NP-MRD: Showing NP-Card for 5a-Androstane-3b,17b-diol (NP0000231)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2020-11-24 22:13:52 UTC

NP-MRD ID

NP0000231

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5a-Androstane-3b,17b-diol

Description

Androstane-3,17-diol is a metabolite of dihydrotestosterone. It doesn't bind androgen receptors, but efficiently binds the estrogen receptor beta and inhibits prostate cancer cell migration through the activation of estrogen receptor beta. (PMID 15958594 ).

Structure

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


  Mrv1652310181922522D          

 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
 9999.3071 9999.5578    0.0000 C   0  0  2  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
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  2  0  0  0  0  0  0  0  0  0
10002.232710001.0566    0.0000 C   0  0  2  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
 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  1  0  0  0
 10  4  1  1  0  0  0
 11 13  1  0  0  0  0
 13  5  1  6  0  0  0
  8 12  1  0  0  0  0
 12  1  1  1  0  0  0
 18 12  1  0  0  0  0
 18  7  1  6  0  0  0
 15 19  1  0  0  0  0
 19  6  1  1  0  0  0
 19 22  1  0  0  0  0
 22  3  1  6  0  0  0
 16 21  1  0  0  0  0
 21  2  1  1  0  0  0
M  END

HMDB0000493
     RDKit          3D
5alpha-Androstane-3beta,17beta-diol
 53 56  0  0  0  0  0  0  0  0999 V2000
   -2.7557   -0.2502    1.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953   -0.5109    0.1813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9821   -1.7741   -0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277   -1.6655    0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1179   -0.4821   -0.4808 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6254    0.7494   -0.0114 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0371    2.0290   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    2.0256    0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1856    0.9293   -0.4681 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6398    0.8899   -0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -0.0597   -0.9963 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6262   -0.3300   -0.4005 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7077   -1.3561   -1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198   -1.3043   -1.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -0.4235   -0.2985 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0190   -1.0380    1.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9946    0.6197   -0.5611 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9097    1.7518   -0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2885    1.1131   -0.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0705   -0.3868   -0.3765 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0613   -0.8764    0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7654   -0.5999    2.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219   -0.8076    2.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6906    0.8103    1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691   -2.0009   -1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4210   -2.6086    0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -2.6111   -0.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716   -1.5280    1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131   -0.6076   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6245    0.7023    1.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2127    2.0184   -1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752    2.8623   -0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533    2.9652    0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2783    1.8365    1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1266    1.1772   -1.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8110    0.7445    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0477    1.9221   -0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6331    0.4638   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4668   -0.3853    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0992   -1.7534   -2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9609   -2.1614   -0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827   -0.8819   -2.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191   -2.3262   -1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1161   -1.1710    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5879   -2.0653    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6231   -0.4638    1.8936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9809    0.3221   -1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7275    2.4977   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8307    2.3118    0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5700    1.2635   -1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0247    1.5113    0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1118   -0.9277   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7074   -0.1596    0.7251 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  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  1
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 11 38  1  6
 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  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


  Mrv1652310181922522D          

 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
 9999.3071 9999.5578    0.0000 C   0  0  2  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
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  2  0  0  0  0  0  0  0  0  0
10002.232710001.0566    0.0000 C   0  0  2  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
 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  1  0  0  0
 10  4  1  1  0  0  0
 11 13  1  0  0  0  0
 13  5  1  6  0  0  0
  8 12  1  0  0  0  0
 12  1  1  1  0  0  0
 18 12  1  0  0  0  0
 18  7  1  6  0  0  0
 15 19  1  0  0  0  0
 19  6  1  1  0  0  0
 19 22  1  0  0  0  0
 22  3  1  6  0  0  0
 16 21  1  0  0  0  0
 21  2  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0000231

> <DATABASE_NAME>
NP-MRD

> <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-YSZCXEEOSA-N

> <FORMULA>
C19H32O2

> <MOLECULAR_WEIGHT>
292.4562

> <EXACT_MASS>
292.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
35.56109148865969

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000493
     RDKit          3D
5alpha-Androstane-3beta,17beta-diol
 53 56  0  0  0  0  0  0  0  0999 V2000
   -2.7557   -0.2502    1.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953   -0.5109    0.1813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9821   -1.7741   -0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277   -1.6655    0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1179   -0.4821   -0.4808 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6254    0.7494   -0.0114 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0371    2.0290   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    2.0256    0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1856    0.9293   -0.4681 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6398    0.8899   -0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -0.0597   -0.9963 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6262   -0.3300   -0.4005 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7077   -1.3561   -1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198   -1.3043   -1.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -0.4235   -0.2985 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0190   -1.0380    1.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9946    0.6197   -0.5611 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9097    1.7518   -0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2885    1.1131   -0.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0705   -0.3868   -0.3765 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0613   -0.8764    0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7654   -0.5999    2.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219   -0.8076    2.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6906    0.8103    1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691   -2.0009   -1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4210   -2.6086    0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -2.6111   -0.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716   -1.5280    1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131   -0.6076   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6245    0.7023    1.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2127    2.0184   -1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752    2.8623   -0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533    2.9652    0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2783    1.8365    1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1266    1.1772   -1.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8110    0.7445    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0477    1.9221   -0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6331    0.4638   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4668   -0.3853    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0992   -1.7534   -2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9609   -2.1614   -0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827   -0.8819   -2.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191   -2.3262   -1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1161   -1.1710    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5879   -2.0653    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6231   -0.4638    1.8936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9809    0.3221   -1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7275    2.4977   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8307    2.3118    0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5700    1.2635   -1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0247    1.5113    0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1118   -0.9277   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7074   -0.1596    0.7251 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  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  1
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 11 38  1  6
 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  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                                 18-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-OCT-19         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    8665.3738665.841   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.3738664.301   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.7078663.531   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8668.0418664.301   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8668.0368668.933   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8666.7028668.163   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.7028666.623   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.0368665.853   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   12                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4   10                                                            
CONECT    5   13                                                            
CONECT    6   19                                                            
CONECT    7   18                                                            
CONECT    8    9   12                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11    4                                                  
CONECT   11   10   13                                                       
CONECT   12   13    8    1   18                                             
CONECT   13   12   14   11    5                                             
CONECT   14   13   15                                                       
CONECT   15   14   19                                                       
CONECT   16   17   21                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   12    7                                             
CONECT   19   18   15    6   22                                             
CONECT   20   21   24   25                                                  
CONECT   21   20   22   16    2                                             
CONECT   22   21   23   19    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    HMDB0000493
HETATM    1  C1  UNL     1      -2.756  -0.250   1.665  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.695  -0.511   0.181  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.982  -1.774  -0.150  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.528  -1.665   0.206  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.118  -0.482  -0.481  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.625   0.749  -0.011  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.037   2.029  -0.406  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.430   2.026   0.239  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.186   0.929  -0.468  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.640   0.890  -0.120  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.372  -0.060  -0.996  1.00  0.00           C  
HETATM   12  O1  UNL     1       5.626  -0.330  -0.400  1.00  0.00           O  
HETATM   13  C12 UNL     1       3.708  -1.356  -1.250  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.220  -1.304  -1.377  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.582  -0.423  -0.298  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.019  -1.038   1.036  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.995   0.620  -0.561  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.910   1.752  -0.375  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.288   1.113  -0.559  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.070  -0.387  -0.377  1.00  0.00           C  
HETATM   21  O2  UNL     1      -5.061  -0.876   0.440  1.00  0.00           O  
HETATM   22  H1  UNL     1      -3.765  -0.600   2.014  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.022  -0.808   2.250  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.691   0.810   1.931  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.069  -2.001  -1.214  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.421  -2.609   0.447  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.040  -2.611  -0.126  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.372  -1.528   1.293  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.113  -0.608  -1.579  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.625   0.702   1.106  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.213   2.018  -1.507  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.575   2.862  -0.070  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.953   2.965   0.063  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.278   1.836   1.305  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.127   1.177  -1.569  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.811   0.745   0.968  1.00  0.00           H  
HETATM   37  H16 UNL     1       4.048   1.922  -0.334  1.00  0.00           H  
HETATM   38  H17 UNL     1       4.633   0.464  -1.959  1.00  0.00           H  
HETATM   39  H18 UNL     1       5.467  -0.385   0.571  1.00  0.00           H  
HETATM   40  H19 UNL     1       4.099  -1.753  -2.232  1.00  0.00           H  
HETATM   41  H20 UNL     1       3.961  -2.161  -0.514  1.00  0.00           H  
HETATM   42  H21 UNL     1       1.883  -0.882  -2.348  1.00  0.00           H  
HETATM   43  H22 UNL     1       1.819  -2.326  -1.283  1.00  0.00           H  
HETATM   44  H23 UNL     1       3.116  -1.171   1.057  1.00  0.00           H  
HETATM   45  H24 UNL     1       1.588  -2.065   1.113  1.00  0.00           H  
HETATM   46  H25 UNL     1       1.623  -0.464   1.894  1.00  0.00           H  
HETATM   47  H26 UNL     1      -1.981   0.322  -1.627  1.00  0.00           H  
HETATM   48  H27 UNL     1      -2.727   2.498  -1.203  1.00  0.00           H  
HETATM   49  H28 UNL     1      -2.831   2.312   0.556  1.00  0.00           H  
HETATM   50  H29 UNL     1      -4.570   1.264  -1.627  1.00  0.00           H  
HETATM   51  H30 UNL     1      -5.025   1.511   0.138  1.00  0.00           H  
HETATM   52  H31 UNL     1      -4.112  -0.928  -1.345  1.00  0.00           H  
HETATM   53  H32 UNL     1      -5.707  -0.160   0.725  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   17   20
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   15   29
CONECT    6    7   17   30
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   15   35
CONECT   10   11   36   37
CONECT   11   12   13   38
CONECT   12   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16
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

HMDB0000493
     RDKit          3D
5alpha-Androstane-3beta,17beta-diol
 53 56  0  0  0  0  0  0  0  0999 V2000
   -2.7557   -0.2502    1.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953   -0.5109    0.1813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9821   -1.7741   -0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277   -1.6655    0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1179   -0.4821   -0.4808 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6254    0.7494   -0.0114 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0371    2.0290   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    2.0256    0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1856    0.9293   -0.4681 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6398    0.8899   -0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -0.0597   -0.9963 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6262   -0.3300   -0.4005 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7077   -1.3561   -1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198   -1.3043   -1.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -0.4235   -0.2985 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0190   -1.0380    1.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9946    0.6197   -0.5611 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9097    1.7518   -0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2885    1.1131   -0.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0705   -0.3868   -0.3765 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0613   -0.8764    0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7654   -0.5999    2.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219   -0.8076    2.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6906    0.8103    1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691   -2.0009   -1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4210   -2.6086    0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -2.6111   -0.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716   -1.5280    1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131   -0.6076   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6245    0.7023    1.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2127    2.0184   -1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752    2.8623   -0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533    2.9652    0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2783    1.8365    1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1266    1.1772   -1.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8110    0.7445    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0477    1.9221   -0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6331    0.4638   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4668   -0.3853    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0992   -1.7534   -2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9609   -2.1614   -0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827   -0.8819   -2.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191   -2.3262   -1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1161   -1.1710    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5879   -2.0653    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6231   -0.4638    1.8936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9809    0.3221   -1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7275    2.4977   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8307    2.3118    0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5700    1.2635   -1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0247    1.5113    0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1118   -0.9277   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7074   -0.1596    0.7251 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  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  1
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 11 38  1  6
 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  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 NMR Assignments

Synonyms

Value	Source
(3beta,5alpha,17beta)-Androstane-3,17-diol	ChEBI
3beta,17beta-Dihydroxy-5alpha-androstane	ChEBI
5-ALPHA-ANDROSTANE-3-BETA,17BETA-diol	ChEBI
5alpha-Androstan-3beta,17beta-diol	ChEBI
(3b,5a,17b)-Androstane-3,17-diol	Generator
(3Β,5α,17β)-androstane-3,17-diol	Generator
3b,17b-Dihydroxy-5a-androstane	Generator
3Β,17β-dihydroxy-5α-androstane	Generator
5-a-ANDROSTANE-3-b,17b-diol	Generator
5-Α-androstane-3-β,17β-diol	Generator
5a-Androstan-3b,17b-diol	Generator
5Α-androstan-3β,17β-diol	Generator
5a-Androstane-3b,17b-diol	Generator
5Α-androstane-3β,17β-diol	Generator
3b,17b-Androstanediol	HMDB
3b-Androstanediol	HMDB
3Β-androstanediol	HMDB
5alpha-Androstane-3beta,17beta-diol	HMDB

Chemical Formula

C₁₉H₃₂O₂

Average Mass

292.4562 Da

Monoisotopic Mass

292.24023 Da

IUPAC Name

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

CAS Registry Number

571-20-0

SMILES

[H][C@]1(O)CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])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-YSZCXEEOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Daphnia magna	LOTUS Database	35616633
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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:18329 )
17beta-hydroxy steroid (CHEBI:18329 )
androstane-3,17-diol (CHEBI:18329 )
C19 steroids (androgens) and derivatives (C12525 )
C19 steroids (androgens) and derivatives (LMST02020053 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3 mg/mL	Not Available
LogP	Not Available	Not Available

Predicted 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	35.56 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

External Links

HMDB ID

HMDB0000493

DrugBank ID

DB03882

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022073

KNApSAcK ID

Not Available

Chemspider ID

211834

KEGG Compound ID

C12525

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

3β-Androstanediol

METLIN ID

5479

PubChem Compound

242332

PDB ID

Not Available

ChEBI ID

18329

Good Scents ID

Not Available

References

General References

Stewart ME, Pochi PE, Strauss JS, Wotiz HH, Clark SJ: In-vitro metabolism of [3H]testosterone by scalp and back skin: conversion of testosterone into 5alpha-androstane-3beta, 17beta-diol. J Endocrinol. 1977 Mar;72(3):385-90. [PubMed:856929 ]
Guerini V, Sau D, Scaccianoce E, Rusmini P, Ciana P, Maggi A, Martini PG, Katzenellenbogen BS, Martini L, Motta M, Poletti A: The androgen derivative 5alpha-androstane-3beta,17beta-diol inhibits prostate cancer cell migration through activation of the estrogen receptor beta subtype. Cancer Res. 2005 Jun 15;65(12):5445-53. [PubMed:15958594 ]

Showing NP-Card for 5a-Androstane-3b,17b-diol (NP0000231)

MOL for NP0000231 (5a-Androstane-3b,17b-diol)

3D MOL for NP0000231 (5a-Androstane-3b,17b-diol)

3D SDF for NP0000231 (5a-Androstane-3b,17b-diol)

3D-SDF for NP0000231 (5a-Androstane-3b,17b-diol)

PDB for NP0000231 (5a-Androstane-3b,17b-diol)

3D PDB for NP0000231 (5a-Androstane-3b,17b-diol)

SMILES for NP0000231 (5a-Androstane-3b,17b-diol)

INCHI for NP0000231 (5a-Androstane-3b,17b-diol)

Structure for NP0000231 (5a-Androstane-3b,17b-diol)

3D Structure for NP0000231 (5a-Androstane-3b,17b-diol)