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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (24) Show 24 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-06 16:16:43 UTC

Update Date

2022-03-07 02:49:33 UTC

HMDB ID

HMDB0006768

Secondary Accession Numbers

HMDB06768

Metabolite Identification

Common Name

19-Oxoandrost-4-ene-3,17-dione

Description

19-Oxoandrost-4-ene-3,17-dione 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. Based on a literature review very few articles have been published on 19-Oxoandrost-4-ene-3,17-dione.

Structure

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


  Mrv0541 02231220512D          

 25 28  0  0  1  0            999 V2000
   15.3001   -5.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3001   -6.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0146   -7.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -6.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -5.9074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0146   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -7.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1580   -6.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1580   -5.9074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.4436   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8725   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8725   -4.6699    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1580   -4.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -4.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6571   -5.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1421   -5.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6571   -4.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9112   -3.6330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -5.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9584   -3.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5881   -7.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1575   -5.1924    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -6.0724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.8762   -6.1779    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1331   -4.5148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 17 18  2  0  0  0  0
  5 19  1  1  0  0  0
 12 20  1  1  0  0  0
  2 21  2  0  0  0  0
  9 22  1  1  0  0  0
 23 10  1  6  0  0  0
 24 11  1  6  0  0  0
 25 19  2  0  0  0  0
M  END

HMDB0006768
     RDKit          3D
19-Oxoandrost-4-ene-3,17-dione
 46 49  0  0  0  0  0  0  0  0999 V2000
    3.1481   -0.9350   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657   -0.4936   -0.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5291   -1.5916    0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268   -1.5358   -0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3075   -0.1822   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3976    0.9537   -0.0568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0256    1.1344    1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1056    0.2249    1.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1745    0.1478    0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700    0.2341    1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4000    0.1364   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4860    0.7453   -0.0242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604   -0.6977   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6034   -1.1808   -1.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982   -0.0380   -0.5907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3006    1.1878   -1.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716    2.2454   -0.7804 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8736    0.8653   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6701    1.7750    0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5383    0.9134    1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -0.4203    0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2870   -1.3221    1.1644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -1.9118   -1.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3939   -0.9784   -2.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339   -0.1996   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0485   -2.5597   -0.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316   -1.6992    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3393   -2.1386   -1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4979   -2.1687    0.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1236    0.0210   -1.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0642    1.8793   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4118    2.1842    1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379    1.0813    2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    0.5972    2.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6481   -0.7683    2.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755    0.3738    2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7497   -1.5784   -1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2421   -0.1812   -2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169   -1.9830   -0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999   -1.5241   -2.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182    1.1180   -2.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0904    1.2165   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0942    2.4485    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3777    2.4423    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5966    1.2725    1.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1766    0.8898    2.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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  6
 16 17  2  0
  6 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
 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  0
  6 31  1  6
  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  0
 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
   15.3001   -5.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3001   -6.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0146   -7.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -6.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -5.9074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0146   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -7.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1580   -6.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1580   -5.9074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.4436   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8725   -5.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8725   -4.6699    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1580   -4.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -4.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6571   -5.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1421   -5.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6571   -4.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9112   -3.6330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7291   -5.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9584   -3.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5881   -7.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1575   -5.1924    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.4436   -6.0724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.8762   -6.1779    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1331   -4.5148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 17 18  2  0  0  0  0
  5 19  1  1  0  0  0
 12 20  1  1  0  0  0
  2 21  2  0  0  0  0
  9 22  1  1  0  0  0
 23 10  1  6  0  0  0
 24 11  1  6  0  0  0
 25 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006768

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C12CCC(=O)[C@@]1(C)CCC1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O3/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/h10-11,14-16H,2-9H2,1H3/t14-,15?,16?,18-,19+/m0/s1

> <INCHI_KEY>
XRCFMDPVHKVRDJ-NHMXRCTMSA-N

> <FORMULA>
C19H24O3

> <MOLECULAR_WEIGHT>
300.3921

> <EXACT_MASS>
300.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.07758256777835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,10R,15S)-15-methyl-5,14-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-2-carbaldehyde

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
2.9620273500000005

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.85532016597173

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.274307143892052

> <JCHEM_PKA_STRONGEST_BASIC>
-5.295052440358944

> <JCHEM_POLAR_SURFACE_AREA>
51.21

> <JCHEM_REFRACTIVITY>
84.39929999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,10R,15S)-15-methyl-5,14-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-2-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006768
     RDKit          3D
19-Oxoandrost-4-ene-3,17-dione
 46 49  0  0  0  0  0  0  0  0999 V2000
    3.1481   -0.9350   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657   -0.4936   -0.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5291   -1.5916    0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268   -1.5358   -0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3075   -0.1822   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3976    0.9537   -0.0568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0256    1.1344    1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1056    0.2249    1.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1745    0.1478    0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700    0.2341    1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4000    0.1364   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4860    0.7453   -0.0242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604   -0.6977   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6034   -1.1808   -1.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982   -0.0380   -0.5907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3006    1.1878   -1.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716    2.2454   -0.7804 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8736    0.8653   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6701    1.7750    0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5383    0.9134    1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -0.4203    0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2870   -1.3221    1.1644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -1.9118   -1.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3939   -0.9784   -2.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339   -0.1996   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0485   -2.5597   -0.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316   -1.6992    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3393   -2.1386   -1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4979   -2.1687    0.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1236    0.0210   -1.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0642    1.8793   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4118    2.1842    1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379    1.0813    2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    0.5972    2.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6481   -0.7683    2.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755    0.3738    2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7497   -1.5784   -1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2421   -0.1812   -2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169   -1.9830   -0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999   -1.5241   -2.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182    1.1180   -2.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0904    1.2165   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0942    2.4485    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3777    2.4423    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5966    1.2725    1.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1766    0.8898    2.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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  6
 16 17  2  0
  6 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
 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  0
  6 31  1  6
  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  0
 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  C   UNK     0      28.560 -11.027   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.560 -12.567   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.894 -13.337   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.228 -12.567   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.228 -11.027   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.894 -10.257   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.561 -13.337   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.895 -12.567   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      33.895 -11.027   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.561 -10.257   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      35.229 -10.257   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.229  -8.717   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.895  -7.947   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      32.561  -8.717   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      36.693 -10.733   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.599  -9.487   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.693  -8.241   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      37.168  -6.782   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      31.228  -9.493   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.389  -7.191   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      27.231 -13.334   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0      33.894  -9.692   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      32.561 -11.335   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      35.236 -11.532   0.000  0.00  0.00           H+0
HETATM   25  O   UNK     0      30.115  -8.428   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   19                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   22                                             
CONECT   10    9    5   14   23                                             
CONECT   11    9   12   15   24                                             
CONECT   12   11   13   17   20                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17                                                            
CONECT   19    5   25                                                       
CONECT   20   12                                                            
CONECT   21    2                                                            
CONECT   22    9                                                            
CONECT   23   10                                                            
CONECT   24   11                                                            
CONECT   25   19                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0006768
HETATM    1  C1  UNL     1       3.148  -0.935  -1.445  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.466  -0.494  -0.143  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.529  -1.592   0.237  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.227  -1.536  -0.479  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.307  -0.182  -0.773  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.398   0.954  -0.057  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.026   1.134   1.351  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.106   0.225   1.840  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.174   0.148   0.828  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.470   0.234   1.082  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.400   0.136  -0.038  1.00  0.00           C  
HETATM   12  O1  UNL     1      -5.486   0.745  -0.024  1.00  0.00           O  
HETATM   13  C12 UNL     1      -4.060  -0.698  -1.218  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.603  -1.181  -1.122  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.798  -0.038  -0.591  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.301   1.188  -1.323  1.00  0.00           C  
HETATM   17  O2  UNL     1      -2.472   2.245  -0.780  1.00  0.00           O  
HETATM   18  C16 UNL     1       1.874   0.865  -0.254  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.670   1.775   0.632  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.538   0.913   1.499  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.532  -0.420   0.879  1.00  0.00           C  
HETATM   22  O3  UNL     1       4.287  -1.322   1.164  1.00  0.00           O  
HETATM   23  H1  UNL     1       3.596  -1.912  -1.245  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.394  -0.978  -2.275  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.934  -0.200  -1.682  1.00  0.00           H  
HETATM   26  H4  UNL     1       2.048  -2.560  -0.040  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.432  -1.699   1.358  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.339  -2.139  -1.432  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.498  -2.169   0.116  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.124   0.021  -1.864  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.064   1.879  -0.623  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.412   2.184   1.523  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.838   1.081   2.078  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.562   0.597   2.786  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.648  -0.768   2.053  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.775   0.374   2.097  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.750  -1.578  -1.195  1.00  0.00           H  
HETATM   38  H16 UNL     1      -4.242  -0.181  -2.170  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.617  -1.983  -0.356  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.300  -1.524  -2.118  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.518   1.118  -2.382  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.090   1.216  -1.311  1.00  0.00           H  
HETATM   43  H21 UNL     1       2.094   2.448   1.260  1.00  0.00           H  
HETATM   44  H22 UNL     1       3.378   2.442   0.055  1.00  0.00           H  
HETATM   45  H23 UNL     1       4.597   1.273   1.543  1.00  0.00           H  
HETATM   46  H24 UNL     1       3.177   0.890   2.559  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   22
END

HMDB0006768
     RDKit          3D
19-Oxoandrost-4-ene-3,17-dione
 46 49  0  0  0  0  0  0  0  0999 V2000
    3.1481   -0.9350   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657   -0.4936   -0.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5291   -1.5916    0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268   -1.5358   -0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3075   -0.1822   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3976    0.9537   -0.0568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0256    1.1344    1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1056    0.2249    1.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1745    0.1478    0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700    0.2341    1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4000    0.1364   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4860    0.7453   -0.0242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604   -0.6977   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6034   -1.1808   -1.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982   -0.0380   -0.5907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3006    1.1878   -1.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716    2.2454   -0.7804 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8736    0.8653   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6701    1.7750    0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5383    0.9134    1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -0.4203    0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2870   -1.3221    1.1644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -1.9118   -1.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3939   -0.9784   -2.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339   -0.1996   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0485   -2.5597   -0.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316   -1.6992    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3393   -2.1386   -1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4979   -2.1687    0.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1236    0.0210   -1.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0642    1.8793   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4118    2.1842    1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379    1.0813    2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    0.5972    2.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6481   -0.7683    2.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755    0.3738    2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7497   -1.5784   -1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2421   -0.1812   -2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169   -1.9830   -0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999   -1.5241   -2.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182    1.1180   -2.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0904    1.2165   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0942    2.4485    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3777    2.4423    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5966    1.2725    1.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1766    0.8898    2.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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  6
 16 17  2  0
  6 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
 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  0
  6 31  1  6
  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  0
 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
19-Oxoandrostenedione	HMDB

Chemical Formula

C₁₉H₂₄O₃

Average Molecular Weight

300.3921

Monoisotopic Molecular Weight

300.172544634

IUPAC Name

(2S,10R,15S)-15-methyl-5,14-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-2-carbaldehyde

Traditional Name

(2S,10R,15S)-15-methyl-5,14-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-2-carbaldehyde

CAS Registry Number

Not Available

SMILES

[H]C12CCC(=O)[C@@]1(C)CCC1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C=O

InChI Identifier

InChI=1S/C19H24O3/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/h10-11,14-16H,2-9H2,1H3/t14-,15?,16?,18-,19+/m0/s1

InChI Key

XRCFMDPVHKVRDJ-NHMXRCTMSA-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-oxosteroid
Oxosteroid
17-oxosteroid
3-oxo-delta-4-steroid
Delta-4-steroid
Cyclohexenone
Cyclic ketone
Ketone
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Organic oxide
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0006768)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0006768)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006768)

Source

Endogenous

Endogenous (HMDB: HMDB0006768)

Animal

Animal (HMDB: HMDB0006768)

Exogenous

Food

Food (HMDB: HMDB0006768)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0006768)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006768)

Molecular messenger

Signaling molecule (HMDB: HMDB0006768)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006768)

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	2.59	ALOGPS
logP	2.96	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	18.27	ChemAxon
pKa (Strongest Basic)	-5.3	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	1	ChemAxon
Refractivity	84.4 m³·mol⁻¹	ChemAxon
Polarizability	33.08 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]+	169.897	31661259
DarkChem	[M-H]-	166.53	31661259
DeepCCS	[M-2H]-	201.698	30932474
DeepCCS	[M+Na]+	176.363	30932474
AllCCS	[M+H]+	173.5	32859911
AllCCS	[M+H-H2O]+	170.5	32859911
AllCCS	[M+NH4]+	176.3	32859911
AllCCS	[M+Na]+	177.1	32859911
AllCCS	[M-H]-	179.1	32859911
AllCCS	[M+Na-2H]-	179.0	32859911
AllCCS	[M+HCOO]-	179.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	6.89 minutes	32390414
Predicted by Siyang on May 30, 2022	17.0699 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.89 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2524.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	483.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	212.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	229.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	476.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	634.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	729.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	91.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1475.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	459.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1447.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	439.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	431.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	374.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	519.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	28.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
19-Oxoandrost-4-ene-3,17-dione	[H]C12CCC(=O)[C@@]1(C)CCC1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C=O	3526.8	Standard polar	33892256
19-Oxoandrost-4-ene-3,17-dione	[H]C12CCC(=O)[C@@]1(C)CCC1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C=O	2717.9	Standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione	[H]C12CCC(=O)[C@@]1(C)CCC1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C=O	2812.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
19-Oxoandrost-4-ene-3,17-dione,1TMS,isomer #1	C[C@]12CCC3[C@@H](CCC4=CC(=O)CC[C@@]43C=O)C1CC=C2O[Si](C)(C)C	2908.8	Semi standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,1TMS,isomer #1	C[C@]12CCC3[C@@H](CCC4=CC(=O)CC[C@@]43C=O)C1CC=C2O[Si](C)(C)C	2543.1	Standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,1TMS,isomer #1	C[C@]12CCC3[C@@H](CCC4=CC(=O)CC[C@@]43C=O)C1CC=C2O[Si](C)(C)C	3173.3	Standard polar	33892256
19-Oxoandrost-4-ene-3,17-dione,1TMS,isomer #2	C[C@]12CCC3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C=O)C1CCC2=O	2779.3	Semi standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,1TMS,isomer #2	C[C@]12CCC3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C=O)C1CCC2=O	2703.0	Standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,1TMS,isomer #2	C[C@]12CCC3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C=O)C1CCC2=O	3279.7	Standard polar	33892256
19-Oxoandrost-4-ene-3,17-dione,2TMS,isomer #1	C[C@]12CCC3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C=O)C1CC=C2O[Si](C)(C)C	2798.8	Semi standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,2TMS,isomer #1	C[C@]12CCC3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C=O)C1CC=C2O[Si](C)(C)C	2715.9	Standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,2TMS,isomer #1	C[C@]12CCC3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C=O)C1CC=C2O[Si](C)(C)C	3250.6	Standard polar	33892256
19-Oxoandrost-4-ene-3,17-dione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCC2[C@@H]3CCC4=CC(=O)CC[C@]4(C=O)C3CC[C@]12C	3160.7	Semi standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCC2[C@@H]3CCC4=CC(=O)CC[C@]4(C=O)C3CC[C@]12C	2725.4	Standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCC2[C@@H]3CCC4=CC(=O)CC[C@]4(C=O)C3CC[C@]12C	3339.2	Standard polar	33892256
19-Oxoandrost-4-ene-3,17-dione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C=O)C(=C1)CC[C@H]1C3CCC(=O)[C@@]3(C)CCC12	3033.9	Semi standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C=O)C(=C1)CC[C@H]1C3CCC(=O)[C@@]3(C)CCC12	2943.5	Standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C=O)C(=C1)CC[C@H]1C3CCC(=O)[C@@]3(C)CCC12	3444.7	Standard polar	33892256
19-Oxoandrost-4-ene-3,17-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C=O)C(=C1)CC[C@H]1C3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CCC12	3283.4	Semi standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C=O)C(=C1)CC[C@H]1C3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CCC12	3057.3	Standard non polar	33892256
19-Oxoandrost-4-ene-3,17-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C=O)C(=C1)CC[C@H]1C3CC=C(O[Si](C)(C)C(C)(C)C)[C@@]3(C)CCC12	3485.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0290000000-3f3c07c2928d5eb6bc48	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 10V, Positive-QTOF	splash10-0udi-0069000000-4cf0f82f29d435064aae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 20V, Positive-QTOF	splash10-0g59-0191000000-13cd084dbfd20757dd23	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 40V, Positive-QTOF	splash10-0udi-4390000000-07c1a3f2313a8bcd7418	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 10V, Negative-QTOF	splash10-0002-0090000000-9682812a6c76b322e614	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 20V, Negative-QTOF	splash10-0002-0090000000-bcf61fd273859ebc35f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 40V, Negative-QTOF	splash10-00l6-1090000000-00fa9379a73ca4316f95	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 10V, Positive-QTOF	splash10-0udi-0049000000-f42da796c6c42c1abdd7	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 20V, Positive-QTOF	splash10-05fr-0290000000-ea9fb5e90b08fc41c2c1	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 40V, Positive-QTOF	splash10-052b-1900000000-f1ce177a03ad82bc6f3c	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 10V, Negative-QTOF	splash10-0002-0090000000-a118d42b688aa2d69802	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 20V, Negative-QTOF	splash10-00dj-0090000000-d4f4516a60eaa4281c59	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Oxoandrost-4-ene-3,17-dione 40V, Negative-QTOF	splash10-00xr-1790000000-403ad3c430383cc1e093	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

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

FDB024070

KNApSAcK ID

Not Available

Chemspider ID

17465008

KEGG Compound ID

C05297

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16399653

PDB ID

Not Available

ChEBI ID

1069535

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

Only showing the first 10 proteins. There are 24 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 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

2. 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

3. 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

4. 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

5. 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

6. 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

7. 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

8. 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

9. Cytochrome P450 4X1

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

Enzyme Details

10. Cytochrome P450 2B6

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. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

Only showing the first 10 proteins. There are 24 proteins in total.

Show all enzymes and transporters

Showing metabocard for 19-Oxoandrost-4-ene-3,17-dione (HMDB0006768)

MOL for HMDB0006768 (19-Oxoandrost-4-ene-3,17-dione)

3D MOL for HMDB0006768 (19-Oxoandrost-4-ene-3,17-dione)

3D SDF for HMDB0006768 (19-Oxoandrost-4-ene-3,17-dione)

3D-SDF for HMDB0006768 (19-Oxoandrost-4-ene-3,17-dione)

PDB for HMDB0006768 (19-Oxoandrost-4-ene-3,17-dione)

3D PDB for HMDB0006768 (19-Oxoandrost-4-ene-3,17-dione)

SMILES for HMDB0006768 (19-Oxoandrost-4-ene-3,17-dione)

INCHI for HMDB0006768 (19-Oxoandrost-4-ene-3,17-dione)

Structure for HMDB0006768 (19-Oxoandrost-4-ene-3,17-dione)

3D Structure for HMDB0006768 (19-Oxoandrost-4-ene-3,17-dione)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes