Estradiol enanthate

Estradiol enanthate

Clinical data
Trade names	Anafertin, Deladroxate, Perlutan, Topasel, others (all in combination with DHPA)
Synonyms	EE; E2E; Estradiol enantate; Estradiol heptanoate; SQ-16150
Routes of administration	Intramuscular injection
Drug class	Estrogen; Estrogen ester
ATC code	G03CA03 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Pharmacokinetic data
Biological half-life	Intramuscular: 5.6 days
Identifiers
IUPAC name [(8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] heptanoate
CAS Number	4956-37-0
PubChem CID	21070
ChemSpider	19815
UNII	PAP315WZIA
KEGG	D04064
ChEMBL	CHEMBL1697792
ECHA InfoCard	100.023.272
Chemical and physical data
Formula	C25H36O3
Molar mass	384.56 g/mol
3D model (JSmol)	Interactive image
SMILES O=C(O[C@H]3CC[C@H]4[C@H]2[C@@H](c1ccc(O)cc1CC2)CC[C@]34C)CCCCCC
InChI InChI=1S/C25H36O3/c1-3-4-5-6-7-24(27)28-23-13-12-22-21-10-8-17-16-18(26)9-11-19(17)20(21)14-15-25(22,23)2/h9,11,16,20-23,26H,3-8,10,12-15H2,1-2H3/t20-,21-,22+,23+,25+/m1/s1 Key:RFWTZQAOOLFXAY-BZDYCCQFSA-N

Estradiol enanthate, sold in a combination preparation under the brand names Anafertin, Deladroxate, Perlutan, and Topasel among others, is an estrogen medication which is used in hormonal birth control. It is formulated in combination with dihydroxyprogesterone acetophenide (DHPA; algestone acetophenide), a progestin, and is used as a once-monthly combined injectable contraceptive. It is given by injection into muscle.

Side effects of estradiol enanthate include breast tenderness, breast enlargement, nausea, headache, and fluid retention. The drug is a synthetic estrogen and hence is an agonist of the estrogen receptor (ER), the biological target of estrogens like estradiol. Estradiol enanthate is an estrogen ester and a long-lasting prodrug of estradiol in the body. Because of this, it is considered to be a natural and bioidentical form of estrogen.