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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 08:05:36 UTC

Update Date

2022-03-07 02:49:20 UTC

HMDB ID

HMDB0003959

Secondary Accession Numbers

HMDB03959

Metabolite Identification

Common Name

19-Oxotestosterone

Description

19-Oxotestosterone is catalyzed by Aromatase (EC 1.14.14.1),also called estrogen synthetase (a cytochrome P450 enzyme which catalyzes the formation of aromatic C18 estrogens from C19 androgens; it is symbolized CYP19) into oestrogens via sequential oxidations at the 19-methyl group. Biosynthesis of estrogens from C19 steroids is catalyzed by aromatase and its tissue-specific expression is determined at least in part by alternative use of tissue-specific promoters, which give rise to transcripts with unique 5-prime noncoding termini.(OMIM 107910 ).

Structure

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

  Mrv0541 05131314292D          

 25 28  0  0  1  0            999 V2000
   15.7050   -8.0193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6456  -11.7497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2042  -10.5062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5184  -10.0773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9762  -10.0773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.7892  -10.5062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.9762   -9.2627    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5184   -9.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7892  -11.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2042  -11.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2042   -8.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7050   -8.8339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4338  -10.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5184  -11.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0604  -10.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4338   -9.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7892   -9.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9762   -8.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0604  -11.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314  -10.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314  -11.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2042   -9.6915    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5184  -10.9351    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9762  -10.9351    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0749   -9.2790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  1  0  0  0
  2 21  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3 10  1  0  0  0  0
  3 22  1  1  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  4 23  1  6  0  0  0
  5  7  1  0  0  0  0
  5 13  1  0  0  0  0
  5 24  1  6  0  0  0
  6  9  1  0  0  0  0
  6 15  1  0  0  0  0
  6 17  1  1  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  7 18  1  1  0  0  0
  8 11  1  0  0  0  0
  9 14  1  0  0  0  0
  9 19  2  0  0  0  0
 10 14  1  0  0  0  0
 12 16  1  0  0  0  0
 13 16  1  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  1  0  0  0  0
 17 25  2  0  0  0  0
M  END

HMDB0003959
     RDKit          3D
19-Oxotestosterone
 48 51  0  0  0  0  0  0  0  0999 V2000
    2.2861    1.6547    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2622    0.2783   -0.5480 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5326    0.2253   -1.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1085    0.7124   -1.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464   -0.2208   -0.6103 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1890   -0.4052    0.6805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4350   -1.5342    1.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7884   -1.9514    0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061   -0.8976    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9213   -0.9085    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7155    0.1444   -0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9601    0.1691   -0.0901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0621    1.2201   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7085    0.7690   -1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9412    0.2576   -0.2619 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8915    1.3522    0.7573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528    2.4779    0.4437 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014   -0.7381    0.3933 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5438   -0.6670    1.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004   -0.7496    0.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587   -0.2655   -0.5816 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5967    0.6949   -0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    2.3651   -0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344    1.9572    0.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6041    1.8066    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9418    0.8926   -2.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4265   -0.8219   -2.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181    1.7415   -1.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697    0.7158   -2.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6229   -1.2145   -1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0738    0.5206    1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2149   -2.4572    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4824   -1.2716    2.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3593   -2.3292    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7105   -2.8598    0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244   -1.7474    0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140    2.1125   -0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803    1.5074   -1.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8240    0.0005   -2.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1629    1.6670   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    1.1984    1.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6810   -1.7236   -0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340   -1.4882    2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364    0.3412    2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6689   -0.1626    1.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1482   -1.8309    0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604   -1.1195   -1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3695    0.5820   -0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 16 17  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18  2  1  0
 21  2  1  0
 15  5  1  0
 15  9  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  0
  4 29  1  0
  5 30  1  6
  6 31  1  1
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 18 42  1  6
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  6
 22 48  1  0
M  END

  Mrv0541 05131314292D          

 25 28  0  0  1  0            999 V2000
   15.7050   -8.0193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6456  -11.7497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2042  -10.5062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5184  -10.0773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9762  -10.0773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.7892  -10.5062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.9762   -9.2627    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5184   -9.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7892  -11.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2042  -11.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2042   -8.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7050   -8.8339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4338  -10.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5184  -11.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0604  -10.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4338   -9.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7892   -9.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9762   -8.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0604  -11.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314  -10.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314  -11.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2042   -9.6915    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5184  -10.9351    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9762  -10.9351    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0749   -9.2790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  1  0  0  0
  2 21  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3 10  1  0  0  0  0
  3 22  1  1  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  4 23  1  6  0  0  0
  5  7  1  0  0  0  0
  5 13  1  0  0  0  0
  5 24  1  6  0  0  0
  6  9  1  0  0  0  0
  6 15  1  0  0  0  0
  6 17  1  1  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  7 18  1  1  0  0  0
  8 11  1  0  0  0  0
  9 14  1  0  0  0  0
  9 19  2  0  0  0  0
 10 14  1  0  0  0  0
 12 16  1  0  0  0  0
 13 16  1  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  1  0  0  0  0
 17 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003959

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10-11,14-17,22H,2-9H2,1H3/t14-,15-,16-,17-,18-,19+/m0/s1

> <INCHI_KEY>
TXNCGXATKOMEQC-KOUJMVCDSA-N

> <FORMULA>
C19H26O3

> <MOLECULAR_WEIGHT>
302.4079

> <EXACT_MASS>
302.188194698

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.94935590593563

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,10S,11S,14S,15S)-14-hydroxy-15-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-2-carbaldehyde

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
2.3984996443333335

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.377705103760416

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.28736721467787

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8839750441857327

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
85.22159999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
19-oxotestosterone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003959
     RDKit          3D
19-Oxotestosterone
 48 51  0  0  0  0  0  0  0  0999 V2000
    2.2861    1.6547    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2622    0.2783   -0.5480 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5326    0.2253   -1.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1085    0.7124   -1.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464   -0.2208   -0.6103 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1890   -0.4052    0.6805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4350   -1.5342    1.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7884   -1.9514    0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061   -0.8976    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9213   -0.9085    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7155    0.1444   -0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9601    0.1691   -0.0901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0621    1.2201   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7085    0.7690   -1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9412    0.2576   -0.2619 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8915    1.3522    0.7573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528    2.4779    0.4437 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014   -0.7381    0.3933 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5438   -0.6670    1.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004   -0.7496    0.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587   -0.2655   -0.5816 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5967    0.6949   -0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    2.3651   -0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344    1.9572    0.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6041    1.8066    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9418    0.8926   -2.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4265   -0.8219   -2.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181    1.7415   -1.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697    0.7158   -2.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6229   -1.2145   -1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0738    0.5206    1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2149   -2.4572    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4824   -1.2716    2.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3593   -2.3292    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7105   -2.8598    0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244   -1.7474    0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140    2.1125   -0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803    1.5074   -1.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8240    0.0005   -2.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1629    1.6670   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    1.1984    1.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6810   -1.7236   -0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340   -1.4882    2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364    0.3412    2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6689   -0.1626    1.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1482   -1.8309    0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604   -1.1195   -1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3695    0.5820   -0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 16 17  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18  2  1  0
 21  2  1  0
 15  5  1  0
 15  9  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  0
  4 29  1  0
  5 30  1  6
  6 31  1  1
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 18 42  1  6
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  6
 22 48  1  0
M  END

HEADER    PROTEIN                                 13-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-MAY-13         0                                  
HETATM    1  O   UNK     0      29.316 -14.969   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      19.872 -21.933   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      26.515 -19.612   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.234 -18.811   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.955 -18.811   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.873 -19.612   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.955 -17.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.234 -17.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.873 -21.212   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.515 -21.212   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.515 -16.490   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.316 -16.490   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.677 -18.811   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.234 -21.933   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.513 -18.811   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.677 -17.290   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.873 -18.091   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.955 -15.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.513 -21.933   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.152 -19.612   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.152 -21.212   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      26.515 -18.091   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      25.234 -20.412   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      27.955 -20.412   0.000  0.00  0.00           H+0
HETATM   25  O   UNK     0      22.540 -17.321   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   21                                                            
CONECT    3    4    5   10   22                                             
CONECT    4    3    6    8   23                                             
CONECT    5    3    7   13   24                                             
CONECT    6    4    9   15   17                                             
CONECT    7    5   11   12   18                                             
CONECT    8    4   11                                                       
CONECT    9    6   14   19                                                  
CONECT   10    3   14                                                       
CONECT   11    7    8                                                       
CONECT   12    1    7   16                                                  
CONECT   13    5   16                                                       
CONECT   14    9   10                                                       
CONECT   15    6   20                                                       
CONECT   16   12   13                                                       
CONECT   17    6   25                                                       
CONECT   18    7                                                            
CONECT   19    9   21                                                       
CONECT   20   15   21                                                       
CONECT   21    2   19   20                                                  
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25   17                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0003959
HETATM    1  C1  UNL     1       2.286   1.655   0.024  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.262   0.278  -0.548  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.533   0.225  -1.837  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.108   0.712  -1.571  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.546  -0.221  -0.610  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.189  -0.405   0.680  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.435  -1.534   1.449  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.788  -1.951   0.989  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.606  -0.898   0.387  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.921  -0.909   0.384  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.716   0.144  -0.217  1.00  0.00           C  
HETATM   12  O1  UNL     1      -5.960   0.169  -0.090  1.00  0.00           O  
HETATM   13  C12 UNL     1      -4.062   1.220  -1.000  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.709   0.769  -1.444  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.941   0.258  -0.262  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.891   1.352   0.757  1.00  0.00           C  
HETATM   17  O2  UNL     1      -1.553   2.478   0.444  1.00  0.00           O  
HETATM   18  C16 UNL     1       1.601  -0.738   0.393  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.544  -0.667   1.545  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.900  -0.750   0.834  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.659  -0.266  -0.582  1.00  0.00           C  
HETATM   22  O3  UNL     1       4.597   0.695  -0.966  1.00  0.00           O  
HETATM   23  H1  UNL     1       2.037   2.365  -0.818  1.00  0.00           H  
HETATM   24  H2  UNL     1       3.334   1.957   0.317  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.604   1.807   0.880  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.942   0.893  -2.615  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.426  -0.822  -2.188  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.118   1.742  -1.115  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.470   0.716  -2.504  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.623  -1.214  -1.097  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.074   0.521   1.279  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.215  -2.457   1.433  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.482  -1.272   2.547  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.359  -2.329   1.888  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.711  -2.860   0.330  1.00  0.00           H  
HETATM   36  H14 UNL     1      -4.424  -1.747   0.855  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.914   2.112  -0.334  1.00  0.00           H  
HETATM   38  H16 UNL     1      -4.680   1.507  -1.877  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.824   0.000  -2.236  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.163   1.667  -1.822  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.149   1.198   1.802  1.00  0.00           H  
HETATM   42  H20 UNL     1       1.681  -1.724  -0.075  1.00  0.00           H  
HETATM   43  H21 UNL     1       2.434  -1.488   2.277  1.00  0.00           H  
HETATM   44  H22 UNL     1       2.536   0.341   2.027  1.00  0.00           H  
HETATM   45  H23 UNL     1       4.669  -0.163   1.363  1.00  0.00           H  
HETATM   46  H24 UNL     1       4.148  -1.831   0.791  1.00  0.00           H  
HETATM   47  H25 UNL     1       3.660  -1.120  -1.305  1.00  0.00           H  
HETATM   48  H26 UNL     1       5.370   0.582  -0.361  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   18   21
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   15   30
CONECT    6    7   18   31
CONECT    7    8   32   33
CONECT    8    9   34   35
CONECT    9   10   10   15
CONECT   10   11   36
CONECT   11   12   12   13
CONECT   13   14   37   38
CONECT   14   15   39   40
CONECT   15   16
CONECT   16   17   17   41
CONECT   18   19   42
CONECT   19   20   43   44
CONECT   20   21   45   46
CONECT   21   22   47
CONECT   22   48
END

HMDB0003959
     RDKit          3D
19-Oxotestosterone
 48 51  0  0  0  0  0  0  0  0999 V2000
    2.2861    1.6547    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2622    0.2783   -0.5480 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5326    0.2253   -1.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1085    0.7124   -1.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464   -0.2208   -0.6103 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1890   -0.4052    0.6805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4350   -1.5342    1.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7884   -1.9514    0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061   -0.8976    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9213   -0.9085    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7155    0.1444   -0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9601    0.1691   -0.0901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0621    1.2201   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7085    0.7690   -1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9412    0.2576   -0.2619 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8915    1.3522    0.7573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528    2.4779    0.4437 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014   -0.7381    0.3933 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5438   -0.6670    1.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004   -0.7496    0.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587   -0.2655   -0.5816 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5967    0.6949   -0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    2.3651   -0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344    1.9572    0.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6041    1.8066    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9418    0.8926   -2.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4265   -0.8219   -2.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181    1.7415   -1.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697    0.7158   -2.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6229   -1.2145   -1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0738    0.5206    1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2149   -2.4572    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4824   -1.2716    2.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3593   -2.3292    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7105   -2.8598    0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244   -1.7474    0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140    2.1125   -0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803    1.5074   -1.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8240    0.0005   -2.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1629    1.6670   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    1.1984    1.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6810   -1.7236   -0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340   -1.4882    2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364    0.3412    2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6689   -0.1626    1.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1482   -1.8309    0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604   -1.1195   -1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3695    0.5820   -0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 16 17  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18  2  1  0
 21  2  1  0
 15  5  1  0
 15  9  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  0
  4 29  1  0
  5 30  1  6
  6 31  1  1
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 18 42  1  6
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  6
 22 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₆O₃

Average Molecular Weight

302.4079

Monoisotopic Molecular Weight

302.188194698

IUPAC Name

(1S,2S,10S,11S,14S,15S)-14-hydroxy-15-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-2-carbaldehyde

Traditional Name

19-oxotestosterone

CAS Registry Number

4075-13-2

SMILES

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

InChI Identifier

InChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10-11,14-17,22H,2-9H2,1H3/t14-,15-,16-,17-,18-,19+/m0/s1

InChI Key

TXNCGXATKOMEQC-KOUJMVCDSA-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
19-oxosteroid
3-oxo-delta-4-steroid
3-oxosteroid
17-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aldehyde
Organic oxide
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:75308 )
aldehyde (CHEBI:75308 )
17beta-hydroxy steroid (CHEBI:75308 )
androstanoid (CHEBI:75308 )
C19 steroids (androgens) and derivatives (C05295 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	155 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.023 mg/mL at 25 °C	Not Available
LogP	3.32	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.05 g/L	ALOGPS
logP	2.32	ALOGPS
logP	2.4	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	18.29	ChemAxon
pKa (Strongest Basic)	-0.88	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	1	ChemAxon
Refractivity	85.22 m³·mol⁻¹	ChemAxon
Polarizability	33.95 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]+	171.459	31661259
DarkChem	[M-H]-	169.059	31661259
DeepCCS	[M-2H]-	205.138	30932474
DeepCCS	[M+Na]+	179.467	30932474
AllCCS	[M+H]+	175.7	32859911
AllCCS	[M+H-H2O]+	172.7	32859911
AllCCS	[M+NH4]+	178.5	32859911
AllCCS	[M+Na]+	179.3	32859911
AllCCS	[M-H]-	179.5	32859911
AllCCS	[M+Na-2H]-	179.5	32859911
AllCCS	[M+HCOO]-	179.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
19-Oxotestosterone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C=O	3696.0	Standard polar	33892256
19-Oxotestosterone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C=O	2736.5	Standard non polar	33892256
19-Oxotestosterone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C=O	2901.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
19-Oxotestosterone,1TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C=O)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2937.5	Semi standard non polar	33892256
19-Oxotestosterone,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C=O)[C@@H]1CC[C@@H]2O	2789.4	Semi standard non polar	33892256
19-Oxotestosterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C=O)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2804.2	Semi standard non polar	33892256
19-Oxotestosterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C=O)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2802.7	Standard non polar	33892256
19-Oxotestosterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C=O)[C@@H]1CC[C@@H]2O[Si](C)(C)C	3264.8	Standard polar	33892256
19-Oxotestosterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C=O)[C@H]3CC[C@]12C	3197.6	Semi standard non polar	33892256
19-Oxotestosterone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C=O)C(=C1)CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12	3050.5	Semi standard non polar	33892256
19-Oxotestosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C=O)C(=C1)CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]12	3304.6	Semi standard non polar	33892256
19-Oxotestosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C=O)C(=C1)CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]12	3279.8	Standard non polar	33892256
19-Oxotestosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C=O)C(=C1)CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]12	3496.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Oxotestosterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-1190000000-38a46782f3a05e410638	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Oxotestosterone GC-MS (1 TMS) - 70eV, Positive	splash10-0592-2169000000-be11c2989577a025bceb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Oxotestosterone 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 10V, Positive-QTOF	splash10-0f79-0095000000-f1b4c5073a1a349142cd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 20V, Positive-QTOF	splash10-0ktr-0191000000-787c331104e02697f82e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 40V, Positive-QTOF	splash10-052r-4290000000-c3ebd3f84fc5f2a0f1ad	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 10V, Negative-QTOF	splash10-0udi-0039000000-fcbe7a10b70f243584ca	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 20V, Negative-QTOF	splash10-0ue9-0098000000-88bd42d7a3c0ee3d7238	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 40V, Negative-QTOF	splash10-05fs-0090000000-e5ab8ef14971dd3b053a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 10V, Positive-QTOF	splash10-0udi-0029000000-ab4e4333433d95463751	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 20V, Positive-QTOF	splash10-0a4i-0190000000-58b8fdd5c28b55834da9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 40V, Positive-QTOF	splash10-0aba-0900000000-a07aa8a9e25f2da78867	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 10V, Negative-QTOF	splash10-0udi-0019000000-e1aa2d5a1d9cdeff04e6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 20V, Negative-QTOF	splash10-0pi0-0093000000-1d8018c21ff4c38691c5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxotestosterone 40V, Negative-QTOF	splash10-0ab9-0290000000-794f96d5ceb67c29f858	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)
Endoplasmic reticulum

Biospecimen Locations

Not Available

Tissue Locations

Adipose Tissue
Adrenal Cortex
Adrenal Gland
Adrenal Medulla
Bladder
Brain
Epidermis
Fibroblasts
Intestine
Kidney
Neuron
Ovary
Placenta
Platelet
Prostate
Semen
Skeletal Muscle
Testis

Pathways

Name	SMPDB/PathBank	KEGG
Androgen and Estrogen Metabolism
17-Beta Hydroxysteroid Dehydrogenase III Deficiency		Not Available
Aromatase deficiency		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

FDB030283

KNApSAcK ID

Not Available

Chemspider ID

13628409

KEGG Compound ID

C05295

BioCyc ID

19-OXO-TESTOSTERONE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6991

PubChem Compound

7048589

PDB ID

Not Available

ChEBI ID

75308

Food Biomarker Ontology

Not Available

VMH ID

M00434

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Benson, Harvey Douglas; Grunwell, Joyce Francis; Johnston, John O'Neal; Petrow, Vladimir. Compositions for inducing an estrogenic response. Belg. (1977), 32 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Schaap LA, Pluijm SM, Smit JH, van Schoor NM, Visser M, Gooren LJ, Lips P: The association of sex hormone levels with poor mobility, low muscle strength and incidence of falls among older men and women. Clin Endocrinol (Oxf). 2005 Aug;63(2):152-60. [PubMed:16060908 ]
Handelsman DJ: Clinical review: The rationale for banning human chorionic gonadotropin and estrogen blockers in sport. J Clin Endocrinol Metab. 2006 May;91(5):1646-53. Epub 2006 Feb 14. [PubMed:16478815 ]
Huang I, Jones J, Khorram O: Human seminal plasma nitric oxide: correlation with sperm morphology and testosterone. Med Sci Monit. 2006 Mar;12(3):CR103-6. Epub 2006 Feb 23. [PubMed:16501419 ]
Ahtiainen JP, Pakarinen A, Alen M, Kraemer WJ, Hakkinen K: Short vs. long rest period between the sets in hypertrophic resistance training: influence on muscle strength, size, and hormonal adaptations in trained men. J Strength Cond Res. 2005 Aug;19(3):572-82. [PubMed:16095405 ]
Fejes I, Koloszar S, Szollosi J, Zavaczki Z, Pal A: Is semen quality affected by male body fat distribution? Andrologia. 2005 Oct;37(5):155-9. [PubMed:16266392 ]
Jarow JP, Zirkin BR: The androgen microenvironment of the human testis and hormonal control of spermatogenesis. Ann N Y Acad Sci. 2005 Dec;1061:208-20. [PubMed:16467270 ]
Klimek M, Pabian W, Tomaszewska B, Kolodziejczyk J: Levels of plasma ACTH in men from infertile couples. Neuro Endocrinol Lett. 2005 Aug;26(4):347-50. [PubMed:16136011 ]
Shores MM, Matsumoto AM, Sloan KL, Kivlahan DR: Low serum testosterone and mortality in male veterans. Arch Intern Med. 2006 Aug 14-28;166(15):1660-5. [PubMed:16908801 ]
Bhasin S, Cunningham GR, Hayes FJ, Matsumoto AM, Snyder PJ, Swerdloff RS, Montori VM: Testosterone therapy in adult men with androgen deficiency syndromes: an endocrine society clinical practice guideline. J Clin Endocrinol Metab. 2006 Jun;91(6):1995-2010. Epub 2006 May 23. [PubMed:16720669 ]
Jarow JP, Wright WW, Brown TR, Yan X, Zirkin BR: Bioactivity of androgens within the testes and serum of normal men. J Androl. 2005 May-Jun;26(3):343-8. [PubMed:15867001 ]
Sipila S, Heikkinen E, Cheng S, Suominen H, Saari P, Kovanen V, Alen M, Rantanen T: Endogenous hormones, muscle strength, and risk of fall-related fractures in older women. J Gerontol A Biol Sci Med Sci. 2006 Jan;61(1):92-6. [PubMed:16456199 ]
Mazer N, Fisher D, Fischer J, Cosgrove M, Bell D, Eilers B: Transfer of transdermally applied testosterone to clothing: a comparison of a testosterone patch versus a testosterone gel. J Sex Med. 2005 Mar;2(2):227-34. [PubMed:16422890 ]
Pasqualotto FF, Lucon AM, de Goes PM, Sobreiro BP, Hallak J, Pasqualotto EB, Arap S: Relationship between the number of veins ligated in a varicocelectomy with testicular volume, hormonal levels and semen parameters outcome. J Assist Reprod Genet. 2005 Jun;22(6):245-9. [PubMed:16021853 ]
Tan U: Testosterone and somatosensory evoked potentials from right and left posterior tibial nerves in right-handed young adults. Int J Neurosci. 1990 Dec;55(2-4):161-70. [PubMed:2084049 ]
Fournier P, Boissier S, Filleur S, Guglielmi J, Cabon F, Colombel M, Clezardin P: Bisphosphonates inhibit angiogenesis in vitro and testosterone-stimulated vascular regrowth in the ventral prostate in castrated rats. Cancer Res. 2002 Nov 15;62(22):6538-44. [PubMed:12438248 ]
Dicker A, Ryden M, Naslund E, Muehlen IE, Wiren M, Lafontan M, Arner P: Effect of testosterone on lipolysis in human pre-adipocytes from different fat depots. Diabetologia. 2004 Mar;47(3):420-428. doi: 10.1007/s00125-003-1324-0. Epub 2004 Jan 30. [PubMed:14752604 ]
Ferrando AA, Sheffield-Moore M, Wolf SE, Herndon DN, Wolfe RR: Testosterone administration in severe burns ameliorates muscle catabolism. Crit Care Med. 2001 Oct;29(10):1936-42. [PubMed:11588456 ]
Martinez-Riera A, Santolaria-Fernandez F, Gonzalez Reimers E, Milena A, Gomez-Sirvent JL, Rodriguez-Moreno F, Gonzalez-Martin I, Rodriguez-Rodriguez E: Alcoholic hypogonadism: hormonal response to clomiphene. Alcohol. 1995 Nov-Dec;12(6):581-7. [PubMed:8590623 ]
Ebert T, Jockenhovel F, Morales A, Shabsigh R: The current status of therapy for symptomatic late-onset hypogonadism with transdermal testosterone gel. Eur Urol. 2005 Feb;47(2):137-46. [PubMed:15661407 ]
Lottrup G, Andersson AM, Leffers H, Mortensen GK, Toppari J, Skakkebaek NE, Main KM: Possible impact of phthalates on infant reproductive health. Int J Androl. 2006 Feb;29(1):172-80; discussion 181-5. [PubMed:16466537 ]

Only showing the first 10 proteins. There are 25 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 3-oxo-5-beta-steroid 4-dehydrogenase

General function:: Involved in oxidoreductase activity
Specific function:: Efficiently catalyzes the reduction of progesterone, androstenedione, 17-alpha-hydroxyprogesterone and testosterone to 5-beta-reduced metabolites. The bile acid intermediates 7-alpha,12-alpha-dihydroxy-4-cholesten-3-one and 7-alpha-hydroxy-4-cholesten-3-one can also act as substrates.
Gene Name:: AKR1D1
Uniprot ID:: P51857
Molecular weight:: 32889.38

Enzyme Details

2. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

Enzyme Details

3. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

Enzyme Details

4. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

Enzyme Details

5. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

Enzyme Details

6. Cytochrome P450 3A43

General function:: Involved in monooxygenase activity
Specific function:: Exhibits low testosterone 6-beta-hydroxylase activity.
Gene Name:: CYP3A43
Uniprot ID:: Q9HB55
Molecular weight:: 57756.285

Enzyme Details

7. Cytochrome P450 1B1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Participates in the metabolism of an as-yet-unknown biologically active molecule that is a participant in eye development.
Gene Name:: CYP1B1
Uniprot ID:: Q16678
Molecular weight:: 60845.33

Enzyme Details

8. Cytochrome P450 2C18

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP2C18
Uniprot ID:: P33260
Molecular weight:: 55710.075

Enzyme Details

9. Cytochrome P450 2F1

General function:: Secondary metabolites biosynthesis, transport and catabolism
Specific function:: May be involved in the metabolism of various pneumotoxicants including naphthalene. Is able to dealkylate ethoxycoumarin, propoxycoumarin, and pentoxyresorufin but possesses no activity toward ethoxyresorufin and only trace dearylation activity toward benzyloxyresorufin. Bioactivates 3-methylindole (3MI) by dehydrogenation to the putative electrophile 3-methylene-indolenine.
Gene Name:: CYP2F1
Uniprot ID:: P24903
Molecular weight:: 55500.64

Enzyme Details

10. Cytochrome P450 4X1

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: CYP4X1
Uniprot ID:: Q8N118
Molecular weight:: 58874.62

Only showing the first 10 proteins. There are 25 proteins in total.

Show all enzymes and transporters

Showing metabocard for 19-Oxotestosterone (HMDB0003959)

MOL for HMDB0003959 (19-Oxotestosterone)

3D MOL for HMDB0003959 (19-Oxotestosterone)

3D SDF for HMDB0003959 (19-Oxotestosterone)

3D-SDF for HMDB0003959 (19-Oxotestosterone)

PDB for HMDB0003959 (19-Oxotestosterone)

3D PDB for HMDB0003959 (19-Oxotestosterone)

SMILES for HMDB0003959 (19-Oxotestosterone)

INCHI for HMDB0003959 (19-Oxotestosterone)

Structure for HMDB0003959 (19-Oxotestosterone)

3D Structure for HMDB0003959 (19-Oxotestosterone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes