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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:53:24 UTC

Update Date

2022-03-07 03:17:38 UTC

HMDB ID

HMDB0060084

Secondary Accession Numbers

HMDB60084

Metabolite Identification

Common Name

17beta-Estradiol-2,3-quinone

Description

17beta-Estradiol-2,3-quinone belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Based on a literature review a significant number of articles have been published on 17beta-Estradiol-2,3-quinone.

Structure

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

HMDB0060084
     RDKit          3D
17beta-Estradiol-2,3-quinone
 43 46  0  0  0  0  0  0  0  0999 V2000
   -2.5491    1.8840   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0556    0.5067    0.2682 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4035    0.6258    1.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0663   -0.1248    1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575    0.4105    0.5763 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1727    0.0215    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027   -0.3980    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2126   -0.7796    1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8276   -1.1831    2.6433 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9110   -0.6837    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1247   -1.0019    0.2875 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1597   -0.2123   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8749    0.1205   -0.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328    0.5828   -1.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7899    0.9880   -1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    0.0144   -0.7637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2747   -0.1010   -0.8154 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6978   -1.5750   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034   -1.6744   -0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3183   -0.3469    0.4412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4178    0.2425   -0.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370    2.4820   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2919    1.6874   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933    2.3864    0.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1409    1.6961    1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608    0.3299    2.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677    0.2027    2.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2030   -1.2068    1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148    1.5294    0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2867   -0.4737    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6817   -0.1360   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837    1.4636   -2.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2513   -0.2044   -2.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295    1.9997   -1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2430    1.0605   -2.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -0.9862   -1.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6293    0.3265   -1.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8194   -1.9164   -1.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975   -2.2240   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9050   -2.4532    0.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467   -1.9840   -0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5670   -0.4821    1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8784   -0.4134   -0.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  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
 17  2  1  0
 20  2  1  0
 16  5  1  0
 13  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  7 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  6
 17 37  1  6
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  1
 21 43  1  0
M  END

  Mrv0541 05091313532D          

 21 24  0  0  0  0            999 V2000
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2049   -3.1969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 10  2  1  0  0  0  0
 10  8  2  0  0  0  0
 11  6  1  0  0  0  0
 12  3  1  1  0  0  0
 12 11  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 11 13  1  6  0  0  0
 14  4  1  6  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 16 15  1  0  0  0  0
 17  5  1  0  0  0  0
 18  1  1  1  0  0  0
 18  7  1  0  0  0  0
 18 14  1  0  0  0  0
 18 17  1  0  0  0  0
 19 15  2  0  0  0  0
 20 16  2  0  0  0  0
 17 21  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0060084

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@]12CC[C@@H]3[C@H](CCC4=CC(=O)C(=O)C=C34)[C@H]1CC[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,17,21H,2-7H2,1H3/t11-,12+,14-,17+,18+/m1/s1

> <INCHI_KEY>
LBSRSXWOMYPVBY-LRDWQAQRSA-N

> <FORMULA>
C18H22O3

> <MOLECULAR_WEIGHT>
286.3655

> <EXACT_MASS>
286.15689457

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.868729635722794

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,10S,11R,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,6-diene-4,5-dione

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
2.8641928453333345

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.377692236649782

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.415747446329203

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8839974114084307

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
81.52639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,10S,11R,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,6-diene-4,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060084
     RDKit          3D
17beta-Estradiol-2,3-quinone
 43 46  0  0  0  0  0  0  0  0999 V2000
   -2.5491    1.8840   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0556    0.5067    0.2682 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4035    0.6258    1.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0663   -0.1248    1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575    0.4105    0.5763 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1727    0.0215    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027   -0.3980    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2126   -0.7796    1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8276   -1.1831    2.6433 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9110   -0.6837    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1247   -1.0019    0.2875 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1597   -0.2123   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8749    0.1205   -0.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328    0.5828   -1.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7899    0.9880   -1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    0.0144   -0.7637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2747   -0.1010   -0.8154 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6978   -1.5750   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034   -1.6744   -0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3183   -0.3469    0.4412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4178    0.2425   -0.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370    2.4820   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2919    1.6874   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933    2.3864    0.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1409    1.6961    1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608    0.3299    2.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677    0.2027    2.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2030   -1.2068    1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148    1.5294    0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2867   -0.4737    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6817   -0.1360   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837    1.4636   -2.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2513   -0.2044   -2.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295    1.9997   -1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2430    1.0605   -2.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -0.9862   -1.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6293    0.3265   -1.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8194   -1.9164   -1.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975   -2.2240   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9050   -2.4532    0.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467   -1.9840   -0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5670   -0.4821    1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8784   -0.4134   -0.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  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
 17  2  1  0
 20  2  1  0
 16  5  1  0
 13  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  7 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  6
 17 37  1  6
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  1
 21 43  1  0
M  END

HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.574  -2.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.338  -2.435   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.815  -3.884   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      15.316  -5.968   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.782  -5.863   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2    3   10                                                       
CONECT    3    2   12                                                       
CONECT    4    5   14                                                       
CONECT    5    4   17                                                       
CONECT    6    7   11                                                       
CONECT    7    6   18                                                       
CONECT    8   10   15                                                       
CONECT    9   13   16                                                       
CONECT   10    2    8   13                                                  
CONECT   11    6   12   13                                                  
CONECT   12    3   11   14                                                  
CONECT   13    9   10   11                                                  
CONECT   14    4   12   18                                                  
CONECT   15    8   16   19                                                  
CONECT   16    9   15   20                                                  
CONECT   17    5   18   21                                                  
CONECT   18    1    7   14   17                                             
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21   17                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0060084
HETATM    1  C1  UNL     1      -2.549   1.884  -0.192  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.056   0.507   0.268  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.403   0.626   1.591  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.066  -0.125   1.677  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.757   0.411   0.576  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.173   0.022   0.573  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.803  -0.398   1.649  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.213  -0.780   1.619  1.00  0.00           C  
HETATM    9  O1  UNL     1       4.828  -1.183   2.643  1.00  0.00           O  
HETATM   10  C9  UNL     1       4.911  -0.684   0.358  1.00  0.00           C  
HETATM   11  O2  UNL     1       6.125  -1.002   0.287  1.00  0.00           O  
HETATM   12  C10 UNL     1       4.160  -0.212  -0.799  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.875   0.120  -0.707  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.233   0.583  -1.956  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.790   0.988  -1.753  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.187   0.014  -0.764  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.275  -0.101  -0.815  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.698  -1.575  -0.875  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.003  -1.674  -0.163  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.318  -0.347   0.441  1.00  0.00           C  
HETATM   21  O3  UNL     1      -4.418   0.243  -0.162  1.00  0.00           O  
HETATM   22  H1  UNL     1      -1.737   2.482  -0.634  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.292   1.687  -1.001  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.093   2.386   0.622  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.141   1.696   1.768  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.061   0.330   2.440  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.368   0.203   2.656  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.203  -1.207   1.679  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.715   1.529   0.616  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.287  -0.474   2.602  1.00  0.00           H  
HETATM   31  H10 UNL     1       4.682  -0.136  -1.762  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.784   1.464  -2.353  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.251  -0.204  -2.741  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.830   2.000  -1.252  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.243   1.060  -2.684  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.645  -0.986  -1.009  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.629   0.327  -1.800  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.819  -1.916  -1.923  1.00  0.00           H  
HETATM   39  H18 UNL     1      -0.897  -2.224  -0.431  1.00  0.00           H  
HETATM   40  H19 UNL     1      -2.905  -2.453   0.643  1.00  0.00           H  
HETATM   41  H20 UNL     1      -3.847  -1.984  -0.821  1.00  0.00           H  
HETATM   42  H21 UNL     1      -3.567  -0.482   1.515  1.00  0.00           H  
HETATM   43  H22 UNL     1      -4.878  -0.413  -0.766  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   17   20
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   16   29
CONECT    6    7    7   13
CONECT    7    8   30
CONECT    8    9    9   10
CONECT   10   11   11   12
CONECT   12   13   13   31
CONECT   13   14
CONECT   14   15   32   33
CONECT   15   16   34   35
CONECT   16   17   36
CONECT   17   18   37
CONECT   18   19   38   39
CONECT   19   20   40   41
CONECT   20   21   42
CONECT   21   43
END

HMDB0060084
     RDKit          3D
17beta-Estradiol-2,3-quinone
 43 46  0  0  0  0  0  0  0  0999 V2000
   -2.5491    1.8840   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0556    0.5067    0.2682 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4035    0.6258    1.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0663   -0.1248    1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575    0.4105    0.5763 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1727    0.0215    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027   -0.3980    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2126   -0.7796    1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8276   -1.1831    2.6433 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9110   -0.6837    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1247   -1.0019    0.2875 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1597   -0.2123   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8749    0.1205   -0.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328    0.5828   -1.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7899    0.9880   -1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    0.0144   -0.7637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2747   -0.1010   -0.8154 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6978   -1.5750   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034   -1.6744   -0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3183   -0.3469    0.4412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4178    0.2425   -0.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370    2.4820   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2919    1.6874   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933    2.3864    0.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1409    1.6961    1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608    0.3299    2.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677    0.2027    2.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2030   -1.2068    1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148    1.5294    0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2867   -0.4737    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6817   -0.1360   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837    1.4636   -2.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2513   -0.2044   -2.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295    1.9997   -1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2430    1.0605   -2.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -0.9862   -1.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6293    0.3265   -1.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8194   -1.9164   -1.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975   -2.2240   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9050   -2.4532    0.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467   -1.9840   -0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5670   -0.4821    1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8784   -0.4134   -0.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  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
 17  2  1  0
 20  2  1  0
 16  5  1  0
 13  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  7 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  6
 17 37  1  6
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  1
 21 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
17b-Estradiol-2,3-quinone	Generator
17Β-estradiol-2,3-quinone	Generator

Chemical Formula

C₁₈H₂₂O₃

Average Molecular Weight

286.3655

Monoisotopic Molecular Weight

286.15689457

IUPAC Name

(1R,10S,11R,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,6-diene-4,5-dione

Traditional Name

(1R,10S,11R,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,6-diene-4,5-dione

CAS Registry Number

Not Available

SMILES

C[C@]12CC[C@@H]3[C@H](CCC4=CC(=O)C(=O)C=C34)[C@H]1CC[C@@H]2O

InChI Identifier

InChI=1S/C18H22O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,17,21H,2-7H2,1H3/t11-,12+,14-,17+,18+/m1/s1

InChI Key

LBSRSXWOMYPVBY-LRDWQAQRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060084)

Source

Exogenous

Exogenous (HMDB: HMDB0060084)

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	0.055 g/L	ALOGPS
logP	2.23	ALOGPS
logP	2.86	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	18.42	ChemAxon
pKa (Strongest Basic)	-0.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	81.53 m³·mol⁻¹	ChemAxon
Polarizability	31.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	169.714	31661259
DarkChem	[M-H]-	166.578	31661259
DeepCCS	[M-2H]-	208.838	30932474
DeepCCS	[M+Na]+	183.816	30932474
AllCCS	[M+H]+	170.7	32859911
AllCCS	[M+H-H2O]+	167.4	32859911
AllCCS	[M+NH4]+	173.7	32859911
AllCCS	[M+Na]+	174.6	32859911
AllCCS	[M-H]-	175.6	32859911
AllCCS	[M+Na-2H]-	175.4	32859911
AllCCS	[M+HCOO]-	175.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
17beta-Estradiol-2,3-quinone	C[C@]12CC[C@@H]3[C@H](CCC4=CC(=O)C(=O)C=C34)[C@H]1CC[C@@H]2O	3853.4	Standard polar	33892256
17beta-Estradiol-2,3-quinone	C[C@]12CC[C@@H]3[C@H](CCC4=CC(=O)C(=O)C=C34)[C@H]1CC[C@@H]2O	2546.5	Standard non polar	33892256
17beta-Estradiol-2,3-quinone	C[C@]12CC[C@@H]3[C@H](CCC4=CC(=O)C(=O)C=C34)[C@H]1CC[C@@H]2O	2930.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
17beta-Estradiol-2,3-quinone,1TMS,isomer #1	C[C@]12CC[C@H]3C4=CC(=O)C(=O)C=C4CC[C@@H]3[C@H]1CC[C@@H]2O[Si](C)(C)C	2874.8	Semi standard non polar	33892256
17beta-Estradiol-2,3-quinone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@@H]2[C@H]3CCC4=CC(=O)C(=O)C=C4[C@@H]3CC[C@]12C	3080.1	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 - 17beta-Estradiol-2,3-quinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1290000000-148be1d627ab0379181f	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17beta-Estradiol-2,3-quinone GC-MS (1 TMS) - 70eV, Positive	splash10-00wc-2549000000-2781079d2baab2dd62ed	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17beta-Estradiol-2,3-quinone 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 - 17beta-Estradiol-2,3-quinone 10V, Positive-QTOF	splash10-014r-0090000000-fadc993b1e29889ae2f9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17beta-Estradiol-2,3-quinone 20V, Positive-QTOF	splash10-014r-0390000000-504f660702cb7d0d9c88	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17beta-Estradiol-2,3-quinone 40V, Positive-QTOF	splash10-0uds-5980000000-e85bf4b988c73161a3b5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17beta-Estradiol-2,3-quinone 10V, Negative-QTOF	splash10-000i-0090000000-3b25a420f71bb63a6feb	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17beta-Estradiol-2,3-quinone 20V, Negative-QTOF	splash10-000i-0090000000-9b8c74f8bd32a80db1ca	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17beta-Estradiol-2,3-quinone 40V, Negative-QTOF	splash10-0699-0090000000-14f41aa0cf8b0aae61ea	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

30778528

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131769816

PDB ID

Not Available

ChEBI ID

174034

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

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 17beta-Estradiol-2,3-quinone (HMDB0060084)

MOL for HMDB0060084 (17beta-Estradiol-2,3-quinone)

3D MOL for HMDB0060084 (17beta-Estradiol-2,3-quinone)

3D SDF for HMDB0060084 (17beta-Estradiol-2,3-quinone)

3D-SDF for HMDB0060084 (17beta-Estradiol-2,3-quinone)

PDB for HMDB0060084 (17beta-Estradiol-2,3-quinone)

3D PDB for HMDB0060084 (17beta-Estradiol-2,3-quinone)

SMILES for HMDB0060084 (17beta-Estradiol-2,3-quinone)

INCHI for HMDB0060084 (17beta-Estradiol-2,3-quinone)

Structure for HMDB0060084 (17beta-Estradiol-2,3-quinone)

3D Structure for HMDB0060084 (17beta-Estradiol-2,3-quinone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra