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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:03:22 UTC

Update Date

2021-09-26 23:04:38 UTC

HMDB ID

HMDB0252206

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Doisynoestrol

Description

Surestryl, also known as doisynoestrol or fenocycline, belongs to the class of organic compounds known as steroid acids. Steroid acids are compounds containing a carboxyl group attached to a steroid backbone. Based on a literature review very few articles have been published on Surestryl. This compound has been identified in human blood as reported by (PMID: 31557052 ). Doisynoestrol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Doisynoestrol 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

HMDB0252206
     RDKit          3D
Doisynoestrol
 44 46  0  0  0  0  0  0  0  0999 V2000
   -2.8140   -1.1466   -1.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915    0.3208   -1.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769    0.7889   -0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574    0.4020   -0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0695    0.0367   -1.9383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -0.3312   -2.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1184   -0.3327   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4566   -0.6972   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3297   -0.7037   -0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6641   -1.0722   -0.3407 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5189   -1.0600    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8470   -0.3376    1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5077    0.0245    1.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6365    0.0327    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    0.3988    0.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    0.7888    1.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6132    0.0752    1.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879    0.5297    0.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6840   -0.5366    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2873    1.7490    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9356    2.2682    2.3818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417    2.3281    0.6032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6571   -1.3158   -3.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003   -1.7072   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8243   -1.5803   -1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470    0.6748   -1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738    0.9029   -2.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9712    1.9201   -0.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    0.0057   -2.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6388   -0.6147   -3.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7879   -0.9764   -2.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4633   -0.0640    1.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5657   -1.2817    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1548   -1.8258    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5096   -0.3316    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070    0.2962    2.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2844    0.4413    2.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837    1.8769    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779   -1.0131    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109    0.1900    2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2756   -1.5456    0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806   -0.5573    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5351   -0.2623    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1444    3.2425    0.1761 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 18  3  1  0
 15  4  1  0
 14  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 22 44  1  0
M  END


  Mrv1652309112112032D          

 22 24  0  0  0  0            999 V2000
    3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7717   -0.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4425    0.4624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 13 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252206

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1C2=C(CCC1(C)C(O)=O)C1=C(C=C2)C=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O3/c1-4-17-16-7-5-12-11-13(22-3)6-8-14(12)15(16)9-10-19(17,2)18(20)21/h5-8,11,17H,4,9-10H2,1-3H3,(H,20,21)

> <INCHI_KEY>
HZZSXUIUESWVSS-UHFFFAOYSA-N

> <FORMULA>
C19H22O3

> <MOLECULAR_WEIGHT>
298.382

> <EXACT_MASS>
298.156894568

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.61972210425682

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-ethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydrophenanthrene-2-carboxylic acid

> <ALOGPS_LOGP>
4.46

> <JCHEM_LOGP>
4.767652089666667

> <ALOGPS_LOGS>
-5.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.440276736840028

> <JCHEM_PKA_STRONGEST_BASIC>
-4.828436113984035

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
86.34410000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.83e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-ethyl-7-methoxy-2-methyl-3,4-dihydro-1H-phenanthrene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252206
     RDKit          3D
Doisynoestrol
 44 46  0  0  0  0  0  0  0  0999 V2000
   -2.8140   -1.1466   -1.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915    0.3208   -1.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769    0.7889   -0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574    0.4020   -0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0695    0.0367   -1.9383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -0.3312   -2.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1184   -0.3327   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4566   -0.6972   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3297   -0.7037   -0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6641   -1.0722   -0.3407 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5189   -1.0600    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8470   -0.3376    1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5077    0.0245    1.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6365    0.0327    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    0.3988    0.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    0.7888    1.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6132    0.0752    1.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879    0.5297    0.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6840   -0.5366    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2873    1.7490    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9356    2.2682    2.3818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417    2.3281    0.6032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6571   -1.3158   -3.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003   -1.7072   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8243   -1.5803   -1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470    0.6748   -1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738    0.9029   -2.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9712    1.9201   -0.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    0.0057   -2.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6388   -0.6147   -3.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7879   -0.9764   -2.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4633   -0.0640    1.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5657   -1.2817    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1548   -1.8258    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5096   -0.3316    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070    0.2962    2.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2844    0.4413    2.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837    1.8769    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779   -1.0131    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109    0.1900    2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2756   -1.5456    0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806   -0.5573    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5351   -0.2623    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1444    3.2425    0.1761 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 18  3  1  0
 15  4  1  0
 14  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 22 44  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       6.724  -3.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.853   1.493   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.853   0.047   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.907  -1.492   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      10.159   0.863   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.516  -0.564   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9   10                                             
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    5   14   20                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15    4                                                       
CONECT   17   14   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   13                                                       
CONECT   21   18   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0252206
HETATM    1  C1  UNL     1      -2.814  -1.147  -1.979  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.792   0.321  -1.759  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.977   0.789  -0.587  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.557   0.402  -0.705  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.070   0.037  -1.938  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.264  -0.331  -2.114  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.118  -0.333  -1.041  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.457  -0.697  -1.207  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.330  -0.704  -0.150  1.00  0.00           C  
HETATM   10  O1  UNL     1       5.664  -1.072  -0.341  1.00  0.00           O  
HETATM   11  C10 UNL     1       6.519  -1.060   0.788  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.847  -0.338   1.093  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.508   0.024   1.246  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.637   0.033   0.201  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.303   0.399   0.370  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.253   0.789   1.685  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.613   0.075   1.785  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.588   0.530   0.750  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.684  -0.537   0.709  1.00  0.00           C  
HETATM   20  C19 UNL     1      -3.287   1.749   1.295  1.00  0.00           C  
HETATM   21  O2  UNL     1      -2.936   2.268   2.382  1.00  0.00           O  
HETATM   22  O3  UNL     1      -4.342   2.328   0.603  1.00  0.00           O  
HETATM   23  H1  UNL     1      -2.657  -1.316  -3.086  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.000  -1.707  -1.474  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.824  -1.580  -1.785  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.847   0.675  -1.577  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.474   0.903  -2.657  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.971   1.920  -0.698  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.664   0.006  -2.846  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.639  -0.615  -3.076  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.788  -0.976  -2.202  1.00  0.00           H  
HETATM   32  H10 UNL     1       6.463  -0.064   1.293  1.00  0.00           H  
HETATM   33  H11 UNL     1       7.566  -1.282   0.497  1.00  0.00           H  
HETATM   34  H12 UNL     1       6.155  -1.826   1.503  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.510  -0.332   1.950  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.207   0.296   2.224  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.284   0.441   2.559  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.484   1.877   1.694  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.378  -1.013   1.662  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.011   0.190   2.802  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.276  -1.546   0.548  1.00  0.00           H  
HETATM   42  H20 UNL     1      -4.081  -0.557   1.768  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.535  -0.262   0.089  1.00  0.00           H  
HETATM   44  H22 UNL     1      -4.144   3.243   0.176  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   18   28
CONECT    4    5    5   15
CONECT    5    6   29
CONECT    6    7    7   30
CONECT    7    8   14
CONECT    8    9    9   31
CONECT    9   10   12
CONECT   10   11
CONECT   11   32   33   34
CONECT   12   13   13   35
CONECT   13   14   36
CONECT   14   15   15
CONECT   15   16
CONECT   16   17   37   38
CONECT   17   18   39   40
CONECT   18   19   20
CONECT   19   41   42   43
CONECT   20   21   21   22
CONECT   22   44
END

HMDB0252206
     RDKit          3D
Doisynoestrol
 44 46  0  0  0  0  0  0  0  0999 V2000
   -2.8140   -1.1466   -1.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915    0.3208   -1.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769    0.7889   -0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574    0.4020   -0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0695    0.0367   -1.9383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -0.3312   -2.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1184   -0.3327   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4566   -0.6972   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3297   -0.7037   -0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6641   -1.0722   -0.3407 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5189   -1.0600    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8470   -0.3376    1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5077    0.0245    1.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6365    0.0327    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    0.3988    0.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    0.7888    1.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6132    0.0752    1.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879    0.5297    0.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6840   -0.5366    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2873    1.7490    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9356    2.2682    2.3818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417    2.3281    0.6032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6571   -1.3158   -3.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003   -1.7072   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8243   -1.5803   -1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470    0.6748   -1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738    0.9029   -2.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9712    1.9201   -0.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    0.0057   -2.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6388   -0.6147   -3.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7879   -0.9764   -2.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4633   -0.0640    1.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5657   -1.2817    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1548   -1.8258    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5096   -0.3316    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070    0.2962    2.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2844    0.4413    2.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837    1.8769    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779   -1.0131    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109    0.1900    2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2756   -1.5456    0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806   -0.5573    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5351   -0.2623    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1444    3.2425    0.1761 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 18  3  1  0
 15  4  1  0
 14  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 22 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-Bisdehydrodoisynolic acid methyl ether	MeSH
Doisynoestrol	MeSH
Doisynoestrol, (1R-cis)-isomer	MeSH
Doisynoestrol, (1S-cis)-isomer	MeSH
Doisynoestrol, (1S-trans)-isomer	MeSH
Doisynoestrol, (cis)-(+-)-isomer	MeSH
Fenocycline	MeSH

Chemical Formula

C₁₉H₂₂O₃

Average Molecular Weight

298.382

Monoisotopic Molecular Weight

298.156894568

IUPAC Name

1-ethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydrophenanthrene-2-carboxylic acid

Traditional Name

1-ethyl-7-methoxy-2-methyl-3,4-dihydro-1H-phenanthrene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCC1C2=C(CCC1(C)C(O)=O)C1=C(C=C2)C=C(OC)C=C1

InChI Identifier

InChI=1S/C19H22O3/c1-4-17-16-7-5-12-11-13(22-3)6-8-14(12)15(16)9-10-19(17,2)18(20)21/h5-8,11,17H,4,9-10H2,1-3H3,(H,20,21)

InChI Key

HZZSXUIUESWVSS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid acids. Steroid acids are compounds containing a carboxyl group attached to a steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid acids

Direct Parent

Steroid acids

Alternative Parents

Substituents

Steroid acid
18-hydroxysteroid
18-oxosteroid
17-hydroxysteroid
Oxosteroid
17-oxosteroid
Hydroxysteroid
Hydrophenanthrene
Phenanthrene
2-naphthalenecarboxylic acid or derivatives
2-naphthalenecarboxylic acid
Tetralin
Naphthalene
Anisole
Alkyl aryl ether
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	4.46	ALOGPS
logP	4.77	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	4.44	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	86.34 m³·mol⁻¹	ChemAxon
Polarizability	33.62 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	179.068	30932474
DeepCCS	[M-H]-	176.71	30932474
DeepCCS	[M-2H]-	210.554	30932474
DeepCCS	[M+Na]+	185.781	30932474
AllCCS	[M+H]+	173.1	32859911
AllCCS	[M+H-H2O]+	169.9	32859911
AllCCS	[M+NH4]+	176.1	32859911
AllCCS	[M+Na]+	176.9	32859911
AllCCS	[M-H]-	177.0	32859911
AllCCS	[M+Na-2H]-	176.9	32859911
AllCCS	[M+HCOO]-	176.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Doisynoestrol	CCC1C2=C(CCC1(C)C(O)=O)C1=C(C=C2)C=C(OC)C=C1	3818.9	Standard polar	33892256
Doisynoestrol	CCC1C2=C(CCC1(C)C(O)=O)C1=C(C=C2)C=C(OC)C=C1	2543.2	Standard non polar	33892256
Doisynoestrol	CCC1C2=C(CCC1(C)C(O)=O)C1=C(C=C2)C=C(OC)C=C1	2691.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Doisynoestrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-003r-1190000000-3be5a93c4e0cb82c30da	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doisynoestrol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doisynoestrol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doisynoestrol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Doisynoestrol 10V, Positive-QTOF	splash10-0002-0090000000-4c8681a42aa014b31686	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doisynoestrol 20V, Positive-QTOF	splash10-00b9-0190000000-3c87a7dc5bf61d44ffd6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doisynoestrol 40V, Positive-QTOF	splash10-00di-2790000000-38463b5498b601c8a0d2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doisynoestrol 10V, Negative-QTOF	splash10-0f6t-0090000000-35b17417fa6ed8c91dc7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doisynoestrol 20V, Negative-QTOF	splash10-0fki-0090000000-79bfd5a70dde5facf08d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doisynoestrol 40V, Negative-QTOF	splash10-00dr-0090000000-7a0a2092e61f6eca36bb	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

88384

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Moxestrol

METLIN ID

Not Available

PubChem Compound

97911

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 Doisynoestrol (HMDB0252206)

MOL for HMDB0252206 (Doisynoestrol)

3D MOL for HMDB0252206 (Doisynoestrol)

3D SDF for HMDB0252206 (Doisynoestrol)

3D-SDF for HMDB0252206 (Doisynoestrol)

PDB for HMDB0252206 (Doisynoestrol)

3D PDB for HMDB0252206 (Doisynoestrol)

SMILES for HMDB0252206 (Doisynoestrol)

INCHI for HMDB0252206 (Doisynoestrol)

Structure for HMDB0252206 (Doisynoestrol)

3D Structure for HMDB0252206 (Doisynoestrol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra