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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:45:12 UTC

Update Date

2021-09-26 23:04:27 UTC

HMDB ID

HMDB0252076

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethylestrenol

Description

Ethylnandrol, also known as ethylestrenol or maxibolin, belongs to the class of organic compounds known as pregnane steroids. These are steroids with a structure based on the 21-carbon pregnane skeleton. Based on a literature review very few articles have been published on Ethylnandrol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethylestrenol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethylestrenol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0252076
     RDKit          3D
Ethylestrenol
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.8452   -1.2015    0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9921   -1.0146   -0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -0.0327   -0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2971   -0.0799   -2.0236 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391    1.4077   -0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    2.0402   -0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9673    1.0557    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229    0.8997   -0.6800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1811    2.1295   -0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441    1.9043   -1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    0.8701   -0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5297    0.8858   -0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2633   -0.1523    0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5693   -1.4540    0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1093   -1.4697    0.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4469   -0.1178    0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0993   -0.3160   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3628   -1.3291    0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0186   -1.4449   -0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7608   -0.2069    0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1781   -0.3732    1.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7901   -1.7835    0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3763   -1.8351    1.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2271   -0.2949    0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6821   -0.8171   -1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413   -2.0166   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.4137   -2.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195    1.8431   -1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5594    1.6395    0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5852    2.1551   -1.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8689    3.0348   -0.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    1.4732    1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0621    0.9185   -1.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3963    2.3314    0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6045    3.0028   -0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1531    1.4499   -2.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9843    2.8558   -1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0173    1.6537   -1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3705    0.1827    1.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2805   -0.2532   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8385   -1.8497   -0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0671   -2.1866    0.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8852   -1.9336    1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6626   -2.1638   -0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2886    0.2684    1.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3291   -0.8855   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2028   -0.9717    1.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178   -2.3109    0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.3110    0.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9364   -1.5342   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1796   -1.4340    1.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    0.1059    2.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1243    0.0798    1.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  3  1  0
 20  7  1  0
 17  8  1  0
 16 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
M  END


  Mrv1652309112111452D          

 21 24  0  0  0  0            999 V2000
    6.1315    0.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996    1.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280    1.7894    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
  6  7  1  0  0  0  0
  3  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 11  1  0  0  0  0
  6 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 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 19  1  0  0  0  0
 14 19  1  0  0  0  0
  7 20  1  0  0  0  0
  3 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252076

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1(O)CCC2C3CCC4=CCCCC4C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h6,15-18,21H,3-5,7-13H2,1-2H3

> <INCHI_KEY>
AOXRBFRFYPMWLR-UHFFFAOYSA-N

> <FORMULA>
C20H32O

> <MOLECULAR_WEIGHT>
288.475

> <EXACT_MASS>
288.24531565

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
35.984655386522185

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-ethyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-ol

> <ALOGPS_LOGP>
5.20

> <JCHEM_LOGP>
4.687947820000001

> <ALOGPS_LOGS>
-5.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.26909618244654065

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
88.49879999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.60e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-ethyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0252076
     RDKit          3D
Ethylestrenol
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.8452   -1.2015    0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9921   -1.0146   -0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -0.0327   -0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2971   -0.0799   -2.0236 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391    1.4077   -0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    2.0402   -0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9673    1.0557    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229    0.8997   -0.6800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1811    2.1295   -0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441    1.9043   -1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    0.8701   -0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5297    0.8858   -0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2633   -0.1523    0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5693   -1.4540    0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1093   -1.4697    0.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4469   -0.1178    0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0993   -0.3160   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3628   -1.3291    0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0186   -1.4449   -0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7608   -0.2069    0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1781   -0.3732    1.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7901   -1.7835    0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3763   -1.8351    1.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2271   -0.2949    0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6821   -0.8171   -1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413   -2.0166   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.4137   -2.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195    1.8431   -1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5594    1.6395    0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5852    2.1551   -1.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8689    3.0348   -0.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    1.4732    1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0621    0.9185   -1.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3963    2.3314    0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6045    3.0028   -0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1531    1.4499   -2.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9843    2.8558   -1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0173    1.6537   -1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3705    0.1827    1.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2805   -0.2532   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8385   -1.8497   -0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0671   -2.1866    0.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8852   -1.9336    1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6626   -2.1638   -0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2886    0.2684    1.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3291   -0.8855   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2028   -0.9717    1.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178   -2.3109    0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.3110    0.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9364   -1.5342   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1796   -1.4340    1.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    0.1059    2.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1243    0.0798    1.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  3  1  0
 20  7  1  0
 17  8  1  0
 16 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      11.445   0.898   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.453   2.075   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.937   1.804   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.365   0.325   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.090  -0.539   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.874   0.406   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.398   1.854   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.405   3.032   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.889   2.761   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.366   1.312   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.358   0.135   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.835  -1.314   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.319  -1.585   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.326  -0.407   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.810  -0.678   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.182   0.499   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.341   1.947   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.857   2.218   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.850   1.041   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.069   3.240   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.826   3.340   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    7   21                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    3    8   20                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   10   14                                                  
CONECT   20    7                                                            
CONECT   21    3                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0252082
HETATM    1  C1  UNL     1      -4.408   1.707   0.052  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.071   0.311   0.470  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.956  -0.308  -0.318  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.399  -0.305  -1.664  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.797  -1.775   0.026  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.579  -1.824   0.909  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.681  -0.691   0.470  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.400  -1.200  -0.439  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.307  -2.102   0.366  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.673  -2.275  -0.291  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.278  -0.921  -0.287  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.510  -0.644   0.123  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.913   0.795   0.038  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.851   1.546   0.853  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.516   1.415   0.166  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.472   0.231  -0.774  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.104  -0.147  -1.222  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.307   1.131  -1.367  1.00  0.00           C  
HETATM   19  C18 UNL     1      -1.147   0.787  -1.502  1.00  0.00           C  
HETATM   20  C19 UNL     1      -1.614   0.296  -0.151  1.00  0.00           C  
HETATM   21  C20 UNL     1      -1.657   1.500   0.766  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.199   2.482   0.843  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.507   1.839  -0.142  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.924   1.925  -0.910  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.983  -0.317   0.229  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.961   0.198   1.567  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.293  -0.673  -1.708  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.718  -2.115   0.549  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.689  -2.406  -0.879  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.131  -2.825   0.769  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.929  -1.702   1.954  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.186  -0.307   1.385  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.140  -1.910  -1.141  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.501  -1.710   1.382  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.840  -3.086   0.483  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.233  -2.976   0.360  1.00  0.00           H  
HETATM   37  H16 UNL     1       2.600  -2.729  -1.282  1.00  0.00           H  
HETATM   38  H17 UNL     1       5.135  -1.434   0.482  1.00  0.00           H  
HETATM   39  H18 UNL     1       5.913   0.949   0.450  1.00  0.00           H  
HETATM   40  H19 UNL     1       4.852   1.196  -0.991  1.00  0.00           H  
HETATM   41  H20 UNL     1       4.125   2.603   0.979  1.00  0.00           H  
HETATM   42  H21 UNL     1       3.781   1.055   1.849  1.00  0.00           H  
HETATM   43  H22 UNL     1       2.400   2.356  -0.450  1.00  0.00           H  
HETATM   44  H23 UNL     1       1.740   1.368   0.955  1.00  0.00           H  
HETATM   45  H24 UNL     1       3.038   0.589  -1.690  1.00  0.00           H  
HETATM   46  H25 UNL     1       1.205  -0.543  -2.280  1.00  0.00           H  
HETATM   47  H26 UNL     1       0.640   1.629  -2.297  1.00  0.00           H  
HETATM   48  H27 UNL     1       0.441   1.838  -0.540  1.00  0.00           H  
HETATM   49  H28 UNL     1      -1.694   1.719  -1.746  1.00  0.00           H  
HETATM   50  H29 UNL     1      -1.321  -0.008  -2.227  1.00  0.00           H  
HETATM   51  H30 UNL     1      -2.277   1.331   1.670  1.00  0.00           H  
HETATM   52  H31 UNL     1      -0.625   1.691   1.193  1.00  0.00           H  
HETATM   53  H32 UNL     1      -1.887   2.445   0.229  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4    5   20
CONECT    4   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8   20   32
CONECT    8    9   17   33
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   12   16
CONECT   12   13   38
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16   43   44
CONECT   16   17   45
CONECT   17   18   46
CONECT   18   19   47   48
CONECT   19   20   49   50
CONECT   20   21
CONECT   21   51   52   53
END

HMDB0252076
     RDKit          3D
Ethylestrenol
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.8452   -1.2015    0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9921   -1.0146   -0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -0.0327   -0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2971   -0.0799   -2.0236 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391    1.4077   -0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    2.0402   -0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9673    1.0557    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229    0.8997   -0.6800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1811    2.1295   -0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441    1.9043   -1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    0.8701   -0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5297    0.8858   -0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2633   -0.1523    0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5693   -1.4540    0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1093   -1.4697    0.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4469   -0.1178    0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0993   -0.3160   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3628   -1.3291    0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0186   -1.4449   -0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7608   -0.2069    0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1781   -0.3732    1.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7901   -1.7835    0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3763   -1.8351    1.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2271   -0.2949    0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6821   -0.8171   -1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413   -2.0166   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.4137   -2.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195    1.8431   -1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5594    1.6395    0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5852    2.1551   -1.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8689    3.0348   -0.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    1.4732    1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0621    0.9185   -1.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3963    2.3314    0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6045    3.0028   -0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1531    1.4499   -2.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9843    2.8558   -1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0173    1.6537   -1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3705    0.1827    1.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2805   -0.2532   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8385   -1.8497   -0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0671   -2.1866    0.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8852   -1.9336    1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6626   -2.1638   -0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2886    0.2684    1.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3291   -0.8855   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2028   -0.9717    1.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178   -2.3109    0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.3110    0.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9364   -1.5342   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1796   -1.4340    1.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    0.1059    2.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1243    0.0798    1.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  3  1  0
 20  7  1  0
 17  8  1  0
 16 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethylestrenol	MeSH
Ethyloestrenol	MeSH
Maxibolin	MeSH

Chemical Formula

C₂₀H₃₂O

Average Molecular Weight

288.475

Monoisotopic Molecular Weight

288.24531565

IUPAC Name

14-ethyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-ol

Traditional Name

14-ethyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-ol

CAS Registry Number

Not Available

SMILES

CCC1(O)CCC2C3CCC4=CCCCC4C3CCC12C

InChI Identifier

InChI=1S/C20H32O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h6,15-18,21H,3-5,7-13H2,1-2H3

InChI Key

AOXRBFRFYPMWLR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pregnane steroids. These are steroids with a structure based on the 21-carbon pregnane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Pregnane steroids

Alternative Parents

Substituents

Pregnane-skeleton
17-hydroxysteroid
Hydroxysteroid
Delta-4-steroid
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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
logP	5.2	ALOGPS
logP	4.69	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	-0.27	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.5 m³·mol⁻¹	ChemAxon
Polarizability	35.98 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
DeepCCS	[M-2H]-	204.811	30932474
DeepCCS	[M+Na]+	180.038	30932474
AllCCS	[M+H]+	176.0	32859911
AllCCS	[M+H-H2O]+	172.8	32859911
AllCCS	[M+NH4]+	178.9	32859911
AllCCS	[M+Na]+	179.8	32859911
AllCCS	[M-H]-	182.3	32859911
AllCCS	[M+Na-2H]-	182.6	32859911
AllCCS	[M+HCOO]-	183.1	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethylestrenol,1TMS,isomer #1	CCC1(O[Si](C)(C)C)CCC2C3CCC4=CCCCC4C3CCC21C	2461.4	Semi standard non polar	33892256
Ethylestrenol,1TMS,isomer #1	CCC1(O[Si](C)(C)C)CCC2C3CCC4=CCCCC4C3CCC21C	2481.1	Standard non polar	33892256
Ethylestrenol,1TMS,isomer #1	CCC1(O[Si](C)(C)C)CCC2C3CCC4=CCCCC4C3CCC21C	2800.0	Standard polar	33892256
Ethylestrenol,1TBDMS,isomer #1	CCC1(O[Si](C)(C)C(C)(C)C)CCC2C3CCC4=CCCCC4C3CCC21C	2734.3	Semi standard non polar	33892256
Ethylestrenol,1TBDMS,isomer #1	CCC1(O[Si](C)(C)C(C)(C)C)CCC2C3CCC4=CCCCC4C3CCC21C	2788.7	Standard non polar	33892256
Ethylestrenol,1TBDMS,isomer #1	CCC1(O[Si](C)(C)C(C)(C)C)CCC2C3CCC4=CCCCC4C3CCC21C	2953.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylestrenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bt9-1290000000-2b9d0fe5a322085c62c0	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylestrenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylestrenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylestrenol 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 - Ethylestrenol 10V, Positive-QTOF	splash10-00dr-0090000000-06f753df6891dba53360	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylestrenol 20V, Positive-QTOF	splash10-00di-2790000000-6661cce060de00d1f210	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylestrenol 40V, Positive-QTOF	splash10-0002-9400000000-8dd0898ceb8188f4a97d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylestrenol 10V, Negative-QTOF	splash10-000i-0090000000-81ee7157e3dd1ba9c37b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylestrenol 20V, Negative-QTOF	splash10-000i-0090000000-81ee7157e3dd1ba9c37b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylestrenol 40V, Negative-QTOF	splash10-000i-0090000000-cd63c9ac3a1a56944b18	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

3186

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ethylestrenol

METLIN ID

Not Available

PubChem Compound

3302

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Ethylestrenol (HMDB0252076)

MOL for HMDB0252076 (Ethylestrenol)

3D MOL for HMDB0252076 (Ethylestrenol)

3D SDF for HMDB0252076 (Ethylestrenol)

3D-SDF for HMDB0252076 (Ethylestrenol)

PDB for HMDB0252076 (Ethylestrenol)

3D PDB for HMDB0252076 (Ethylestrenol)

SMILES for HMDB0252076 (Ethylestrenol)

INCHI for HMDB0252076 (Ethylestrenol)

Structure for HMDB0252076 (Ethylestrenol)

3D Structure for HMDB0252076 (Ethylestrenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra