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enzymes (24) Show 24 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-13 08:03:18 UTC

Update Date

2021-09-14 15:41:25 UTC

HMDB ID

HMDB0003955

Secondary Accession Numbers

HMDB03955

Metabolite Identification

Common Name

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

Description

19-Hydroxyandrost-4-ene-3,17-dione, also known as 19-HAED, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, 19-hydroxyandrost-4-ene-3,17-dione is considered to be a steroid lipid molecule. 19-Hydroxyandrost-4-ene-3,17-dione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB03955.mol
  Mrv0541 02231219502D          

 25 28  0  0  0  0            999 V2000
   -2.0637   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0637   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -0.5198    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3492   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -0.5198    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0797   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5086   -0.1073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5086    0.7177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7942    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933   -0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7782    0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933    0.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782   -1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482    1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164    0.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    0.3052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949    1.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1842    0.5894    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
  2 18  2  0  0  0  0
 17 19  2  0  0  0  0
  5 20  1  1  0  0  0
  9 21  1  1  0  0  0
 12 22  1  1  0  0  0
 10 23  1  6  0  0  0
 11 24  1  6  0  0  0
 20 25  1  0  0  0  0
M  END

HMDB0003955
     RDKit          3D
19-Hydroxyandrost-4-ene-3,17-dione
 48 51  0  0  0  0  0  0  0  0999 V2000
    2.7544    1.4770    0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4647    0.7518   -0.5678 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5099    1.4732   -1.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124    1.5258   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715    0.1402   -0.5236 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6283   -0.4092    0.4783 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1619   -1.5963    1.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875   -2.2462    0.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1469   -1.2710    0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4355   -1.5362    0.5893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4634   -0.5273    0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5085   -0.5127    0.9087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1332    0.4000   -0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830    0.3348   -1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7746    0.0700   -0.0561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0459    1.1610    0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261    1.0562    2.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656   -0.6397   -0.3015 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9799   -1.3349    0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2023   -0.8462   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246    0.3572   -1.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.8553   -2.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655    0.8015    1.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9969    2.2318    0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7377    1.9987    0.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207    2.5424   -1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4457    0.9339   -2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5113    2.0260   -1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1745    2.1577    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2539   -0.4817   -1.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    0.4316    1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933   -2.3668    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0377   -1.3638    2.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284   -2.9376    1.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -2.9122   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6978   -2.5166    0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7260    0.0637   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4749    1.4324   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3942    1.2917   -1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739   -0.4661   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0773    1.1886    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8830    2.1308    0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942    1.9972    2.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216   -1.0825   -1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973   -2.4382    0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0858   -1.2199    1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9348   -0.5116    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020   -1.6139   -1.1085 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  1  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  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
 16 42  1  0
 17 43  1  0
 18 44  1  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
M  END

HMDB03955.mol
  Mrv0541 02231219502D          

 25 28  0  0  0  0            999 V2000
   -2.0637   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0637   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -0.5198    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3492   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -0.5198    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0797   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5086   -0.1073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5086    0.7177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7942    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933   -0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7782    0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933    0.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782   -1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482    1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164    0.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    0.3052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949    1.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1842    0.5894    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
  2 18  2  0  0  0  0
 17 19  2  0  0  0  0
  5 20  1  1  0  0  0
  9 21  1  1  0  0  0
 12 22  1  1  0  0  0
 10 23  1  6  0  0  0
 11 24  1  6  0  0  0
 20 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003955

> <DATABASE_NAME>
hmdb

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

> <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/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1

> <INCHI_KEY>
XGUHPTGEXRHMQQ-BGJMDTOESA-N

> <FORMULA>
C19H26O3

> <MOLECULAR_WEIGHT>
302.4079

> <EXACT_MASS>
302.188194698

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.95371598701328

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.10

> <JCHEM_LOGP>
2.6481798466666664

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.18419939480066

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.709452416108206

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9685930407626059

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
85.38219999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
19-haed

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003955
     RDKit          3D
19-Hydroxyandrost-4-ene-3,17-dione
 48 51  0  0  0  0  0  0  0  0999 V2000
    2.7544    1.4770    0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4647    0.7518   -0.5678 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5099    1.4732   -1.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124    1.5258   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715    0.1402   -0.5236 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6283   -0.4092    0.4783 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1619   -1.5963    1.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875   -2.2462    0.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1469   -1.2710    0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4355   -1.5362    0.5893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4634   -0.5273    0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5085   -0.5127    0.9087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1332    0.4000   -0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830    0.3348   -1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7746    0.0700   -0.0561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0459    1.1610    0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261    1.0562    2.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656   -0.6397   -0.3015 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9799   -1.3349    0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2023   -0.8462   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246    0.3572   -1.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.8553   -2.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655    0.8015    1.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9969    2.2318    0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7377    1.9987    0.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207    2.5424   -1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4457    0.9339   -2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5113    2.0260   -1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1745    2.1577    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2539   -0.4817   -1.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    0.4316    1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933   -2.3668    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0377   -1.3638    2.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284   -2.9376    1.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -2.9122   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6978   -2.5166    0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7260    0.0637   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4749    1.4324   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3942    1.2917   -1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739   -0.4661   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0773    1.1886    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8830    2.1308    0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942    1.9972    2.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216   -1.0825   -1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973   -2.4382    0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0858   -1.2199    1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9348   -0.5116    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020   -1.6139   -1.1085 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  1  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  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
 16 42  1  0
 17 43  1  0
 18 44  1  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HMDB03955.mol                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.852  -0.970   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.852  -2.510   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.519  -3.280   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.185  -2.510   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.185  -0.970   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.519  -0.200   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.149  -3.280   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.483  -2.510   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.483  -0.970   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.149  -0.200   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.816  -0.200   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.816   1.340   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.483   2.110   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.149   1.340   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.281  -0.676   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.186   0.570   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.281   1.816   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.186  -3.280   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.757   3.280   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.151   0.467   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       1.483   0.570   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       2.977   2.871   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       0.149  -1.740   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.816  -1.740   0.000  0.00  0.00           H+0
HETATM   25  O   UNK     0      -2.211   1.100   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   20                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   21                                             
CONECT   10    9    5   14   23                                             
CONECT   11    9   12   15   24                                             
CONECT   12   11   13   17   22                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   19                                                  
CONECT   18    2                                                            
CONECT   19   17                                                            
CONECT   20    5   25                                                       
CONECT   21    9                                                            
CONECT   22   12                                                            
CONECT   23   10                                                            
CONECT   24   11                                                            
CONECT   25   20                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0003955
HETATM    1  C1  UNL     1       2.754   1.477   0.721  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.465   0.752  -0.568  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.510   1.473  -1.451  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.112   1.526  -0.875  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.371   0.140  -0.524  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.628  -0.409   0.478  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.162  -1.596   1.211  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.088  -2.246   0.762  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.147  -1.271   0.448  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.436  -1.536   0.589  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.463  -0.527   0.260  1.00  0.00           C  
HETATM   12  O1  UNL     1      -5.509  -0.513   0.909  1.00  0.00           O  
HETATM   13  C12 UNL     1      -4.133   0.400  -0.850  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.683   0.335  -1.243  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.775   0.070  -0.056  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.046   1.161   0.961  1.00  0.00           C  
HETATM   17  O2  UNL     1      -1.226   1.056   2.080  1.00  0.00           O  
HETATM   18  C16 UNL     1       1.866  -0.640  -0.302  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.980  -1.335   0.344  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.202  -0.846  -0.424  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.725   0.357  -1.202  1.00  0.00           C  
HETATM   22  O3  UNL     1       4.297   0.855  -2.144  1.00  0.00           O  
HETATM   23  H1  UNL     1       2.865   0.802   1.590  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.997   2.232   0.973  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.738   1.999   0.616  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.821   2.542  -1.601  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.446   0.934  -2.412  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.511   2.026  -1.642  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.174   2.158   0.055  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.254  -0.482  -1.452  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.834   0.432   1.205  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.993  -2.367   1.220  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.038  -1.364   2.311  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.428  -2.938   1.586  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.857  -2.912  -0.106  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.698  -2.517   0.955  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.726   0.064  -1.732  1.00  0.00           H  
HETATM   38  H16 UNL     1      -4.475   1.432  -0.626  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.394   1.292  -1.721  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.474  -0.466  -1.984  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.077   1.189   1.319  1.00  0.00           H  
HETATM   42  H20 UNL     1      -1.883   2.131   0.431  1.00  0.00           H  
HETATM   43  H21 UNL     1      -1.094   1.997   2.411  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.622  -1.083  -1.272  1.00  0.00           H  
HETATM   45  H23 UNL     1       2.897  -2.438   0.115  1.00  0.00           H  
HETATM   46  H24 UNL     1       3.086  -1.220   1.429  1.00  0.00           H  
HETATM   47  H25 UNL     1       4.935  -0.512   0.316  1.00  0.00           H  
HETATM   48  H26 UNL     1       4.602  -1.614  -1.108  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   41   42
CONECT   17   43
CONECT   18   19   44
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   22   22
END

HMDB0003955
     RDKit          3D
19-Hydroxyandrost-4-ene-3,17-dione
 48 51  0  0  0  0  0  0  0  0999 V2000
    2.7544    1.4770    0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4647    0.7518   -0.5678 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5099    1.4732   -1.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124    1.5258   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715    0.1402   -0.5236 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6283   -0.4092    0.4783 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1619   -1.5963    1.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875   -2.2462    0.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1469   -1.2710    0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4355   -1.5362    0.5893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4634   -0.5273    0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5085   -0.5127    0.9087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1332    0.4000   -0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830    0.3348   -1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7746    0.0700   -0.0561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0459    1.1610    0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261    1.0562    2.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656   -0.6397   -0.3015 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9799   -1.3349    0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2023   -0.8462   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246    0.3572   -1.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.8553   -2.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655    0.8015    1.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9969    2.2318    0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7377    1.9987    0.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207    2.5424   -1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4457    0.9339   -2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5113    2.0260   -1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1745    2.1577    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2539   -0.4817   -1.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    0.4316    1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933   -2.3668    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0377   -1.3638    2.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284   -2.9376    1.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -2.9122   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6978   -2.5166    0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7260    0.0637   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4749    1.4324   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3942    1.2917   -1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739   -0.4661   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0773    1.1886    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8830    2.1308    0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942    1.9972    2.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216   -1.0825   -1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973   -2.4382    0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0858   -1.2199    1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9348   -0.5116    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020   -1.6139   -1.1085 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  1  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  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
 16 42  1  0
 17 43  1  0
 18 44  1  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
19-Hydroxyandrostenedione	ChEBI
19-Hydroxy-4-androstene-3,17-dione	HMDB
19-Hydroxy-4-androstene-3,17-dione, 18O-labeled	HMDB
19-HAED	HMDB

Chemical Formula

C₁₉H₂₆O₃

Average Molecular Weight

302.4079

Monoisotopic Molecular Weight

302.188194698

IUPAC Name

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

Traditional Name

19-haed

CAS Registry Number

510-64-5

SMILES

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

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/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1

InChI Key

XGUHPTGEXRHMQQ-BGJMDTOESA-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-hydroxysteroid
3-oxo-delta-4-steroid
3-oxosteroid
Oxosteroid
17-oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic ketone
Ketone
Primary alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:27576 )
19-hydroxy steroid (CHEBI:27576 )
17-oxo steroid (CHEBI:27576 )
androstanoid (CHEBI:27576 )
C19 steroids (androgens) and derivatives (C05290 )
C19 steroids (androgens) and derivatives (LMST02020067 )

Ontology

Disposition

Biological location

Cellular substructure

Macromolecular complex

Blood

Extracellular

Organ

Placenta

Ingestion

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

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 Spectral Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.072 g/L	ALOGPS
logP	10^(2.1) g/L	ALOGPS
logP	10^(2.65) g/L	ChemAxon
logS	10^(-3.6) g/L	ALOGPS
pKa (Strongest Acidic)	18.71	ChemAxon
pKa (Strongest Basic)	-0.97	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	85.38 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 Spectral Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	171.897	31661259
DarkChem	[M-H]-	164.649	31661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
19-Hydroxyandrost-4-ene-3,17-dione,1TMS,#1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO[Si](C)(C)C)[C@@H]1CCC2=O	2874.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
19-Hydroxyandrost-4-ene-3,17-dione,1TMS,#2	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO)[C@@H]1CC=C2O[Si](C)(C)C	2901.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
19-Hydroxyandrost-4-ene-3,17-dione,1TMS,#3	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43CO)[C@@H]1CCC2=O	2818.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
19-Hydroxyandrost-4-ene-3,17-dione,1TBDMS,#1	CC(C)(C)[Si](C)(C)OC[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@@H]12	3127.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
19-Hydroxyandrost-4-ene-3,17-dione,1TBDMS,#2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(CO)[C@H]3CC[C@]12C	3156.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
19-Hydroxyandrost-4-ene-3,17-dione,1TBDMS,#3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(CO)C(=C1)CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@@H]12	3090.8	Semi standard non polar	https://arxiv.org/abs/1905.12712

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (1 MEOX; 1 TMS)	splash10-0ufu-4910000000-ca91f3850d2822c36110	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (1 MEOX; 1 TMS)	splash10-0ufu-4910000000-acb494bbf38c6f0ab6ae	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (2 MEOX; 1 TMS)	splash10-0zi3-3920000000-2fb97be8369cef8834c8	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (2 MEOX; 1 TMS)	splash10-0ug0-3920000000-088095d0d94653a7ded1	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized)	splash10-0ufu-4910000000-ca91f3850d2822c36110	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized)	splash10-0ufu-4910000000-acb494bbf38c6f0ab6ae	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized)	splash10-0zi3-3920000000-2fb97be8369cef8834c8	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized)	splash10-0ug0-3920000000-088095d0d94653a7ded1	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-EI-TOF (Non-derivatized)	splash10-052o-2920000000-719a80545e9031debcba	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-EI-TOF (Non-derivatized)	splash10-000f-3920000000-25496932221b91188e02	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dj-0290000000-4f45d95c38d59fa1da5e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (1 TMS) - 70eV, Positive	splash10-00r2-1239000000-c5d6f655f6699da8120c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 10V, Positive-QTOF	splash10-0f79-0095000000-0c098e2b64d478a5e4d2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 20V, Positive-QTOF	splash10-0fri-0190000000-d6d70ed69da9f27bee29	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 40V, Positive-QTOF	splash10-0kdl-3490000000-5a0e988988f81f967b03	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 10V, Negative-QTOF	splash10-0udi-0049000000-3a6715be3231f63279bb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 20V, Negative-QTOF	splash10-0ul0-0095000000-032bf9cb6539d3f7479a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 40V, Negative-QTOF	splash10-0006-1090000000-16932bcbf046cb12b8b5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 10V, Positive-QTOF	splash10-0udi-0019000000-a31baae7fa83b1a9cb20	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 20V, Positive-QTOF	splash10-0l2r-0291000000-86360d0dc940679c31bc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 40V, Positive-QTOF	splash10-05be-1900000000-8071003485ecbea19dce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 10V, Negative-QTOF	splash10-0udi-0029000000-80caba83ca693b662223	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 20V, Negative-QTOF	splash10-0udi-0059000000-47ffb3556f0d805c33a6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxyandrost-4-ene-3,17-dione 40V, Negative-QTOF	splash10-00di-1390000000-6e12d642905fa15bfaf5	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood

Tissue Locations

Placenta
Testis

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000323 +/- 0.000193 uM	Adult (>18 years old)	Both	Cushing's syndrome	8384536	details
Blood	Detected and Quantified	0.000092 +/- 0.000024 uM	Adult (>18 years old)	Both	Cushing's syndrome	8384536	details

Associated Disorders and Diseases

Disease References

Cushing's Syndrome
Mune T, Morita H, Yasuda K, Murayama M, Yamakita N, Miura K: Elevated plasma 19-hydroxyandrostenedione levels in Cushing's disease: stimulation with ACTH and inhibition with metyrapone. Clin Endocrinol (Oxf). 1993 Mar;38(3):265-72. [PubMed:8384536 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030282

KNApSAcK ID

Not Available

Chemspider ID

221136

KEGG Compound ID

C05290

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6990

PubChem Compound

252379

PDB ID

Not Available

ChEBI ID

27576

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Ueberwasser, H.; Heusler, K.; Kalvoda, J.; Meystre, Ch.; Wieland, P.; Anner, G.; Wettstein, A. Steroids. CXCIII. 19-Norsteroids. A simple route to 19-norandrostane derivatives. Helvetica Chimica Acta (1963), 46 344-52.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Osawa Y, Ohnishi S, Yarborough C, Ohigashi S, Kosaki T, Hashino M, Yanaihara T, Nakayama T: Serum level of 19-hydroxyandrostenedione during pregnancy and at delivery determined by gas chromatography/mass spectrometry. Steroids. 1990 Apr;55(4):165-9. [PubMed:2339447 ]
Padmanabhan V, Chappel SC, Beitins IZ: An improved in vitro bioassay for follicle-stimulating hormone (FSH): suitable for measurement of FSH in unextracted human serum. Endocrinology. 1987 Sep;121(3):1089-98. [PubMed:3113917 ]

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-Hydroxyandrost-4-ene-3,17-dione (HMDB0003955)

MOL for HMDB0003955 (19-Hydroxyandrost-4-ene-3,17-dione)

3D MOL for HMDB0003955 (19-Hydroxyandrost-4-ene-3,17-dione)

3D SDF for HMDB0003955 (19-Hydroxyandrost-4-ene-3,17-dione)

3D-SDF for HMDB0003955 (19-Hydroxyandrost-4-ene-3,17-dione)

PDB for HMDB0003955 (19-Hydroxyandrost-4-ene-3,17-dione)

3D PDB for HMDB0003955 (19-Hydroxyandrost-4-ene-3,17-dione)

SMILES for HMDB0003955 (19-Hydroxyandrost-4-ene-3,17-dione)

INCHI for HMDB0003955 (19-Hydroxyandrost-4-ene-3,17-dione)

Structure for HMDB0003955 (19-Hydroxyandrost-4-ene-3,17-dione)

3D Structure for HMDB0003955 (19-Hydroxyandrost-4-ene-3,17-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes