MiMeDB: Showing metabocard for 5a-Cholest-8-en-3b-ol (MMDBc0048850)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:12:03 UTC

Update Date

2024-04-30 20:37:33 UTC

Metabolite ID

MMDBc0048850

Metabolite Identification

Common Name

5a-Cholest-8-en-3b-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
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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
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    7.7968   -0.0634   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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   -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
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   -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
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  4  5  1  0
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 13 14  2  0
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 17 18  1  6
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 17  9  1  0
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 27 72  1  0
 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
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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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 11  2  1  1  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
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M  END
> <DATABASE_ID>
MMDBc0048850

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₂₇H₄₆O

Average Mass

386.6535

Monoisotopic Mass

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 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-076r-1019000000-da210f056bd723d532a1	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0006-3105900000-25f7266fb84218fbea74	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-0009000000-a776f0a6c0141e92ae73	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05p9-3139000000-e84343d3954ffbe258f2	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-5249000000-5b6b7a2f03b59d093325	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0009000000-315c5133aa81b3939474	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0009000000-711bf432a79ce66b987f	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ldi-1019000000-b4dfc241017aaa46ed22	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0009000000-c037f2d2f217e99b79ac	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0009000000-c037f2d2f217e99b79ac	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-0009000000-04cb77df44ddc15c479c	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kr-0009000000-41e086d5b3ca90d0da91	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0609-9345000000-80072d6556dbb8a419e1	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ab9-8950000000-c4785344c8ab4e1aea5c	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Blood
Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192567	3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase	Unknown	Q15125	Homo sapiens
MMDBp0193337	Delta(24)-sterol reductase	Unknown	Q15392	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Kandutsch-Russell Pathway (Cholesterol Biosynthesis)

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000667	zymosterol intermediate 2	5a-Cholest-8-en-3b-ol	24-dehydrocholesterol reductase	VMH	17984220 19520779 19520780
MMDBr0000847	5a-Cholest-8-en-3b-ol	Lathosterol	emopamil binding protein (sterol isomerase)	VMH	10391219
MMDBr0002936	zymosterol intermediate 2	5a-Cholest-8-en-3b-ol	24-dehydrocholesterol reductase	VMH; KEGG	30371894
MMDBr0002937	Lathosterol	5a-Cholest-8-en-3b-ol	emopamil binding protein (sterol isomerase)	VMH	12133002 4475632 5810070
MMDBr0004543	5a-Cholest-8-en-3b-ol	Lathosterol	emopamil binding protein (sterol isomerase)	VMH	11111101
MMDBr0009544	5Alpha-Cholest-8-En-3-One	5a-Cholest-8-en-3b-ol	hydroxysteroid (17-beta) dehydrogenase 7	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Eukaryota/Fungi	Basidiomycota	8	Human feces
Eukaryota/Fungi	Blastocladiomycota	1
Eukaryota/Fungi	Ascomycota	2

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	<0.000129				uM	Newborn (0-30 days old)	Not Specified	Normal	HMDB	12189593

External Links

HMDB ID

HMDB0006841

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

References

Synthesis Reference

Not Available

General References

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. doi: 10.1067/mpd.2003.193. [PubMed:12756385 ]
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. doi: 10.1016/j.metabol.2004.09.013. [PubMed:15736111 ]
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. doi: 10.1097/01.tp.0000189173.46727.18. [PubMed:16477216 ]
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. doi: 10.1373/clinchem.2006.069112. Epub 2006 May 18. [PubMed:16709621 ]

Showing metabocard for 5a-Cholest-8-en-3b-ol (MMDBc0048850)

MOL for #<Metabolite:0x00005634c2ad7f80>

3D MOL for #<Metabolite:0x00005634c2ad7f80>

3D SDF for #<Metabolite:0x00005634c2ad7f80>

3D-SDF for #<Metabolite:0x00005634c2ad7f80>

PDB for #<Metabolite:0x00005634c2ad7f80>

3D PDB for #<Metabolite:0x00005634c2ad7f80>

SMILES for #<Metabolite:0x00005634c2ad7f80>

INCHI for #<Metabolite:0x00005634c2ad7f80>

Structure for #<Metabolite:0x00005634c2ad7f80>

3D Structure for #<Metabolite:0x00005634c2ad7f80>