ethinylestradiol

Ligand id: 7071

Name: ethinylestradiol

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 40.46
Molecular weight 296.18
XLogP 4.67
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Metabolite or derivative
Approved drug? Yes
Prodrug mestranol
IUPAC Name
(8R,9S,13S,14S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
International Nonproprietary Names
INN number INN
437 ethinylestradiol
Synonyms
17α-ethynylestradiol | ethinyl estradiol
Database Links
CAS Registry No. 57-63-6
ChEBI CHEBI:4903
ChEMBL Ligand CHEMBL691
DrugBank Ligand DB00977
NURSA Ligand 10.1621/XLZYGNE63I
PubChem CID 5991
RCSB PDB Ligand 3WF
Search Google for chemical match using the InChIKey BFPYWIDHMRZLRN-SLHNCBLASA-N
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Search UniChem for chemical match using the InChIKey BFPYWIDHMRZLRN-SLHNCBLASA-N
Search UniChem for chemicals with the same backbone BFPYWIDHMRZLRN
Wikipedia Ethinyl estradiol
Comments
Ethinylestradiol is contained in a large number of combined oral contraceptive formulations and HRT medications. Use of ethinylestradiol, unapposed by a progestin, increases the risk of endometrial cancer.