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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-08-13 11:22:33 UTC

Update Date

2022-03-07 02:49:33 UTC

HMDB ID

HMDB0006841

Secondary Accession Numbers

HMDB0006541
HMDB0059618
HMDB06541
HMDB06841
HMDB59618

Metabolite Identification

Common Name

5alpha-Cholest-8-en-3beta-ol

Description

5alpha-Cholest-8-en-3beta-ol, also known as zymostenol, is a normal human metabolite and an intermediate of cholesterol synthesis. The concentrations of zymostenol are higher, both in the serum and bile of patients with cerebrotendinous xanthomatosis, compared to controls or in patients with cerebrotendinous xanthomatosis treated with chenodeoxycholic acid. Kidney transplant recipients had lower serum zymostenol when compared to controls. During consumption of plant stanol ester spread by hypercholesterolemic children, plant sterols in the plasma decreased and cholesterol precursor sterols such as zymostenol increased (PMID: 15736111 , 16709621 , 16477216 , 12756385 ).

Structure

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

  Mrv1652309042000332D          

 31 34  0  0  0  0            999 V2000
 9999.976210001.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.839110000.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9998.1477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9997.7362    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9762 9998.9830    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1260 9999.8018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9999.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9998.5642    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1260 9998.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5516 9999.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8371 9999.3910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8371 9998.5659    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5516 9998.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2661 9998.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2661 9999.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.263810001.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.549310000.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.978410000.6364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9783 9999.8114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7630 9999.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.247810000.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763010000.8914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763010001.7164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.478710002.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192310001.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908010002.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.623710001.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337310002.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.623710000.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049410002.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.478710001.3039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  2  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 15  1  0  0  0  0
 16 17  1  0  0  0  0
  8  3  1  1  0  0  0
  9 12  1  0  0  0  0
 12  4  1  6  0  0  0
  6 11  1  0  0  0  0
 11  2  1  1  0  0  0
 17 10  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 31  1  6  0  0  0
 23 24  1  0  0  0  0
 23 30  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  1  0  0  0  0
 19  5  1  6  0  0  0
 15 19  1  0  0  0  0
 16 18  1  0  0  0  0
 18  1  1  1  0  0  0
M  END

HMDB0006841
     RDKit          3D
5alpha-Cholest-8-en-3beta-ol
 74 77  0  0  0  0  0  0  0  0999 V2000
    5.5082    2.1941    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1189    1.2260   -0.6112 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4536    0.7294   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    0.0764   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8555   -0.7027    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9585   -1.8438    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969   -1.6131   -0.4606 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0409   -3.0593   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6603   -0.8935    0.4629 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0848    0.4781    0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8109    1.3430    0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406    0.2969    1.0326 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.4699   -0.2921    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9280   -1.6086    0.9570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -1.9369    0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0914   -0.1252   -1.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8497   -0.1056   -0.0278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8440   -0.5032   -1.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7715   -0.9696    0.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2177   -0.6375    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5229    0.8232    0.6461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8267    1.0048    0.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163    1.5800   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2007    1.3484    0.1765 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2113    2.2618   -0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8945    2.1096    0.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5509    2.5768   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1717    3.0972    0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4390    1.8020    1.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3420    1.8008   -1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1774    1.5548   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3514    0.2607    0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7968   -0.0634   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8055   -0.6192   -1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3299    0.4600   -1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6381   -0.0570    1.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8577   -1.1652    0.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4812   -2.5166   -0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -2.4714    1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610   -1.1453   -1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549   -3.1260   -1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8371   -3.6290   -1.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0474   -3.4889    0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6349   -1.5252    1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4363    0.5014    1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7631    1.0014    0.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7513    1.8812   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287    2.0627    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2149   -0.1455    2.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7118   -1.5421    2.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -2.3961    0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860   -2.7652    0.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251   -2.2617   -0.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192    0.6332   -1.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    0.3656   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2628   -0.9449   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1562    0.1852   -2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666   -1.5104   -1.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8501   -0.5311   -1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646   -1.0098    1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
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  4  5  1  0
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 13 14  2  0
 14 15  1  0
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 17 18  1  6
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 17  9  1  0
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 28 13  1  0
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  1 30  1  0
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 28 73  1  0
 28 74  1  0
M  END

  Mrv1652309042000332D          

 31 34  0  0  0  0            999 V2000
 9999.976210001.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.839110000.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9998.1477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9997.7362    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9762 9998.9830    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1260 9999.8018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9999.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9998.5642    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1260 9998.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5516 9999.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8371 9999.3910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8371 9998.5659    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5516 9998.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2661 9998.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2661 9999.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.263810001.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.549310000.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.978410000.6364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9783 9999.8114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7630 9999.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.247810000.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763010000.8914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763010001.7164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.478710002.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192310001.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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10003.623710001.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337310002.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.623710000.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049410002.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.478710001.3039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
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  8  3  1  1  0  0  0
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  6 11  1  0  0  0  0
 11  2  1  1  0  0  0
 17 10  1  0  0  0  0
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 22 18  1  0  0  0  0
 22 21  1  0  0  0  0
 19  5  1  6  0  0  0
 15 19  1  0  0  0  0
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 18  1  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0006841

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@]1([H])CC3)[C@H](C)CCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-21,23-24,28H,6-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1

> <INCHI_KEY>
QETLKNDKQOXZRP-XTGBIJOFSA-N

> <FORMULA>
C27H46O

> <MOLECULAR_WEIGHT>
386.6535

> <EXACT_MASS>
386.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
50.46119910341691

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

> <ALOGPS_LOGP>
6.59

> <JCHEM_LOGP>
7.069231206

> <ALOGPS_LOGS>
-6.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.36138574683793

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3285298743330891

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
120.34989999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.22e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0006841
     RDKit          3D
5alpha-Cholest-8-en-3beta-ol
 74 77  0  0  0  0  0  0  0  0999 V2000
    5.5082    2.1941    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1189    1.2260   -0.6112 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4536    0.7294   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    0.0764   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8555   -0.7027    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9585   -1.8438    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969   -1.6131   -0.4606 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0409   -3.0593   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6603   -0.8935    0.4629 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0848    0.4781    0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8109    1.3430    0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406    0.2969    1.0326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5799    0.7113    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4699   -0.2921    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9280   -1.6086    0.9570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -1.9369    0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549   -0.7524    0.0170 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0914   -0.1252   -1.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8497   -0.1056   -0.0278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8440   -0.5032   -1.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7715   -0.9696    0.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2177   -0.6375    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5229    0.8232    0.6461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8267    1.0048    0.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163    1.5800   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2007    1.3484    0.1765 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2113    2.2618   -0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8945    2.1096    0.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5509    2.5768   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1717    3.0972    0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4390    1.8020    1.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3420    1.8008   -1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1774    1.5548   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3514    0.2607    0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7968   -0.0634   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8055   -0.6192   -1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3299    0.4600   -1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6381   -0.0570    1.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8577   -1.1652    0.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4812   -2.5166   -0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -2.4714    1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610   -1.1453   -1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549   -3.1260   -1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8371   -3.6290   -1.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0474   -3.4889    0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6349   -1.5252    1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4363    0.5014    1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7631    1.0014    0.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7513    1.8812   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287    2.0627    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2149   -0.1455    2.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7118   -1.5421    2.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -2.3961    0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860   -2.7652    0.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251   -2.2617   -0.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192    0.6332   -1.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    0.3656   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2628   -0.9449   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1562    0.1852   -2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666   -1.5104   -1.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8501   -0.5311   -1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646   -1.0098    1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6335   -2.0230    0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7743   -1.1133    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6539   -1.0935   -0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4686    1.2813    1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0079    0.4134   -0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7953    1.1699   -1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8868    2.6399   -0.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1898    1.5340    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0908    2.1659   -1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5426    3.3123   -0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0627    2.6186    1.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0987    2.6861   -0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 14 19  1  0
 19 20  1  6
 19 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  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  6
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 20 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  1
 24 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  1
 27 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8666.6228669.401   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.6338667.071   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8658.6368663.209   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0    8662.6338662.441   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8666.6228664.768   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0    8661.3028666.297   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8659.9688665.527   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8659.9688663.987   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8661.3028663.217   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.9638666.300   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8662.6298665.530   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8662.6298663.990   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8663.9638663.220   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8665.2978663.990   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8665.2978665.530   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8665.2928668.625   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8663.9598667.855   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.6268667.855   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.6268666.315   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.0918665.839   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.9968667.085   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.0918668.331   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8668.0918669.871   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8669.4278670.641   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8670.7598669.871   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8672.0958670.641   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8673.4318669.871   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8674.7638670.641   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8673.4318668.331   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8666.7598670.641   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0    8669.4278669.101   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   11                                                            
CONECT    3    8                                                            
CONECT    4   12                                                            
CONECT    5   19                                                            
CONECT    6    7   11                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9    3                                                  
CONECT    9    8   12                                                       
CONECT   10   11   15   17                                                  
CONECT   11   10   12    6    2                                             
CONECT   12   11   13    9    4                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   10   14   19                                                  
CONECT   16   17   18                                                       
CONECT   17   16   10                                                       
CONECT   18   19   22   16    1                                             
CONECT   19   18   20    5   15                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   23   31   18   21                                             
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   23                                                            
CONECT   31   22                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0006841
HETATM    1  C1  UNL     1       5.508   2.194   0.369  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.119   1.226  -0.611  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.454   0.729  -0.088  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.196   0.076  -0.949  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.855  -0.703   0.320  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.958  -1.844   0.085  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.597  -1.613  -0.461  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.041  -3.059  -0.576  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.660  -0.894   0.463  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.085   0.478   0.878  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.811   1.343   0.900  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.241   0.297   1.033  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.580   0.711   0.597  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.470  -0.292   0.494  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.928  -1.609   0.957  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.633  -1.937   0.192  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.255  -0.752   0.017  1.00  0.00           C  
HETATM   18  C18 UNL     1       0.091  -0.125  -1.340  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.850  -0.106  -0.028  1.00  0.00           C  
HETATM   20  C20 UNL     1      -3.844  -0.503  -1.480  1.00  0.00           C  
HETATM   21  C21 UNL     1      -4.772  -0.970   0.796  1.00  0.00           C  
HETATM   22  C22 UNL     1      -6.218  -0.638   0.626  1.00  0.00           C  
HETATM   23  C23 UNL     1      -6.523   0.823   0.646  1.00  0.00           C  
HETATM   24  O1  UNL     1      -7.827   1.005   0.187  1.00  0.00           O  
HETATM   25  C24 UNL     1      -5.616   1.580  -0.302  1.00  0.00           C  
HETATM   26  C25 UNL     1      -4.201   1.348   0.177  1.00  0.00           C  
HETATM   27  C26 UNL     1      -3.211   2.262  -0.457  1.00  0.00           C  
HETATM   28  C27 UNL     1      -1.895   2.110   0.309  1.00  0.00           C  
HETATM   29  H1  UNL     1       4.551   2.577  -0.024  1.00  0.00           H  
HETATM   30  H2  UNL     1       6.172   3.097   0.444  1.00  0.00           H  
HETATM   31  H3  UNL     1       5.439   1.802   1.400  1.00  0.00           H  
HETATM   32  H4  UNL     1       6.342   1.801  -1.533  1.00  0.00           H  
HETATM   33  H5  UNL     1       8.177   1.555  -0.112  1.00  0.00           H  
HETATM   34  H6  UNL     1       7.351   0.261   0.915  1.00  0.00           H  
HETATM   35  H7  UNL     1       7.797  -0.063  -0.778  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.805  -0.619  -1.572  1.00  0.00           H  
HETATM   37  H9  UNL     1       4.330   0.460  -1.481  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.638  -0.057   1.182  1.00  0.00           H  
HETATM   39  H11 UNL     1       5.858  -1.165   0.603  1.00  0.00           H  
HETATM   40  H12 UNL     1       4.481  -2.517  -0.664  1.00  0.00           H  
HETATM   41  H13 UNL     1       3.945  -2.471   1.012  1.00  0.00           H  
HETATM   42  H14 UNL     1       2.661  -1.145  -1.450  1.00  0.00           H  
HETATM   43  H15 UNL     1       1.155  -3.126  -1.182  1.00  0.00           H  
HETATM   44  H16 UNL     1       2.837  -3.629  -1.147  1.00  0.00           H  
HETATM   45  H17 UNL     1       2.047  -3.489   0.418  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.635  -1.525   1.404  1.00  0.00           H  
HETATM   47  H19 UNL     1       2.436   0.501   1.953  1.00  0.00           H  
HETATM   48  H20 UNL     1       2.763   1.001   0.210  1.00  0.00           H  
HETATM   49  H21 UNL     1       0.751   1.881  -0.044  1.00  0.00           H  
HETATM   50  H22 UNL     1       0.829   2.063   1.743  1.00  0.00           H  
HETATM   51  H23 UNL     1      -0.215  -0.146   2.046  1.00  0.00           H  
HETATM   52  H24 UNL     1      -1.712  -1.542   2.049  1.00  0.00           H  
HETATM   53  H25 UNL     1      -2.668  -2.396   0.812  1.00  0.00           H  
HETATM   54  H26 UNL     1      -0.186  -2.765   0.765  1.00  0.00           H  
HETATM   55  H27 UNL     1      -1.025  -2.262  -0.818  1.00  0.00           H  
HETATM   56  H28 UNL     1      -0.719   0.633  -1.379  1.00  0.00           H  
HETATM   57  H29 UNL     1       1.005   0.366  -1.715  1.00  0.00           H  
HETATM   58  H30 UNL     1      -0.263  -0.945  -2.032  1.00  0.00           H  
HETATM   59  H31 UNL     1      -3.156   0.185  -2.012  1.00  0.00           H  
HETATM   60  H32 UNL     1      -3.367  -1.510  -1.547  1.00  0.00           H  
HETATM   61  H33 UNL     1      -4.850  -0.531  -1.931  1.00  0.00           H  
HETATM   62  H34 UNL     1      -4.465  -1.010   1.863  1.00  0.00           H  
HETATM   63  H35 UNL     1      -4.634  -2.023   0.412  1.00  0.00           H  
HETATM   64  H36 UNL     1      -6.774  -1.113   1.472  1.00  0.00           H  
HETATM   65  H37 UNL     1      -6.654  -1.093  -0.297  1.00  0.00           H  
HETATM   66  H38 UNL     1      -6.469   1.281   1.647  1.00  0.00           H  
HETATM   67  H39 UNL     1      -8.008   0.413  -0.605  1.00  0.00           H  
HETATM   68  H40 UNL     1      -5.795   1.170  -1.318  1.00  0.00           H  
HETATM   69  H41 UNL     1      -5.887   2.640  -0.327  1.00  0.00           H  
HETATM   70  H42 UNL     1      -4.190   1.534   1.270  1.00  0.00           H  
HETATM   71  H43 UNL     1      -3.091   2.166  -1.534  1.00  0.00           H  
HETATM   72  H44 UNL     1      -3.543   3.312  -0.249  1.00  0.00           H  
HETATM   73  H45 UNL     1      -2.063   2.619   1.303  1.00  0.00           H  
HETATM   74  H46 UNL     1      -1.099   2.686  -0.196  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4   32
CONECT    3   33   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9   42
CONECT    8   43   44   45
CONECT    9   10   17   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   17   51
CONECT   13   14   14   28
CONECT   14   15   19
CONECT   15   16   52   53
CONECT   16   17   54   55
CONECT   17   18
CONECT   18   56   57   58
CONECT   19   20   21   26
CONECT   20   59   60   61
CONECT   21   22   62   63
CONECT   22   23   64   65
CONECT   23   24   25   66
CONECT   24   67
CONECT   25   26   68   69
CONECT   26   27   70
CONECT   27   28   71   72
CONECT   28   73   74
END

HMDB0006841
     RDKit          3D
5alpha-Cholest-8-en-3beta-ol
 74 77  0  0  0  0  0  0  0  0999 V2000
    5.5082    2.1941    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1189    1.2260   -0.6112 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4536    0.7294   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    0.0764   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8555   -0.7027    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9585   -1.8438    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969   -1.6131   -0.4606 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0409   -3.0593   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6603   -0.8935    0.4629 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0848    0.4781    0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8109    1.3430    0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406    0.2969    1.0326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5799    0.7113    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4699   -0.2921    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9280   -1.6086    0.9570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -1.9369    0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549   -0.7524    0.0170 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0914   -0.1252   -1.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8497   -0.1056   -0.0278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8440   -0.5032   -1.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7715   -0.9696    0.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2177   -0.6375    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5229    0.8232    0.6461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8267    1.0048    0.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163    1.5800   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2007    1.3484    0.1765 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2113    2.2618   -0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8945    2.1096    0.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5509    2.5768   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1717    3.0972    0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4390    1.8020    1.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3420    1.8008   -1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1774    1.5548   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3514    0.2607    0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7968   -0.0634   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8055   -0.6192   -1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3299    0.4600   -1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6381   -0.0570    1.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8577   -1.1652    0.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4812   -2.5166   -0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -2.4714    1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610   -1.1453   -1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549   -3.1260   -1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8371   -3.6290   -1.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0474   -3.4889    0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6349   -1.5252    1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4363    0.5014    1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7631    1.0014    0.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7513    1.8812   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287    2.0627    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2149   -0.1455    2.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7118   -1.5421    2.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -2.3961    0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860   -2.7652    0.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251   -2.2617   -0.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192    0.6332   -1.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    0.3656   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2628   -0.9449   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1562    0.1852   -2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666   -1.5104   -1.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8501   -0.5311   -1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646   -1.0098    1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6335   -2.0230    0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7743   -1.1133    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6539   -1.0935   -0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4686    1.2813    1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0079    0.4134   -0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7953    1.1699   -1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8868    2.6399   -0.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1898    1.5340    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0908    2.1659   -1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5426    3.3123   -0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0627    2.6186    1.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0987    2.6861   -0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 14 19  1  0
 19 20  1  6
 19 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  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  6
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 20 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  1
 24 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  1
 27 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cholestenol	ChEBI
Zymostenol	ChEBI
5a-cholest-8-en-3b-ol	Generator
5α-cholest-8-en-3β-ol	Generator
(3beta,5alpha)Cholestenol	HMDB
3beta-Hydroxy-8(9)-cholestene	HMDB
3beta-Hydroxycholest-8(9)-ene	HMDB
5-alpha-Cholest-8-en-3-beta-ol	HMDB
5alpha-Cholest-8(9)-en-3beta-ol	HMDB
5alpha-Cholest-8-en-3beta-ol	HMDB
Cholest-8(9)-en-3beta-ol	HMDB
Cholesta-8(9)-en-3beta-ol	HMDB
delta(8)-Cholestenol	HMDB
8(9)-Cholestenol	HMDB
Zymostenol, (3beta)-isomer	HMDB
(3beta,5alpha)-Cholest-8-en-3-ol	HMDB
(3Β,5α)-cholest-8-en-3-ol	HMDB
3beta-Hydroxy-5alpha-cholest-8(9)-ene	HMDB
3Β-hydroxy-5α-cholest-8(9)-ene	HMDB
5a-Cholest-8-en-3b-ol	HMDB
5Α-cholest-8-en-3β-ol	HMDB
Dihydrozymosterol	HMDB
delta8-Cholestenol	HMDB
Δ8-cholestenol	HMDB

Chemical Formula

C₂₇H₄₆O

Average Molecular Weight

386.6535

Monoisotopic Molecular Weight

386.354866094

IUPAC Name

(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

Traditional Name

(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

CAS Registry Number

566-97-2

SMILES

[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@]1([H])CC3)[C@H](C)CCCC(C)C

InChI Identifier

InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-21,23-24,28H,6-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1

InChI Key

QETLKNDKQOXZRP-XTGBIJOFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cholestanoid (CHEBI:16608 )
3beta-sterol (CHEBI:16608 )
Cholesterol and derivatives (LMST01010096 )

Ontology

Physiological effect

Health effect

Metabolic disorder

Metabolic syndrome (HMDB: HMDB0006841)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 12189593)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0006841)

Tissue

All Tissues (HMDB: HMDB0006841)

Connective tissue

Adipose tissue (HMDB: HMDB0006841)

Nervous tissue

Hepatic tissue (HMDB: HMDB0006841)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0006841)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006841)

Source

Endogenous

Endogenous (HMDB: HMDB0006841)

Plant

Animal

Animal (HMDB: HMDB0006841)

Exogenous

Food

Food (HMDB: HMDB0006841)

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)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Allium (FooDB: FOOD00005)
Garden onion (FooDB: FOOD00006)
Leek (FooDB: FOOD00007)
Garden onion (var.) (FooDB: FOOD00226)
Shallot (FooDB: FOOD00243)
Wild leek (FooDB: FOOD00396)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)
Onion-family vegetables (FooDB: FOOD00855)

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Fruits (FooDB: FOOD00871)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)
Mixed nuts (FooDB: FOOD00771)
Nuts (FooDB: FOOD00869)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Exogenous (HMDB: HMDB0006841)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0006841)

Biochemical pathway

Drug action pathway

Alendronate Action Pathway (HMDB: HMDB0006841)
Ibandronate Action Pathway (PathBank: SMP0000079)
Simvastatin Action Pathway (PathBank: SMP0000082)
Pravastatin Action Pathway (PathBank: SMP0000089)
Rosuvastatin Action Pathway (PathBank: SMP0000092)
Alendronate Action Pathway (PathBank: SMP0000095)
Lovastatin Action Pathway (PathBank: SMP0000099)
Zoledronate Action Pathway (PathBank: SMP0000107)
Cerivastatin Action Pathway (PathBank: SMP0000111)
Risedronate Action Pathway (PathBank: SMP0000112)
Pamidronate Action Pathway (PathBank: SMP0000117)
Fluvastatin Action Pathway (PathBank: SMP0000119)
Atorvastatin Action Pathway (PathBank: SMP0000131)

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0006841)
Steroid Biosynthesis (PathBank: SMP0087326)
Kandutsch-Russell Pathway (Cholesterol Biosynthesis) (PathBank: SMP0121060)

Disease pathway

Smith-Lemli-Opitz Syndrome (SLOS) (PathBank: SMP0120515)
Desmosterolosis (PathBank: SMP0120692)
Mevalonic Aciduria (PathBank: SMP0120794)
Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2) (HMDB: HMDB0006841)
Lysosomal Acid Lipase Deficiency (Wolman Disease) (PathBank: SMP0120512)
Cholesteryl Ester Storage Disease (PathBank: SMP0120573)
CHILD Syndrome (PathBank: SMP0120464)
Wolman Disease (PathBank: SMP0120576)
Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2) (PathBank: SMP0120685)
Hypercholesterolemia (PathBank: SMP0120769)
Hyper-IgD Syndrome (PathBank: SMP0120574)

Lipid metabolism pathway (HMDB: HMDB0006841)

Cellular process

Cell signaling (HMDB: HMDB0006841)

Biochemical process

Lipid transport (HMDB: HMDB0006841)

Multicellular process

Inflammatory response (HMDB: HMDB0006841)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006841)

Molecular messenger

Hormone (HMDB: HMDB0006841)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006841)

Physical Properties

State

Solid

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	0.00022 g/L	ALOGPS
logP	6.59	ALOGPS
logP	7.07	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	18.36	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	120.35 m³·mol⁻¹	ChemAxon
Polarizability	50.46 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	197.607	31661259
DarkChem	[M-H]-	194.696	31661259
DeepCCS	[M-2H]-	246.356	30932474
DeepCCS	[M+Na]+	220.789	30932474
AllCCS	[M+H]+	204.5	32859911
AllCCS	[M+H-H2O]+	202.4	32859911
AllCCS	[M+NH4]+	206.5	32859911
AllCCS	[M+Na]+	207.1	32859911
AllCCS	[M-H]-	202.3	32859911
AllCCS	[M+Na-2H]-	204.1	32859911
AllCCS	[M+HCOO]-	206.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Cholest-8-en-3beta-ol	[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@]1([H])CC3)[C@H](C)CCCC(C)C	2422.4	Standard polar	33892256
5alpha-Cholest-8-en-3beta-ol	[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@]1([H])CC3)[C@H](C)CCCC(C)C	3129.1	Standard non polar	33892256
5alpha-Cholest-8-en-3beta-ol	[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@]1([H])CC3)[C@H](C)CCCC(C)C	3114.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Cholest-8-en-3beta-ol,1TMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)C[C@@H]1CC3	3149.3	Semi standard non polar	33892256
5alpha-Cholest-8-en-3beta-ol,1TBDMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1CC3	3372.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Cholest-8-en-3beta-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-076r-1019000000-da210f056bd723d532a1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Cholest-8-en-3beta-ol GC-MS (1 TMS) - 70eV, Positive	splash10-0006-3105900000-25f7266fb84218fbea74	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 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 - 5alpha-Cholest-8-en-3beta-ol 10V, Positive-QTOF	splash10-014r-0009000000-a776f0a6c0141e92ae73	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 20V, Positive-QTOF	splash10-05p9-3139000000-e84343d3954ffbe258f2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 40V, Positive-QTOF	splash10-0a4i-5249000000-5b6b7a2f03b59d093325	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 10V, Negative-QTOF	splash10-000i-0009000000-315c5133aa81b3939474	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 20V, Negative-QTOF	splash10-000i-0009000000-711bf432a79ce66b987f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 40V, Negative-QTOF	splash10-0ldi-1019000000-b4dfc241017aaa46ed22	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 10V, Negative-QTOF	splash10-000i-0009000000-c037f2d2f217e99b79ac	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 20V, Negative-QTOF	splash10-000i-0009000000-c037f2d2f217e99b79ac	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 40V, Negative-QTOF	splash10-001i-0009000000-04cb77df44ddc15c479c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 10V, Positive-QTOF	splash10-00kr-0009000000-41e086d5b3ca90d0da91	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 20V, Positive-QTOF	splash10-0609-9345000000-80072d6556dbb8a419e1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Cholest-8-en-3beta-ol 40V, Positive-QTOF	splash10-0ab9-8950000000-c4785344c8ab4e1aea5c	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane
Endoplasmic reticulum

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Steroid Biosynthesis
Smith-Lemli-Opitz Syndrome (SLOS)		Not Available
CHILD Syndrome		Not Available
Desmosterolosis		Not Available
Chondrodysplasia Punctata II, X Linked Dominant (CDPX2)		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	<0.000129 uM	Newborn (0-30 days old)	Not Specified	Normal	12189593	details

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101770

PDB ID

Not Available

ChEBI ID

16608

Food Biomarker Ontology

Not Available

VMH ID

ZYMSTNL

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Reindel, F.; Weickmann, A. Zymosterol. Ann. (1929), 475 86-100. CAN 24:5322 AN 1930:5322

Material Safety Data Sheet (MSDS)

Not Available

General References

Siirtola A, Ketomaki A, Miettinen TA, Gylling H, Lehtimaki T, Holmberg C, Salo MK, Antikainen M: Cholesterol absorption and synthesis in pediatric kidney, liver, and heart transplant recipients. Transplantation. 2006 Feb 15;81(3):327-34. [PubMed:16477216 ]
Clarenbach JJ, Lindenthal B, Dotti MT, Federico A, Kelleher JK, von Bergmann K: Isotopomer spectral analysis of intermediates of cholesterol synthesis in patients with cerebrotendinous xanthomatosis. Metabolism. 2005 Mar;54(3):335-44. [PubMed:15736111 ]
Oostendorp M, Engelke UF, Willemsen MA, Wevers RA: Diagnosing inborn errors of lipid metabolism with proton nuclear magnetic resonance spectroscopy. Clin Chem. 2006 Jul;52(7):1395-405. Epub 2006 May 18. [PubMed:16709621 ]
Ketomaki AM, Gylling H, Antikainen M, Siimes MA, Miettinen TA: Red cell and plasma plant sterols are related during consumption of plant stanol and sterol ester spreads in children with hypercholesterolemia. J Pediatr. 2003 May;142(5):524-31. [PubMed:12756385 ]

Enzymes

Enzyme Details

1. 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase

General function:: Involved in cholestenol delta-isomerase activity
Specific function:: Catalyzes the conversion of Delta(8)-sterols to their corresponding Delta(7)-isomers.
Gene Name:: EBP
Uniprot ID:: Q15125
Molecular weight:: 26352.615

Reactions

Lathosterol → 5alpha-Cholest-8-en-3beta-ol	details

Enzyme Details

2. Delta(24)-sterol reductase

General function:: Energy production and conversion
Specific function:: Catalyzes the reduction of the delta-24 double bond of sterol intermediates. Protects cells from oxidative stress by reducing caspase 3 activity during apoptosis induced by oxidative stress. Also protects against amyloid-beta peptide-induced apoptosis.
Gene Name:: DHCR24
Uniprot ID:: Q15392
Molecular weight:: 60100.805

Reactions

Zymosterol intermediate 2 + NADPH + Hydrogen Ion → 5alpha-Cholest-8-en-3beta-ol + NADP	details

Showing metabocard for 5alpha-Cholest-8-en-3beta-ol (HMDB0006841)

MOL for HMDB0006841 (5alpha-Cholest-8-en-3beta-ol)

3D MOL for HMDB0006841 (5alpha-Cholest-8-en-3beta-ol)

3D SDF for HMDB0006841 (5alpha-Cholest-8-en-3beta-ol)

3D-SDF for HMDB0006841 (5alpha-Cholest-8-en-3beta-ol)

PDB for HMDB0006841 (5alpha-Cholest-8-en-3beta-ol)

3D PDB for HMDB0006841 (5alpha-Cholest-8-en-3beta-ol)

SMILES for HMDB0006841 (5alpha-Cholest-8-en-3beta-ol)

INCHI for HMDB0006841 (5alpha-Cholest-8-en-3beta-ol)

Structure for HMDB0006841 (5alpha-Cholest-8-en-3beta-ol)

3D Structure for HMDB0006841 (5alpha-Cholest-8-en-3beta-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions