ethinylestradiol

ethinylestradiol
Clinical data
Pronunciation	/ˌɛθɪnɪlˌɛstrəˈdaɪ.əl/
Trade names	Many
Other names	Ethynylestradiol; Ethinyl estradiol; Ethinyl oestradiol; EE; EE2; 17α-Ethynylestradiol; 17α-Ethynylestra-1,3,5(10)-triene-3,17β-diol; NSC-10973
AHFS/Drugs.com	Consumer Drug Information
MedlinePlus	a604032
Routes of; administration	By mouth, transdermal, vaginal
Drug class	Estrogen
ATC code	G03CA01 (WHO) L02AA03 (WHO);
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	38–48%
Protein binding	97–98% (to human serum albumin; is not bound to SHBGTooltip sex hormone-binding globulin)
Metabolism	Liver (primarily CYP3A4)
Metabolites	• Ethinylestradiol sulfate; • Others
Elimination half-life	7–36 hours
Excretion	Feces: 62%; Urine: 38%
Identifiers
	IUPAC name (8R,9S,13S,14S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-4,17-diol;
CAS Number	57-63-6;
PubChem CID	5991;
IUPHAR/BPS	7071;
DrugBank	DB00977;
ChemSpider	5770;
UNII	423D2T571U;
KEGG	D00554;
ChEBI	CHEBI:4903;
ChEMBL	ChEMBL691;
Chemical and physical data
Formula	C20H24O2
Molar mass	296.41 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	182 to 184 °C (360 to 363 °F)
	SMILES Oc1cc4c(cc1)[C@H]3CC[C@]2([C@@H](CC[C@]2(C#C)O)[C@@H]3CC4)C;
	InChI InChI=1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1; Key:BFPYWIDHMRZLRN-SLHNCBLASA-N;
	(verify)

Angol

ethinylestradiol (tsz. ethinylestradiols)