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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-04-12 20:41:10 UTC

Update Date

2022-03-07 02:49:29 UTC

HMDB ID

HMDB0006031

Secondary Accession Numbers

HMDB06031

Metabolite Identification

Common Name

11-Ketoetiocholanolone

Description

11-Ketoetiocholanolone is an endogenous anabolic androgenic steroid. The concentration ratio of 11-hydroxyetiocholanolone/11-hydroxyandrosterone is increased in patients with uterine leiomyomas, and it appears to be caused by a decrease in patients' metabolite of steroids. The concentration of 11-Ketoetiocholanolone is significantly higher in these patients. There is a relationship between urinary endogenous steroid metabolites and lower urinary tract function related to the residual volume in uroflowmetry in postmenopausal women. (PMID: 15808004 , 14698830 , 12728469 ).

Structure

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

 
  Mrv0541 02231220322D          
 
 26 29  0  0  1  0            999 V2000
   11.6924  -11.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6924  -12.2457    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4068  -12.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1212  -12.2457    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1212  -11.4207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4068  -11.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8357  -12.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5501  -12.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5501  -11.4207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8357  -11.0082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2646  -11.0082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.2646  -10.1832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.5501   -9.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8357  -10.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6935  -11.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6935  -10.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9790   -9.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8373  -11.8332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2810  -11.8332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5810  -10.5957    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2810   -9.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9822   -8.9458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9527  -12.6729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1194  -13.0770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1194  -10.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1073   -9.7627    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  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
  5 10  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
 10 14  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
 12 17  1  0  0  0  0
 10 18  1  6  0  0  0
 11 19  1  6  0  0  0
  9 20  1  1  0  0  0
 12 21  1  1  0  0  0
 17 22  2  0  0  0  0
  2 23  1  6  0  0  0
  4 24  1  1  0  0  0
  5 25  1  1  0  0  0
 14 26  2  0  0  0  0
M  END

HMDB0006031
     RDKit          3D
11-Ketoetiocholanolone
 50 53  0  0  0  0  0  0  0  0999 V2000
    3.1348   -1.2504   -1.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9445   -0.7197    0.0807 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2956   -1.6730    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197   -1.7002    0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974   -2.7421    0.9114 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0899   -0.4111    0.7861 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7838    0.2931   -0.3891 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0243    1.4348   -0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104    1.1174   -1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481   -0.3090   -0.7920 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2298   -0.5274   -0.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0499    0.3472   -0.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4633    1.4521   -0.8124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543    0.7914    1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    0.6854    1.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3676   -0.4979    0.6473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0174   -1.7212    1.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357    0.5807    0.1053 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9889    1.5072   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4036    1.1156   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2433   -0.1794    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345   -0.6158    1.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0421   -1.9198   -1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961   -1.8717   -1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.4219   -1.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -1.3517    2.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7499   -2.6806    0.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3446    0.1596    1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8253   -0.5010   -1.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1808    2.3977   -0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    1.6549   -1.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    1.8381   -0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6861    1.1718   -2.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2340   -1.0124   -1.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4821   -0.3804   -1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089   -1.6148   -0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0068   -0.2028    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4003    1.7003   -0.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9542    0.2797    2.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7261    1.8788    1.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4498    1.6326    1.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7409    0.4656    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0911   -1.4670    1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0947   -2.5670    0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617   -1.9788    2.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222    0.8804    1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8799    1.5396   -1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8238    2.5559   -0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685    0.9708   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8385    1.8663    0.4937 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  6 28  1  1
  7 29  1  6
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 12 37  1  1
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
M  END

 
  Mrv0541 02231220322D          
 
 26 29  0  0  1  0            999 V2000
   11.6924  -11.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6924  -12.2457    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4068  -12.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1212  -12.2457    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1212  -11.4207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4068  -11.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8357  -12.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5501  -12.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5501  -11.4207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8357  -11.0082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2646  -11.0082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.2646  -10.1832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.5501   -9.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8357  -10.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6935  -11.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6935  -10.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9790   -9.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8373  -11.8332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2810  -11.8332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5810  -10.5957    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2810   -9.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9822   -8.9458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9527  -12.6729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1194  -13.0770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1194  -10.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1073   -9.7627    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  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
  5 10  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
 10 14  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
 12 17  1  0  0  0  0
 10 18  1  6  0  0  0
 11 19  1  6  0  0  0
  9 20  1  1  0  0  0
 12 21  1  1  0  0  0
 17 22  2  0  0  0  0
  2 23  1  6  0  0  0
  4 24  1  1  0  0  0
  5 25  1  1  0  0  0
 14 26  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006031

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h11-14,17,20H,3-10H2,1-2H3/t11-,12-,13+,14+,17-,18+,19+/m1/s1

> <INCHI_KEY>
IUNYGQONJQTULL-UKZLPJRTSA-N

> <FORMULA>
C19H28O3

> <MOLECULAR_WEIGHT>
304.4238

> <EXACT_MASS>
304.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.441934948729475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-14,17-dione

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
2.8440339933333347

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.296382196253074

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.086089568919594

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569617483205039

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
84.47619999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-oxoetiocholanolone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006031
     RDKit          3D
11-Ketoetiocholanolone
 50 53  0  0  0  0  0  0  0  0999 V2000
    3.1348   -1.2504   -1.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9445   -0.7197    0.0807 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2956   -1.6730    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197   -1.7002    0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974   -2.7421    0.9114 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0899   -0.4111    0.7861 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7838    0.2931   -0.3891 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0243    1.4348   -0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104    1.1174   -1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481   -0.3090   -0.7920 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2298   -0.5274   -0.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0499    0.3472   -0.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4633    1.4521   -0.8124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543    0.7914    1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    0.6854    1.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3676   -0.4979    0.6473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0174   -1.7212    1.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357    0.5807    0.1053 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9889    1.5072   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4036    1.1156   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2433   -0.1794    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345   -0.6158    1.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0421   -1.9198   -1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961   -1.8717   -1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.4219   -1.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -1.3517    2.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7499   -2.6806    0.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3446    0.1596    1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8253   -0.5010   -1.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1808    2.3977   -0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    1.6549   -1.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    1.8381   -0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6861    1.1718   -2.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2340   -1.0124   -1.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4821   -0.3804   -1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089   -1.6148   -0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0068   -0.2028    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4003    1.7003   -0.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9542    0.2797    2.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7261    1.8788    1.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4498    1.6326    1.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7409    0.4656    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0911   -1.4670    1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0947   -2.5670    0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617   -1.9788    2.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222    0.8804    1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8799    1.5396   -1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8238    2.5559   -0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685    0.9708   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8385    1.8663    0.4937 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  6 28  1  1
  7 29  1  6
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 12 37  1  1
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      21.826 -21.319   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.826 -22.859   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.159 -23.629   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.493 -22.859   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.493 -21.319   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.159 -20.549   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.827 -23.629   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.160 -22.859   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.160 -21.319   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.827 -20.549   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.494 -20.549   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.494 -19.009   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.160 -18.239   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.827 -19.009   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.161 -20.549   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.161 -19.009   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.827 -18.239   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0      25.830 -22.089   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0      28.525 -22.089   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      27.218 -19.779   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0      28.525 -17.469   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      29.833 -16.699   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      20.445 -23.656   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0      24.490 -24.410   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0      24.490 -19.734   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      24.467 -18.224   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   24                                             
CONECT    5    4    6   10   25                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   20                                             
CONECT   10    9    5   14   18                                             
CONECT   11    9   12   15   19                                             
CONECT   12   11   13   17   21                                             
CONECT   13   12   14                                                       
CONECT   14   13   10   26                                                  
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   22                                                  
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20    9                                                            
CONECT   21   12                                                            
CONECT   22   17                                                            
CONECT   23    2                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26   14                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0006031
HETATM    1  C1  UNL     1       3.135  -1.250  -1.294  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.945  -0.720   0.081  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.296  -1.673   1.036  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.820  -1.700   0.912  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.197  -2.742   0.911  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.090  -0.411   0.786  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.784   0.293  -0.389  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.024   1.435  -0.944  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.410   1.117  -1.201  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.748  -0.309  -0.792  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.230  -0.527  -0.915  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.050   0.347  -0.026  1.00  0.00           C  
HETATM   13  O2  UNL     1      -4.463   1.452  -0.812  1.00  0.00           O  
HETATM   14  C12 UNL     1      -3.454   0.791   1.233  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.990   0.685   1.403  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.368  -0.498   0.647  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.017  -1.721   1.255  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.136   0.581   0.105  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.989   1.507  -0.633  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.404   1.116  -0.192  1.00  0.00           C  
HETATM   21  C19 UNL     1       4.243  -0.179   0.558  1.00  0.00           C  
HETATM   22  O3  UNL     1       5.035  -0.616   1.352  1.00  0.00           O  
HETATM   23  H1  UNL     1       4.042  -1.920  -1.279  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.296  -1.872  -1.660  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.390  -0.422  -1.968  1.00  0.00           H  
HETATM   26  H4  UNL     1       2.547  -1.352   2.063  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.750  -2.681   0.870  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.345   0.160   1.728  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.825  -0.501  -1.192  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.181   2.398  -0.383  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.486   1.655  -1.954  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.123   1.838  -0.718  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.686   1.172  -2.297  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.234  -1.012  -1.458  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.482  -0.380  -1.993  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.409  -1.615  -0.730  1.00  0.00           H  
HETATM   37  H15 UNL     1      -5.007  -0.203   0.178  1.00  0.00           H  
HETATM   38  H16 UNL     1      -5.400   1.700  -0.612  1.00  0.00           H  
HETATM   39  H17 UNL     1      -3.954   0.280   2.110  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.726   1.879   1.393  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.450   1.633   1.193  1.00  0.00           H  
HETATM   42  H20 UNL     1      -1.741   0.466   2.486  1.00  0.00           H  
HETATM   43  H21 UNL     1      -3.091  -1.467   1.508  1.00  0.00           H  
HETATM   44  H22 UNL     1      -2.095  -2.567   0.563  1.00  0.00           H  
HETATM   45  H23 UNL     1      -1.562  -1.979   2.225  1.00  0.00           H  
HETATM   46  H24 UNL     1       2.122   0.880   1.193  1.00  0.00           H  
HETATM   47  H25 UNL     1       2.880   1.540  -1.714  1.00  0.00           H  
HETATM   48  H26 UNL     1       2.824   2.556  -0.247  1.00  0.00           H  
HETATM   49  H27 UNL     1       5.068   0.971  -1.053  1.00  0.00           H  
HETATM   50  H28 UNL     1       4.839   1.866   0.494  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   18   21
CONECT    3    4   26   27
CONECT    4    5    5    6
CONECT    6    7   16   28
CONECT    7    8   18   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   16   34
CONECT   11   12   35   36
CONECT   12   13   14   37
CONECT   13   38
CONECT   14   15   39   40
CONECT   15   16   41   42
CONECT   16   17
CONECT   17   43   44   45
CONECT   18   19   46
CONECT   19   20   47   48
CONECT   20   21   49   50
CONECT   21   22   22
END

HMDB0006031
     RDKit          3D
11-Ketoetiocholanolone
 50 53  0  0  0  0  0  0  0  0999 V2000
    3.1348   -1.2504   -1.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9445   -0.7197    0.0807 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2956   -1.6730    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197   -1.7002    0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974   -2.7421    0.9114 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0899   -0.4111    0.7861 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7838    0.2931   -0.3891 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0243    1.4348   -0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104    1.1174   -1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481   -0.3090   -0.7920 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2298   -0.5274   -0.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0499    0.3472   -0.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4633    1.4521   -0.8124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543    0.7914    1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    0.6854    1.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3676   -0.4979    0.6473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0174   -1.7212    1.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357    0.5807    0.1053 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9889    1.5072   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4036    1.1156   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2433   -0.1794    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345   -0.6158    1.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0421   -1.9198   -1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961   -1.8717   -1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.4219   -1.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -1.3517    2.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7499   -2.6806    0.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3446    0.1596    1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8253   -0.5010   -1.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1808    2.3977   -0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    1.6549   -1.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    1.8381   -0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6861    1.1718   -2.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2340   -1.0124   -1.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4821   -0.3804   -1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089   -1.6148   -0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0068   -0.2028    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4003    1.7003   -0.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9542    0.2797    2.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7261    1.8788    1.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4498    1.6326    1.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7409    0.4656    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0911   -1.4670    1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0947   -2.5670    0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617   -1.9788    2.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222    0.8804    1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8799    1.5396   -1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8238    2.5559   -0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685    0.9708   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8385    1.8663    0.4937 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  6 28  1  1
  7 29  1  6
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 12 37  1  1
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3alpha-Hydroxy-5beta-androstane-11,17-dione	Kegg
3a-Hydroxy-5b-androstane-11,17-dione	Generator
3Α-hydroxy-5β-androstane-11,17-dione	Generator
(3alpha,5beta)-3-Hydroxy-androstane-11,17-dione	HMDB
11-Oxoaetiocholanolone	HMDB
11-Oxoetiocholanolone	HMDB, MeSH
3-Hydroxyandrostane-11,17-dione	HMDB
3alpha-Hydroxy-11,17-dioxo-5beta-androstane	HMDB
5beta-Androstan-3alpha-ol-11,17-dione	HMDB
11-O-ETIO	MeSH, HMDB

Chemical Formula

C₁₉H₂₈O₃

Average Molecular Weight

304.4238

Monoisotopic Molecular Weight

304.203844762

IUPAC Name

(1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-14,17-dione

Traditional Name

11-oxoetiocholanolone

CAS Registry Number

739-27-5

SMILES

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

InChI Identifier

InChI=1S/C19H28O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h11-14,17,20H,3-10H2,1-2H3/t11-,12-,13+,14+,17-,18+,19+/m1/s1

InChI Key

IUNYGQONJQTULL-UKZLPJRTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
3-hydroxysteroid
3-alpha-hydroxysteroid
Oxosteroid
17-oxosteroid
11-oxosteroid
Hydroxysteroid
Cyclic alcohol
Secondary alcohol
Ketone
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-hydroxy steroid (CHEBI:34135 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0006031)

Cellular substructure

Excreta

Biofluid or Excreta

Urine (PMID: 12707870)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0006031)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006031)

Source

Endogenous

Endogenous (HMDB: HMDB0006031)

Animal

Animal (HMDB: HMDB0006031)

Exogenous

Food

Food (HMDB: HMDB0006031)

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: HMDB0006031)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006031)

Molecular messenger

Hormone (HMDB: HMDB0006031)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006031)

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	0.057 g/L	ALOGPS
logP	2.7	ALOGPS
logP	2.84	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	18.09	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.48 m³·mol⁻¹	ChemAxon
Polarizability	34.44 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]+	168.697	31661259
DarkChem	[M-H]-	166.083	31661259
DeepCCS	[M-2H]-	209.0	30932474
DeepCCS	[M+Na]+	183.601	30932474
AllCCS	[M+H]+	176.8	32859911
AllCCS	[M+H-H2O]+	173.8	32859911
AllCCS	[M+NH4]+	179.6	32859911
AllCCS	[M+Na]+	180.4	32859911
AllCCS	[M-H]-	180.7	32859911
AllCCS	[M+Na-2H]-	180.8	32859911
AllCCS	[M+HCOO]-	181.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11-Ketoetiocholanolone	[H][C@@]12CCC(=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	2613.9	Standard polar	33892256
11-Ketoetiocholanolone	[H][C@@]12CCC(=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	2642.8	Standard non polar	33892256
11-Ketoetiocholanolone	[H][C@@]12CCC(=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	2877.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11-Ketoetiocholanolone,1TMS,isomer #1	C[C@]12CC(=O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CCC2=O	2789.6	Semi standard non polar	33892256
11-Ketoetiocholanolone,1TMS,isomer #2	C[C@]12CC(O[Si](C)(C)C)=C3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CCC2=O	2691.7	Semi standard non polar	33892256
11-Ketoetiocholanolone,1TMS,isomer #3	C[C@]12CC(=O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC=C2O[Si](C)(C)C	2781.3	Semi standard non polar	33892256
11-Ketoetiocholanolone,1TMS,isomer #4	C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]1[C@@H]2C(O[Si](C)(C)C)=C[C@]2(C)C(=O)CC[C@@H]12	2670.9	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #1	C[C@]12CC(O[Si](C)(C)C)=C3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CCC2=O	2661.7	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #1	C[C@]12CC(O[Si](C)(C)C)=C3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CCC2=O	2675.5	Standard non polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #1	C[C@]12CC(O[Si](C)(C)C)=C3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CCC2=O	3155.5	Standard polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@H]1CC[C@@H]1[C@@H]2C(O[Si](C)(C)C)=C[C@]2(C)C(=O)CC[C@@H]12	2624.4	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@H]1CC[C@@H]1[C@@H]2C(O[Si](C)(C)C)=C[C@]2(C)C(=O)CC[C@@H]12	2627.5	Standard non polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@H]1CC[C@@H]1[C@@H]2C(O[Si](C)(C)C)=C[C@]2(C)C(=O)CC[C@@H]12	3219.2	Standard polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #3	C[C@]12CC(=O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC=C2O[Si](C)(C)C	2739.0	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #3	C[C@]12CC(=O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC=C2O[Si](C)(C)C	2633.1	Standard non polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #3	C[C@]12CC(=O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC=C2O[Si](C)(C)C	3051.0	Standard polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #4	C[C@]12CC(O[Si](C)(C)C)=C3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC=C2O[Si](C)(C)C	2625.4	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #4	C[C@]12CC(O[Si](C)(C)C)=C3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC=C2O[Si](C)(C)C	2673.3	Standard non polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #4	C[C@]12CC(O[Si](C)(C)C)=C3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC=C2O[Si](C)(C)C	3081.1	Standard polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #5	C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]1[C@@H]2C(O[Si](C)(C)C)=C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2605.1	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #5	C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]1[C@@H]2C(O[Si](C)(C)C)=C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2563.7	Standard non polar	33892256
11-Ketoetiocholanolone,2TMS,isomer #5	C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]1[C@@H]2C(O[Si](C)(C)C)=C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	3188.8	Standard polar	33892256
11-Ketoetiocholanolone,3TMS,isomer #1	C[C@]12CC(O[Si](C)(C)C)=C3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC=C2O[Si](C)(C)C	2593.7	Semi standard non polar	33892256
11-Ketoetiocholanolone,3TMS,isomer #1	C[C@]12CC(O[Si](C)(C)C)=C3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC=C2O[Si](C)(C)C	2751.0	Standard non polar	33892256
11-Ketoetiocholanolone,3TMS,isomer #1	C[C@]12CC(O[Si](C)(C)C)=C3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC=C2O[Si](C)(C)C	3045.7	Standard polar	33892256
11-Ketoetiocholanolone,3TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@H]1CC[C@@H]1[C@@H]2C(O[Si](C)(C)C)=C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2574.0	Semi standard non polar	33892256
11-Ketoetiocholanolone,3TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@H]1CC[C@@H]1[C@@H]2C(O[Si](C)(C)C)=C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2656.2	Standard non polar	33892256
11-Ketoetiocholanolone,3TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@H]1CC[C@@H]1[C@@H]2C(O[Si](C)(C)C)=C[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	3145.2	Standard polar	33892256
11-Ketoetiocholanolone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@]2(C)[C@H]3C(=O)C[C@]4(C)C(=O)CC[C@H]4[C@@H]3CC[C@@H]2C1	3017.8	Semi standard non polar	33892256
11-Ketoetiocholanolone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C2[C@@H](CC[C@@H]3C[C@H](O)CC[C@]23C)[C@@H]2CCC(=O)[C@@]2(C)C1	2924.1	Semi standard non polar	33892256
11-Ketoetiocholanolone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C(=O)C[C@]12C	3040.1	Semi standard non polar	33892256
11-Ketoetiocholanolone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(=O)CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O)CC[C@]3(C)[C@@H]12	2889.9	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2[C@@H](CC[C@@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]23C)[C@@H]2CCC(=O)[C@@]2(C)C1	3148.9	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2[C@@H](CC[C@@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]23C)[C@@H]2CCC(=O)[C@@]2(C)C1	3211.7	Standard non polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2[C@@H](CC[C@@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]23C)[C@@H]2CCC(=O)[C@@]2(C)C1	3376.4	Standard polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(=O)CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@@H]12	3064.0	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(=O)CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@@H]12	2999.0	Standard non polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(=O)CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@@H]12	3419.4	Standard polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C(=O)C[C@]12C	3235.9	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C(=O)C[C@]12C	2904.2	Standard non polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C(=O)C[C@]12C	3284.7	Standard polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)C3=C(O[Si](C)(C)C(C)(C)C)C[C@]12C	3072.1	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)C3=C(O[Si](C)(C)C(C)(C)C)C[C@]12C	2921.3	Standard non polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)C3=C(O[Si](C)(C)C(C)(C)C)C[C@]12C	3318.9	Standard polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O)CC[C@]3(C)[C@@H]12	3067.7	Semi standard non polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O)CC[C@]3(C)[C@@H]12	2843.2	Standard non polar	33892256
11-Ketoetiocholanolone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O)CC[C@]3(C)[C@@H]12	3408.5	Standard polar	33892256
11-Ketoetiocholanolone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3=C(O[Si](C)(C)C(C)(C)C)C[C@]12C	3295.3	Semi standard non polar	33892256
11-Ketoetiocholanolone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3=C(O[Si](C)(C)C(C)(C)C)C[C@]12C	3129.2	Standard non polar	33892256
11-Ketoetiocholanolone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3=C(O[Si](C)(C)C(C)(C)C)C[C@]12C	3351.3	Standard polar	33892256
11-Ketoetiocholanolone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@@H]12	3249.0	Semi standard non polar	33892256
11-Ketoetiocholanolone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@@H]12	3048.2	Standard non polar	33892256
11-Ketoetiocholanolone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@]2(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@@H]12	3425.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 11-Ketoetiocholanolone EI-B (Non-derivatized)	splash10-0zfr-1922000000-53a646d987218b34c941	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11-Ketoetiocholanolone EI-B (Non-derivatized)	splash10-0ffc-1940000000-c56c62d1b425b535ab14	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11-Ketoetiocholanolone EI-B (Non-derivatized)	splash10-0zfr-1922000000-53a646d987218b34c941	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11-Ketoetiocholanolone EI-B (Non-derivatized)	splash10-0ffc-1940000000-c56c62d1b425b535ab14	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Ketoetiocholanolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ta-0390000000-f899506dd631386381fd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Ketoetiocholanolone GC-MS (1 TMS) - 70eV, Positive	splash10-03l1-1359000000-c44ead28a84ab75143ba	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Ketoetiocholanolone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Ketoetiocholanolone 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 - 11-Ketoetiocholanolone 10V, Positive-QTOF	splash10-052r-0094000000-45446caf2b170add176c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Ketoetiocholanolone 20V, Positive-QTOF	splash10-0ap0-0191000000-6d4e843374d8d34e755a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Ketoetiocholanolone 40V, Positive-QTOF	splash10-0a4v-4390000000-f0f132ec0460e0271895	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Ketoetiocholanolone 10V, Negative-QTOF	splash10-0udi-0029000000-6d9c39501754e6495c03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Ketoetiocholanolone 20V, Negative-QTOF	splash10-0udi-0069000000-e15b7ac311ca7d73dac5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Ketoetiocholanolone 40V, Negative-QTOF	splash10-05g3-2190000000-fd2a395c97f30477076c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Ketoetiocholanolone 10V, Positive-QTOF	splash10-0a4r-0097000000-a5548652b47d12cf610e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Ketoetiocholanolone 20V, Positive-QTOF	splash10-0bti-1491000000-b8de030ab96a9e9ab096	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Ketoetiocholanolone 40V, Positive-QTOF	splash10-014j-2910000000-eac837cca1cc49f3236d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Ketoetiocholanolone 10V, Negative-QTOF	splash10-0udi-0009000000-93986d59045cc7fce551	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Ketoetiocholanolone 20V, Negative-QTOF	splash10-0udi-0029000000-048ab11b637fc14885e8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Ketoetiocholanolone 40V, Negative-QTOF	splash10-0wmm-4193000000-34031e37293525e81098	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected and Quantified	0.000038 +/- 0.000018 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	12707870	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.00006 +/- 0.000088 umol/mmol creatinine	Adult (>18 years old)	Female	Stress urinary incontinence	12707870	details

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

FDB023809

KNApSAcK ID

Not Available

Chemspider ID

92021

KEGG Compound ID

C14552

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101850

PDB ID

Not Available

ChEBI ID

34135

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

Jung BH, Bai SW, Chung BC: Endogenous urinary steroids in premenopausal women with uterine leiomyomas. Int J Gynaecol Obstet. 2004 Jan;84(1):55-60. [PubMed:14698830 ]
Cawley AT, Kazlauskas R, Trout GJ, Rogerson JH, George AV: Isotopic fractionation of endogenous anabolic androgenic steroids and its relationship to doping control in sports. J Chromatogr Sci. 2005 Jan;43(1):32-8. [PubMed:15808004 ]
Bai SW, Jung BH, Chung BC, Kim SK, Park KH: Relationship between urinary endogenous steroid metabolites and lower urinary tract function in postmenopausal women. Yonsei Med J. 2003 Apr 30;44(2):279-87. [PubMed:12728469 ]

Showing metabocard for 11-Ketoetiocholanolone (HMDB0006031)

MOL for HMDB0006031 (11-Ketoetiocholanolone)

3D MOL for HMDB0006031 (11-Ketoetiocholanolone)

3D SDF for HMDB0006031 (11-Ketoetiocholanolone)

3D-SDF for HMDB0006031 (11-Ketoetiocholanolone)

PDB for HMDB0006031 (11-Ketoetiocholanolone)

3D PDB for HMDB0006031 (11-Ketoetiocholanolone)

SMILES for HMDB0006031 (11-Ketoetiocholanolone)

INCHI for HMDB0006031 (11-Ketoetiocholanolone)

Structure for HMDB0006031 (11-Ketoetiocholanolone)

3D Structure for HMDB0006031 (11-Ketoetiocholanolone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra