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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-08 10:19:11 UTC

Update Date

2022-03-07 02:49:33 UTC

HMDB ID

HMDB0006772

Secondary Accession Numbers

HMDB06772

Metabolite Identification

Common Name

Adrenosterone

Description

Adrenosterone is a steroid hormone with weak androgenic effect. It was first isolated in 1936 from the adrenal cortex by Tadeus Reichstein at the Pharmaceutical Institute in the University of Basel. Originally, adrenosterone was called Reichstein's substance G.(Wikipedia ). Andrenosterone is created from androst-4-ene-3,17-dione by the work of two enzymes, CYP11B (E1.14.15.4) and 11beta-hydroxysteroid dehydrogenase [EC:1.1.1.146].

Structure

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


  Mrv0541 02231220512D          

 25 28  0  0  1  0            999 V2000
   14.6016   -7.8624    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5956   -9.0651    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0152   -9.0750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1859   -7.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4988   -6.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9024   -9.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6354   -9.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1789   -8.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6945   -7.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8193   -8.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5523   -8.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4750   -9.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7513   -6.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2080   -9.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7806   -9.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6740   -8.6444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4071   -8.2658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0183   -7.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2414   -7.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9797   -8.1989    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2467   -8.5774    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4457   -7.4417    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0476   -9.7132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3239   -6.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5328   -6.4520    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  2  0  0  0  0
 20 18  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
 20  3  1  6  0  0  0
 17  2  1  6  0  0  0
 16  1  1  1  0  0  0
M  END

HMDB0006772
     RDKit          3D
Adrenosterone
 46 49  0  0  0  0  0  0  0  0999 V2000
   -2.8469   -0.8117    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5038   -0.7175   -0.2374 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6700   -1.8911   -0.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452   -1.7263    0.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -2.6228    0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -0.4645   -0.1630 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5450    0.6766    0.2731 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1788    1.9621    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4050    1.9332   -0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3090    0.8096   -0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5482    0.8717   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4558   -0.2171   -0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -0.2801   -1.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346   -1.2890    0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413   -1.5885    0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436   -0.3337    0.3270 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8195    0.0334    1.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7726    0.5534   -0.5886 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7972    1.5924   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0841    0.8986   -0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -0.5470   -0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3944   -1.3539   -1.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3812    0.0880    1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962   -1.1136    1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954   -1.6525    1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4133   -1.7952   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1155   -2.8653   -0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967   -0.3750   -1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069    0.5302    1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4959    2.3745    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    2.7595   -0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    1.9272   -1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9531    2.8841   -0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539    1.7199   -1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5823   -2.2294    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928   -1.0331    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3671   -2.1005   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961   -2.2662    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2883    1.0267    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    0.0371    2.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4325   -0.6879    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4610    0.4703   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9047    2.0166    0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6153    2.4316   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    1.3266   -1.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8656    1.0387   -0.0905 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  2  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  1
  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
  6 28  1  6
  7 29  1  1
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 11 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  6
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
M  END


  Mrv0541 02231220512D          

 25 28  0  0  1  0            999 V2000
   14.6016   -7.8624    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5956   -9.0651    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0152   -9.0750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1859   -7.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4988   -6.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9024   -9.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6354   -9.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1789   -8.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6945   -7.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8193   -8.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5523   -8.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4750   -9.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7513   -6.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2080   -9.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7806   -9.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6740   -8.6444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4071   -8.2658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0183   -7.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2414   -7.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9797   -8.1989    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2467   -8.5774    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4457   -7.4417    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0476   -9.7132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3239   -6.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5328   -6.4520    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  2  0  0  0  0
 20 18  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
 20  3  1  6  0  0  0
 17  2  1  6  0  0  0
 16  1  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0006772

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O3/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/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1

> <INCHI_KEY>
RZRPTBIGEANTGU-IRIMSJTPSA-N

> <FORMULA>
C19H24O3

> <MOLECULAR_WEIGHT>
300.3921

> <EXACT_MASS>
300.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.27833469742076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
3.00570046

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.013159867942825

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.987284876634927

> <JCHEM_PKA_STRONGEST_BASIC>
-4.868723836000967

> <JCHEM_POLAR_SURFACE_AREA>
51.21

> <JCHEM_REFRACTIVITY>
84.27479999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adrenosterone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006772
     RDKit          3D
Adrenosterone
 46 49  0  0  0  0  0  0  0  0999 V2000
   -2.8469   -0.8117    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5038   -0.7175   -0.2374 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6700   -1.8911   -0.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452   -1.7263    0.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -2.6228    0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -0.4645   -0.1630 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5450    0.6766    0.2731 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1788    1.9621    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4050    1.9332   -0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3090    0.8096   -0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5482    0.8717   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4558   -0.2171   -0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -0.2801   -1.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346   -1.2890    0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413   -1.5885    0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436   -0.3337    0.3270 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8195    0.0334    1.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7726    0.5534   -0.5886 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7972    1.5924   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0841    0.8986   -0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -0.5470   -0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3944   -1.3539   -1.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3812    0.0880    1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962   -1.1136    1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954   -1.6525    1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4133   -1.7952   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1155   -2.8653   -0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967   -0.3750   -1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069    0.5302    1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4959    2.3745    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    2.7595   -0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    1.9272   -1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9531    2.8841   -0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539    1.7199   -1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5823   -2.2294    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928   -1.0331    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3671   -2.1005   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961   -2.2662    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2883    1.0267    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    0.0371    2.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4325   -0.6879    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4610    0.4703   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9047    2.0166    0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6153    2.4316   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    1.3266   -1.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8656    1.0387   -0.0905 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  2  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  1
  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
  6 28  1  6
  7 29  1  1
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 11 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  6
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  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      27.256 -14.676   0.000  0.00  0.00           H+0
HETATM    2  H   UNK     0      29.112 -16.922   0.000  0.00  0.00           H+0
HETATM    3  H   UNK     0      26.162 -16.940   0.000  0.00  0.00           H+0
HETATM    4  C   UNK     0      24.614 -14.417   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.931 -12.204   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.951 -18.381   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.319 -17.674   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.201 -15.973   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      31.163 -14.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.063 -15.886   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.431 -15.180   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.287 -18.256   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.536 -13.060   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.655 -17.549   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.990 -17.425   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.391 -16.136   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.760 -15.429   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.167 -13.766   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.317 -13.484   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.095 -15.305   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.727 -16.011   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.832 -13.891   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      20.622 -18.131   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      24.871 -12.935   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      30.861 -12.044   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3   20                                                            
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    1                                             
CONECT   17    8   16   22    2                                             
CONECT   18   13   24   20                                                  
CONECT   19    9   25   22                                                  
CONECT   20   16   18   21    3                                             
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    HMDB0006772
HETATM    1  C1  UNL     1      -2.847  -0.812   1.225  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.504  -0.718  -0.237  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.670  -1.891  -0.607  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.345  -1.726   0.112  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.003  -2.623   0.822  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.350  -0.465  -0.163  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.545   0.677   0.273  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.179   1.962   0.106  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.405   1.933  -0.741  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.309   0.810  -0.433  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.548   0.872  -0.840  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.456  -0.217  -0.551  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.609  -0.280  -1.050  1.00  0.00           O  
HETATM   14  C12 UNL     1       4.035  -1.289   0.348  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.541  -1.588   0.144  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.744  -0.334   0.327  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.820   0.033   1.805  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.773   0.553  -0.589  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.797   1.592  -0.420  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.084   0.899  -0.888  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.746  -0.547  -0.995  1.00  0.00           C  
HETATM   22  O3  UNL     1      -4.394  -1.354  -1.591  1.00  0.00           O  
HETATM   23  H1  UNL     1      -3.381   0.088   1.606  1.00  0.00           H  
HETATM   24  H2  UNL     1      -1.996  -1.114   1.857  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.595  -1.653   1.313  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.413  -1.795  -1.700  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.115  -2.865  -0.413  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.397  -0.375  -1.291  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.907   0.530   1.322  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.496   2.375   1.108  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.484   2.760  -0.307  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.122   1.927  -1.835  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.953   2.884  -0.579  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.954   1.720  -1.402  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.582  -2.229   0.111  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.193  -1.033   1.416  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.367  -2.101  -0.802  1.00  0.00           H  
HETATM   38  H16 UNL     1       2.296  -2.266   1.016  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.288   1.027   1.963  1.00  0.00           H  
HETATM   40  H18 UNL     1       0.821   0.037   2.285  1.00  0.00           H  
HETATM   41  H19 UNL     1       2.432  -0.688   2.385  1.00  0.00           H  
HETATM   42  H20 UNL     1      -1.461   0.470  -1.645  1.00  0.00           H  
HETATM   43  H21 UNL     1      -2.905   2.017   0.580  1.00  0.00           H  
HETATM   44  H22 UNL     1      -2.615   2.432  -1.128  1.00  0.00           H  
HETATM   45  H23 UNL     1      -4.455   1.327  -1.826  1.00  0.00           H  
HETATM   46  H24 UNL     1      -4.866   1.039  -0.091  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   18   21
CONECT    3    4   26   27
CONECT    4    5    5    6
CONECT    6    7   16   28
CONECT    7    8   18   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   11   16
CONECT   11   12   34
CONECT   12   13   13   14
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   17
CONECT   17   39   40   41
CONECT   18   19   42
CONECT   19   20   43   44
CONECT   20   21   45   46
CONECT   21   22   22
END

HMDB0006772
     RDKit          3D
Adrenosterone
 46 49  0  0  0  0  0  0  0  0999 V2000
   -2.8469   -0.8117    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5038   -0.7175   -0.2374 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6700   -1.8911   -0.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452   -1.7263    0.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -2.6228    0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -0.4645   -0.1630 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5450    0.6766    0.2731 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1788    1.9621    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4050    1.9332   -0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3090    0.8096   -0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5482    0.8717   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4558   -0.2171   -0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -0.2801   -1.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346   -1.2890    0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413   -1.5885    0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436   -0.3337    0.3270 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8195    0.0334    1.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7726    0.5534   -0.5886 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7972    1.5924   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0841    0.8986   -0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -0.5470   -0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3944   -1.3539   -1.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3812    0.0880    1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962   -1.1136    1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954   -1.6525    1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4133   -1.7952   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1155   -2.8653   -0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967   -0.3750   -1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069    0.5302    1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4959    2.3745    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    2.7595   -0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    1.9272   -1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9531    2.8841   -0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539    1.7199   -1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5823   -2.2294    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928   -1.0331    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3671   -2.1005   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961   -2.2662    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2883    1.0267    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    0.0371    2.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4325   -0.6879    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4610    0.4703   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9047    2.0166    0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6153    2.4316   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    1.3266   -1.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8656    1.0387   -0.0905 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  2  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  1
  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
  6 28  1  6
  7 29  1  1
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 11 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  6
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
11-Keto-androstenedione	ChEBI
11-Ketoandrostenedione	ChEBI
11-oxo	ChEBI
11-Oxoandrost-4-ene-3,17-dione	ChEBI
11-Oxoandrostenedione	ChEBI
11-Oxy-4-androstenedione	ChEBI
4-Androsten-3,11,17-trione	ChEBI
Andrenosterone	ChEBI
Androst-4-ene-3,11,17-trione	ChEBI
NSC 12166	ChEBI
Reichstein's substance g	ChEBI
4-Androstene-3,11,17-trione	HMDB
Adrenosterone, 3H-labeled	HMDB

Chemical Formula

C₁₉H₂₄O₃

Average Molecular Weight

300.3921

Monoisotopic Molecular Weight

300.172544634

IUPAC Name

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

Traditional Name

adrenosterone

CAS Registry Number

382-45-6

SMILES

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

InChI Identifier

InChI=1S/C19H24O3/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/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1

InChI Key

RZRPTBIGEANTGU-IRIMSJTPSA-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
Oxosteroid
17-oxosteroid
11-oxosteroid
Delta-4-steroid
Cyclohexenone
Cyclic ketone
Ketone
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-hydroxy steroid (CHEBI:2495 )
Androstane and derivatives (C05285 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.055 g/L	ALOGPS
logP	2.42	ALOGPS
logP	3.01	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	17.99	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	51.21 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.27 m³·mol⁻¹	ChemAxon
Polarizability	33.28 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]+	171.89	31661259
DarkChem	[M-H]-	168.199	31661259
DeepCCS	[M-2H]-	205.284	30932474
DeepCCS	[M+Na]+	180.534	30932474
AllCCS	[M+H]+	173.9	32859911
AllCCS	[M+H-H2O]+	170.8	32859911
AllCCS	[M+NH4]+	176.8	32859911
AllCCS	[M+Na]+	177.6	32859911
AllCCS	[M-H]-	179.8	32859911
AllCCS	[M+Na-2H]-	179.7	32859911
AllCCS	[M+HCOO]-	179.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Adrenosterone	[H][C@@]12CCC(=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	3445.7	Standard polar	33892256
Adrenosterone	[H][C@@]12CCC(=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	2715.1	Standard non polar	33892256
Adrenosterone	[H][C@@]12CCC(=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	2892.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Adrenosterone,1TMS,isomer #1	C[C@]12CCC(=O)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(=O)CC[C@@H]12	2801.3	Semi standard non polar	33892256
Adrenosterone,1TMS,isomer #1	C[C@]12CCC(=O)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(=O)CC[C@@H]12	2649.2	Standard non polar	33892256
Adrenosterone,1TMS,isomer #1	C[C@]12CCC(=O)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(=O)CC[C@@H]12	3153.4	Standard polar	33892256
Adrenosterone,1TMS,isomer #2	C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2889.6	Semi standard non polar	33892256
Adrenosterone,1TMS,isomer #2	C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2525.2	Standard non polar	33892256
Adrenosterone,1TMS,isomer #2	C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3041.0	Standard polar	33892256
Adrenosterone,1TMS,isomer #3	C[C@]12C=C(O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CCC2=O	2785.5	Semi standard non polar	33892256
Adrenosterone,1TMS,isomer #3	C[C@]12C=C(O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CCC2=O	2583.0	Standard non polar	33892256
Adrenosterone,1TMS,isomer #3	C[C@]12C=C(O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CCC2=O	3183.5	Standard polar	33892256
Adrenosterone,1TMS,isomer #4	C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=O	2819.3	Semi standard non polar	33892256
Adrenosterone,1TMS,isomer #4	C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=O	2641.3	Standard non polar	33892256
Adrenosterone,1TMS,isomer #4	C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=O	3130.9	Standard polar	33892256
Adrenosterone,2TMS,isomer #1	C[C@]12CC=C(O[Si](C)(C)C)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(=O)CC[C@@H]12	2694.9	Semi standard non polar	33892256
Adrenosterone,2TMS,isomer #1	C[C@]12CC=C(O[Si](C)(C)C)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(=O)CC[C@@H]12	2730.4	Standard non polar	33892256
Adrenosterone,2TMS,isomer #1	C[C@]12CC=C(O[Si](C)(C)C)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(=O)CC[C@@H]12	3181.9	Standard polar	33892256
Adrenosterone,2TMS,isomer #2	C[C@]12CCC(=O)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2749.2	Semi standard non polar	33892256
Adrenosterone,2TMS,isomer #2	C[C@]12CCC(=O)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2649.5	Standard non polar	33892256
Adrenosterone,2TMS,isomer #2	C[C@]12CCC(=O)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	3104.5	Standard polar	33892256
Adrenosterone,2TMS,isomer #3	C[C@]12C=C(O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2725.4	Semi standard non polar	33892256
Adrenosterone,2TMS,isomer #3	C[C@]12C=C(O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2586.4	Standard non polar	33892256
Adrenosterone,2TMS,isomer #3	C[C@]12C=C(O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3174.8	Standard polar	33892256
Adrenosterone,2TMS,isomer #4	C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2809.8	Semi standard non polar	33892256
Adrenosterone,2TMS,isomer #4	C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2666.2	Standard non polar	33892256
Adrenosterone,2TMS,isomer #4	C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3087.5	Standard polar	33892256
Adrenosterone,2TMS,isomer #5	C[C@]12C=C(O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=O	2680.4	Semi standard non polar	33892256
Adrenosterone,2TMS,isomer #5	C[C@]12C=C(O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=O	2634.6	Standard non polar	33892256
Adrenosterone,2TMS,isomer #5	C[C@]12C=C(O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=O	3225.1	Standard polar	33892256
Adrenosterone,3TMS,isomer #1	C[C@]12CC=C(O[Si](C)(C)C)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2640.8	Semi standard non polar	33892256
Adrenosterone,3TMS,isomer #1	C[C@]12CC=C(O[Si](C)(C)C)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2820.6	Standard non polar	33892256
Adrenosterone,3TMS,isomer #1	C[C@]12CC=C(O[Si](C)(C)C)C=C1CC[C@@H]1C2=C(O[Si](C)(C)C)C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	3103.5	Standard polar	33892256
Adrenosterone,3TMS,isomer #2	C[C@]12C=C(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	2630.0	Semi standard non polar	33892256
Adrenosterone,3TMS,isomer #2	C[C@]12C=C(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	2662.8	Standard non polar	33892256
Adrenosterone,3TMS,isomer #2	C[C@]12C=C(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	3177.9	Standard polar	33892256
Adrenosterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2[C@@H](CCC3=CC(=O)CC[C@@]32C)[C@@H]2CCC(=O)[C@@]2(C)C1	3029.4	Semi standard non polar	33892256
Adrenosterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2[C@@H](CCC3=CC(=O)CC[C@@]32C)[C@@H]2CCC(=O)[C@@]2(C)C1	2911.4	Standard non polar	33892256
Adrenosterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2[C@@H](CCC3=CC(=O)CC[C@@]32C)[C@@H]2CCC(=O)[C@@]2(C)C1	3312.9	Standard polar	33892256
Adrenosterone,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]3C(=O)C[C@]12C	3120.2	Semi standard non polar	33892256
Adrenosterone,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]3C(=O)C[C@]12C	2699.3	Standard non polar	33892256
Adrenosterone,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]3C(=O)C[C@]12C	3198.0	Standard polar	33892256
Adrenosterone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(=O)CC[C@H]2[C@@H]2CCC3=CC(=O)CC[C@]3(C)[C@@H]12	2997.3	Semi standard non polar	33892256
Adrenosterone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(=O)CC[C@H]2[C@@H]2CCC3=CC(=O)CC[C@]3(C)[C@@H]12	2790.3	Standard non polar	33892256
Adrenosterone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(=O)CC[C@H]2[C@@H]2CCC3=CC(=O)CC[C@]3(C)[C@@H]12	3337.2	Standard polar	33892256
Adrenosterone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC(=O)[C@@H]12	3054.1	Semi standard non polar	33892256
Adrenosterone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC(=O)[C@@H]12	2874.4	Standard non polar	33892256
Adrenosterone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC(=O)[C@@H]12	3286.3	Standard polar	33892256
Adrenosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@@H]1C2=C(O[Si](C)(C)C(C)(C)C)C[C@]2(C)C(=O)CC[C@@H]12	3178.9	Semi standard non polar	33892256
Adrenosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@@H]1C2=C(O[Si](C)(C)C(C)(C)C)C[C@]2(C)C(=O)CC[C@@H]12	3184.4	Standard non polar	33892256
Adrenosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@@H]1C2=C(O[Si](C)(C)C(C)(C)C)C[C@]2(C)C(=O)CC[C@@H]12	3416.3	Standard polar	33892256
Adrenosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)C3=C(O[Si](C)(C)C(C)(C)C)C[C@]12C	3203.8	Semi standard non polar	33892256
Adrenosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)C3=C(O[Si](C)(C)C(C)(C)C)C[C@]12C	2971.3	Standard non polar	33892256
Adrenosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)C3=C(O[Si](C)(C)C(C)(C)C)C[C@]12C	3340.0	Standard polar	33892256
Adrenosterone,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)CC(=O)[C@@H]12	3295.8	Semi standard non polar	33892256
Adrenosterone,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)CC(=O)[C@@H]12	2995.2	Standard non polar	33892256
Adrenosterone,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)CC(=O)[C@@H]12	3331.5	Standard polar	33892256
Adrenosterone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@H]2[C@@H]2CCC3=CC(=O)CC[C@]3(C)[C@@H]12	3183.2	Semi standard non polar	33892256
Adrenosterone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@H]2[C@@H]2CCC3=CC(=O)CC[C@]3(C)[C@@H]12	2906.1	Standard non polar	33892256
Adrenosterone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@H]2[C@@H]2CCC3=CC(=O)CC[C@]3(C)[C@@H]12	3403.9	Standard polar	33892256
Adrenosterone,2TBDMS,isomer #5	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(O[Si](C)(C)C(C)(C)C)[C@@H]12	3124.1	Semi standard non polar	33892256
Adrenosterone,2TBDMS,isomer #5	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(O[Si](C)(C)C(C)(C)C)[C@@H]12	3039.1	Standard non polar	33892256
Adrenosterone,2TBDMS,isomer #5	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(O[Si](C)(C)C(C)(C)C)[C@@H]12	3450.3	Standard polar	33892256
Adrenosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@@H]1C2=C(O[Si](C)(C)C(C)(C)C)C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]12	3328.8	Semi standard non polar	33892256
Adrenosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@@H]1C2=C(O[Si](C)(C)C(C)(C)C)C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]12	3199.5	Standard non polar	33892256
Adrenosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@@H]1C2=C(O[Si](C)(C)C(C)(C)C)C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]12	3408.3	Standard polar	33892256
Adrenosterone,3TBDMS,isomer #2	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(O[Si](C)(C)C(C)(C)C)[C@@H]12	3295.5	Semi standard non polar	33892256
Adrenosterone,3TBDMS,isomer #2	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(O[Si](C)(C)C(C)(C)C)[C@@H]12	3116.7	Standard non polar	33892256
Adrenosterone,3TBDMS,isomer #2	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(O[Si](C)(C)C(C)(C)C)[C@@H]12	3476.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Adrenosterone GC-MS (Non-derivatized)	splash10-004l-3910000000-dda2aae9c4577545506c	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Adrenosterone GC-MS (Non-derivatized)	splash10-004l-3910000000-dda2aae9c4577545506c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adrenosterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-1590000000-60fcf2c287c8dac542ee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adrenosterone 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 - Adrenosterone LC-ESI-qTof , Positive-QTOF	splash10-0ab9-2940000000-06e07dc51a896789d933	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone Linear Ion Trap , negative-QTOF	splash10-001i-0290000000-a6dda3c4c0b1e8e4c477	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone Linear Ion Trap , negative-QTOF	splash10-001i-0090000000-572505448243920d7c46	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone Linear Ion Trap , negative-QTOF	splash10-001i-0190000000-6a4af6e2a1477f91dfbb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone Linear Ion Trap , negative-QTOF	splash10-001i-0190000000-57c8256a5ea31b9519f8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone Linear Ion Trap , negative-QTOF	splash10-004i-1091000000-6b6dae7a99821b529938	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone Linear Ion Trap , negative-QTOF	splash10-004i-1092000000-9361c41ea86f032c634b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone Linear Ion Trap , positive-QTOF	splash10-0159-0290000000-6d600d8c52e480412d37	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone Linear Ion Trap , positive-QTOF	splash10-0159-0290000000-af6aba5ffbd5525ba43a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone , positive-QTOF	splash10-0ab9-2940000000-06e07dc51a896789d933	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone 40V, Positive-QTOF	splash10-0596-3910000000-521e74db879ee9f81a3b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone 20V, Positive-QTOF	splash10-0pi0-0973000000-767c7b546b71c185a624	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone 35V, Positive-QTOF	splash10-0udi-0469000000-25e6987364697bc536e2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Adrenosterone 10V, Positive-QTOF	splash10-0udi-0019000000-059fceb486c74e543289	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adrenosterone 10V, Positive-QTOF	splash10-0udi-0069000000-51d9ddcfd1d7b8a3e20c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adrenosterone 20V, Positive-QTOF	splash10-0l7i-0291000000-7b42bb8a716d4c0700e6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adrenosterone 40V, Positive-QTOF	splash10-0k9j-2490000000-c88e67e966734b1d65ea	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adrenosterone 10V, Negative-QTOF	splash10-0002-0090000000-34ecec5ab91ebc5e78dd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adrenosterone 20V, Negative-QTOF	splash10-0002-0090000000-4c027780977d32f6a16e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adrenosterone 40V, Negative-QTOF	splash10-05nf-2090000000-cdcd813d0ed227d587c1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adrenosterone 10V, Negative-QTOF	splash10-0002-0090000000-dd82c6133109d0e6e28e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adrenosterone 20V, Negative-QTOF	splash10-0002-0090000000-ff5973ba5b3491dd86a7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adrenosterone 40V, Negative-QTOF	splash10-014m-4190000000-b9abb2323ddbbd68f5ca	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adrenosterone 10V, Positive-QTOF	splash10-0udi-0029000000-2789ee380fa1a8c91727	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adrenosterone 20V, Positive-QTOF	splash10-0a4i-0191000000-4cdffaa52886ce780121	2021-09-24	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

FDB024074

KNApSAcK ID

Not Available

Chemspider ID

194597

KEGG Compound ID

C05285

BioCyc ID

CPD-18926

BiGG ID

Not Available

Wikipedia Link

Adrenosterone

METLIN ID

Not Available

PubChem Compound

223997

PDB ID

Not Available

ChEBI ID

2495

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. 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

2. 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

Showing metabocard for Adrenosterone (HMDB0006772)

MOL for HMDB0006772 (Adrenosterone)

3D MOL for HMDB0006772 (Adrenosterone)

3D SDF for HMDB0006772 (Adrenosterone)

3D-SDF for HMDB0006772 (Adrenosterone)

PDB for HMDB0006772 (Adrenosterone)

3D PDB for HMDB0006772 (Adrenosterone)

SMILES for HMDB0006772 (Adrenosterone)

INCHI for HMDB0006772 (Adrenosterone)

Structure for HMDB0006772 (Adrenosterone)

3D Structure for HMDB0006772 (Adrenosterone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions