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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:01 UTC

HMDB ID

HMDB0000369

Secondary Accession Numbers

HMDB00369

Metabolite Identification

Common Name

3b,17b-Dihydroxyetiocholane

Description

3b,17b-Dihydroxyetiocholane belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Based on a literature review a small amount of articles have been published on 3b,17b-Dihydroxyetiocholane.

Structure

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

HMDB0000369
     RDKit          3D
3b,17b-Dihydroxyetiocholane
 53 56  0  0  0  0  0  0  0  0999 V2000
   -1.8848    1.8716    0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270    0.6065   -0.0862 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0466    0.8688   -1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253    1.2513   -1.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2800    0.0453   -0.9473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2215    0.4178    0.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3694   -1.0487   -0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2971   -0.5222    0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4522   -1.7133    0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708   -1.3035    1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455   -0.2006    1.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414    0.4378   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805   -0.1754   -1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -0.4032   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6116   -0.0516   -0.3403 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9085    1.3835   -0.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9211   -0.7136    0.8225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9012   -0.5475    1.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2380   -0.7144    1.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9410   -0.8168   -0.2642 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8860   -0.1997   -1.0455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8719    1.7286    1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8459    2.7680    0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1396    1.9894    1.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9775   -0.0118   -2.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5283    1.7678   -1.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871    2.1324   -0.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8128    1.5487   -2.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8403   -0.3692   -1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9249    0.2099    0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9279   -1.6070   -1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920   -1.7602    0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8520   -0.2222    1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1067   -2.3409    1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223   -2.3833    0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6470   -1.0538    2.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498   -2.2335    1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6469    0.5892    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    1.4983   -0.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1701   -1.0877   -1.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0959    0.5792   -2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0445   -1.4907   -1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2935    0.1319   -2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5441    1.8310    0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0186    1.5984   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309    1.9464   -1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8519   -1.7946    0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557    0.4297    2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7977   -1.3204    2.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7366   -1.6266    1.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8855    0.1777    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7682   -1.8932   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5120    0.2728   -1.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  8  2  1  0
 17 11  1  0
 12  2  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  6
 21 53  1  0
M  END


  Mrv0541 02231218292D          

 21 24  0  0  1  0            999 V2000
    8.8246   -7.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8627   -5.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7772   -8.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4381   -8.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8109   -7.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2138   -6.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5028   -8.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4855   -6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1637   -7.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1464   -6.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3582   -9.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0190   -8.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6001   -8.8416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3409   -7.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0017   -7.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5827   -7.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6536   -6.0268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9218   -7.8539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9045   -6.3724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9391   -9.3354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8143   -5.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 18  1  1  1  0  0  0
 19  2  1  1  0  0  0
  3 12  1  0  0  0  0
  3  4  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6 17  1  0  0  0  0
  7  9  1  0  0  0  0
  7 13  1  0  0  0  0
  8 10  1  0  0  0  0
 16  8  1  0  0  0  0
  9 18  1  0  0  0  0
 10 19  1  0  0  0  0
 11 13  1  0  0  0  0
 11 12  1  0  0  0  0
 12 18  1  0  0  0  0
 13 20  1  1  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 18  1  0  0  0  0
 17 21  1  1  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000369

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@]12CCC3C(CCC4C[C@@H](O)CC[C@]34C)C1CC[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12?,13-,14?,15?,16?,17-,18-,19-/m0/s1

> <INCHI_KEY>
CBMYJHIOYJEBSB-WTVXNACZSA-N

> <FORMULA>
C19H32O2

> <MOLECULAR_WEIGHT>
292.4562

> <EXACT_MASS>
292.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
35.52615455598584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,5S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
3.2037568309999997

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.377705356554483

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.2963963211217

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7580100340749988

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
84.63119999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000369
     RDKit          3D
3b,17b-Dihydroxyetiocholane
 53 56  0  0  0  0  0  0  0  0999 V2000
   -1.8848    1.8716    0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270    0.6065   -0.0862 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0466    0.8688   -1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253    1.2513   -1.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2800    0.0453   -0.9473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2215    0.4178    0.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3694   -1.0487   -0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2971   -0.5222    0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4522   -1.7133    0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708   -1.3035    1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455   -0.2006    1.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414    0.4378   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805   -0.1754   -1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -0.4032   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6116   -0.0516   -0.3403 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9085    1.3835   -0.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9211   -0.7136    0.8225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9012   -0.5475    1.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2380   -0.7144    1.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9410   -0.8168   -0.2642 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8860   -0.1997   -1.0455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8719    1.7286    1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8459    2.7680    0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1396    1.9894    1.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9775   -0.0118   -2.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5283    1.7678   -1.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871    2.1324   -0.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8128    1.5487   -2.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8403   -0.3692   -1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9249    0.2099    0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9279   -1.6070   -1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920   -1.7602    0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8520   -0.2222    1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1067   -2.3409    1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223   -2.3833    0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6470   -1.0538    2.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498   -2.2335    1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6469    0.5892    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    1.4983   -0.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1701   -1.0877   -1.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0959    0.5792   -2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0445   -1.4907   -1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2935    0.1319   -2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5441    1.8310    0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0186    1.5984   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309    1.9464   -1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8519   -1.7946    0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557    0.4297    2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7977   -1.3204    2.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7366   -1.6266    1.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8855    0.1777    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7682   -1.8932   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5120    0.2728   -1.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  8  2  1  0
 17 11  1  0
 12  2  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  6
 21 53  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      16.473 -13.131   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.277 -10.247   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.251 -16.797   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.484 -15.876   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.047 -13.724   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.799 -12.380   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.005 -14.975   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.706 -12.209   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.239 -14.053   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.940 -11.288   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.602 -17.112   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.835 -16.190   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.187 -16.504   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.303 -14.346   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.537 -13.425   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.888 -13.739   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.753 -11.250   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.654 -14.661   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.355 -11.895   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.953 -17.426   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      22.053  -9.740   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   12    4                                                       
CONECT    4    3   14                                                       
CONECT    5   15    6                                                       
CONECT    6    5   17                                                       
CONECT    7    9   13                                                       
CONECT    8   10   16                                                       
CONECT    9    7   18                                                       
CONECT   10    8   19                                                       
CONECT   11   13   12                                                       
CONECT   12    3   11   18                                                  
CONECT   13    7   11   20                                                  
CONECT   14    4   15   16                                                  
CONECT   15    5   14   19                                                  
CONECT   16    8   14   18                                                  
CONECT   17    6   21   19                                                  
CONECT   18    1    9   12   16                                             
CONECT   19    2   10   15   17                                             
CONECT   20   13                                                            
CONECT   21   17                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0000369
HETATM    1  C1  UNL     1      -1.885   1.872   0.707  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.527   0.606  -0.086  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.047   0.869  -1.501  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.525   1.251  -1.430  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.280   0.045  -0.947  1.00  0.00           C  
HETATM    6  O1  UNL     1      -5.221   0.418   0.006  1.00  0.00           O  
HETATM    7  C6  UNL     1      -3.369  -1.049  -0.450  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.297  -0.522   0.484  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.452  -1.713   0.884  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.271  -1.303   1.688  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.546  -0.201   1.086  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.041   0.438  -0.115  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.380  -0.175  -1.425  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.838  -0.403  -1.564  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.612  -0.052  -0.340  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.908   1.384  -0.157  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.921  -0.714   0.822  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.901  -0.547   1.914  1.00  0.00           C  
HETATM   19  C18 UNL     1       4.238  -0.714   1.222  1.00  0.00           C  
HETATM   20  C19 UNL     1       3.941  -0.817  -0.264  1.00  0.00           C  
HETATM   21  O2  UNL     1       4.886  -0.200  -1.046  1.00  0.00           O  
HETATM   22  H1  UNL     1      -2.872   1.729   1.210  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.846   2.768   0.084  1.00  0.00           H  
HETATM   24  H3  UNL     1      -1.140   1.989   1.523  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.977  -0.012  -2.144  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.528   1.768  -1.892  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.687   2.132  -0.795  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.813   1.549  -2.463  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.840  -0.369  -1.811  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.925   0.210   0.929  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.928  -1.607  -1.296  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.992  -1.760   0.131  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.852  -0.222   1.423  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.107  -2.341   1.560  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.222  -2.383   0.029  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.647  -1.054   2.724  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.350  -2.234   1.858  1.00  0.00           H  
HETATM   38  H17 UNL     1       0.647   0.589   1.890  1.00  0.00           H  
HETATM   39  H18 UNL     1       0.359   1.498  -0.146  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.170  -1.088  -1.691  1.00  0.00           H  
HETATM   41  H20 UNL     1       0.096   0.579  -2.218  1.00  0.00           H  
HETATM   42  H21 UNL     1       2.044  -1.491  -1.782  1.00  0.00           H  
HETATM   43  H22 UNL     1       2.293   0.132  -2.448  1.00  0.00           H  
HETATM   44  H23 UNL     1       2.544   1.831   0.787  1.00  0.00           H  
HETATM   45  H24 UNL     1       4.019   1.598  -0.166  1.00  0.00           H  
HETATM   46  H25 UNL     1       2.531   1.946  -1.062  1.00  0.00           H  
HETATM   47  H26 UNL     1       1.852  -1.795   0.569  1.00  0.00           H  
HETATM   48  H27 UNL     1       2.856   0.430   2.435  1.00  0.00           H  
HETATM   49  H28 UNL     1       2.798  -1.320   2.716  1.00  0.00           H  
HETATM   50  H29 UNL     1       4.737  -1.627   1.606  1.00  0.00           H  
HETATM   51  H30 UNL     1       4.885   0.178   1.346  1.00  0.00           H  
HETATM   52  H31 UNL     1       3.768  -1.893  -0.557  1.00  0.00           H  
HETATM   53  H32 UNL     1       4.512   0.273  -1.837  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    8   12
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6    7   29
CONECT    6   30
CONECT    7    8   31   32
CONECT    8    9   33
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   17   38
CONECT   12   13   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   17   20
CONECT   16   44   45   46
CONECT   17   18   47
CONECT   18   19   48   49
CONECT   19   20   50   51
CONECT   20   21   52
CONECT   21   53
END

HMDB0000369
     RDKit          3D
3b,17b-Dihydroxyetiocholane
 53 56  0  0  0  0  0  0  0  0999 V2000
   -1.8848    1.8716    0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270    0.6065   -0.0862 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0466    0.8688   -1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253    1.2513   -1.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2800    0.0453   -0.9473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2215    0.4178    0.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3694   -1.0487   -0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2971   -0.5222    0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4522   -1.7133    0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708   -1.3035    1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455   -0.2006    1.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414    0.4378   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805   -0.1754   -1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -0.4032   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6116   -0.0516   -0.3403 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9085    1.3835   -0.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9211   -0.7136    0.8225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9012   -0.5475    1.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2380   -0.7144    1.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9410   -0.8168   -0.2642 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8860   -0.1997   -1.0455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8719    1.7286    1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8459    2.7680    0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1396    1.9894    1.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9775   -0.0118   -2.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5283    1.7678   -1.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871    2.1324   -0.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8128    1.5487   -2.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8403   -0.3692   -1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9249    0.2099    0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9279   -1.6070   -1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920   -1.7602    0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8520   -0.2222    1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1067   -2.3409    1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223   -2.3833    0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6470   -1.0538    2.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498   -2.2335    1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6469    0.5892    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    1.4983   -0.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1701   -1.0877   -1.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0959    0.5792   -2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0445   -1.4907   -1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2935    0.1319   -2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5441    1.8310    0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0186    1.5984   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309    1.9464   -1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8519   -1.7946    0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557    0.4297    2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7977   -1.3204    2.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7366   -1.6266    1.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8855    0.1777    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7682   -1.8932   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5120    0.2728   -1.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  8  2  1  0
 17 11  1  0
 12  2  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  6
 21 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5b-Androstan-3b,17b-diol	HMDB
5b-Androstane-3b,17b-diol	HMDB

Chemical Formula

C₁₉H₃₂O₂

Average Molecular Weight

292.4562

Monoisotopic Molecular Weight

292.240230268

IUPAC Name

(2S,5S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol

Traditional Name

(2S,5S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol

CAS Registry Number

6038-31-9

SMILES

C[C@]12CCC3C(CCC4C[C@@H](O)CC[C@]34C)C1CC[C@@H]2O

InChI Identifier

InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12?,13-,14?,15?,16?,17-,18-,19-/m0/s1

InChI Key

CBMYJHIOYJEBSB-WTVXNACZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
17-hydroxysteroid
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

Not Available

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Schizophrenia (HMDB: HMDB0000369)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 17716701)

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0000369)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0000369)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000369)

Source

Endogenous

Endogenous (HMDB: HMDB0000369)

Animal

Animal (HMDB: HMDB0000369)

Exogenous

Food

Food (HMDB: HMDB0000369)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0000369)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0000369)

Molecular messenger

Hormone (HMDB: HMDB0000369)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0000369)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	3.56	ALOGPS
logP	3.2	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-0.76	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	0	ChemAxon
Refractivity	84.63 m³·mol⁻¹	ChemAxon
Polarizability	35.53 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	166.465	31661259
DarkChem	[M-H]-	160.036	31661259
AllCCS	[M+H]+	177.839	32859911
AllCCS	[M-H]-	179.136	32859911
DeepCCS	[M-2H]-	207.449	30932474
DeepCCS	[M+Na]+	182.677	30932474
AllCCS	[M+H]+	177.8	32859911
AllCCS	[M+H-H2O]+	174.8	32859911
AllCCS	[M+NH4]+	180.6	32859911
AllCCS	[M+Na]+	181.5	32859911
AllCCS	[M-H]-	179.1	32859911
AllCCS	[M+Na-2H]-	179.4	32859911
AllCCS	[M+HCOO]-	179.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter)). Predicted by Afia on May 17, 2022.	6.0 minutes	32390414
Predicted by Siyang on May 30, 2022	14.4283 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.58 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	68.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2466.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	317.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	195.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	472.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	623.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	599.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	116.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1114.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	449.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1497.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	355.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	415.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	312.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	375.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	43.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3b,17b-Dihydroxyetiocholane	C[C@]12CCC3C(CCC4C[C@@H](O)CC[C@]34C)C1CC[C@@H]2O	2344.7	Standard polar	33892256
3b,17b-Dihydroxyetiocholane	C[C@]12CCC3C(CCC4C[C@@H](O)CC[C@]34C)C1CC[C@@H]2O	2442.0	Standard non polar	33892256
3b,17b-Dihydroxyetiocholane	C[C@]12CCC3C(CCC4C[C@@H](O)CC[C@]34C)C1CC[C@@H]2O	2635.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3b,17b-Dihydroxyetiocholane,1TMS,isomer #1	C[C@]12CC[C@H](O[Si](C)(C)C)CC1CCC1C2CC[C@@]2(C)C1CC[C@@H]2O	2593.1	Semi standard non polar	33892256
3b,17b-Dihydroxyetiocholane,1TMS,isomer #2	C[C@]12CC[C@H](O)CC1CCC1C2CC[C@@]2(C)C1CC[C@@H]2O[Si](C)(C)C	2591.0	Semi standard non polar	33892256
3b,17b-Dihydroxyetiocholane,2TMS,isomer #1	C[C@]12CC[C@H](O[Si](C)(C)C)CC1CCC1C2CC[C@@]2(C)C1CC[C@@H]2O[Si](C)(C)C	2586.2	Semi standard non polar	33892256
3b,17b-Dihydroxyetiocholane,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@@]2(C)C(CCC3C2CC[C@@]2(C)C3CC[C@@H]2O)C1	2844.9	Semi standard non polar	33892256
3b,17b-Dihydroxyetiocholane,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1CCC2C3CCC4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C	2864.8	Semi standard non polar	33892256
3b,17b-Dihydroxyetiocholane,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@@]2(C)C(CCC3C2CC[C@@]2(C)C3CC[C@@H]2O[Si](C)(C)C(C)(C)C)C1	3107.0	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 - 3b,17b-Dihydroxyetiocholane GC-MS (Non-derivatized) - 70eV, Positive	splash10-03gi-0290000000-2102975bd891dd587151	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3b,17b-Dihydroxyetiocholane GC-MS (2 TMS) - 70eV, Positive	splash10-05fr-2227900000-87cd967afbbb2453594f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3b,17b-Dihydroxyetiocholane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3b,17b-Dihydroxyetiocholane GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3b,17b-Dihydroxyetiocholane GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3b,17b-Dihydroxyetiocholane GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3b,17b-Dihydroxyetiocholane GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3b,17b-Dihydroxyetiocholane GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	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 - 3b,17b-Dihydroxyetiocholane 10V, Positive-QTOF	splash10-004l-0090000000-f273d079c7767f673ac4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,17b-Dihydroxyetiocholane 20V, Positive-QTOF	splash10-056r-0290000000-241c15d984d5502957c2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,17b-Dihydroxyetiocholane 40V, Positive-QTOF	splash10-00mk-2790000000-1cfe15a3e20555af8c99	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,17b-Dihydroxyetiocholane 10V, Negative-QTOF	splash10-0006-0090000000-7976b987ec10e61bdb4c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,17b-Dihydroxyetiocholane 20V, Negative-QTOF	splash10-006x-0090000000-72251dd83cca96a12d44	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,17b-Dihydroxyetiocholane 40V, Negative-QTOF	splash10-01r5-0190000000-1da2626be2ffb7cb7813	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,17b-Dihydroxyetiocholane 10V, Positive-QTOF	splash10-0006-0090000000-3e8adedf0fc78f105180	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,17b-Dihydroxyetiocholane 20V, Positive-QTOF	splash10-00mk-3930000000-4565b95a3f4971c32c4e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,17b-Dihydroxyetiocholane 40V, Positive-QTOF	splash10-016s-1900000000-d395cd752ea5bc7f6381	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,17b-Dihydroxyetiocholane 10V, Negative-QTOF	splash10-0006-0090000000-11452f48ce72555f1f28	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,17b-Dihydroxyetiocholane 20V, Negative-QTOF	splash10-0006-0090000000-11452f48ce72555f1f28	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,17b-Dihydroxyetiocholane 40V, Negative-QTOF	splash10-000i-0090000000-befabe6e74d1b5abdfb4	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.12 (0.078-0.34) uM	Adult (>18 years old)	Both	Normal	17716701	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22944140	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Schizophrenia	22944140	details

Associated Disorders and Diseases

Disease References

Schizophrenia
Bicikova M, Hill M, Ripova D, Mohr P, Hampl R: Determination of steroid metabolome as a possible tool for laboratory diagnosis of schizophrenia. J Steroid Biochem Mol Biol. 2013 Jan;133:77-83. doi: 10.1016/j.jsbmb.2012.08.009. Epub 2012 Aug 24. [PubMed:22944140 ]

Associated OMIM IDs

181500 (Schizophrenia)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021988

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

5358

PubChem Compound

53477687

PDB ID

Not Available

ChEBI ID

36715

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Hanson, James R.; Liman, Mansur D.; Uyanik, Cavit. The Stereochemistry of an Elimination Reaction accompanying the Hydroboration of a Steroidal Allylic Alcohol. Journal of Chemical Research, Synopses (1998), (3), 126-127.

Material Safety Data Sheet (MSDS)

Not Available

General References

Yamaguchi T, Konno K, Kawabe K, Yasuda K, Mori H, Suzuki T, Yanaihara T, Nakayama T: Simultaneous determination of five androgens in early neonatal urine by selected ion monitoring GC-MS using 19-d3 steroids as internal standards. Endocrinol Jpn. 1985 Apr;32(2):279-85. [PubMed:2931276 ]
Uotila P, Hartiala J, Nienstedt W: The metabolism of testosterone by human, rabbit and rat kidney. Int J Biochem. 1980;12(3):345-51. [PubMed:7418937 ]
de Boer D, de Jong EG, Maes RA, van Rossum JM: The methyl-5 alpha-dihydrotestosterones mesterolone and drostanolone; gas chromatographic/mass spectrometric characterization of the urinary metabolites. J Steroid Biochem Mol Biol. 1992 May;42(3-4):411-9. [PubMed:1606052 ]

Showing metabocard for 3b,17b-Dihydroxyetiocholane (HMDB0000369)

MOL for HMDB0000369 (3b,17b-Dihydroxyetiocholane)

3D MOL for HMDB0000369 (3b,17b-Dihydroxyetiocholane)

3D SDF for HMDB0000369 (3b,17b-Dihydroxyetiocholane)

3D-SDF for HMDB0000369 (3b,17b-Dihydroxyetiocholane)

PDB for HMDB0000369 (3b,17b-Dihydroxyetiocholane)

3D PDB for HMDB0000369 (3b,17b-Dihydroxyetiocholane)

SMILES for HMDB0000369 (3b,17b-Dihydroxyetiocholane)

INCHI for HMDB0000369 (3b,17b-Dihydroxyetiocholane)

Structure for HMDB0000369 (3b,17b-Dihydroxyetiocholane)

3D Structure for HMDB0000369 (3b,17b-Dihydroxyetiocholane)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra