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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 17:05:25 UTC

Update Date

2021-09-14 15:40:19 UTC

HMDB ID

HMDB0060580

Secondary Accession Numbers

HMDB60580

Metabolite Identification

Common Name

Ethisterone

Description

Ethisterone is a metabolite of danazol. Ethisterone is a progestogen hormone. The first orally active progestin, ethisterone (pregneninolone, 17α-ethynyltestosterone or 19–norandrostane), the 17α-ethynyl analog of testosterone, was synthesized in 1938 by Hans Herloff Inhoffen, Willy Logemann, Walter Hohlweg, and Arthur Serini at Schering AG in Berlin and marketed in Germany in 1939 as Proluton C and by Schering in the U.S. in 1945 as Pranone. Ethisterone was also marketed in the U.S. (Wikipedia )

Structure

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

HMDB0060580
     RDKit          3D
Ethisterone
 51 54  0  0  0  0  0  0  0  0999 V2000
    3.7033    2.4813   -0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6393    1.3393    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372   -0.0433    0.4948 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3373   -0.3220    1.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7741   -0.9444   -0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4024   -1.1754   -1.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5313   -0.2068   -0.6185 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0742   -0.4658   -0.6806 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4275   -0.2853   -2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7082    0.3907   -2.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5587    0.6211   -1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7110    1.2563   -1.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5494    1.4863    0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4610    2.3414    0.0069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119    0.6742    1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8251    0.6037    1.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836    0.1169    0.2431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2292   -1.4066    0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061    0.4809    0.2988 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0552    0.3858    1.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4212    0.7286    1.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0908   -0.3170    0.8055 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9256   -1.7095    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505    3.4978   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2805   -0.4525    1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591   -0.4316   -1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2525   -1.8952   -0.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -2.2300   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5145   -0.9595   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7709    0.8112   -0.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1412   -1.5001   -0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4872   -1.3090   -2.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    0.2139   -2.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5491    1.4083   -2.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3650   -0.1394   -2.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0335    1.6142   -2.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7418    1.1546    2.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7735   -0.3192    1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380   -0.1339    2.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978    1.6246    1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3160   -1.5909    0.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927   -1.7959   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549   -1.9127    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4932    1.5111   -0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2252   -0.6069    2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5422    1.1277    2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8294    0.7798    2.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5184    1.6965    1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -1.7203    2.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9065   -2.0943    1.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5657   -2.3789    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  3  2  1  6
  3  4  1  0
  3  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22  3  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  6
  8 31  1  1
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  6
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
M  END

  Mrv0541 06151310032D          

 23 26  0  0  0  0            999 V2000
   -0.0583    1.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7538    1.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6255    1.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  3  0  0  0  0
  6  5  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  2  0  0  0  0
 15  7  1  0  0  0  0
 15 13  1  0  0  0  0
 16  6  1  1  0  0  0
 17  8  1  6  0  0  0
 17 16  1  0  0  0  0
 18  9  1  6  0  0  0
 18 16  1  0  0  0  0
 19  2  1  6  0  0  0
 19 10  1  0  0  0  0
 19 14  1  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  6  0  0  0
 20 11  1  0  0  0  0
 20 18  1  0  0  0  0
 21  4  1  1  0  0  0
 21 12  1  0  0  0  0
 21 20  1  0  0  0  0
 22 15  2  0  0  0  0
 21 23  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0060580

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@]2(O)C#C

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O2/c1-4-21(23)12-9-18-16-6-5-14-13-15(22)7-10-19(14,2)17(16)8-11-20(18,21)3/h1,13,16-18,23H,5-12H2,2-3H3/t16-,17+,18+,19+,20+,21+/m1/s1

> <INCHI_KEY>
CHNXZKVNWQUJIB-CEGNMAFCSA-N

> <FORMULA>
C21H28O2

> <MOLECULAR_WEIGHT>
312.4458

> <EXACT_MASS>
312.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.45295697672394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
3.5172750573333342

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.0863236522571

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.594931942547472

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6634720012282345

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
91.89959999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethisterone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060580
     RDKit          3D
Ethisterone
 51 54  0  0  0  0  0  0  0  0999 V2000
    3.7033    2.4813   -0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6393    1.3393    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372   -0.0433    0.4948 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3373   -0.3220    1.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7741   -0.9444   -0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4024   -1.1754   -1.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5313   -0.2068   -0.6185 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0742   -0.4658   -0.6806 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4275   -0.2853   -2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7082    0.3907   -2.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5587    0.6211   -1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7110    1.2563   -1.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5494    1.4863    0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4610    2.3414    0.0069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119    0.6742    1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8251    0.6037    1.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836    0.1169    0.2431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2292   -1.4066    0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061    0.4809    0.2988 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0552    0.3858    1.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4212    0.7286    1.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0908   -0.3170    0.8055 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9256   -1.7095    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505    3.4978   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2805   -0.4525    1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591   -0.4316   -1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2525   -1.8952   -0.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -2.2300   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5145   -0.9595   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7709    0.8112   -0.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1412   -1.5001   -0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4872   -1.3090   -2.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    0.2139   -2.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5491    1.4083   -2.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3650   -0.1394   -2.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0335    1.6142   -2.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7418    1.1546    2.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7735   -0.3192    1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380   -0.1339    2.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978    1.6246    1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3160   -1.5909    0.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927   -1.7959   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549   -1.9127    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4932    1.5111   -0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2252   -0.6069    2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5422    1.1277    2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8294    0.7798    2.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5184    1.6965    1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -1.7203    2.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9065   -2.0943    1.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5657   -2.3789    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  3  2  1  6
  3  4  1  0
  3  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22  3  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  6
  8 31  1  1
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  6
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0      -0.109   2.346   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.487   2.489   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.791   3.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.407   2.075   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.985   0.406   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.558   0.228   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.034   3.340   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4    1   21                                                       
CONECT    5    6   14                                                       
CONECT    6    5   16                                                       
CONECT    7   10   15                                                       
CONECT    8   11   17                                                       
CONECT    9   12   18                                                       
CONECT   10    7   19                                                       
CONECT   11    8   20                                                       
CONECT   12    9   21                                                       
CONECT   13   14   15                                                       
CONECT   14    5   13   19                                                  
CONECT   15    7   13   22                                                  
CONECT   16    6   17   18                                                  
CONECT   17    8   16   19                                                  
CONECT   18    9   16   20                                                  
CONECT   19    2   10   14   17                                             
CONECT   20    3   11   18   21                                             
CONECT   21    4   12   20   23                                             
CONECT   22   15                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0060580
HETATM    1  C1  UNL     1       3.703   2.481  -0.340  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.639   1.339   0.036  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.537  -0.043   0.495  1.00  0.00           C  
HETATM    4  O1  UNL     1       4.337  -0.322   1.576  1.00  0.00           O  
HETATM    5  C4  UNL     1       3.774  -0.944  -0.689  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.402  -1.175  -1.336  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.531  -0.207  -0.619  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.074  -0.466  -0.681  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.427  -0.285  -2.057  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.708   0.391  -2.249  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.559   0.621  -1.060  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.711   1.256  -1.151  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.549   1.486   0.004  1.00  0.00           C  
HETATM   14  O2  UNL     1      -5.461   2.341   0.007  1.00  0.00           O  
HETATM   15  C13 UNL     1      -4.312   0.674   1.223  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.825   0.604   1.437  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.084   0.117   0.243  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.229  -1.407   0.192  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.606   0.481   0.299  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.055   0.386   1.678  1.00  0.00           C  
HETATM   21  C19 UNL     1       1.421   0.729   1.621  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.091  -0.317   0.805  1.00  0.00           C  
HETATM   23  C21 UNL     1       1.926  -1.709   1.357  1.00  0.00           C  
HETATM   24  H1  UNL     1       3.750   3.498  -0.675  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.281  -0.452   1.377  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.459  -0.432  -1.401  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.253  -1.895  -0.422  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.082  -2.230  -1.239  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.514  -0.960  -2.422  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.771   0.811  -0.976  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.141  -1.500  -0.326  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.487  -1.309  -2.537  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.375   0.214  -2.683  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.549   1.408  -2.713  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.365  -0.139  -2.998  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.033   1.614  -2.124  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.742   1.155   2.129  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.774  -0.319   1.063  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.638  -0.134   2.268  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.498   1.625   1.760  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.316  -1.591   0.431  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.093  -1.796  -0.833  1.00  0.00           H  
HETATM   43  H20 UNL     1      -1.655  -1.913   0.968  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.493   1.511  -0.078  1.00  0.00           H  
HETATM   45  H22 UNL     1      -0.225  -0.607   2.136  1.00  0.00           H  
HETATM   46  H23 UNL     1      -0.542   1.128   2.308  1.00  0.00           H  
HETATM   47  H24 UNL     1       1.829   0.780   2.659  1.00  0.00           H  
HETATM   48  H25 UNL     1       1.518   1.696   1.105  1.00  0.00           H  
HETATM   49  H26 UNL     1       2.336  -1.720   2.366  1.00  0.00           H  
HETATM   50  H27 UNL     1       0.907  -2.094   1.319  1.00  0.00           H  
HETATM   51  H28 UNL     1       2.566  -2.379   0.737  1.00  0.00           H  
CONECT    1    2    2    2   24
CONECT    2    3
CONECT    3    4    5   22
CONECT    4   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   22   30
CONECT    8    9   19   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   12   12   17
CONECT   12   13   36
CONECT   13   14   14   15
CONECT   15   16   37   38
CONECT   16   17   39   40
CONECT   17   18   19
CONECT   18   41   42   43
CONECT   19   20   44
CONECT   20   21   45   46
CONECT   21   22   47   48
CONECT   22   23
CONECT   23   49   50   51
END

HMDB0060580
     RDKit          3D
Ethisterone
 51 54  0  0  0  0  0  0  0  0999 V2000
    3.7033    2.4813   -0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6393    1.3393    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372   -0.0433    0.4948 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3373   -0.3220    1.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7741   -0.9444   -0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4024   -1.1754   -1.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5313   -0.2068   -0.6185 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0742   -0.4658   -0.6806 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4275   -0.2853   -2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7082    0.3907   -2.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5587    0.6211   -1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7110    1.2563   -1.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5494    1.4863    0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4610    2.3414    0.0069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119    0.6742    1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8251    0.6037    1.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836    0.1169    0.2431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2292   -1.4066    0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061    0.4809    0.2988 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0552    0.3858    1.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4212    0.7286    1.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0908   -0.3170    0.8055 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9256   -1.7095    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505    3.4978   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2805   -0.4525    1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591   -0.4316   -1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2525   -1.8952   -0.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -2.2300   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5145   -0.9595   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7709    0.8112   -0.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1412   -1.5001   -0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4872   -1.3090   -2.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    0.2139   -2.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5491    1.4083   -2.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3650   -0.1394   -2.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0335    1.6142   -2.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7418    1.1546    2.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7735   -0.3192    1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380   -0.1339    2.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978    1.6246    1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3160   -1.5909    0.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927   -1.7959   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549   -1.9127    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4932    1.5111   -0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2252   -0.6069    2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5422    1.1277    2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8294    0.7798    2.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5184    1.6965    1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -1.7203    2.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9065   -2.0943    1.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5657   -2.3789    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  3  2  1  6
  3  4  1  0
  3  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22  3  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  6
  8 31  1  1
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  6
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
17-beta-Hydroxy-17-alpha-ethynyl-4-androsten-3-one	ChEBI
17-Ethynyl-17beta-hydroxyandrost-4-en-3-one	ChEBI
17-Hydroxy-17alpha-pregn-4-en-20-yn-3-one	ChEBI
17alpha-Ethinyltestosterone	ChEBI
17alpha-Ethynyl-17beta-hydroxyandrost-4-en-3-one	ChEBI
17alpha-Ethynyltestosterone	ChEBI
Aethisteron	ChEBI
Aethisteronum	ChEBI
Anhydrohydroxyprogesterone	ChEBI
Anhydroxyprogesterone	ChEBI
Ethisteronum	ChEBI
Ethynyltestosterone	ChEBI
Etisterona	ChEBI
Lutocylol	ChEBI
Nugestoral	ChEBI
Ora-lutin	ChEBI
Pranone	ChEBI
Prodroxan	ChEBI
Produxan	ChEBI
Progestab	ChEBI
Progestoral	ChEBI
Syngestrotabs	ChEBI
Trosinone	ChEBI
17alpha-Ethinyl testosterone	Kegg
Progestolets	Kegg
17-b-Hydroxy-17-a-ethynyl-4-androsten-3-one	Generator
17-Β-hydroxy-17-α-ethynyl-4-androsten-3-one	Generator
17-Ethynyl-17b-hydroxyandrost-4-en-3-one	Generator
17-Ethynyl-17β-hydroxyandrost-4-en-3-one	Generator
17-Hydroxy-17a-pregn-4-en-20-yn-3-one	Generator
17-Hydroxy-17α-pregn-4-en-20-yn-3-one	Generator
17a-Ethinyltestosterone	Generator
17Α-ethinyltestosterone	Generator
17a-Ethynyl-17b-hydroxyandrost-4-en-3-one	Generator
17Α-ethynyl-17β-hydroxyandrost-4-en-3-one	Generator
17a-Ethynyltestosterone	Generator
17Α-ethynyltestosterone	Generator
17a-Ethinyl testosterone	Generator
17Α-ethinyl testosterone	Generator
17 alpha Ethynyltestosterone	HMDB
17 alpha-Ethynyltestosterone	HMDB
Pregneninolone	HMDB

Chemical Formula

C₂₁H₂₈O₂

Average Molecular Weight

312.4458

Monoisotopic Molecular Weight

312.20893014

IUPAC Name

(1S,2R,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

Traditional Name

ethisterone

CAS Registry Number

Not Available

SMILES

C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@]2(O)C#C

InChI Identifier

InChI=1S/C21H28O2/c1-4-21(23)12-9-18-16-6-5-14-13-15(22)7-10-19(14,2)17(16)8-11-20(18,21)3/h1,13,16-18,23H,5-12H2,2-3H3/t16-,17+,18+,19+,20+,21+/m1/s1

InChI Key

CHNXZKVNWQUJIB-CEGNMAFCSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
3-oxo-delta-4-steroid
3-oxosteroid
17-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Ynone
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Ketone
Acetylide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

terminal acetylenic compound (CHEBI:34749 )
tertiary alcohol (CHEBI:34749 )
3-oxo Delta(4)-steroid (CHEBI:34749 )
17beta-hydroxy steroid (CHEBI:34749 )
Pregnane and derivatives [Fig] (C14487 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060580)

Organ

Kidney (HMDB: HMDB0060580)
Liver (HMDB: HMDB0060580)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060580)

Cellular substructure

Cytoplasm (HMDB: HMDB0060580)
Membrane (HMDB: HMDB0060580)

Source

Endogenous

Endogenous (HMDB: HMDB0060580)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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	0.0091 g/L	ALOGPS
logP	3.44	ALOGPS
logP	3.52	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	17.59	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	91.9 m³·mol⁻¹	ChemAxon
Polarizability	36.45 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	174.093	31661259
DarkChem	[M-H]-	171.441	31661259
DeepCCS	[M-2H]-	216.902	30932474
DeepCCS	[M+Na]+	192.372	30932474
AllCCS	[M+H]+	180.0	32859911
AllCCS	[M+H-H2O]+	177.0	32859911
AllCCS	[M+NH4]+	182.8	32859911
AllCCS	[M+Na]+	183.6	32859911
AllCCS	[M-H]-	185.9	32859911
AllCCS	[M+Na-2H]-	186.1	32859911
AllCCS	[M+HCOO]-	186.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethisterone	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@]2(O)C#C	3806.9	Standard polar	33892256
Ethisterone	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@]2(O)C#C	2692.7	Standard non polar	33892256
Ethisterone	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@]2(O)C#C	2767.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethisterone,1TMS,isomer #1	C#C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	2857.0	Semi standard non polar	33892256
Ethisterone,1TMS,isomer #2	C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	2721.1	Semi standard non polar	33892256
Ethisterone,2TMS,isomer #1	C#C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	2816.6	Semi standard non polar	33892256
Ethisterone,2TMS,isomer #1	C#C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	2846.0	Standard non polar	33892256
Ethisterone,2TMS,isomer #1	C#C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3132.9	Standard polar	33892256
Ethisterone,1TBDMS,isomer #1	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	3120.6	Semi standard non polar	33892256
Ethisterone,1TBDMS,isomer #2	C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	2996.9	Semi standard non polar	33892256
Ethisterone,2TBDMS,isomer #1	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3321.6	Semi standard non polar	33892256
Ethisterone,2TBDMS,isomer #1	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3316.0	Standard non polar	33892256
Ethisterone,2TBDMS,isomer #1	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3348.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethisterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-0490000000-70da7a36790d59e5aec1	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethisterone GC-MS (1 TMS) - 70eV, Positive	splash10-0aou-1259000000-15d6bab9887e263c6273	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethisterone 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 - Ethisterone 10V, Positive-QTOF	splash10-03di-0169000000-c3a3859c9249ba72e662	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethisterone 20V, Positive-QTOF	splash10-0btj-0291000000-04631559fd3d6eeaf96d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethisterone 40V, Positive-QTOF	splash10-0v4r-2490000000-b96a17af7ffa84b61a5e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethisterone 10V, Negative-QTOF	splash10-03di-0009000000-714673f1ccbbef0d107a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethisterone 20V, Negative-QTOF	splash10-03di-0039000000-edc9d17d6776c137fae1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethisterone 40V, Negative-QTOF	splash10-052g-0090000000-09a994bdce08144c9cb6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethisterone 10V, Positive-QTOF	splash10-0292-0092000000-87469d8eaf22bca0423c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethisterone 20V, Positive-QTOF	splash10-01dj-0950000000-872492e74ef79726b1fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethisterone 40V, Positive-QTOF	splash10-00xr-3940000000-1fb184dfb1c47b20c927	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethisterone 10V, Negative-QTOF	splash10-03di-0009000000-152b659b4891e36b54f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethisterone 20V, Negative-QTOF	splash10-03di-0009000000-2fd97457f6fe96a074b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethisterone 40V, Negative-QTOF	splash10-0a59-0394000000-326a8e9cae724f94ba3a	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C14487

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ethisterone

METLIN ID

Not Available

PubChem Compound

5284557

PDB ID

Not Available

ChEBI ID

34749

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
MACGREGOR TN: Progesterone and ethisterone. Practitioner. 1958 Jan;180(1075):83-7. [PubMed:13494335 ]
Dmowski WP: Endocrine properties and clinical application of danazol. Fertil Steril. 1979 Mar;31(3):237-51. [PubMed:374128 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Ethisterone (HMDB0060580)

MOL for HMDB0060580 (Ethisterone)

3D MOL for HMDB0060580 (Ethisterone)

3D SDF for HMDB0060580 (Ethisterone)

3D-SDF for HMDB0060580 (Ethisterone)

PDB for HMDB0060580 (Ethisterone)

3D PDB for HMDB0060580 (Ethisterone)

SMILES for HMDB0060580 (Ethisterone)

INCHI for HMDB0060580 (Ethisterone)

Structure for HMDB0060580 (Ethisterone)

3D Structure for HMDB0060580 (Ethisterone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra