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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:02 UTC

HMDB ID

HMDB0000458

Secondary Accession Numbers

HMDB00458

Metabolite Identification

Common Name

5alpha-Androstane-3alpha,17alpha-diol

Description

5alpha-Androstane-3alpha,17a-diol belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favour the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. 5alpha-Androstane-3alpha,17a-diol is a steroid found in feces from pregnant women (PMID: 5440628 ), the monosulfate and disulfate fractions from normal human feces (PMID: 4245755 ), and the glucuronide and mono- and disulphate conjugates of neutral steroids in human bile (PMID: 5493463 ).

Structure

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


  Mrv1652311131918422D          

 25 28  0  0  0  0            999 V2000
   -2.0637   -1.1385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0637   -0.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492    0.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.1385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0796   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -0.3134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5086    0.0990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2933   -0.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7782    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933    1.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5086    0.9240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5086    1.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    1.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796    0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796    0.0990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6348   -0.3134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6348    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782   -1.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482    1.9635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796   -0.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    0.5115    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  1  0  0  0
  1 20  1  6  0  0  0
 12 21  1  6  0  0  0
  5 22  1  6  0  0  0
 17 23  1  6  0  0  0
  8 24  1  1  0  0  0
  9 25  1  6  0  0  0
M  END

HMDB0000458
     RDKit          3D
5alpha-Androstane-3alpha,17alpha-diol
 53 56  0  0  0  0  0  0  0  0999 V2000
   -1.3804    1.2196   -1.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4869   -0.0888   -0.4869 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3015   -1.0236   -1.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7371   -1.1007   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2892    0.1869   -0.4358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5891   -0.0991    0.0410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039    0.7394    0.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2165   -0.0220    0.8215 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4226    0.5116    1.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0789   -0.2222    2.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6392    0.0138    0.8124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1417   -0.7169   -0.2913 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6494   -0.9170   -1.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -0.0912   -1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6201    0.2536   -0.4831 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6228    1.7503   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081   -0.5150    0.7017 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9595   -0.2238    1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3073   -0.0798    1.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272   -0.2224   -0.4064 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1172   -1.5813   -0.7698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4882    1.8043   -0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3454    0.9984   -2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2555    1.8827   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773   -0.7221   -2.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8796   -2.0474   -1.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3486   -1.3928   -1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9115   -1.8967   -0.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244    0.8773   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8726    0.5821    0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0440    0.5872    1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467    1.8417    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4987   -1.0843    1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2643    1.6041    1.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9698    0.2964    2.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4276    0.1441    2.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3466   -1.3022    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6004    1.1152    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3358   -1.7396    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0328   -0.7082   -2.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9460   -1.9962   -1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5783    0.8582   -2.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5606   -0.6040   -2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698    2.2986   -0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6436    2.1847   -0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4464    1.9399    0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578   -1.5853    0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    0.6192    2.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0473   -1.1412    2.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0401   -0.8212    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6589    0.9543    1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7455    0.3668   -0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376   -1.6855   -1.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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  1
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  6
 12 39  1  1
 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  6
 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


  Mrv1652311131918422D          

 25 28  0  0  0  0            999 V2000
   -2.0637   -1.1385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0637   -0.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492    0.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.1385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0796   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -0.3134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5086    0.0990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2933   -0.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7782    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933    1.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5086    0.9240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5086    1.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    1.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796    0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796    0.0990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6348   -0.3134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6348    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782   -1.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482    1.9635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796   -0.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    0.5115    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  1  0  0  0
  1 20  1  6  0  0  0
 12 21  1  6  0  0  0
  5 22  1  6  0  0  0
 17 23  1  6  0  0  0
  8 24  1  1  0  0  0
  9 25  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000458

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C

> <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-CUZKMJQKSA-N

> <FORMULA>
C19H32O2

> <MOLECULAR_WEIGHT>
292.4562

> <EXACT_MASS>
292.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
35.17458386245696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5R,7S,10R,11S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]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>
84.63119999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5R,7S,10R,11S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000458
     RDKit          3D
5alpha-Androstane-3alpha,17alpha-diol
 53 56  0  0  0  0  0  0  0  0999 V2000
   -1.3804    1.2196   -1.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4869   -0.0888   -0.4869 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3015   -1.0236   -1.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7371   -1.1007   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2892    0.1869   -0.4358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5891   -0.0991    0.0410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039    0.7394    0.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2165   -0.0220    0.8215 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4226    0.5116    1.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0789   -0.2222    2.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6392    0.0138    0.8124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1417   -0.7169   -0.2913 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6494   -0.9170   -1.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -0.0912   -1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6201    0.2536   -0.4831 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6228    1.7503   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081   -0.5150    0.7017 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9595   -0.2238    1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3073   -0.0798    1.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272   -0.2224   -0.4064 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1172   -1.5813   -0.7698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4882    1.8043   -0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3454    0.9984   -2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2555    1.8827   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773   -0.7221   -2.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8796   -2.0474   -1.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3486   -1.3928   -1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9115   -1.8967   -0.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244    0.8773   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8726    0.5821    0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0440    0.5872    1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467    1.8417    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4987   -1.0843    1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2643    1.6041    1.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9698    0.2964    2.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4276    0.1441    2.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3466   -1.3022    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6004    1.1152    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3358   -1.7396    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0328   -0.7082   -2.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9460   -1.9962   -1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5783    0.8582   -2.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5606   -0.6040   -2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698    2.2986   -0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6436    2.1847   -0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4464    1.9399    0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578   -1.5853    0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    0.6192    2.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0473   -1.1412    2.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0401   -0.8212    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6589    0.9543    1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7455    0.3668   -0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376   -1.6855   -1.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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  1
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  6
 12 39  1  1
 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  6
 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                                 13-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-NOV-19         0                                  
HETATM    1  C   UNK     0      -3.852  -2.125   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.852  -0.585   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.519   0.185   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.519  -2.895   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.185  -2.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.149  -2.895   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.483  -2.125   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.483  -0.585   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.816   0.185   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.281  -0.291   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.186   0.955   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.281   2.201   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.816   1.725   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.816   3.265   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.483   2.495   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.149   1.725   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.149   0.185   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.185  -0.585   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.185   0.955   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.186  -2.895   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.757   3.665   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0      -1.185  -3.665   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.149  -1.355   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.483   0.955   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.816  -1.355   0.000  0.00  0.00           H+0
CONECT    1    2    4   20                                                  
CONECT    2    1    3                                                       
CONECT    3    2   18                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   18   22                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   17   24                                             
CONECT    9    8   10   13   25                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12    9   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    8   18   23                                             
CONECT   18   17    3    5   19                                             
CONECT   19   18                                                            
CONECT   20    1                                                            
CONECT   21   12                                                            
CONECT   22    5                                                            
CONECT   23   17                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0000458
HETATM    1  C1  UNL     1      -1.380   1.220  -1.197  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.487  -0.089  -0.487  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.301  -1.024  -1.385  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.737  -1.101  -0.967  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.289   0.187  -0.436  1.00  0.00           C  
HETATM    6  O1  UNL     1      -5.589  -0.099   0.041  1.00  0.00           O  
HETATM    7  C6  UNL     1      -3.504   0.739   0.713  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.216  -0.022   0.821  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.423   0.512   1.958  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.079  -0.222   2.087  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.639   0.014   0.812  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.142  -0.717  -0.291  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.649  -0.917  -1.526  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.862  -0.091  -1.691  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.620   0.254  -0.483  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.623   1.750  -0.175  1.00  0.00           C  
HETATM   17  C16 UNL     1       2.008  -0.515   0.702  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.959  -0.224   1.781  1.00  0.00           C  
HETATM   19  C18 UNL     1       4.307  -0.080   1.095  1.00  0.00           C  
HETATM   20  C19 UNL     1       4.027  -0.222  -0.406  1.00  0.00           C  
HETATM   21  O2  UNL     1       4.117  -1.581  -0.770  1.00  0.00           O  
HETATM   22  H1  UNL     1      -0.488   1.804  -0.981  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.345   0.998  -2.304  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.256   1.883  -1.068  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.177  -0.722  -2.451  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.880  -2.047  -1.313  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.349  -1.393  -1.841  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.911  -1.897  -0.200  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.424   0.877  -1.275  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.873   0.582   0.704  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.044   0.587   1.694  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.347   1.842   0.655  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.499  -1.084   1.081  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.264   1.604   1.922  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.970   0.296   2.897  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.428   0.144   2.988  1.00  0.00           H  
HETATM   37  H16 UNL     1      -0.347  -1.302   2.162  1.00  0.00           H  
HETATM   38  H17 UNL     1       0.600   1.115   0.599  1.00  0.00           H  
HETATM   39  H18 UNL     1      -0.336  -1.740   0.153  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.033  -0.708  -2.402  1.00  0.00           H  
HETATM   41  H20 UNL     1       0.946  -1.996  -1.683  1.00  0.00           H  
HETATM   42  H21 UNL     1       1.578   0.858  -2.229  1.00  0.00           H  
HETATM   43  H22 UNL     1       2.561  -0.604  -2.415  1.00  0.00           H  
HETATM   44  H23 UNL     1       1.870   2.299  -0.743  1.00  0.00           H  
HETATM   45  H24 UNL     1       3.644   2.185  -0.379  1.00  0.00           H  
HETATM   46  H25 UNL     1       2.446   1.940   0.905  1.00  0.00           H  
HETATM   47  H26 UNL     1       2.058  -1.585   0.402  1.00  0.00           H  
HETATM   48  H27 UNL     1       2.717   0.619   2.436  1.00  0.00           H  
HETATM   49  H28 UNL     1       3.047  -1.141   2.434  1.00  0.00           H  
HETATM   50  H29 UNL     1       5.040  -0.821   1.425  1.00  0.00           H  
HETATM   51  H30 UNL     1       4.659   0.954   1.290  1.00  0.00           H  
HETATM   52  H31 UNL     1       4.745   0.367  -0.995  1.00  0.00           H  
HETATM   53  H32 UNL     1       4.538  -1.686  -1.665  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

HMDB0000458
     RDKit          3D
5alpha-Androstane-3alpha,17alpha-diol
 53 56  0  0  0  0  0  0  0  0999 V2000
   -1.3804    1.2196   -1.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4869   -0.0888   -0.4869 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3015   -1.0236   -1.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7371   -1.1007   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2892    0.1869   -0.4358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5891   -0.0991    0.0410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039    0.7394    0.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2165   -0.0220    0.8215 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4226    0.5116    1.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0789   -0.2222    2.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6392    0.0138    0.8124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1417   -0.7169   -0.2913 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6494   -0.9170   -1.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -0.0912   -1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6201    0.2536   -0.4831 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6228    1.7503   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081   -0.5150    0.7017 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9595   -0.2238    1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3073   -0.0798    1.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272   -0.2224   -0.4064 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1172   -1.5813   -0.7698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4882    1.8043   -0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3454    0.9984   -2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2555    1.8827   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773   -0.7221   -2.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8796   -2.0474   -1.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3486   -1.3928   -1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9115   -1.8967   -0.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244    0.8773   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8726    0.5821    0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0440    0.5872    1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467    1.8417    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4987   -1.0843    1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2643    1.6041    1.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9698    0.2964    2.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4276    0.1441    2.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3466   -1.3022    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6004    1.1152    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3358   -1.7396    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0328   -0.7082   -2.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9460   -1.9962   -1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5783    0.8582   -2.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5606   -0.6040   -2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698    2.2986   -0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6436    2.1847   -0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4464    1.9399    0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578   -1.5853    0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    0.6192    2.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0473   -1.1412    2.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0401   -0.8212    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6589    0.9543    1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7455    0.3668   -0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376   -1.6855   -1.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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  1
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  6
 12 39  1  1
 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  6
 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
5a-Androstane-3a,17a-diol	Generator
5Α-androstane-3α,17α-diol	Generator
3a,17a-Dihydroxy-5a-androstane	HMDB
(3alpha,5alpha,17alpha)-Androstane-3,17-diol	HMDB
(3Α,5α,17α)-androstane-3,17-diol	HMDB
3alpha,17alpha-Dihydroxy-5alpha-androstane	HMDB
3Α,17α-dihydroxy-5α-androstane	HMDB
5alpha-Androstan-3alpha,17alpha-diol	HMDB
5Α-androstan-3α,17α-diol	HMDB
5alpha-Androstane-3alpha,17alpha-diol	HMDB

Chemical Formula

C₁₉H₃₂O₂

Average Molecular Weight

292.4562

Monoisotopic Molecular Weight

292.240230268

IUPAC Name

(1S,2S,5R,7S,10R,11S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol

Traditional Name

(1S,2S,5R,7S,10R,11S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol

CAS Registry Number

6165-21-5

SMILES

[H][C@@]12CC[C@@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C

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-CUZKMJQKSA-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-alpha-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

C19 steroids (androgens) and derivatives (LMST02020096 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0000458)

Biofluid or Excreta

Urine (HMDB: HMDB0000458)

Tissue substructure

Hepatic tissue (HMDB: HMDB0000458)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000458)

Source

Endogenous

Endogenous (HMDB: HMDB0000458)

Animal

Animal (HMDB: HMDB0000458)

Exogenous

Food

Food (HMDB: HMDB0000458)

Animal origin

Poultry

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0000458)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0000458)

Cellular process

Cell signaling (HMDB: HMDB0000458)

System process

Reproduction (HMDB: HMDB0000458)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0000458)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0000458)

Molecular messenger

Hormone (HMDB: HMDB0000458)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0000458)

Emulsifier (HMDB: HMDB0000458)

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	35.17 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]+	170.574	31661259
DarkChem	[M-H]-	168.044	31661259
AllCCS	[M+H]+	177.234	32859911
AllCCS	[M-H]-	179.136	32859911
DeepCCS	[M-2H]-	207.81	30932474
DeepCCS	[M+Na]+	182.244	30932474
AllCCS	[M+H]+	177.2	32859911
AllCCS	[M+H-H2O]+	174.3	32859911
AllCCS	[M+NH4]+	180.0	32859911
AllCCS	[M+Na]+	180.7	32859911
AllCCS	[M-H]-	179.1	32859911
AllCCS	[M+Na-2H]-	179.4	32859911
AllCCS	[M+HCOO]-	179.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Androstane-3alpha,17alpha-diol	[H][C@@]12CC[C@@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2433.3	Standard polar	33892256
5alpha-Androstane-3alpha,17alpha-diol	[H][C@@]12CC[C@@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2438.1	Standard non polar	33892256
5alpha-Androstane-3alpha,17alpha-diol	[H][C@@]12CC[C@@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2611.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Androstane-3alpha,17alpha-diol,1TMS,isomer #1	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@H]2O[Si](C)(C)C	2563.9	Semi standard non polar	33892256
5alpha-Androstane-3alpha,17alpha-diol,1TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@H]2O	2552.9	Semi standard non polar	33892256
5alpha-Androstane-3alpha,17alpha-diol,2TMS,isomer #1	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@H]2O[Si](C)(C)C	2573.3	Semi standard non polar	33892256
5alpha-Androstane-3alpha,17alpha-diol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	2857.1	Semi standard non polar	33892256
5alpha-Androstane-3alpha,17alpha-diol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@@]2(C)[C@H]3CC[C@H]2O)C1	2820.7	Semi standard non polar	33892256
5alpha-Androstane-3alpha,17alpha-diol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@@]2(C)[C@H]3CC[C@H]2O[Si](C)(C)C(C)(C)C)C1	3133.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03gi-0290000000-ef7ce05726cbec3a35bd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol GC-MS (2 TMS) - 70eV, Positive	splash10-05fr-2227900000-87cd967afbbb2453594f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 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 - 5alpha-Androstane-3alpha,17alpha-diol 10V, Positive-QTOF	splash10-004l-0090000000-ea970ea07cbd199d95ca	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 20V, Positive-QTOF	splash10-056r-0290000000-241c15d984d5502957c2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 40V, Positive-QTOF	splash10-00mk-2790000000-1fb4fb943a8eb42cf30d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 10V, Negative-QTOF	splash10-0006-0090000000-7976b987ec10e61bdb4c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 20V, Negative-QTOF	splash10-006x-0090000000-72251dd83cca96a12d44	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 40V, Negative-QTOF	splash10-01r5-0190000000-8a798c89a6c57c153169	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 10V, Negative-QTOF	splash10-0006-0090000000-11452f48ce72555f1f28	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 20V, Negative-QTOF	splash10-0006-0090000000-11452f48ce72555f1f28	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 40V, Negative-QTOF	splash10-000l-0090000000-ac9e93370094e8aebfa1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 10V, Positive-QTOF	splash10-002f-0090000000-36f4d97265b0d994d628	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 20V, Positive-QTOF	splash10-052b-3940000000-b87bad8b672cc5fb32b0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androstane-3alpha,17alpha-diol 40V, Positive-QTOF	splash10-0aos-3900000000-0f8ce10c286f165d6e0f	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB022056

KNApSAcK ID

Not Available

Chemspider ID

8032954

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9857254

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

McDermott, Ian R.; Robinson, Cecil H. Novel synthesis of 5a-androstane-3a,17a-diol. Journal of the Chemical Society, Chemical Communications (1979), (1), 28-9.

Material Safety Data Sheet (MSDS)

Not Available

General References

Eriksson H, Gustafsson JA, Sjovall J: Excretion of steroid hormones in adults. C19 and C21 steroids in faeces from pregnant women. Eur J Biochem. 1970 Feb;12(3):520-6. [PubMed:5440628 ]
Laatikainen T, Vihko R: Identification of C19O2 and C21O2 steroids in the mono- and disulphate fractions of human faeces. Eur J Biochem. 1970 Apr;13(3):534-8. [PubMed:4245755 ]
Laatikainen T: Quantitative studies on the excretion of glucuronide and mono- and disulphate conjugates of neutral steroids in human bile. Ann Clin Res. 1970 Dec;2(4):338-49. [PubMed:5493463 ]

Showing metabocard for 5alpha-Androstane-3alpha,17alpha-diol (HMDB0000458)

MOL for HMDB0000458 (5alpha-Androstane-3alpha,17alpha-diol)

3D MOL for HMDB0000458 (5alpha-Androstane-3alpha,17alpha-diol)

3D SDF for HMDB0000458 (5alpha-Androstane-3alpha,17alpha-diol)

3D-SDF for HMDB0000458 (5alpha-Androstane-3alpha,17alpha-diol)

PDB for HMDB0000458 (5alpha-Androstane-3alpha,17alpha-diol)

3D PDB for HMDB0000458 (5alpha-Androstane-3alpha,17alpha-diol)

SMILES for HMDB0000458 (5alpha-Androstane-3alpha,17alpha-diol)

INCHI for HMDB0000458 (5alpha-Androstane-3alpha,17alpha-diol)

Structure for HMDB0000458 (5alpha-Androstane-3alpha,17alpha-diol)

3D Structure for HMDB0000458 (5alpha-Androstane-3alpha,17alpha-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra