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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:39 UTC

Update Date

2022-03-07 02:52:07 UTC

HMDB ID

HMDB0029320

Secondary Accession Numbers

HMDB29320

Metabolite Identification

Common Name

(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol

Description

3,6-Ditigloyloxytropan-7-ol belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]octane. 3,6-Ditigloyloxytropan-7-ol is a very strong basic compound (based on its pKa). Outside of the human body, 3,6-Ditigloyloxytropan-7-ol has been detected, but not quantified in, fruits. This could make 3,6-ditigloyloxytropan-7-ol a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 05061304442D          

 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
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 26 14  1  0  0  0  0
 26 21  1  0  0  0  0
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 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

HMDB0029320
     RDKit          3D
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol
 75 78  0  0  0  0  0  0  0  0999 V2000
    7.4292    0.6699   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061304442D          

 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
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    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
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M  END
> <DATABASE_ID>
HMDB0029320

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1C(O)C3

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O2/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/h17-19,21-22,24-25,28-29H,6-16H2,1-5H3

> <INCHI_KEY>
MPCLLXXLNXORCU-UHFFFAOYSA-N

> <FORMULA>
C27H46O2

> <MOLECULAR_WEIGHT>
402.6529

> <EXACT_MASS>
402.349780716

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
51.14746108241461

> <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]heptadec-1(10)-ene-5,8-diol

> <ALOGPS_LOGP>
5.69

> <JCHEM_LOGP>
5.760466409000001

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.398287459956563

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.702807643511896

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6914773041848523

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
121.94239999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.32e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029320
     RDKit          3D
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol
 75 78  0  0  0  0  0  0  0  0999 V2000
    7.4292    0.6699   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3048   -0.0667   -1.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8360   -1.2198   -1.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3285   -0.6383   -0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7426    0.4670    0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282    0.0425    1.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707   -0.6908    1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6879   -2.0009    0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6551    0.2825    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3795    1.4283    1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1048    2.0638    1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3767    1.1484    0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8181    1.0647    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914    0.0555    0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146   -0.7652    1.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007   -1.1045    1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3131   -0.1827    0.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -0.8446   -1.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758   -0.2369    0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4934   -1.1514    1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7493   -1.0945   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1337   -1.5622   -1.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1186   -0.4458   -1.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3175   -0.7064   -0.9786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6038    0.8994   -1.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7252    0.9616   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9764    2.2743   -0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6154    3.1701   -1.0655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5589    2.1058   -0.7372 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2658    1.7704   -0.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4187    0.5056   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5648    0.3846    0.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7177    0.6306   -1.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7064   -1.6958   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.9200   -2.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2803   -0.7792   -2.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5954   -1.2743   -0.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9372   -1.2801    0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6582    1.0056    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3175    1.2521    0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870    0.9876    2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4255   -0.5324    2.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0867   -0.8897    2.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4862   -2.0480   -0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -2.7249    1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6502   -2.5029    1.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1891    0.6561   -0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3178    1.0738    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1572    2.2209    1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2302    3.1146    0.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5819    2.1159    2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0425    1.5456   -0.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236   -0.1913    2.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3755   -1.6830    1.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175   -1.2655    2.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4070   -2.1541    0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5548   -0.4826   -1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2124   -0.5176   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2073   -1.9413   -0.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2325   -2.2095    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6003   -1.0805    1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1833   -0.8056    2.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1650   -1.9990   -0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157   -0.6127   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0465   -2.2077   -2.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799   -2.2244   -0.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4327   -0.4307   -2.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2536   -1.5978   -0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4711    1.5758   -1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0647    1.3412   -2.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4044    1.0539    0.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9585    2.7899    0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6289    4.0886   -0.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368    1.9002   -1.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0934    3.1146   -0.6502 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  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
 11 51  1  0
 12 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 18 57  1  0
 18 58  1  0
 18 59  1  0
 20 60  1  0
 20 61  1  0
 20 62  1  0
 21 63  1  0
 21 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 24 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 27 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  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    HMDB0029320
HETATM    1  C1  UNL     1       7.429   0.670  -0.500  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.305  -0.067  -1.160  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.836  -1.220  -1.987  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.329  -0.638  -0.119  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.743   0.467   0.708  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.828   0.043   1.769  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.571  -0.691   1.443  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.688  -2.001   0.778  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.655   0.282   0.765  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.380   1.428   1.692  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.105   2.064   1.226  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.377   1.148   0.148  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.818   1.065   0.005  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.491   0.055   0.539  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.815  -0.765   1.608  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.401  -1.104   1.278  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.313  -0.183   0.363  1.00  0.00           C  
HETATM   18  C18 UNL     1       0.359  -0.845  -1.017  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.876  -0.237   0.077  1.00  0.00           C  
HETATM   20  C20 UNL     1      -4.493  -1.151   1.145  1.00  0.00           C  
HETATM   21  C21 UNL     1      -3.749  -1.094  -1.165  1.00  0.00           C  
HETATM   22  C22 UNL     1      -5.134  -1.562  -1.527  1.00  0.00           C  
HETATM   23  C23 UNL     1      -6.119  -0.446  -1.678  1.00  0.00           C  
HETATM   24  O1  UNL     1      -7.318  -0.706  -0.979  1.00  0.00           O  
HETATM   25  C24 UNL     1      -5.604   0.899  -1.344  1.00  0.00           C  
HETATM   26  C25 UNL     1      -4.725   0.962  -0.128  1.00  0.00           C  
HETATM   27  C26 UNL     1      -3.976   2.274  -0.184  1.00  0.00           C  
HETATM   28  O2  UNL     1      -4.615   3.170  -1.065  1.00  0.00           O  
HETATM   29  C27 UNL     1      -2.559   2.106  -0.737  1.00  0.00           C  
HETATM   30  H1  UNL     1       7.266   1.770  -0.496  1.00  0.00           H  
HETATM   31  H2  UNL     1       8.419   0.506  -0.991  1.00  0.00           H  
HETATM   32  H3  UNL     1       7.565   0.385   0.574  1.00  0.00           H  
HETATM   33  H4  UNL     1       5.718   0.631  -1.774  1.00  0.00           H  
HETATM   34  H5  UNL     1       7.706  -1.696  -1.470  1.00  0.00           H  
HETATM   35  H6  UNL     1       6.049  -1.920  -2.267  1.00  0.00           H  
HETATM   36  H7  UNL     1       7.280  -0.779  -2.926  1.00  0.00           H  
HETATM   37  H8  UNL     1       4.595  -1.274  -0.630  1.00  0.00           H  
HETATM   38  H9  UNL     1       5.937  -1.280   0.544  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.658   1.006   1.129  1.00  0.00           H  
HETATM   40  H11 UNL     1       4.318   1.252   0.027  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.587   0.988   2.372  1.00  0.00           H  
HETATM   42  H13 UNL     1       4.425  -0.532   2.570  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.087  -0.890   2.459  1.00  0.00           H  
HETATM   44  H15 UNL     1       2.486  -2.048  -0.298  1.00  0.00           H  
HETATM   45  H16 UNL     1       1.920  -2.725   1.211  1.00  0.00           H  
HETATM   46  H17 UNL     1       3.650  -2.503   1.083  1.00  0.00           H  
HETATM   47  H18 UNL     1       2.189   0.656  -0.142  1.00  0.00           H  
HETATM   48  H19 UNL     1       1.318   1.074   2.750  1.00  0.00           H  
HETATM   49  H20 UNL     1       2.157   2.221   1.642  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.230   3.115   0.883  1.00  0.00           H  
HETATM   51  H22 UNL     1      -0.582   2.116   2.097  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.043   1.546  -0.824  1.00  0.00           H  
HETATM   53  H24 UNL     1      -1.824  -0.191   2.574  1.00  0.00           H  
HETATM   54  H25 UNL     1      -2.375  -1.683   1.810  1.00  0.00           H  
HETATM   55  H26 UNL     1       0.118  -1.266   2.270  1.00  0.00           H  
HETATM   56  H27 UNL     1      -0.407  -2.154   0.850  1.00  0.00           H  
HETATM   57  H28 UNL     1      -0.555  -0.483  -1.575  1.00  0.00           H  
HETATM   58  H29 UNL     1       1.212  -0.518  -1.619  1.00  0.00           H  
HETATM   59  H30 UNL     1       0.207  -1.941  -0.960  1.00  0.00           H  
HETATM   60  H31 UNL     1      -4.233  -2.209   0.959  1.00  0.00           H  
HETATM   61  H32 UNL     1      -5.600  -1.081   1.136  1.00  0.00           H  
HETATM   62  H33 UNL     1      -4.183  -0.806   2.167  1.00  0.00           H  
HETATM   63  H34 UNL     1      -3.165  -1.999  -0.865  1.00  0.00           H  
HETATM   64  H35 UNL     1      -3.216  -0.613  -1.983  1.00  0.00           H  
HETATM   65  H36 UNL     1      -5.046  -2.208  -2.424  1.00  0.00           H  
HETATM   66  H37 UNL     1      -5.480  -2.224  -0.692  1.00  0.00           H  
HETATM   67  H38 UNL     1      -6.433  -0.431  -2.764  1.00  0.00           H  
HETATM   68  H39 UNL     1      -7.254  -1.598  -0.525  1.00  0.00           H  
HETATM   69  H40 UNL     1      -6.471   1.576  -1.158  1.00  0.00           H  
HETATM   70  H41 UNL     1      -5.065   1.341  -2.225  1.00  0.00           H  
HETATM   71  H42 UNL     1      -5.404   1.054   0.771  1.00  0.00           H  
HETATM   72  H43 UNL     1      -3.959   2.790   0.802  1.00  0.00           H  
HETATM   73  H44 UNL     1      -4.629   4.089  -0.710  1.00  0.00           H  
HETATM   74  H45 UNL     1      -2.637   1.900  -1.820  1.00  0.00           H  
HETATM   75  H46 UNL     1      -2.093   3.115  -0.650  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   50   51
CONECT   12   13   17   52
CONECT   13   14   14   29
CONECT   14   15   19
CONECT   15   16   53   54
CONECT   16   17   55   56
CONECT   17   18
CONECT   18   57   58   59
CONECT   19   20   21   26
CONECT   20   60   61   62
CONECT   21   22   63   64
CONECT   22   23   65   66
CONECT   23   24   25   67
CONECT   24   68
CONECT   25   26   69   70
CONECT   26   27   71
CONECT   27   28   29   72
CONECT   28   73
CONECT   29   74   75
END

HMDB0029320
     RDKit          3D
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol
 75 78  0  0  0  0  0  0  0  0999 V2000
    7.4292    0.6699   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3048   -0.0667   -1.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8360   -1.2198   -1.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3285   -0.6383   -0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7426    0.4670    0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282    0.0425    1.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707   -0.6908    1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6879   -2.0009    0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6551    0.2825    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3795    1.4283    1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1048    2.0638    1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3767    1.1484    0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8181    1.0647    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914    0.0555    0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146   -0.7652    1.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007   -1.1045    1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3131   -0.1827    0.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -0.8446   -1.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758   -0.2369    0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4934   -1.1514    1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7493   -1.0945   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1337   -1.5622   -1.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1186   -0.4458   -1.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3175   -0.7064   -0.9786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6038    0.8994   -1.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7252    0.9616   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9764    2.2743   -0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6154    3.1701   -1.0655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5589    2.1058   -0.7372 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2658    1.7704   -0.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4187    0.5056   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5648    0.3846    0.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7177    0.6306   -1.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7064   -1.6958   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.9200   -2.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2803   -0.7792   -2.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5954   -1.2743   -0.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9372   -1.2801    0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6582    1.0056    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3175    1.2521    0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870    0.9876    2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4255   -0.5324    2.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0867   -0.8897    2.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4862   -2.0480   -0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -2.7249    1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6502   -2.5029    1.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1891    0.6561   -0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3178    1.0738    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1572    2.2209    1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2302    3.1146    0.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5819    2.1159    2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0425    1.5456   -0.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236   -0.1913    2.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3755   -1.6830    1.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175   -1.2655    2.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4070   -2.1541    0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5548   -0.4826   -1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2124   -0.5176   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2073   -1.9413   -0.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2325   -2.2095    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6003   -1.0805    1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1833   -0.8056    2.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1650   -1.9990   -0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157   -0.6127   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0465   -2.2077   -2.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799   -2.2244   -0.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4327   -0.4307   -2.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2536   -1.5978   -0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4711    1.5758   -1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0647    1.3412   -2.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4044    1.0539    0.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9585    2.7899    0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6289    4.0886   -0.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368    1.9002   -1.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0934    3.1146   -0.6502 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  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
 11 51  1  0
 12 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 18 57  1  0
 18 58  1  0
 18 59  1  0
 20 60  1  0
 20 61  1  0
 20 62  1  0
 21 63  1  0
 21 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 24 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 27 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Peniocerol	HMDB
(3b,5a,6a)-Cholest-8-ene-3,6-diol	Generator
(3Β,5α,6α)-cholest-8-ene-3,6-diol	Generator

Chemical Formula

C₂₇H₄₆O₂

Average Molecular Weight

402.6529

Monoisotopic Molecular Weight

402.349780716

IUPAC Name

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

Traditional Name

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

CAS Registry Number

570-92-3

SMILES

CC(C)CCCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1C(O)C3

InChI Identifier

InChI=1S/C27H46O2/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/h17-19,21-22,24-25,28-29H,6-16H2,1-5H3

InChI Key

MPCLLXXLNXORCU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Tropane alkaloids

Sub Class

Not Available

Direct Parent

Tropane alkaloids

Alternative Parents

Substituents

Tropane alkaloid
Fatty acid ester
Dicarboxylic acid or derivatives
Piperidine
Fatty acyl
N-alkylpyrrolidine
Cyclic alcohol
Pyrrolidine
Alpha,beta-unsaturated carboxylic ester
Enoate ester
1,2-aminoalcohol
Amino acid or derivatives
Carboxylic acid ester
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Metabolic syndrome (HMDB: HMDB0029320)

Disposition

Biological location

Cytoplasm (HMDB: HMDB0029320)
Cell membrane (HMDB: HMDB0029320)

Biofluid or Excreta

Urine (HMDB: HMDB0029320)

Tissue substructure

Cellular substructure

Extracellular (HMDB: HMDB0029320)
Membrane (HMDB: HMDB0029320)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029320)

Source

Endogenous

Endogenous (HMDB: HMDB0029320)

Plant

Plant (HMDB: HMDB0029320)

Animal

Animal (HMDB: HMDB0029320)

Exogenous

Food

Food (HMDB: HMDB0029320)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0029320)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0029320)

Cellular process

Cell signaling (HMDB: HMDB0029320)

Multicellular process

Inflammatory response (HMDB: HMDB0029320)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0029320)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0029320)

Molecular messenger

Signaling molecule (HMDB: HMDB0029320)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029320)

Emulsifier (HMDB: HMDB0029320)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	181 - 183 °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	0.0033 g/L	ALOGPS
logP	5.69	ALOGPS
logP	5.76	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	14.7	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	121.94 m³·mol⁻¹	ChemAxon
Polarizability	51.15 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]+	196.933	31661259
DarkChem	[M-H]-	191.115	31661259
DeepCCS	[M-2H]-	236.812	30932474
DeepCCS	[M+Na]+	212.165	30932474
AllCCS	[M+H]+	206.9	32859911
AllCCS	[M+H-H2O]+	204.8	32859911
AllCCS	[M+NH4]+	208.8	32859911
AllCCS	[M+Na]+	209.3	32859911
AllCCS	[M-H]-	203.4	32859911
AllCCS	[M+Na-2H]-	205.4	32859911
AllCCS	[M+HCOO]-	207.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol	CC(C)CCCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1C(O)C3	2845.2	Standard polar	33892256
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol	CC(C)CCCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1C(O)C3	3229.4	Standard non polar	33892256
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol	CC(C)CCCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1C(O)C3	3325.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol,1TMS,isomer #1	CC(C)CCCC(C)C1CCC2C3=C(CCC21C)C1(C)CCC(O[Si](C)(C)C)CC1C(O)C3	3368.8	Semi standard non polar	33892256
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol,1TMS,isomer #2	CC(C)CCCC(C)C1CCC2C3=C(CCC21C)C1(C)CCC(O)CC1C(O[Si](C)(C)C)C3	3382.9	Semi standard non polar	33892256
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol,2TMS,isomer #1	CC(C)CCCC(C)C1CCC2C3=C(CCC21C)C1(C)CCC(O[Si](C)(C)C)CC1C(O[Si](C)(C)C)C3	3425.9	Semi standard non polar	33892256
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol,1TBDMS,isomer #1	CC(C)CCCC(C)C1CCC2C3=C(CCC21C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)CC1C(O)C3	3579.0	Semi standard non polar	33892256
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol,1TBDMS,isomer #2	CC(C)CCCC(C)C1CCC2C3=C(CCC21C)C1(C)CCC(O)CC1C(O[Si](C)(C)C(C)(C)C)C3	3606.7	Semi standard non polar	33892256
(3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol,2TBDMS,isomer #1	CC(C)CCCC(C)C1CCC2C3=C(CCC21C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)CC1C(O[Si](C)(C)C(C)(C)C)C3	3850.8	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,6alpha)-Cholest-8-ene-3,6-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-059l-1119000000-db16c092622bf65d05fe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol GC-MS (2 TMS) - 70eV, Positive	splash10-001i-4100590000-87069b854115f58cbddd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-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,6alpha)-Cholest-8-ene-3,6-diol 10V, Positive-QTOF	splash10-0f79-0009200000-2aa46a31e8be5e8a3b12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol 20V, Positive-QTOF	splash10-00kr-3139100000-a0b4a7bb6646e6e92506	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol 40V, Positive-QTOF	splash10-0a4i-9367000000-3741596db93a263a0e49	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol 10V, Negative-QTOF	splash10-0udi-0003900000-fc1163406506bd489d6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol 20V, Negative-QTOF	splash10-0ue9-0009800000-ebe84469a7b3a7da6d4a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol 40V, Negative-QTOF	splash10-00ku-3009000000-c2668c4ef5835446ae98	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol 10V, Positive-QTOF	splash10-0udi-0004900000-401101a259287addc3f2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol 20V, Positive-QTOF	splash10-0k96-9142200000-d968e3ace67303692198	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol 40V, Positive-QTOF	splash10-0a4l-9620000000-d2ed767dd84decf906cd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol 10V, Negative-QTOF	splash10-0udi-0000900000-079f76b4d985e4b92c9d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol 20V, Negative-QTOF	splash10-0udi-0000900000-079f76b4d985e4b92c9d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol 40V, Negative-QTOF	splash10-0udi-0007900000-9e5898d1a9b86b4a7ec2	2021-09-25	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

FDB000386

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

12960452

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,6alpha)-Cholest-8-ene-3,6-diol (HMDB0029320)

MOL for HMDB0029320 ((3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol)

3D MOL for HMDB0029320 ((3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol)

3D SDF for HMDB0029320 ((3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol)

3D-SDF for HMDB0029320 ((3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol)

PDB for HMDB0029320 ((3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol)

3D PDB for HMDB0029320 ((3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol)

SMILES for HMDB0029320 ((3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol)

INCHI for HMDB0029320 ((3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol)

Structure for HMDB0029320 ((3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol)

3D Structure for HMDB0029320 ((3beta,5alpha,6alpha)-Cholest-8-ene-3,6-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra