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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (10) Show 10 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-08 10:29:51 UTC

Update Date

2022-03-07 02:49:33 UTC

HMDB ID

HMDB0006773

Secondary Accession Numbers

HMDB06773

Metabolite Identification

Common Name

11b-Hydroxyandrost-4-ene-3,17-dione

Description

11b-Hydroxyandrost-4-ene-3,17-dione, also known as 4-androsten-11beta-ol-3,17-dione or androst-4-ene-3,17-dione-11beta-ol, 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. Thus, 11b-hydroxyandrost-4-ene-3,17-dione is considered to be a steroid. Based on a literature review a significant number of articles have been published on 11b-Hydroxyandrost-4-ene-3,17-dione.

Structure

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


  Mrv0541 02231220512D          

 25 28  0  0  1  0            999 V2000
   15.4067   -9.3235    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9753   -9.3037    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5022   -8.2401    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0446   -8.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1934   -6.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8585  -10.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5730   -9.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0721   -8.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5570   -8.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7151   -8.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4295   -8.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4295  -10.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5730   -7.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1440   -9.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7151   -9.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5730   -8.9402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.2875   -8.5277    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8585   -7.7027    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0721   -7.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8585   -8.5277    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1440   -8.9402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3571   -7.7921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0006  -10.1777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1441   -7.2902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3270   -6.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 21  4  1  1  0  0  0
 22  5  1  1  0  0  0
  6 14  1  0  0  0  0
  6  7  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 19  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 21  1  0  0  0  0
 12 15  1  0  0  0  0
 12 14  2  0  0  0  0
 13 22  1  0  0  0  0
 13 18  1  0  0  0  0
 14 21  1  0  0  0  0
 15 23  2  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 22  1  0  0  0  0
 18 24  1  1  0  0  0
 18 20  1  0  0  0  0
 19 25  2  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
 16  3  1  1  0  0  0
 20  2  1  6  0  0  0
 17  1  1  6  0  0  0
M  END

HMDB0006773
     RDKit          3D
11b-Hydroxyandrost-4-ene-3,17-dione
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.6815   -1.2572   -0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854    0.2171   -0.5864 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6585    0.7612   -1.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2181    0.4138   -1.6321 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0791   -0.7966   -2.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3808    0.3987   -0.2769 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5281   -0.0579    0.8348 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1080    0.3953    2.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -0.0956    2.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932   -0.2120    1.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098   -0.2196    1.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5365   -0.3280    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816   -0.4012    0.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9684   -0.3554   -1.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6272    0.3465   -1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894   -0.3266   -0.2501 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5633   -1.7941   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072    0.6851    0.6926 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8389    0.4226    1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    0.7267    1.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7939    0.8754   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4530    1.4200   -1.2961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -1.7746    0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -1.4910   -1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0067   -1.6852   -1.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573    1.8431   -1.8100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0651    0.2934   -2.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3418    1.1900   -2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4566   -0.9025   -3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294    1.4735   -0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073   -1.1332    0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517   -0.0089    2.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0605    1.5135    2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0234    0.6445    2.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466   -1.0557    2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0660   -0.1398    2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9205   -1.3711   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709    0.2234   -1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113    1.3868   -0.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2034    0.3563   -2.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560   -2.1948   -0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710   -1.9561   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2022   -2.4149    0.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6325    1.7741    0.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6775    1.1272    2.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946   -0.6178    2.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5045    1.7178    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8594   -0.0923    1.1785 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  6
  5 29  1  0
  6 30  1  1
  7 31  1  1
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
M  END


  Mrv0541 02231220512D          

 25 28  0  0  1  0            999 V2000
   15.4067   -9.3235    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9753   -9.3037    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5022   -8.2401    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0446   -8.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1934   -6.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8585  -10.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5730   -9.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0721   -8.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5570   -8.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7151   -8.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4295   -8.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4295  -10.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5730   -7.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1440   -9.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7151   -9.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5730   -8.9402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.2875   -8.5277    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8585   -7.7027    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0721   -7.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8585   -8.5277    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1440   -8.9402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3571   -7.7921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0006  -10.1777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1441   -7.2902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3270   -6.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 21  4  1  1  0  0  0
 22  5  1  1  0  0  0
  6 14  1  0  0  0  0
  6  7  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 19  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 21  1  0  0  0  0
 12 15  1  0  0  0  0
 12 14  2  0  0  0  0
 13 22  1  0  0  0  0
 13 18  1  0  0  0  0
 14 21  1  0  0  0  0
 15 23  2  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 22  1  0  0  0  0
 18 24  1  1  0  0  0
 18 20  1  0  0  0  0
 19 25  2  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
 16  3  1  1  0  0  0
 20  2  1  6  0  0  0
 17  1  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0006773

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCC(=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15-,17+,18-,19-/m0/s1

> <INCHI_KEY>
WSCUHXPGYUMQEX-KCZNZURUSA-N

> <FORMULA>
C19H26O3

> <MOLECULAR_WEIGHT>
302.4079

> <EXACT_MASS>
302.188194698

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.99813627846605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10S,11S,15S,17S)-17-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14-dione

> <ALOGPS_LOGP>
2.00

> <JCHEM_LOGP>
2.620186206333334

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.841125104395207

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.879147304952422

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8516370857036666

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
85.19999999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-androsten-11β-ol-3,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006773
     RDKit          3D
11b-Hydroxyandrost-4-ene-3,17-dione
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.6815   -1.2572   -0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854    0.2171   -0.5864 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6585    0.7612   -1.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2181    0.4138   -1.6321 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0791   -0.7966   -2.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3808    0.3987   -0.2769 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5281   -0.0579    0.8348 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1080    0.3953    2.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -0.0956    2.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932   -0.2120    1.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098   -0.2196    1.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5365   -0.3280    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816   -0.4012    0.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9684   -0.3554   -1.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6272    0.3465   -1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894   -0.3266   -0.2501 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5633   -1.7941   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072    0.6851    0.6926 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8389    0.4226    1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    0.7267    1.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7939    0.8754   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4530    1.4200   -1.2961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -1.7746    0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -1.4910   -1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0067   -1.6852   -1.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573    1.8431   -1.8100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0651    0.2934   -2.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3418    1.1900   -2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4566   -0.9025   -3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294    1.4735   -0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073   -1.1332    0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517   -0.0089    2.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0605    1.5135    2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0234    0.6445    2.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466   -1.0557    2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0660   -0.1398    2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9205   -1.3711   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709    0.2234   -1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113    1.3868   -0.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2034    0.3563   -2.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560   -2.1948   -0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710   -1.9561   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2022   -2.4149    0.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6325    1.7741    0.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6775    1.1272    2.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946   -0.6178    2.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5045    1.7178    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8594   -0.0923    1.1785 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  6
  5 29  1  0
  6 30  1  1
  7 31  1  1
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  H   UNK     0      28.759 -17.404   0.000  0.00  0.00           H+0
HETATM    2  H   UNK     0      26.087 -17.367   0.000  0.00  0.00           H+0
HETATM    3  H   UNK     0      27.071 -15.382   0.000  0.00  0.00           H+0
HETATM    4  C   UNK     0      24.350 -15.148   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.361 -12.899   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.869 -18.998   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.203 -18.228   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.001 -16.394   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.906 -15.148   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.868 -16.688   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.202 -15.918   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.202 -18.998   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.203 -13.608   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.535 -18.228   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.868 -18.228   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.203 -16.688   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.537 -15.918   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.869 -14.378   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.001 -13.902   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.869 -15.918   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.535 -16.688   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.667 -14.545   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      20.534 -18.998   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      24.536 -13.608   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      30.477 -12.438   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   20                                                            
CONECT    3   16                                                            
CONECT    4   21                                                            
CONECT    5   22                                                            
CONECT    6   14    7                                                       
CONECT    7    6   16                                                       
CONECT    8   17    9                                                       
CONECT    9    8   19                                                       
CONECT   10   11   15                                                       
CONECT   11   10   21                                                       
CONECT   12   15   14                                                       
CONECT   13   22   18                                                       
CONECT   14    6   12   21                                                  
CONECT   15   10   12   23                                                  
CONECT   16    7   17   20    3                                             
CONECT   17    8   16   22    1                                             
CONECT   18   13   24   20                                                  
CONECT   19    9   25   22                                                  
CONECT   20   16   18   21    2                                             
CONECT   21    4   11   14   20                                             
CONECT   22    5   13   17   19                                             
CONECT   23   15                                                            
CONECT   24   18                                                            
CONECT   25   19                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0006773
HETATM    1  C1  UNL     1      -2.682  -1.257  -0.641  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.485   0.217  -0.586  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.658   0.761  -1.719  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.218   0.414  -1.632  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.079  -0.797  -2.301  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.381   0.399  -0.277  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.528  -0.058   0.835  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.108   0.395   2.140  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.492  -0.096   2.317  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.293  -0.212   1.082  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.610  -0.220   1.200  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.536  -0.328   0.087  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.782  -0.401   0.194  1.00  0.00           O  
HETATM   14  C12 UNL     1       3.968  -0.355  -1.300  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.627   0.347  -1.256  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.689  -0.327  -0.250  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.563  -1.794  -0.569  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.807   0.685   0.693  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.839   0.423   1.719  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.147   0.727   1.020  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.794   0.875  -0.441  1.00  0.00           C  
HETATM   22  O3  UNL     1      -4.453   1.420  -1.296  1.00  0.00           O  
HETATM   23  H1  UNL     1      -2.586  -1.775   0.329  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.722  -1.491  -1.014  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.007  -1.685  -1.418  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.857   1.843  -1.810  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.065   0.293  -2.663  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.342   1.190  -2.236  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.457  -0.903  -3.107  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.629   1.473  -0.021  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.707  -1.133   0.800  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.552  -0.009   2.951  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.060   1.514   2.131  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.023   0.645   2.990  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.447  -1.056   2.877  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.066  -0.140   2.196  1.00  0.00           H  
HETATM   37  H15 UNL     1       3.921  -1.371  -1.707  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.671   0.223  -1.933  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.811   1.387  -0.922  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.203   0.356  -2.264  1.00  0.00           H  
HETATM   41  H19 UNL     1       0.556  -2.195  -0.496  1.00  0.00           H  
HETATM   42  H20 UNL     1       1.971  -1.956  -1.585  1.00  0.00           H  
HETATM   43  H21 UNL     1       2.202  -2.415   0.123  1.00  0.00           H  
HETATM   44  H22 UNL     1      -1.632   1.774   0.571  1.00  0.00           H  
HETATM   45  H23 UNL     1      -2.677   1.127   2.576  1.00  0.00           H  
HETATM   46  H24 UNL     1      -2.795  -0.618   2.093  1.00  0.00           H  
HETATM   47  H25 UNL     1      -4.505   1.718   1.342  1.00  0.00           H  
HETATM   48  H26 UNL     1      -4.859  -0.092   1.179  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   18   21
CONECT    3    4   26   27
CONECT    4    5    6   28
CONECT    5   29
CONECT    6    7   16   30
CONECT    7    8   18   31
CONECT    8    9   32   33
CONECT    9   10   34   35
CONECT   10   11   11   16
CONECT   11   12   36
CONECT   12   13   13   14
CONECT   14   15   37   38
CONECT   15   16   39   40
CONECT   16   17
CONECT   17   41   42   43
CONECT   18   19   44
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   22   22
END

HMDB0006773
     RDKit          3D
11b-Hydroxyandrost-4-ene-3,17-dione
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.6815   -1.2572   -0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854    0.2171   -0.5864 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6585    0.7612   -1.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2181    0.4138   -1.6321 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0791   -0.7966   -2.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3808    0.3987   -0.2769 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5281   -0.0579    0.8348 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1080    0.3953    2.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -0.0956    2.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932   -0.2120    1.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098   -0.2196    1.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5365   -0.3280    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816   -0.4012    0.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9684   -0.3554   -1.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6272    0.3465   -1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894   -0.3266   -0.2501 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5633   -1.7941   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072    0.6851    0.6926 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8389    0.4226    1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    0.7267    1.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7939    0.8754   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4530    1.4200   -1.2961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -1.7746    0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -1.4910   -1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0067   -1.6852   -1.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573    1.8431   -1.8100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0651    0.2934   -2.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3418    1.1900   -2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4566   -0.9025   -3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294    1.4735   -0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073   -1.1332    0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517   -0.0089    2.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0605    1.5135    2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0234    0.6445    2.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466   -1.0557    2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0660   -0.1398    2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9205   -1.3711   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709    0.2234   -1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113    1.3868   -0.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2034    0.3563   -2.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560   -2.1948   -0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710   -1.9561   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2022   -2.4149    0.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6325    1.7741    0.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6775    1.1272    2.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946   -0.6178    2.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5045    1.7178    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8594   -0.0923    1.1785 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  6
  5 29  1  0
  6 30  1  1
  7 31  1  1
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
11beta-Hydroxy-4-androstene-3,17-dione	ChEBI
4-Androsten-11beta-ol-3,17-dione	ChEBI
Androst-4-ene-3,17-dione-11beta-ol	ChEBI
11b-Hydroxy-4-androstene-3,17-dione	Generator
11Β-hydroxy-4-androstene-3,17-dione	Generator
4-Androsten-11b-ol-3,17-dione	Generator
4-Androsten-11β-ol-3,17-dione	Generator
Androst-4-ene-3,17-dione-11b-ol	Generator
Androst-4-ene-3,17-dione-11β-ol	Generator
11 beta-Hydroxyandrostenedione	MeSH
11-Hydroxyandrostenedione, (9beta,10alpha,11beta)-isomer	MeSH
11-Hydroxyandrostenedione	MeSH
11-Hydroxyandrostenedione, (9beta,10alpha,11alpha)-isomer	MeSH
11-Hydroxy-4-androstene-3,17-dione	MeSH
11-Hydroxyandrostenedione, (11alpha)-isomer	MeSH
11-Hydroxyandrostenedione, (11beta)-isomer	MeSH
11beta-Hydroxyandrost-4-ene-3,17-dione	HMDB
11b-Hydroxyandrost-4-ene-3,17-dione	Generator
11Β-hydroxyandrost-4-ene-3,17-dione	Generator

Chemical Formula

C₁₉H₂₆O₃

Average Molecular Weight

302.4079

Monoisotopic Molecular Weight

302.188194698

IUPAC Name

(1S,2R,10S,11S,15S,17S)-17-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14-dione

Traditional Name

4-androsten-11β-ol-3,17-dione

CAS Registry Number

382-44-5

SMILES

[H][C@@]12CCC(=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15-,17+,18-,19-/m0/s1

InChI Key

WSCUHXPGYUMQEX-KCZNZURUSA-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
3-oxo-delta-4-steroid
3-oxosteroid
11-hydroxysteroid
11-beta-hydroxysteroid
Oxosteroid
17-oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:27967 )
11beta-hydroxy steroid (CHEBI:27967 )
17-oxo steroid (CHEBI:27967 )
androstanoid (CHEBI:27967 )
C19 steroids (androgens) and derivatives (C05284 )
C19 steroids (androgens) and derivatives (LMST02020066 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0006773)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0006773)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006773)

Source

Endogenous

Endogenous (HMDB: HMDB0006773)

Animal

Animal (HMDB: HMDB0006773)

Exogenous

Food

Food (HMDB: HMDB0006773)

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)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Exogenous (HMDB: HMDB0006773)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006773)

Molecular messenger

Signaling molecule (HMDB: HMDB0006773)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006773)

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	0.082 g/L	ALOGPS
logP	2	ALOGPS
logP	2.62	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	14.88	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	85.2 m³·mol⁻¹	ChemAxon
Polarizability	34 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]+	173.963	31661259
DarkChem	[M-H]-	169.142	31661259
DeepCCS	[M-2H]-	207.698	30932474
DeepCCS	[M+Na]+	182.726	30932474
AllCCS	[M+H]+	176.0	32859911
AllCCS	[M+H-H2O]+	172.9	32859911
AllCCS	[M+NH4]+	178.8	32859911
AllCCS	[M+Na]+	179.6	32859911
AllCCS	[M-H]-	180.1	32859911
AllCCS	[M+Na-2H]-	180.1	32859911
AllCCS	[M+HCOO]-	180.3	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.	5.67 minutes	32390414
Predicted by Siyang on May 30, 2022	13.1246 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.14 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2448.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	263.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	183.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	257.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	510.6 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	606.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1103.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	435.5 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	1342.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	316.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	393.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	320.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	354.1 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	25.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11b-Hydroxyandrost-4-ene-3,17-dione	[H][C@@]12CCC(=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	3752.7	Standard polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione	[H][C@@]12CCC(=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	2723.9	Standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione	[H][C@@]12CCC(=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	2956.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11b-Hydroxyandrost-4-ene-3,17-dione,1TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CCC2=O	2844.8	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,1TMS,isomer #2	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2897.9	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,1TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=O	2780.4	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=O	2717.6	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=O	2737.5	Standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=O	3163.6	Standard polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #2	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2786.0	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #2	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2659.3	Standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #2	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3082.5	Standard polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2799.2	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2782.9	Standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3097.5	Standard polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,3TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2690.8	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,3TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2753.6	Standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,3TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3079.2	Standard polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C[C@]2(C)C(=O)CC[C@H]2[C@@H]2CCC3=CC(=O)CC[C@]3(C)[C@@H]12	3090.4	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C	3136.6	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)C[C@H](O)[C@@H]12	3046.8	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3269.3	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	2990.8	Standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3320.5	Standard polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]12	3200.8	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]12	3226.1	Standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]12	3400.4	Standard polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]12	3283.5	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]12	3102.0	Standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]12	3349.1	Standard polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]12	3351.5	Semi standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]12	3219.0	Standard non polar	33892256
11b-Hydroxyandrost-4-ene-3,17-dione,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]12	3380.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione GC-MS (2 MEOX; 1 TMS)	splash10-004l-3910000000-864596355d4bd5bc57eb	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione GC-MS (2 MEOX; 1 TMS)	splash10-004l-3910000000-c46c82c8cd1520de758a	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized)	splash10-004l-3910000000-864596355d4bd5bc57eb	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized)	splash10-004l-3910000000-c46c82c8cd1520de758a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione GC-EI-TOF (Non-derivatized)	splash10-0006-1910000000-28fc2933c916fa6c0498	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione GC-EI-TOF (Non-derivatized)	splash10-052g-3900000000-7248d2399f8c011fde60	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione GC-EI-TOF (Non-derivatized)	splash10-002f-1910000000-5225746504a97a171253	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione GC-EI-TOF (Non-derivatized)	splash10-0006-2910000000-134e010b3748f246dfb3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0c00-0690000000-fdef84fb9f873beec493	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione GC-MS (1 TMS) - 70eV, Positive	splash10-0002-2229000000-d8ccf3de158d93d50f86	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 30V, Positive-QTOF	splash10-00dj-0940000000-946973357b1a9dbd0bac	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 40V, Positive-QTOF	splash10-00ea-0910000000-10e08335de9f95237f96	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 20V, Positive-QTOF	splash10-0udr-0595000000-0dd9f29b5ea851a1cff3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 10V, Positive-QTOF	splash10-0udi-0009000000-5542fe740097968c91c8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 20V, Positive-QTOF	splash10-0udr-0595000000-46960347771913b91e95	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 30V, Positive-QTOF	splash10-00dj-0940000000-d00022ddcd9d56f625c3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 50V, Positive-QTOF	splash10-05di-0900000000-035e75c0f4f4fd4f802b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 50V, Positive-QTOF	splash10-05di-0900000000-45d09701cee72610e788	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 40V, Positive-QTOF	splash10-00ea-0910000000-3ce8e2ffdd3a77c6023e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 10V, Positive-QTOF	splash10-0f79-0094000000-056565c94e82d149c42b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 20V, Positive-QTOF	splash10-0kw0-0190000000-2cc4873310eff9287032	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 40V, Positive-QTOF	splash10-0553-3390000000-a6f85689c2880fe5404b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 10V, Negative-QTOF	splash10-0udi-0029000000-4dba45b5e06401595fb4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 20V, Negative-QTOF	splash10-0udi-0069000000-cf44b11813cdb2dd6a4d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 40V, Negative-QTOF	splash10-0596-2090000000-8efa9e28fb744da40fe8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 10V, Negative-QTOF	splash10-0udi-0009000000-4360bacaf95498925fe5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 20V, Negative-QTOF	splash10-0udi-0019000000-9d8b0b7e4c813a488c72	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 40V, Negative-QTOF	splash10-0gi4-3191000000-a3a8e2d4187809cf55c9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 10V, Positive-QTOF	splash10-0udi-0019000000-a31baae7fa83b1a9cb20	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 20V, Positive-QTOF	splash10-0a4i-0191000000-e129764a182242d099d8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-Hydroxyandrost-4-ene-3,17-dione 40V, Positive-QTOF	splash10-08gu-6940000000-d47ec13939e42c246ba8	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Androstenedione Metabolism		Not Available

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

FDB024075

KNApSAcK ID

Not Available

Chemspider ID

5442265

KEGG Compound ID

C05284

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7092795

PDB ID

Not Available

ChEBI ID

27967

Food Biomarker Ontology

Not Available

VMH ID

C05284

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 11B1, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Has steroid 11-beta-hydroxylase activity. In addition to this activity, the 18 or 19-hydroxylation of steroids and the aromatization of androstendione to estrone have also been ascribed to cytochrome P450 XIB.
Gene Name:: CYP11B1
Uniprot ID:: P15538
Molecular weight:: 57572.44

Reactions

Reduced adrenal ferredoxin + Androstenedione + Oxygen → 11b-Hydroxyandrost-4-ene-3,17-dione + Oxidized adrenal ferredoxin + Water	details

Enzyme Details

2. Estradiol 17-beta-dehydrogenase 2

General function:: Involved in oxidoreductase activity
Specific function:: Capable of catalyzing the interconversion of testosterone and androstenedione, as well as estradiol and estrone. Also has 20-alpha-HSD activity. Uses NADH while EDH17B3 uses NADPH.
Gene Name:: HSD17B2
Uniprot ID:: P37059
Molecular weight:: 42784.75

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Enzyme Details

3. Estradiol 17-beta-dehydrogenase 8

General function:: Involved in oxidoreductase activity
Specific function:: NAD-dependent 17-beta-hydroxysteroid dehydrogenase with highest activity towards estradiol. Has very low activity towards testosterone. The heteroteramer with CBR4 has NADH-dependent 3-ketoacyl-acyl carrier protein reductase activity. May play a role in biosynthesis of fatty acids in mitochondria.
Gene Name:: HSD17B8
Uniprot ID:: Q92506
Molecular weight:: 26973.56

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Enzyme Details

4. Corticosteroid 11-beta-dehydrogenase isozyme 2

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the conversion of cortisol to the inactive metabolite cortisone. Modulates intracellular glucocorticoid levels, thus protecting the nonselective mineralocorticoid receptor from occupation by glucocorticoids.
Gene Name:: HSD11B2
Uniprot ID:: P80365
Molecular weight:: 44126.06

Enzyme Details

5. Corticosteroid 11-beta-dehydrogenase isozyme 1

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes reversibly the conversion of cortisol to the inactive metabolite cortisone. Catalyzes reversibly the conversion of 7-ketocholesterol to 7-beta-hydroxycholesterol. In intact cells, the reaction runs only in one direction, from 7-ketocholesterol to 7-beta-hydroxycholesterol (By similarity).
Gene Name:: HSD11B1
Uniprot ID:: P28845
Molecular weight:: 32400.665

Reactions

11b-Hydroxyandrost-4-ene-3,17-dione + NADP → Adrenosterone + NADPH + Hydrogen Ion	details

Enzyme Details

6. Estradiol 17-beta-dehydrogenase 1

General function:: Involved in estradiol 17-beta-dehydrogenase activity
Specific function:: Favors the reduction of estrogens and androgens. Also has 20-alpha-HSD activity. Uses preferentially NADH.
Gene Name:: HSD17B1
Uniprot ID:: P14061
Molecular weight:: 34949.715

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Enzyme Details

7. 3-keto-steroid reductase

General function:: Involved in oxidoreductase activity
Specific function:: Responsible for the reduction of the keto group on the C-3 of sterols.
Gene Name:: HSD17B7
Uniprot ID:: P56937
Molecular weight:: 38205.77

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Enzyme Details

8. 17-beta-hydroxysteroid dehydrogenase type 6

General function:: Involved in oxidoreductase activity
Specific function:: NAD-dependent oxidoreductase with broad substrate specificity that shows both oxidative and reductive activity (in vitro). Has 17-beta-hydroxysteroid dehydrogenase activity towards various steroids (in vitro). Converts 5-alpha-androstan-3-alpha,17-beta-diol to androsterone and estradiol to estrone (in vitro). Has 3-alpha-hydroxysteroid dehydrogenase activity towards androsterone (in vitro). Has retinol dehydrogenase activity towards all-trans-retinol (in vitro). Can convert androsterone to epi-androsterone. Androsterone is first oxidized to 5-alpha-androstane-3,17-dione and then reduced to epi-andosterone. Can act on both C-19 and C-21 3-alpha-hydroxysteroids.
Gene Name:: HSD17B6
Uniprot ID:: O14756
Molecular weight:: 35965.41

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Enzyme Details

9. Cytochrome P450 11B2, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Preferentially catalyzes the conversion of 11-deoxycorticosterone to aldosterone via corticosterone and 18-hydroxycorticosterone.
Gene Name:: CYP11B2
Uniprot ID:: P19099
Molecular weight:: 57559.62

Reactions

Reduced adrenal ferredoxin + Androstenedione + Oxygen → 11b-Hydroxyandrost-4-ene-3,17-dione + Oxidized adrenal ferredoxin + Water	details

Enzyme Details

10. Estradiol 17-beta-dehydrogenase 12

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the transformation of estrone (E1) into estradiol (E2), suggesting a central role in estrogen formation. Its strong expression in ovary and mammary gland suggest that it may constitute the major enzyme responsible for the conversion of E1 to E2 in women. Also has 3-ketoacyl-CoA reductase activity, reducing both long chain 3-ketoacyl-CoAs and long chain fatty acyl-CoAs, suggesting a role in long fatty acid elongation.
Gene Name:: HSD17B12
Uniprot ID:: Q53GQ0
Molecular weight:: 34323.875

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Showing metabocard for 11b-Hydroxyandrost-4-ene-3,17-dione (HMDB0006773)

MOL for HMDB0006773 (11b-Hydroxyandrost-4-ene-3,17-dione)

3D MOL for HMDB0006773 (11b-Hydroxyandrost-4-ene-3,17-dione)

3D SDF for HMDB0006773 (11b-Hydroxyandrost-4-ene-3,17-dione)

3D-SDF for HMDB0006773 (11b-Hydroxyandrost-4-ene-3,17-dione)

PDB for HMDB0006773 (11b-Hydroxyandrost-4-ene-3,17-dione)

3D PDB for HMDB0006773 (11b-Hydroxyandrost-4-ene-3,17-dione)

SMILES for HMDB0006773 (11b-Hydroxyandrost-4-ene-3,17-dione)

INCHI for HMDB0006773 (11b-Hydroxyandrost-4-ene-3,17-dione)

Structure for HMDB0006773 (11b-Hydroxyandrost-4-ene-3,17-dione)

3D Structure for HMDB0006773 (11b-Hydroxyandrost-4-ene-3,17-dione)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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