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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:13:26 UTC

Update Date

2021-09-14 15:19:03 UTC

HMDB ID

HMDB0061027

Secondary Accession Numbers

HMDB61027

Metabolite Identification

Common Name

2-hydroxyethinylestradiol

Description

2-hydroxyethinylestradiol is a metabolite of ethinyl estradiol. Ethinyl estradiol (EE) /ˌɛθɨnɨlˌiːstrəˈdaɪ.əl/, also sometimes written as ethinylestradiol, ethynyl estradiol, or ethinyl œstradiol, is a derivative of 17β-estradiol (E2), the major endogenous estrogen in humans. EE is an orally bioactive estrogen used in many formulations of combined oral contraceptive pills. It is one of the most commonly used medications for this purpose. (Wikipedia)

Structure

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

HMDB0061027
     RDKit          3D
2-hydroxyethinylestradiol
 47 50  0  0  0  0  0  0  0  0999 V2000
    5.3529    0.7834    0.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4602    0.1925   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3465   -0.5222   -0.7008 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7157   -1.8244   -0.9379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0589    0.1853   -1.9755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6984    0.7914   -1.8957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3986    0.7604   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964    0.7383   -0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    2.1092    0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0703    2.1514   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499    0.9075    0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1321    0.8968    0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8827   -0.1855    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2765   -0.1858    0.6654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1939   -1.3087    1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8928   -2.4505    1.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8130   -1.3058    1.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0694   -0.2124    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5657   -0.2499    0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0868   -1.6456    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189   -1.7127   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871   -0.4305    0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5692   -0.2261    1.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1492    1.2911    1.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3029   -1.8271   -1.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1668   -0.4966   -2.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908    1.0171   -2.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833    0.1000   -2.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6661    1.8183   -2.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750    1.6836    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    0.4807   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0332    2.9151   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325    2.1248    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756    3.0686    0.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1324    2.1450   -1.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734    1.7793   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7401    0.6565    0.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9027   -2.4390    1.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3193   -2.2097    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2948    0.0849    1.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7673   -2.0552   -0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715   -2.2662    1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3945   -2.0523   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8589   -2.4845    0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9107   -0.7060    2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679   -0.7256    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7222    0.8412    1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  3  2  1  1
  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
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22  3  1  0
 22  7  1  0
 19  8  1  0
 18 11  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
M  END


  Mrv0541 07091309132D          

 23 26  0  0  0  0            999 V2000
    1.4440   -2.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561   -2.6347    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
    5.2368   -3.0018    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
    4.4247   -3.1470    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
    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  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  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  0  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
    3.8928   -2.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    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
    3.1278   -3.3123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  3  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 12  4  1  0  0  0  0
 12 10  2  0  0  0  0
 13  6  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  2  0  0  0  0
 19  2  1  0  0  0  0
 19  8  1  0  0  0  0
 19 16  1  0  0  0  0
 20  3  1  6  0  0  0
 20  9  1  0  0  0  0
 20 19  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 20 23  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0061027

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCC3C(CCC4=CC(O)=C(O)C=C34)C1CC[C@@]2(O)C#C

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O3/c1-3-20(23)9-7-16-14-5-4-12-10-17(21)18(22)11-15(12)13(14)6-8-19(16,20)2/h1,10-11,13-14,16,21-23H,4-9H2,2H3/t13?,14?,16?,19?,20-/m0/s1

> <INCHI_KEY>
KQJCDKMHNQVWDV-GJRSTEQNSA-N

> <FORMULA>
C20H24O3

> <MOLECULAR_WEIGHT>
312.4028

> <EXACT_MASS>
312.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.53356242767682

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(14R)-14-ethynyl-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-triene-4,5,14-triol

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
3.5937877663333335

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.072612431800593

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.670354795012196

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6637824751752253

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
89.35539999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(14R)-14-ethynyl-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-triene-4,5,14-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061027
     RDKit          3D
2-hydroxyethinylestradiol
 47 50  0  0  0  0  0  0  0  0999 V2000
    5.3529    0.7834    0.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4602    0.1925   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3465   -0.5222   -0.7008 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7157   -1.8244   -0.9379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0589    0.1853   -1.9755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6984    0.7914   -1.8957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3986    0.7604   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964    0.7383   -0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    2.1092    0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0703    2.1514   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499    0.9075    0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1321    0.8968    0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8827   -0.1855    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2765   -0.1858    0.6654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1939   -1.3087    1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8928   -2.4505    1.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8130   -1.3058    1.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0694   -0.2124    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5657   -0.2499    0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0868   -1.6456    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189   -1.7127   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871   -0.4305    0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5692   -0.2261    1.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1492    1.2911    1.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3029   -1.8271   -1.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1668   -0.4966   -2.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908    1.0171   -2.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833    0.1000   -2.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6661    1.8183   -2.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750    1.6836    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    0.4807   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0332    2.9151   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325    2.1248    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756    3.0686    0.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1324    2.1450   -1.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734    1.7793   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7401    0.6565    0.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9027   -2.4390    1.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3193   -2.2097    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2948    0.0849    1.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7673   -2.0552   -0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715   -2.2662    1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3945   -2.0523   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8589   -2.4845    0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9107   -0.7060    2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679   -0.7256    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7222    0.8412    1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  3  2  1  1
  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
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22  3  1  0
 22  7  1  0
 19  8  1  0
 18 11  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       2.695  -5.189   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.211  -4.918   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.829  -1.529   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       6.574  -2.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.338  -2.435   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.815  -3.884   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      15.316  -5.968   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.839  -6.183   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   19                                                            
CONECT    3    1   20                                                       
CONECT    4    5   12                                                       
CONECT    5    4   14                                                       
CONECT    6    8   13                                                       
CONECT    7    9   16                                                       
CONECT    8    6   19                                                       
CONECT    9    7   20                                                       
CONECT   10   12   17                                                       
CONECT   11   15   18                                                       
CONECT   12    4   10   15                                                  
CONECT   13    6   14   15                                                  
CONECT   14    5   13   16                                                  
CONECT   15   11   12   13                                                  
CONECT   16    7   14   19                                                  
CONECT   17   10   18   21                                                  
CONECT   18   11   17   22                                                  
CONECT   19    2    8   16   20                                             
CONECT   20    3    9   19   23                                             
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0061027
HETATM    1  C1  UNL     1       5.353   0.783   0.522  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.460   0.193  -0.034  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.347  -0.522  -0.701  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.716  -1.824  -0.938  1.00  0.00           O  
HETATM    5  C4  UNL     1       3.059   0.185  -1.976  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.698   0.791  -1.896  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.399   0.760  -0.410  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.096   0.738  -0.253  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.605   2.109   0.215  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.070   2.151  -0.127  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.750   0.907   0.320  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.132   0.897   0.302  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.883  -0.185   0.688  1.00  0.00           C  
HETATM   14  O2  UNL     1      -6.277  -0.186   0.665  1.00  0.00           O  
HETATM   15  C13 UNL     1      -4.194  -1.309   1.112  1.00  0.00           C  
HETATM   16  O3  UNL     1      -4.893  -2.450   1.520  1.00  0.00           O  
HETATM   17  C14 UNL     1      -2.813  -1.306   1.133  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.069  -0.212   0.743  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.566  -0.250   0.781  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.087  -1.646   0.473  1.00  0.00           C  
HETATM   21  C18 UNL     1       1.319  -1.713  -0.003  1.00  0.00           C  
HETATM   22  C19 UNL     1       2.087  -0.431   0.160  1.00  0.00           C  
HETATM   23  C20 UNL     1       2.569  -0.226   1.578  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.149   1.291   1.022  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.303  -1.827  -1.756  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.167  -0.497  -2.865  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.791   1.017  -2.187  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.983   0.100  -2.392  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.666   1.818  -2.302  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.775   1.684   0.097  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.618   0.481  -1.208  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.033   2.915  -0.238  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.532   2.125   1.339  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.576   3.069   0.243  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.132   2.145  -1.252  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.673   1.779  -0.032  1.00  0.00           H  
HETATM   37  H14 UNL     1      -6.740   0.656   0.348  1.00  0.00           H  
HETATM   38  H15 UNL     1      -5.903  -2.439   1.500  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.319  -2.210   1.473  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.295   0.085   1.807  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.767  -2.055  -0.329  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.272  -2.266   1.376  1.00  0.00           H  
HETATM   43  H20 UNL     1       1.394  -2.052  -1.042  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.859  -2.485   0.614  1.00  0.00           H  
HETATM   45  H22 UNL     1       1.911  -0.706   2.327  1.00  0.00           H  
HETATM   46  H23 UNL     1       3.568  -0.726   1.700  1.00  0.00           H  
HETATM   47  H24 UNL     1       2.722   0.841   1.734  1.00  0.00           H  
CONECT    1    2    2    2   24
CONECT    2    3
CONECT    3    4    5   22
CONECT    4   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   22   30
CONECT    8    9   19   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   12   12   18
CONECT   12   13   36
CONECT   13   14   15   15
CONECT   14   37
CONECT   15   16   17
CONECT   16   38
CONECT   17   18   18   39
CONECT   18   19
CONECT   19   20   40
CONECT   20   21   41   42
CONECT   21   22   43   44
CONECT   22   23
CONECT   23   45   46   47
END

HMDB0061027
     RDKit          3D
2-hydroxyethinylestradiol
 47 50  0  0  0  0  0  0  0  0999 V2000
    5.3529    0.7834    0.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4602    0.1925   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3465   -0.5222   -0.7008 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7157   -1.8244   -0.9379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0589    0.1853   -1.9755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6984    0.7914   -1.8957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3986    0.7604   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964    0.7383   -0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    2.1092    0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0703    2.1514   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499    0.9075    0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1321    0.8968    0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8827   -0.1855    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2765   -0.1858    0.6654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1939   -1.3087    1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8928   -2.4505    1.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8130   -1.3058    1.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0694   -0.2124    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5657   -0.2499    0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0868   -1.6456    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189   -1.7127   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871   -0.4305    0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5692   -0.2261    1.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1492    1.2911    1.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3029   -1.8271   -1.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1668   -0.4966   -2.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908    1.0171   -2.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833    0.1000   -2.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6661    1.8183   -2.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750    1.6836    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    0.4807   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0332    2.9151   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325    2.1248    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756    3.0686    0.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1324    2.1450   -1.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734    1.7793   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7401    0.6565    0.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9027   -2.4390    1.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3193   -2.2097    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2948    0.0849    1.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7673   -2.0552   -0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715   -2.2662    1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3945   -2.0523   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8589   -2.4845    0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9107   -0.7060    2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679   -0.7256    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7222    0.8412    1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  3  2  1  1
  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
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22  3  1  0
 22  7  1  0
 19  8  1  0
 18 11  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₃

Average Molecular Weight

312.4028

Monoisotopic Molecular Weight

312.172544634

IUPAC Name

(14R)-14-ethynyl-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-triene-4,5,14-triol

Traditional Name

(14R)-14-ethynyl-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-triene-4,5,14-triol

CAS Registry Number

Not Available

SMILES

CC12CCC3C(CCC4=CC(O)=C(O)C=C34)C1CC[C@@]2(O)C#C

InChI Identifier

InChI=1S/C20H24O3/c1-3-20(23)9-7-16-14-5-4-12-10-17(21)18(22)11-15(12)13(14)6-8-19(16,20)2/h1,10-11,13-14,16,21-23H,4-9H2,2H3/t13?,14?,16?,19?,20-/m0/s1

InChI Key

KQJCDKMHNQVWDV-GJRSTEQNSA-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-hydroxysteroid
2-hydroxysteroid
Hydroxysteroid
17-hydroxysteroid
Phenanthrene
Tetralin
1-hydroxy-2-unsubstituted benzenoid
Ynone
Benzenoid
Cyclic alcohol
Tertiary alcohol
Polyol
Acetylide
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0061027)
Liver (HMDB: HMDB0061027)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061027)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061027)

Cellular substructure

Cytoplasm (HMDB: HMDB0061027)
Membrane (HMDB: HMDB0061027)

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	0.013 g/L	ALOGPS
logP	3.08	ALOGPS
logP	3.59	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.67	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.36 m³·mol⁻¹	ChemAxon
Polarizability	35.53 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]+	173.42	31661259
DarkChem	[M-H]-	171.387	31661259
DeepCCS	[M-2H]-	211.135	30932474
DeepCCS	[M+Na]+	187.227	30932474
AllCCS	[M+H]+	177.8	32859911
AllCCS	[M+H-H2O]+	174.6	32859911
AllCCS	[M+NH4]+	180.8	32859911
AllCCS	[M+Na]+	181.6	32859911
AllCCS	[M-H]-	183.6	32859911
AllCCS	[M+Na-2H]-	183.4	32859911
AllCCS	[M+HCOO]-	183.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-hydroxyethinylestradiol	CC12CCC3C(CCC4=CC(O)=C(O)C=C34)C1CC[C@@]2(O)C#C	4122.1	Standard polar	33892256
2-hydroxyethinylestradiol	CC12CCC3C(CCC4=CC(O)=C(O)C=C34)C1CC[C@@]2(O)C#C	2930.2	Standard non polar	33892256
2-hydroxyethinylestradiol	CC12CCC3C(CCC4=CC(O)=C(O)C=C34)C1CC[C@@]2(O)C#C	3002.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-hydroxyethinylestradiol,1TMS,isomer #1	C#C[C@]1(O)CCC2C3CCC4=CC(O[Si](C)(C)C)=C(O)C=C4C3CCC21C	2963.5	Semi standard non polar	33892256
2-hydroxyethinylestradiol,1TMS,isomer #2	C#C[C@]1(O)CCC2C3CCC4=CC(O)=C(O[Si](C)(C)C)C=C4C3CCC21C	2946.4	Semi standard non polar	33892256
2-hydroxyethinylestradiol,1TMS,isomer #3	C#C[C@]1(O[Si](C)(C)C)CCC2C3CCC4=CC(O)=C(O)C=C4C3CCC21C	2983.1	Semi standard non polar	33892256
2-hydroxyethinylestradiol,2TMS,isomer #1	C#C[C@]1(O[Si](C)(C)C)CCC2C3CCC4=CC(O[Si](C)(C)C)=C(O)C=C4C3CCC21C	2979.3	Semi standard non polar	33892256
2-hydroxyethinylestradiol,2TMS,isomer #2	C#C[C@]1(O)CCC2C3CCC4=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C4C3CCC21C	2983.8	Semi standard non polar	33892256
2-hydroxyethinylestradiol,2TMS,isomer #3	C#C[C@]1(O[Si](C)(C)C)CCC2C3CCC4=CC(O)=C(O[Si](C)(C)C)C=C4C3CCC21C	2960.3	Semi standard non polar	33892256
2-hydroxyethinylestradiol,3TMS,isomer #1	C#C[C@]1(O[Si](C)(C)C)CCC2C3CCC4=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C4C3CCC21C	2989.4	Semi standard non polar	33892256
2-hydroxyethinylestradiol,1TBDMS,isomer #1	C#C[C@]1(O)CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C4C3CCC21C	3216.7	Semi standard non polar	33892256
2-hydroxyethinylestradiol,1TBDMS,isomer #2	C#C[C@]1(O)CCC2C3CCC4=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C4C3CCC21C	3198.9	Semi standard non polar	33892256
2-hydroxyethinylestradiol,1TBDMS,isomer #3	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CCC2C3CCC4=CC(O)=C(O)C=C4C3CCC21C	3232.5	Semi standard non polar	33892256
2-hydroxyethinylestradiol,2TBDMS,isomer #1	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C4C3CCC21C	3443.5	Semi standard non polar	33892256
2-hydroxyethinylestradiol,2TBDMS,isomer #2	C#C[C@]1(O)CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C4C3CCC21C	3449.7	Semi standard non polar	33892256
2-hydroxyethinylestradiol,2TBDMS,isomer #3	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CCC2C3CCC4=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C4C3CCC21C	3427.2	Semi standard non polar	33892256
2-hydroxyethinylestradiol,3TBDMS,isomer #1	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C4C3CCC21C	3612.8	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 - 2-hydroxyethinylestradiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-057s-0590000000-ba0357649bff0355ba56	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-hydroxyethinylestradiol GC-MS (3 TMS) - 70eV, Positive	splash10-03di-1002390000-8041bc80acf88ede0b0f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-hydroxyethinylestradiol 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 - 2-hydroxyethinylestradiol 10V, Positive-QTOF	splash10-03di-0139000000-7b090143f43112754738	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxyethinylestradiol 20V, Positive-QTOF	splash10-03dj-0592000000-2fb1ae6dbce41840e291	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxyethinylestradiol 40V, Positive-QTOF	splash10-0nml-6980000000-7e6ca77236f77770a316	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxyethinylestradiol 10V, Negative-QTOF	splash10-03di-0009000000-ca6e0b6cd8ce3c21d77b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxyethinylestradiol 20V, Negative-QTOF	splash10-03di-0039000000-abddda6ff9914200903d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxyethinylestradiol 40V, Negative-QTOF	splash10-0a5d-0090000000-804c3d0ce5e5649a0ffc	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxyethinylestradiol 10V, Negative-QTOF	splash10-03di-0009000000-b6f8b6c38a58adb5764f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxyethinylestradiol 20V, Negative-QTOF	splash10-03di-0019000000-aa2ad6b152219fec1247	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxyethinylestradiol 40V, Negative-QTOF	splash10-0zfr-0191000000-cf4f89f03cc32094c5ae	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxyethinylestradiol 10V, Positive-QTOF	splash10-00kb-0092000000-928fa045e8ad9263455c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxyethinylestradiol 20V, Positive-QTOF	splash10-02ta-0891000000-76baeae1cb1f421b674d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxyethinylestradiol 40V, Positive-QTOF	splash10-004i-1790000000-5283c2579e978612b23f	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71777553

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

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 2-hydroxyethinylestradiol (HMDB0061027)

MOL for HMDB0061027 (2-hydroxyethinylestradiol)

3D MOL for HMDB0061027 (2-hydroxyethinylestradiol)

3D SDF for HMDB0061027 (2-hydroxyethinylestradiol)

3D-SDF for HMDB0061027 (2-hydroxyethinylestradiol)

PDB for HMDB0061027 (2-hydroxyethinylestradiol)

3D PDB for HMDB0061027 (2-hydroxyethinylestradiol)

SMILES for HMDB0061027 (2-hydroxyethinylestradiol)

INCHI for HMDB0061027 (2-hydroxyethinylestradiol)

Structure for HMDB0061027 (2-hydroxyethinylestradiol)

3D Structure for HMDB0061027 (2-hydroxyethinylestradiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra