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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

HMDB0000412

Secondary Accession Numbers

HMDB00412

Metabolite Identification

Common Name

3beta,17alpha-Dihydroxy-5alpha-androstane

Description

3beta,17alpha-Dihydroxy-5alpha-androstane is a steroid found in the monosulfate fraction of normal human feces. Several steroids identified in the disulfate fraction of human bile are found in the monosulfate fraction of human feces, indicating partial hydrolysis of diconjugates in the intestine. The androstanediols and pregnanediols found in the feces are primarily of a 3beta-hydroxy-5alpha- or 3beta-hydroxy-5beta-structure, whereas those in the bile are of a 3alpha-hydroxy-5alpha- or 3alpha-hydroxy-5beta-structure. This suggests the conversion of a 3alpha-hydroxyl to a 3beta-hydroxyl in the intestine in vivo. 3beta,17alpha-Dihydroxy-5alpha-androstane is also found unconjugated in normal human plasma (PMID: 4245755 , 4223807 , 4321841 , 1769135 ).

Structure

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


  Mrv1652304062012592D          

 25 28  0  0  0  0            999 V2000
 9999.308010000.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.445010001.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4450 9999.1515    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1715 9998.3172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3080 9997.9063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.732310000.3854    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.0216 9999.1515    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5965 9999.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8820 9999.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8820 9998.7327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5965 9998.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.733610001.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.019110000.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0191 9999.9765    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7336 9999.5641    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3071 9999.5578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3071 9998.7327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0216 9998.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7361 9998.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.232710001.0566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.448110000.8016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.4481 9999.9766    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.2327 9999.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.717610000.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.487710001.8412    0.0000 O   0  0  0  0  0  0  0  0  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10  4  1  1  0  0  0
 11 17  1  0  0  0  0
 17  5  1  6  0  0  0
  8 16  1  0  0  0  0
 16  1  1  1  0  0  0
 14 16  1  0  0  0  0
 14  7  1  6  0  0  0
 19 15  1  0  0  0  0
 15  6  1  1  0  0  0
 20 21  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 25  1  6  0  0  0
 15 22  1  0  0  0  0
 22  3  1  6  0  0  0
 12 21  1  0  0  0  0
 21  2  1  1  0  0  0
M  END

HMDB0000412
     RDKit          3D
3beta,17alpha-Dihydroxy-5alpha-androstane
 53 56  0  0  0  0  0  0  0  0999 V2000
    1.6968   -0.8151    1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440   -0.3262   -0.2763 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3627   -1.2493   -1.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6408   -0.6466   -1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4104    0.0777   -0.5513 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8826   -0.8072    0.4141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5436    1.1601    0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1025    1.0626   -0.4379 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3251    2.0906    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009    2.0553   -0.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6328    0.6517    0.2465 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0970   -0.2941   -0.6653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5241   -1.6646   -0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -1.5088   -1.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6756   -0.7637   -0.0824 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5730   -1.4418    1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750    0.6451   -0.0429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9657    1.3209    0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3338    0.6675    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0980   -0.4073   -0.3587 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1741    0.2571   -1.5892 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4029   -1.6672    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141   -0.0139    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7321   -1.1742    1.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5975   -2.2123   -0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -1.5455   -2.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212   -0.0020   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998   -1.4991   -1.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3260    0.4948   -1.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7952   -1.1172    0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9282    2.1378   -0.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    1.1974    1.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614    1.3171   -1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3673    1.8494    1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8055    3.0737    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1157    2.1568   -1.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7224    2.8416    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4021    0.5012    1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0466    0.1275   -1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0311   -2.2559   -1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4259   -2.1810    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480   -0.8605   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300   -2.4885   -1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8174   -1.0082    1.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5560   -1.4705    1.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205   -2.5212    1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2602    1.0691   -1.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466    1.2415    1.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    2.4013    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0875    1.4043    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6728    0.2353    1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8059   -1.2295   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6168    1.1339   -1.5090 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  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  1
 12 39  1  6
 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


  Mrv1652304062012592D          

 25 28  0  0  0  0            999 V2000
 9999.308010000.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.445010001.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4450 9999.1515    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1715 9998.3172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3080 9997.9063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.732310000.3854    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.0216 9999.1515    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5965 9999.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8820 9999.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8820 9998.7327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5965 9998.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.733610001.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.019110000.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0191 9999.9765    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7336 9999.5641    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3071 9999.5578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3071 9998.7327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0216 9998.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7361 9998.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.232710001.0566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.448110000.8016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.4481 9999.9766    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.2327 9999.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.717610000.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.487710001.8412    0.0000 O   0  0  0  0  0  0  0  0  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10  4  1  1  0  0  0
 11 17  1  0  0  0  0
 17  5  1  6  0  0  0
  8 16  1  0  0  0  0
 16  1  1  1  0  0  0
 14 16  1  0  0  0  0
 14  7  1  6  0  0  0
 19 15  1  0  0  0  0
 15  6  1  1  0  0  0
 20 21  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 25  1  6  0  0  0
 15 22  1  0  0  0  0
 22  3  1  6  0  0  0
 12 21  1  0  0  0  0
 21  2  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0000412

> <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-MFXFBURESA-N

> <FORMULA>
C19H32O2

> <MOLECULAR_WEIGHT>
292.4562

> <EXACT_MASS>
292.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
35.4484790485719

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5S,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,5S,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

$$$$

HMDB0000412
     RDKit          3D
3beta,17alpha-Dihydroxy-5alpha-androstane
 53 56  0  0  0  0  0  0  0  0999 V2000
    1.6968   -0.8151    1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440   -0.3262   -0.2763 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3627   -1.2493   -1.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6408   -0.6466   -1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4104    0.0777   -0.5513 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8826   -0.8072    0.4141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5436    1.1601    0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1025    1.0626   -0.4379 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3251    2.0906    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009    2.0553   -0.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6328    0.6517    0.2465 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0970   -0.2941   -0.6653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5241   -1.6646   -0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -1.5088   -1.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6756   -0.7637   -0.0824 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5730   -1.4418    1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750    0.6451   -0.0429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9657    1.3209    0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3338    0.6675    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0980   -0.4073   -0.3587 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1741    0.2571   -1.5892 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4029   -1.6672    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141   -0.0139    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7321   -1.1742    1.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5975   -2.2123   -0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -1.5455   -2.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212   -0.0020   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998   -1.4991   -1.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3260    0.4948   -1.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7952   -1.1172    0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9282    2.1378   -0.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    1.1974    1.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614    1.3171   -1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3673    1.8494    1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8055    3.0737    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1157    2.1568   -1.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7224    2.8416    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4021    0.5012    1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0466    0.1275   -1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0311   -2.2559   -1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4259   -2.1810    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480   -0.8605   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300   -2.4885   -1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8174   -1.0082    1.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5560   -1.4705    1.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205   -2.5212    1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2602    1.0691   -1.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466    1.2415    1.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    2.4013    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0875    1.4043    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6728    0.2353    1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8059   -1.2295   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6168    1.1339   -1.5090 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  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  1
 12 39  1  6
 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                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8665.3758667.386   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.3648669.709   0.000  0.00  0.00           C+0
HETATM    3  H   UNK     0    8669.3648665.083   0.000  0.00  0.00           H+0
HETATM    4  O   UNK     0    8661.3878663.525   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8665.3758662.758   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8668.0348667.386   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8666.7078665.083   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0    8664.0478666.611   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.7138665.841   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.7138664.301   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.0478663.531   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.0368668.933   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8666.7028668.163   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.7028666.623   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8668.0368665.853   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8665.3738665.841   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8665.3738664.301   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.7078663.531   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.0418664.301   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8670.8348668.639   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8669.3708668.163   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8669.3708666.623   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8670.8348666.147   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8671.7408667.393   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0    8671.3108670.104   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4   10                                                            
CONECT    5   17                                                            
CONECT    6   15                                                            
CONECT    7   14                                                            
CONECT    8    9   16                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11    4                                                  
CONECT   11   10   17                                                       
CONECT   12   13   21                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16    7                                             
CONECT   15   14   19    6   22                                             
CONECT   16   17    8    1   14                                             
CONECT   17   16   18   11    5                                             
CONECT   18   17   19                                                       
CONECT   19   18   15                                                       
CONECT   20   21   24   25                                                  
CONECT   21   20   22   12    2                                             
CONECT   22   21   23   15    3                                             
CONECT   23   22   24                                                       
CONECT   24   20   23                                                       
CONECT   25   20                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0000412
HETATM    1  C1  UNL     1       1.697  -0.815   1.162  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.544  -0.326  -0.276  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.363  -1.249  -1.148  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.641  -0.647  -1.624  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.410   0.078  -0.551  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.883  -0.807   0.414  1.00  0.00           O  
HETATM    7  C6  UNL     1       3.544   1.160   0.003  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.103   1.063  -0.438  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.325   2.091   0.364  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.101   2.055  -0.083  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.633   0.652   0.246  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.097  -0.294  -0.665  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.524  -1.665  -0.729  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.977  -1.509  -1.153  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.676  -0.764  -0.082  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.573  -1.442   1.260  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.075   0.645  -0.043  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.966   1.321   0.925  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.334   0.668   0.710  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.098  -0.407  -0.359  1.00  0.00           C  
HETATM   21  O2  UNL     1      -4.174   0.257  -1.589  1.00  0.00           O  
HETATM   22  H1  UNL     1       2.403  -1.667   1.235  1.00  0.00           H  
HETATM   23  H2  UNL     1       2.114  -0.014   1.807  1.00  0.00           H  
HETATM   24  H3  UNL     1       0.732  -1.174   1.579  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.597  -2.212  -0.630  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.790  -1.545  -2.076  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.521  -0.002  -2.513  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.300  -1.499  -1.962  1.00  0.00           H  
HETATM   29  H8  UNL     1       5.326   0.495  -1.052  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.795  -1.117   0.209  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.928   2.138  -0.354  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.622   1.197   1.123  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.061   1.317  -1.511  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.367   1.849   1.430  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.805   3.074   0.151  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.116   2.157  -1.208  1.00  0.00           H  
HETATM   37  H16 UNL     1      -0.722   2.842   0.353  1.00  0.00           H  
HETATM   38  H17 UNL     1      -0.402   0.501   1.319  1.00  0.00           H  
HETATM   39  H18 UNL     1       0.047   0.128  -1.700  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.031  -2.256  -1.494  1.00  0.00           H  
HETATM   41  H20 UNL     1      -0.426  -2.181   0.235  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.948  -0.860  -2.070  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.430  -2.488  -1.398  1.00  0.00           H  
HETATM   44  H23 UNL     1      -1.817  -1.008   1.923  1.00  0.00           H  
HETATM   45  H24 UNL     1      -3.556  -1.471   1.774  1.00  0.00           H  
HETATM   46  H25 UNL     1      -2.321  -2.521   1.045  1.00  0.00           H  
HETATM   47  H26 UNL     1      -2.260   1.069  -1.059  1.00  0.00           H  
HETATM   48  H27 UNL     1      -2.647   1.242   1.981  1.00  0.00           H  
HETATM   49  H28 UNL     1      -3.027   2.401   0.678  1.00  0.00           H  
HETATM   50  H29 UNL     1      -5.087   1.404   0.387  1.00  0.00           H  
HETATM   51  H30 UNL     1      -4.673   0.235   1.659  1.00  0.00           H  
HETATM   52  H31 UNL     1      -4.806  -1.229  -0.273  1.00  0.00           H  
HETATM   53  H32 UNL     1      -4.617   1.134  -1.509  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

HMDB0000412
     RDKit          3D
3beta,17alpha-Dihydroxy-5alpha-androstane
 53 56  0  0  0  0  0  0  0  0999 V2000
    1.6968   -0.8151    1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440   -0.3262   -0.2763 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3627   -1.2493   -1.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6408   -0.6466   -1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4104    0.0777   -0.5513 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8826   -0.8072    0.4141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5436    1.1601    0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1025    1.0626   -0.4379 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3251    2.0906    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009    2.0553   -0.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6328    0.6517    0.2465 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0970   -0.2941   -0.6653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5241   -1.6646   -0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -1.5088   -1.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6756   -0.7637   -0.0824 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5730   -1.4418    1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750    0.6451   -0.0429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9657    1.3209    0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3338    0.6675    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0980   -0.4073   -0.3587 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1741    0.2571   -1.5892 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4029   -1.6672    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141   -0.0139    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7321   -1.1742    1.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5975   -2.2123   -0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -1.5455   -2.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212   -0.0020   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998   -1.4991   -1.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3260    0.4948   -1.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7952   -1.1172    0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9282    2.1378   -0.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    1.1974    1.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614    1.3171   -1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3673    1.8494    1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8055    3.0737    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1157    2.1568   -1.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7224    2.8416    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4021    0.5012    1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0466    0.1275   -1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0311   -2.2559   -1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4259   -2.1810    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480   -0.8605   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300   -2.4885   -1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8174   -1.0082    1.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5560   -1.4705    1.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205   -2.5212    1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2602    1.0691   -1.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466    1.2415    1.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    2.4013    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0875    1.4043    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6728    0.2353    1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8059   -1.2295   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6168    1.1339   -1.5090 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  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  1
 12 39  1  6
 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
5-ALPHA-ANDROSTANE-3-BETA,17-ALPHA-diol	ChEBI
5-a-ANDROSTANE-3-b,17-a-diol	Generator
5-Α-androstane-3-β,17-α-diol	Generator
3b,17a-Dihydroxy-5a-androstane	Generator
3Β,17α-dihydroxy-5α-androstane	Generator
5 Androstane 3,17 diol	HMDB
5 alpha Androstane 3 alpha,17 beta diol	HMDB
5 alpha Androstane 3 beta,17 alpha diol	HMDB
5 alpha Androstane 3 beta,17 beta diol	HMDB
5 alpha Androstane 3alpha,17 beta diol	HMDB
5 alpha-Androstane-3 alpha,17 beta-diol	HMDB
5 alpha-Androstane-3 beta,17 alpha-diol	HMDB
5 alpha-Androstane-3 beta,17 beta-diol	HMDB
5 alpha-Androstane-3alpha,17 beta-diol	HMDB
5 beta Androstane 3 alpha,17 beta diol	HMDB
5 beta-Androstane-3 alpha,17 beta-diol	HMDB
5-Androstane-3,17-diol	HMDB
5alpha Androstane 3beta,17alpha diol	HMDB
5alpha-Androstane-3beta,17alpha-diol	HMDB
Androstane 3,17 diol	HMDB
Androstane-3,17-diol	HMDB
5a-Androstane-3b,17a-diol	HMDB
5Α-androstane-3β,17α-diol	HMDB
(3beta,5alpha,17alpha)-Androstane-3,17-diol	HMDB
(3Β,5α,17α)-androstane-3,17-diol	HMDB
5alpha-Androstan-3beta,17alpha-diol	HMDB
5Α-androstan-3β,17α-diol	HMDB
3beta,17alpha-Dihydroxy-5alpha-androstane	HMDB

Chemical Formula

C₁₉H₃₂O₂

Average Molecular Weight

292.4562

Monoisotopic Molecular Weight

292.240230268

IUPAC Name

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

CAS Registry Number

5856-11-1

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-MFXFBURESA-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

3beta-hydroxy steroid (CHEBI:40836 )
17alpha-hydroxy steroid (CHEBI:40836 )
androstane-3,17-diol (CHEBI:40836 )
C19 steroids (androgens) and derivatives (LMST02020080 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0000412)

Exogenous

Exogenous (HMDB: HMDB0000412)

Food

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)

Process

Not Available

Role

Not Available

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	35.45 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
DeepCCS	[M-2H]-	206.658	30932474
DeepCCS	[M+Na]+	181.093	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 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.	5.94 minutes	32390414
Predicted by Siyang on May 30, 2022	14.4283 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.24 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
3beta,17alpha-Dihydroxy-5alpha-androstane	[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
3beta,17alpha-Dihydroxy-5alpha-androstane	[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
3beta,17alpha-Dihydroxy-5alpha-androstane	[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
3beta,17alpha-Dihydroxy-5alpha-androstane,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
3beta,17alpha-Dihydroxy-5alpha-androstane,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
3beta,17alpha-Dihydroxy-5alpha-androstane,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
3beta,17alpha-Dihydroxy-5alpha-androstane,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
3beta,17alpha-Dihydroxy-5alpha-androstane,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
3beta,17alpha-Dihydroxy-5alpha-androstane,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 - 3beta,17alpha-Dihydroxy-5alpha-androstane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 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 - 3beta,17alpha-Dihydroxy-5alpha-androstane 10V, Positive-QTOF	splash10-004l-0090000000-22d60c19836ea8b4c291	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 20V, Positive-QTOF	splash10-056r-0390000000-edb0fb77b27575b4b729	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 40V, Positive-QTOF	splash10-00mk-2980000000-cd6eafa93f3164ed780a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 10V, Negative-QTOF	splash10-0006-0090000000-bc689c3cdfdf044c011e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 20V, Negative-QTOF	splash10-006x-0090000000-bfbc140857bbdb62bcff	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 40V, Negative-QTOF	splash10-06vm-1290000000-bced1e06a8686f3501af	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 10V, Negative-QTOF	splash10-0006-0090000000-11452f48ce72555f1f28	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 20V, Negative-QTOF	splash10-0006-0090000000-11452f48ce72555f1f28	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 40V, Negative-QTOF	splash10-000l-0090000000-ac9e93370094e8aebfa1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 10V, Positive-QTOF	splash10-002f-0090000000-36f4d97265b0d994d628	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 20V, Positive-QTOF	splash10-052b-3940000000-b87bad8b672cc5fb32b0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,17alpha-Dihydroxy-5alpha-androstane 40V, Positive-QTOF	splash10-0aos-3900000000-0f8ce10c286f165d6e0f	2021-09-25	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

DB03926

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111637

KNApSAcK ID

Not Available

Chemspider ID

394165

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5401

PubChem Compound

446934

PDB ID

Not Available

ChEBI ID

40836

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Han, Guang-Dian; Lin, Zi-Yun; Yan, Chong-Ping. Synthesis of musk androgen 5a-androstane-3b,17a-diol. Zhongguo Yiyao Gongye Zazhi (1994), 25(11), 490-1.

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]
Vihko R: Gas chromatographic-mass spectrometric studies on solvolyzable steroids in human peripheral plasma. Acta Endocrinol (Copenh). 1966;52:Suppl 109:1-67. [PubMed:4223807 ]
Laatikainen T, Vihko R: Unconjugated C19 and C21 steroids in human faeces. Ann Clin Res. 1970 Dec;2(4):350-3. [PubMed:4321841 ]
Stillman SC, Evans BA, Hughes IA: Androgen dependent stimulation of aromatase activity in genital skin fibroblasts from normals and patients with androgen insensitivity. Clin Endocrinol (Oxf). 1991 Dec;35(6):533-8. [PubMed:1769135 ]

Showing metabocard for 3beta,17alpha-Dihydroxy-5alpha-androstane (HMDB0000412)

MOL for HMDB0000412 (3beta,17alpha-Dihydroxy-5alpha-androstane)

3D MOL for HMDB0000412 (3beta,17alpha-Dihydroxy-5alpha-androstane)

3D SDF for HMDB0000412 (3beta,17alpha-Dihydroxy-5alpha-androstane)

3D-SDF for HMDB0000412 (3beta,17alpha-Dihydroxy-5alpha-androstane)

PDB for HMDB0000412 (3beta,17alpha-Dihydroxy-5alpha-androstane)

3D PDB for HMDB0000412 (3beta,17alpha-Dihydroxy-5alpha-androstane)

SMILES for HMDB0000412 (3beta,17alpha-Dihydroxy-5alpha-androstane)

INCHI for HMDB0000412 (3beta,17alpha-Dihydroxy-5alpha-androstane)

Structure for HMDB0000412 (3beta,17alpha-Dihydroxy-5alpha-androstane)

3D Structure for HMDB0000412 (3beta,17alpha-Dihydroxy-5alpha-androstane)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra