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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:08:23 UTC

Update Date

2022-03-07 02:54:04 UTC

HMDB ID

HMDB0034328

Secondary Accession Numbers

HMDB34328

Metabolite Identification

Common Name

(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol

Description

(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol, also known as thurberol, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05061307432D          

 29 32  0  0  0  0            999 V2000
    1.6892   -5.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4036   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2615   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1166   -6.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5985   -6.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8326   -5.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1181   -5.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -5.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0622   -4.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8692   -4.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2125   -7.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7916   -6.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4055   -7.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9846   -6.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5096   -5.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6407   -4.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4036   -5.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2615   -5.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7645   -6.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0887   -5.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9760   -5.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2817   -5.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3436   -6.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7026   -5.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4477   -4.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7297   -5.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1506   -6.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5715   -6.8177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9997   -4.2923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17  7  1  0  0  0  0
 18  3  1  0  0  0  0
 18  8  1  0  0  0  0
 19 11  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21  9  1  0  0  0  0
 21 18  1  0  0  0  0
 22 10  2  0  0  0  0
 22 20  1  0  0  0  0
 23 12  1  0  0  0  0
 23 20  2  0  0  0  0
 24 15  1  0  0  0  0
 25 16  1  0  0  0  0
 25 24  1  0  0  0  0
 26  4  1  0  0  0  0
 26 14  1  0  0  0  0
 26 21  1  0  0  0  0
 26 22  1  0  0  0  0
 27  5  1  0  0  0  0
 27 13  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28 19  1  0  0  0  0
 29 25  1  0  0  0  0
M  END

HMDB0034328
     RDKit          3D
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol
 73 76  0  0  0  0  0  0  0  0999 V2000
   -8.0571    1.3700    0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4385    0.0973   -0.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4190   -1.0001    0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9369    0.4747   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2348   -0.7073   -0.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8222   -0.6026   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7981   -0.2175   -0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0795    1.1971    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294   -0.3057   -0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4790    0.9155    1.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1119    1.0304    0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2931   -0.2818    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4314   -1.3235    1.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    0.6205    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1653    0.9738    2.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5345    1.7175   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9329    1.9636    0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8086    0.7656    0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4695    0.5847   -0.8972 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1605   -0.4989    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7274   -0.6436    0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650   -1.0603   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9127   -2.4262   -1.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -0.8112   -1.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8224   -2.1719   -2.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3853    0.3383    2.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1885    1.7836   -0.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5653    1.4596   -1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9745    2.6687   -0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
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 17  9  1  0
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  1 31  1  0
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 27 70  1  0
 28 71  1  0
 29 72  1  0
 29 73  1  0
M  END


  Mrv0541 05061307432D          

 29 32  0  0  0  0            999 V2000
    1.6892   -5.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4036   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2615   -6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1166   -6.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5985   -6.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8326   -5.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1181   -5.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -5.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0622   -4.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8692   -4.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2125   -7.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7916   -6.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4055   -7.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9846   -6.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4036   -5.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0034328

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCCC(C)C1CC=C2C3=C(CCC12C)C1(C)CCC(O)CC1C(O)C3

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h10,17-19,21,24-25,28-29H,6-9,11-16H2,1-5H3

> <INCHI_KEY>
CZXLHIZQQUJTND-UHFFFAOYSA-N

> <FORMULA>
C27H44O2

> <MOLECULAR_WEIGHT>
400.6371

> <EXACT_MASS>
400.334130652

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
50.98848026919376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),11-diene-5,8-diol

> <ALOGPS_LOGP>
5.76

> <JCHEM_LOGP>
5.3548869276666675

> <ALOGPS_LOGS>
-4.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.395123728133836

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.694836314571429

> <JCHEM_PKA_STRONGEST_BASIC>
-2.691477600516988

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
122.79239999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),11-diene-5,8-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034328
     RDKit          3D
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol
 73 76  0  0  0  0  0  0  0  0999 V2000
   -8.0571    1.3700    0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4385    0.0973   -0.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4190   -1.0001    0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9369    0.4747   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2348   -0.7073   -0.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8222   -0.6026   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7981   -0.2175   -0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0795    1.1971    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294   -0.3057   -0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1808   -1.7214   -1.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3087   -1.6271   -1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8234   -0.7877   -0.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2010   -0.3742   -0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5211    0.3659    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4790    0.9155    1.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1119    1.0304    0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2931   -0.2818    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4314   -1.3235    1.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    0.6205    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1653    0.9738    2.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5345    1.7175   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9329    1.9636    0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8086    0.7656    0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4695    0.5847   -0.8972 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1605   -0.4989    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7274   -0.6436    0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650   -1.0603   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9127   -2.4262   -1.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -0.8112   -1.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5473    2.2472   -0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1513    1.4109    0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8234    1.4021    1.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9056   -0.2173   -1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2936   -0.8987    1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4850   -2.0161    0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5185   -0.9287    1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6245    0.8026    0.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0427    1.3360   -1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7879   -0.9954   -1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4332   -1.6257   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499   -1.6051   -1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6633    0.0688   -2.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9386   -0.8684    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1489    1.8278   -0.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4145    1.2531    1.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606    1.6877   -0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2880    0.4245   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6825   -1.8119   -2.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3642   -2.5104   -0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224   -2.1719   -2.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    1.9826    1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853    0.3383    2.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390    1.4001    1.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1885    1.7836   -0.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3333   -1.9230    1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4236   -2.0309    1.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3236   -0.7687    2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202    0.9267    2.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6051    0.3138    2.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8281    2.0315    2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5653    1.4596   -1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9745    2.6687   -0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3889    2.7008   -0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9413    2.5205    1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6442    0.9777    1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1974   -0.0687   -0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999   -0.7106    1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7190   -1.3461    0.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2889   -1.4640    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3698   -0.5395   -1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1699   -2.8978   -1.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092   -0.0785   -2.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556   -1.7749   -2.0942 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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 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
 27 29  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 29 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 27 70  1  0
 28 71  1  0
 29 72  1  0
 29 73  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       3.153 -10.179   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.487 -12.489   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.821 -12.489   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.418 -11.836   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.051 -12.910   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.154 -10.949   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.820 -10.179   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.488 -10.179   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.316  -8.647   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.823  -8.327   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.063 -13.551   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.544 -12.590   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.557 -13.231   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.038 -12.270   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.618 -10.942   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.129  -8.837   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.487 -10.949   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.821 -10.949   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.094 -12.406   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.099  -9.981   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.155 -10.179   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.593  -9.661   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.575 -11.446   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.112 -10.621   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.636  -9.157   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.562 -10.805   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.081 -11.766   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      21.600 -12.726   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      18.666  -8.012   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6    7    8                                                       
CONECT    7    6   17                                                       
CONECT    8    6   18                                                       
CONECT    9   10   21                                                       
CONECT   10    9   22                                                       
CONECT   11   13   19                                                       
CONECT   12   14   23                                                       
CONECT   13   11   27                                                       
CONECT   14   12   26                                                       
CONECT   15   19   24                                                       
CONECT   16   20   25                                                       
CONECT   17    1    2    7                                                  
CONECT   18    3    8   21                                                  
CONECT   19   11   15   28                                                  
CONECT   20   16   22   23                                                  
CONECT   21    9   18   26                                                  
CONECT   22   10   20   26                                                  
CONECT   23   12   20   27                                                  
CONECT   24   15   25   27                                                  
CONECT   25   16   24   29                                                  
CONECT   26    4   14   21   22                                             
CONECT   27    5   13   23   24                                             
CONECT   28   19                                                            
CONECT   29   25                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0034328
HETATM    1  C1  UNL     1      -8.057   1.370   0.353  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.439   0.097  -0.174  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.419  -1.000   0.869  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.937   0.475  -0.455  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.235  -0.707  -0.978  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.822  -0.603  -1.350  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.798  -0.217  -0.330  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.079   1.197   0.147  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.429  -0.306  -0.939  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.181  -1.721  -1.506  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.309  -1.627  -1.715  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.823  -0.788  -0.819  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.201  -0.374  -0.624  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.521   0.366   0.419  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.479   0.916   1.271  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.112   1.030   0.600  1.00  0.00           C  
HETATM   17  C17 UNL     1      -0.293  -0.282   0.059  1.00  0.00           C  
HETATM   18  C18 UNL     1      -0.431  -1.323   1.150  1.00  0.00           C  
HETATM   19  C19 UNL     1       3.943   0.620   0.699  1.00  0.00           C  
HETATM   20  C20 UNL     1       4.165   0.974   2.140  1.00  0.00           C  
HETATM   21  C21 UNL     1       4.535   1.718  -0.151  1.00  0.00           C  
HETATM   22  C22 UNL     1       5.933   1.964   0.310  1.00  0.00           C  
HETATM   23  C23 UNL     1       6.809   0.766   0.336  1.00  0.00           C  
HETATM   24  O1  UNL     1       7.470   0.585  -0.897  1.00  0.00           O  
HETATM   25  C24 UNL     1       6.161  -0.499   0.765  1.00  0.00           C  
HETATM   26  C25 UNL     1       4.727  -0.644   0.380  1.00  0.00           C  
HETATM   27  C26 UNL     1       4.565  -1.060  -1.055  1.00  0.00           C  
HETATM   28  O2  UNL     1       4.913  -2.426  -1.125  1.00  0.00           O  
HETATM   29  C27 UNL     1       3.211  -0.811  -1.628  1.00  0.00           C  
HETATM   30  H1  UNL     1      -7.547   2.247  -0.095  1.00  0.00           H  
HETATM   31  H2  UNL     1      -9.151   1.411   0.170  1.00  0.00           H  
HETATM   32  H3  UNL     1      -7.823   1.402   1.451  1.00  0.00           H  
HETATM   33  H4  UNL     1      -7.906  -0.217  -1.123  1.00  0.00           H  
HETATM   34  H5  UNL     1      -8.294  -0.899   1.572  1.00  0.00           H  
HETATM   35  H6  UNL     1      -7.485  -2.016   0.405  1.00  0.00           H  
HETATM   36  H7  UNL     1      -6.519  -0.929   1.527  1.00  0.00           H  
HETATM   37  H8  UNL     1      -5.624   0.803   0.578  1.00  0.00           H  
HETATM   38  H9  UNL     1      -6.043   1.336  -1.135  1.00  0.00           H  
HETATM   39  H10 UNL     1      -5.788  -0.995  -1.948  1.00  0.00           H  
HETATM   40  H11 UNL     1      -5.433  -1.626  -0.325  1.00  0.00           H  
HETATM   41  H12 UNL     1      -3.450  -1.605  -1.773  1.00  0.00           H  
HETATM   42  H13 UNL     1      -3.663   0.069  -2.262  1.00  0.00           H  
HETATM   43  H14 UNL     1      -2.939  -0.868   0.559  1.00  0.00           H  
HETATM   44  H15 UNL     1      -2.149   1.828  -0.005  1.00  0.00           H  
HETATM   45  H16 UNL     1      -3.415   1.253   1.182  1.00  0.00           H  
HETATM   46  H17 UNL     1      -3.861   1.688  -0.504  1.00  0.00           H  
HETATM   47  H18 UNL     1      -1.288   0.424  -1.703  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.682  -1.812  -2.494  1.00  0.00           H  
HETATM   49  H20 UNL     1      -1.364  -2.510  -0.795  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.822  -2.172  -2.480  1.00  0.00           H  
HETATM   51  H22 UNL     1       1.767   1.983   1.506  1.00  0.00           H  
HETATM   52  H23 UNL     1       1.385   0.338   2.201  1.00  0.00           H  
HETATM   53  H24 UNL     1      -0.539   1.400   1.433  1.00  0.00           H  
HETATM   54  H25 UNL     1       0.189   1.784  -0.171  1.00  0.00           H  
HETATM   55  H26 UNL     1      -1.333  -1.923   1.114  1.00  0.00           H  
HETATM   56  H27 UNL     1       0.424  -2.031   1.161  1.00  0.00           H  
HETATM   57  H28 UNL     1      -0.324  -0.769   2.131  1.00  0.00           H  
HETATM   58  H29 UNL     1       5.220   0.927   2.427  1.00  0.00           H  
HETATM   59  H30 UNL     1       3.605   0.314   2.835  1.00  0.00           H  
HETATM   60  H31 UNL     1       3.828   2.031   2.345  1.00  0.00           H  
HETATM   61  H32 UNL     1       4.565   1.460  -1.223  1.00  0.00           H  
HETATM   62  H33 UNL     1       3.975   2.669  -0.065  1.00  0.00           H  
HETATM   63  H34 UNL     1       6.389   2.701  -0.414  1.00  0.00           H  
HETATM   64  H35 UNL     1       5.941   2.521   1.292  1.00  0.00           H  
HETATM   65  H36 UNL     1       7.644   0.978   1.067  1.00  0.00           H  
HETATM   66  H37 UNL     1       8.197  -0.069  -0.822  1.00  0.00           H  
HETATM   67  H38 UNL     1       6.300  -0.711   1.866  1.00  0.00           H  
HETATM   68  H39 UNL     1       6.719  -1.346   0.266  1.00  0.00           H  
HETATM   69  H40 UNL     1       4.289  -1.464   1.002  1.00  0.00           H  
HETATM   70  H41 UNL     1       5.370  -0.539  -1.651  1.00  0.00           H  
HETATM   71  H42 UNL     1       4.170  -2.898  -1.601  1.00  0.00           H  
HETATM   72  H43 UNL     1       3.209  -0.078  -2.470  1.00  0.00           H  
HETATM   73  H44 UNL     1       2.856  -1.775  -2.094  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4   33
CONECT    3   34   35   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8    9   43
CONECT    8   44   45   46
CONECT    9   10   17   47
CONECT   10   11   48   49
CONECT   11   12   12   50
CONECT   12   13   17
CONECT   13   14   14   29
CONECT   14   15   19
CONECT   15   16   51   52
CONECT   16   17   53   54
CONECT   17   18
CONECT   18   55   56   57
CONECT   19   20   21   26
CONECT   20   58   59   60
CONECT   21   22   61   62
CONECT   22   23   63   64
CONECT   23   24   25   65
CONECT   24   66
CONECT   25   26   67   68
CONECT   26   27   69
CONECT   27   28   29   70
CONECT   28   71
CONECT   29   72   73
END

HMDB0034328
     RDKit          3D
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol
 73 76  0  0  0  0  0  0  0  0999 V2000
   -8.0571    1.3700    0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4385    0.0973   -0.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4190   -1.0001    0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9369    0.4747   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2348   -0.7073   -0.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8222   -0.6026   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7981   -0.2175   -0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0795    1.1971    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294   -0.3057   -0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1808   -1.7214   -1.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3087   -1.6271   -1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8234   -0.7877   -0.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2010   -0.3742   -0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5211    0.3659    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4790    0.9155    1.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1119    1.0304    0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2931   -0.2818    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4314   -1.3235    1.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    0.6205    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1653    0.9738    2.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5345    1.7175   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9329    1.9636    0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8086    0.7656    0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4695    0.5847   -0.8972 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1605   -0.4989    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7274   -0.6436    0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650   -1.0603   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9127   -2.4262   -1.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109   -0.8112   -1.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5473    2.2472   -0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1513    1.4109    0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8234    1.4021    1.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9056   -0.2173   -1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2936   -0.8987    1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4850   -2.0161    0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5185   -0.9287    1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6245    0.8026    0.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0427    1.3360   -1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7879   -0.9954   -1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4332   -1.6257   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499   -1.6051   -1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6633    0.0688   -2.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9386   -0.8684    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1489    1.8278   -0.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4145    1.2531    1.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606    1.6877   -0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2880    0.4245   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6825   -1.8119   -2.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3642   -2.5104   -0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224   -2.1719   -2.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    1.9826    1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853    0.3383    2.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390    1.4001    1.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1885    1.7836   -0.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3333   -1.9230    1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4236   -2.0309    1.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3236   -0.7687    2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202    0.9267    2.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6051    0.3138    2.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8281    2.0315    2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5653    1.4596   -1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9745    2.6687   -0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3889    2.7008   -0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9413    2.5205    1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6442    0.9777    1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1974   -0.0687   -0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999   -0.7106    1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7190   -1.3461    0.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2889   -1.4640    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3698   -0.5395   -1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1699   -2.8978   -1.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092   -0.0785   -2.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556   -1.7749   -2.0942 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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 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
 27 29  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 29 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 27 70  1  0
 28 71  1  0
 29 72  1  0
 29 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3b,5a,6a)-Cholesta-8,14-diene-3,6-diol	Generator
(3Β,5α,6a)-cholesta-8,14-diene-3,6-diol	Generator
Thurberol	HMDB

Chemical Formula

C₂₇H₄₄O₂

Average Molecular Weight

400.6371

Monoisotopic Molecular Weight

400.334130652

IUPAC Name

2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),11-diene-5,8-diol

Traditional Name

2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),11-diene-5,8-diol

CAS Registry Number

84765-66-2

SMILES

CC(C)CCCC(C)C1CC=C2C3=C(CCC12C)C1(C)CCC(O)CC1C(O)C3

InChI Identifier

InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h10,17-19,21,24-25,28-29H,6-9,11-16H2,1-5H3

InChI Key

CZXLHIZQQUJTND-UHFFFAOYSA-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

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Metabolic syndrome (HMDB: HMDB0034328)

Disposition

Biological location

Cytoplasm (HMDB: HMDB0034328)
Cell membrane (HMDB: HMDB0034328)

Biofluid or Excreta

Urine (HMDB: HMDB0034328)

Tissue substructure

Cellular substructure

Extracellular (HMDB: HMDB0034328)
Membrane (HMDB: HMDB0034328)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034328)

Source

Endogenous

Endogenous (HMDB: HMDB0034328)

Plant

Plant (HMDB: HMDB0034328)

Animal

Animal (HMDB: HMDB0034328)

Exogenous

Food

Food (HMDB: HMDB0034328)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034328)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034328)

Cellular process

Cell signaling (HMDB: HMDB0034328)

Multicellular process

Inflammatory response (HMDB: HMDB0034328)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034328)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034328)

Nutrient

Nutrient (HMDB: HMDB0034328)

Molecular messenger

Signaling molecule (HMDB: HMDB0034328)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034328)

Emulsifier (HMDB: HMDB0034328)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	190 - 190.5 °C	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	0.0054 g/L	ALOGPS
logP	5.76	ALOGPS
logP	5.35	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	14.69	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	122.79 m³·mol⁻¹	ChemAxon
Polarizability	50.99 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	197.745	31661259
DarkChem	[M-H]-	194.281	31661259
DeepCCS	[M-2H]-	237.696	30932474
DeepCCS	[M+Na]+	212.962	30932474
AllCCS	[M+H]+	206.0	32859911
AllCCS	[M+H-H2O]+	203.9	32859911
AllCCS	[M+NH4]+	207.9	32859911
AllCCS	[M+Na]+	208.5	32859911
AllCCS	[M-H]-	203.9	32859911
AllCCS	[M+Na-2H]-	205.8	32859911
AllCCS	[M+HCOO]-	207.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol	CC(C)CCCC(C)C1CC=C2C3=C(CCC12C)C1(C)CCC(O)CC1C(O)C3	3510.7	Standard polar	33892256
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol	CC(C)CCCC(C)C1CC=C2C3=C(CCC12C)C1(C)CCC(O)CC1C(O)C3	3195.3	Standard non polar	33892256
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol	CC(C)CCCC(C)C1CC=C2C3=C(CCC12C)C1(C)CCC(O)CC1C(O)C3	3387.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol,1TMS,isomer #1	CC(C)CCCC(C)C1CC=C2C3=C(CCC21C)C1(C)CCC(O[Si](C)(C)C)CC1C(O)C3	3298.2	Semi standard non polar	33892256
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol,1TMS,isomer #2	CC(C)CCCC(C)C1CC=C2C3=C(CCC21C)C1(C)CCC(O)CC1C(O[Si](C)(C)C)C3	3301.9	Semi standard non polar	33892256
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol,2TMS,isomer #1	CC(C)CCCC(C)C1CC=C2C3=C(CCC21C)C1(C)CCC(O[Si](C)(C)C)CC1C(O[Si](C)(C)C)C3	3311.8	Semi standard non polar	33892256
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol,1TBDMS,isomer #1	CC(C)CCCC(C)C1CC=C2C3=C(CCC21C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)CC1C(O)C3	3534.0	Semi standard non polar	33892256
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol,1TBDMS,isomer #2	CC(C)CCCC(C)C1CC=C2C3=C(CCC21C)C1(C)CCC(O)CC1C(O[Si](C)(C)C(C)(C)C)C3	3558.7	Semi standard non polar	33892256
(3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol,2TBDMS,isomer #1	CC(C)CCCC(C)C1CC=C2C3=C(CCC21C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)CC1C(O[Si](C)(C)C(C)(C)C)C3	3772.3	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 - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-052o-1119000000-c130da4e779e1f7fd64b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol GC-MS (2 TMS) - 70eV, Positive	splash10-0059-4101590000-feafa20ba127b9e03dce	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 10V, Negative-QTOF	splash10-0002-0009000000-93e71df8c273f316291e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 20V, Negative-QTOF	splash10-000t-0009000000-c213a2049e0227593613	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 40V, Negative-QTOF	splash10-0159-3009000000-46a0e83c43d9afaf6604	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 10V, Negative-QTOF	splash10-0002-0009000000-dc23ba87137530d83f68	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 20V, Negative-QTOF	splash10-0002-0009000000-dc23ba87137530d83f68	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 40V, Negative-QTOF	splash10-0002-0009000000-43c77f5a7a78cef88d7d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 10V, Positive-QTOF	splash10-0f89-0009200000-18b2b491bcf0d96e8969	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 20V, Positive-QTOF	splash10-00lr-3229100000-15364211d3d5279bb18e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 40V, Positive-QTOF	splash10-0pb9-9446000000-88b3a1e8347409cbd90f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 10V, Positive-QTOF	splash10-0udi-0014900000-1eb6d2fb34f5efea9b0e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 20V, Positive-QTOF	splash10-0k9f-5095200000-9335d6525175b1a5fead	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol 40V, Positive-QTOF	splash10-0a4i-9742000000-8137e269062cdeb912b8	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012686

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751546

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Dietschy JM, Turley SD: Thematic review series: brain Lipids. Cholesterol metabolism in the central nervous system during early development and in the mature animal. J Lipid Res. 2004 Aug;45(8):1375-97. [PubMed:15254070 ]
O'Byrne SM, Blaner WS: Retinol and retinyl esters: biochemistry and physiology. J Lipid Res. 2013 Jul;54(7):1731-43. doi: 10.1194/jlr.R037648. Epub 2013 Apr 26. [PubMed:23625372 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Linda T. Welson (2006). Triglycerides and Cholesterol Research. Nova Science Publishers Inc..

Showing metabocard for (3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol (HMDB0034328)

MOL for HMDB0034328 ((3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol)

3D MOL for HMDB0034328 ((3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol)

3D SDF for HMDB0034328 ((3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol)

3D-SDF for HMDB0034328 ((3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol)

PDB for HMDB0034328 ((3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol)

3D PDB for HMDB0034328 ((3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol)

SMILES for HMDB0034328 ((3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol)

INCHI for HMDB0034328 ((3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol)

Structure for HMDB0034328 ((3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol)

3D Structure for HMDB0034328 ((3beta,5alpha,6a)-Cholesta-8,14-diene-3,6-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra