-,23-,24-,25-,26+,27-/m1/s1

InChI Key

JUGXQEJPWDYOJV-CYDOCGOVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

27-oxosteroid
26-oxosteroid
Monohydroxy bile acid, alcohol, or derivatives
3-hydroxy-delta-5-steroid
3-hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Oxosteroid
Hydroxysteroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Aldehyde
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060131)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.0e-05 g/L	ALOGPS
logP	6.08	ALOGPS
logP	5.89	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	16.07	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	121.38 m³·mol⁻¹	ChemAxon
Polarizability	49.77 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	199.855	31661259
DarkChem	[M-H]-	195.079	31661259
DeepCCS	[M-2H]-	233.42	30932474
DeepCCS	[M+Na]+	207.989	30932474
AllCCS	[M+H]+	206.6	32859911
AllCCS	[M+H-H2O]+	204.5	32859911
AllCCS	[M+NH4]+	208.6	32859911
AllCCS	[M+Na]+	209.1	32859911
AllCCS	[M-H]-	203.0	32859911
AllCCS	[M+Na-2H]-	204.8	32859911
AllCCS	[M+HCOO]-	207.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3beta-Hydroxy-5-cholestenal	C[C@H](CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@@H]3CC[C@]12C)C=O	2471.1	Standard polar	33892256
3beta-Hydroxy-5-cholestenal	C[C@H](CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@@H]3CC[C@]12C)C=O	3313.6	Standard non polar	33892256
3beta-Hydroxy-5-cholestenal	C[C@H](CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@@H]3CC[C@]12C)C=O	3462.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3beta-Hydroxy-5-cholestenal,1TMS,isomer #1	C[C@@H](C=O)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@@H]3CC[C@]12C	3390.1	Semi standard non polar	33892256
3beta-Hydroxy-5-cholestenal,1TMS,isomer #2	CC(=CO[Si](C)(C)C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@@H]3CC[C@]12C	3473.6	Semi standard non polar	33892256
3beta-Hydroxy-5-cholestenal,2TMS,isomer #1	CC(=CO[Si](C)(C)C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@@H]3CC[C@]12C	3496.3	Semi standard non polar	33892256
3beta-Hydroxy-5-cholestenal,2TMS,isomer #1	CC(=CO[Si](C)(C)C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@@H]3CC[C@]12C	3430.0	Standard non polar	33892256
3beta-Hydroxy-5-cholestenal,2TMS,isomer #1	CC(=CO[Si](C)(C)C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@@H]3CC[C@]12C	3711.4	Standard polar	33892256
3beta-Hydroxy-5-cholestenal,1TBDMS,isomer #1	C[C@@H](C=O)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@@H]3CC[C@]12C	3612.4	Semi standard non polar	33892256
3beta-Hydroxy-5-cholestenal,1TBDMS,isomer #2	CC(=CO[Si](C)(C)C(C)(C)C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@@H]3CC[C@]12C	3713.5	Semi standard non polar	33892256
3beta-Hydroxy-5-cholestenal,2TBDMS,isomer #1	CC(=CO[Si](C)(C)C(C)(C)C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@@H]3CC[C@]12C	3966.8	Semi standard non polar	33892256
3beta-Hydroxy-5-cholestenal,2TBDMS,isomer #1	CC(=CO[Si](C)(C)C(C)(C)C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@@H]3CC[C@]12C	3870.3	Standard non polar	33892256
3beta-Hydroxy-5-cholestenal,2TBDMS,isomer #1	CC(=CO[Si](C)(C)C(C)(C)C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@@H]3CC[C@]12C	3923.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta-Hydroxy-5-cholestenal GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-0019000000-78db8ee0fa370984f7e9	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta-Hydroxy-5-cholestenal GC-MS (1 TMS) - 70eV, Positive	splash10-0a4l-1015900000-1d8892fd18d2aad28f2f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta-Hydroxy-5-cholestenal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta-Hydroxy-5-cholestenal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 10V, Positive-QTOF	splash10-0f89-0019500000-78b7a5f7849ee07f7fda	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 20V, Positive-QTOF	splash10-0fhc-3119100000-bbc56b3b404af49b4033	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 40V, Positive-QTOF	splash10-0abl-2149000000-34b5670b43e929490845	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 10V, Negative-QTOF	splash10-0002-0009000000-92ae88acb95a77d1d31c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 20V, Negative-QTOF	splash10-0002-0009000000-2848e4975399f2a37b49	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 40V, Negative-QTOF	splash10-0a4i-9007000000-514477780b96b3bdee13	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 10V, Positive-QTOF	splash10-0uyi-2009400000-b0a9ccf6aed7385ec38b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 20V, Positive-QTOF	splash10-0v4r-3029000000-547d7acea5862a670c2e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 40V, Positive-QTOF	splash10-0a4i-5920000000-106055ba3882c7e7c69c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 10V, Negative-QTOF	splash10-0002-0009000000-0de330722ae9b53397e3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 20V, Negative-QTOF	splash10-0002-0009000000-e269f50e26d4d80de1d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxy-5-cholestenal 40V, Negative-QTOF	splash10-0002-0009000000-b2ca476e2e139f3ccc37	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131769839

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 3beta-Hydroxy-5-cholestenal (HMDB0060131)

MOL for HMDB0060131 (3beta-Hydroxy-5-cholestenal)

3D MOL for HMDB0060131 (3beta-Hydroxy-5-cholestenal)

3D SDF for HMDB0060131 (3beta-Hydroxy-5-cholestenal)

3D-SDF for HMDB0060131 (3beta-Hydroxy-5-cholestenal)

PDB for HMDB0060131 (3beta-Hydroxy-5-cholestenal)

3D PDB for HMDB0060131 (3beta-Hydroxy-5-cholestenal)

SMILES for HMDB0060131 (3beta-Hydroxy-5-cholestenal)

INCHI for HMDB0060131 (3beta-Hydroxy-5-cholestenal)

Structure for HMDB0060131 (3beta-Hydroxy-5-cholestenal)

3D Structure for HMDB0060131 (3beta-Hydroxy-5-cholestenal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra