Compound: ESTRADIOL ENANTHATE
SMILES: O=C(O[C@@H]1[C@@]2([C@H]([C@H]3[C@@H](c4c(cc(O)cc4)CC3)CC2)CC1)C)CCCCCC
InChIKey: RFWTZQAOOLFXAY-BZDYCCQFSA-N
Synonyms: ESTRADIOL ENANTHATE, 4956-37-0, Estradiol Enantate, Estradiol 17-heptanoate, PAP315WZIA, SQ 16,150, DTXSID3023001, SQ-16150, SO-16150, SQ-16,150, DTXCID703001, RefChem:137916, 225-599-8, Oestradiol 17-heptanoate, [(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, Estradiol enanthate [USAN], MFCD00056542, Estradiol enanthate (USAN), C25H36O3, UNII-PAP315WZIA, NCGC00188442-01, EINECS 225-599-8, Estra-1,3,5(10)-triene-3,17beta-diol 17-heptanoate, beta-Estradiol 17-Enanthate, beta-Estradiol 17-Heptanoate, MLS006010232, SCHEMBL547096, CHEMBL1697792, SCHEMBL29906142, CHEBI:135604, Estra-1,3,5(10)-triene-3,17-diol (17beta)-17-heptanoate, ESTRADIOL ENANTATE [MART.], ESTRADIOL ENANTATE [WHO-DD], HY-B1830, Tox21_113032, Estra-1,3,5(10)-triene-3,17-diol (17.beta.)-, 17-heptanoate, AKOS015918000, ESTRADIOL 17-HEPTANOATE [MI], AC-1286, DS-2760, SMR004701310, CAS-4956-37-0, -Estradiol;E2;17-Estradiol;17-Oestradiol, SO 16,150, CS-0013900, E1151, NS00031911, D04064, SBI-0654189.0001, Q5401763, 3-Hydroxyestra-1(10),2,4-trien-17beta-yl heptanoate, (17beta)-3-hydroxyestra-1(10),2,4-trien-17-yl heptanoate, Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 17-heptanoate, (1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-yl heptanoate
Theoretical properties:
molecular_formula: C25H36O3
molecular_weight: 384.6 g/mol
exact_mass: 384.26644501 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 7
heavy_atom_count: 28
topological_polar_surface_area: 46.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Estradiol enanthate is a steroid ester.
chembl: ESTRADIOL ENANTHATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase -1.0.
wikipedia: Estradiol enanthate (EEn or E2-EN), also spelled estradiol enantate and sold under the brand names Perlutal and Topasel among others, is an estrogen medication which is used in hormonal birth control for women. It is formulated in combination with dihydroxyprogesterone acetophenide (DHPA; algestone acetophenide), a progestin, and is used specifically as a combined injectable contraceptive. Estradiol enanthate is not available for medical use alone. The medication, in combination with DHPA, is given by injection into muscle once a month.
Side effects of estradiol enanthate include breast tenderness, breast enlargement, nausea, headache, and fluid retention. Estradiol enanthate is an estrogen and hence is an agonist of the estrogen receptor, the biological target of estrogens like estradiol. It 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.
Estradiol enanthate was first described by 1954, and was first studied in combination with DHPA as a combined injectable contraceptive in 1964. The combination was introduced for clinical use by the mid-1970s. Estradiol enanthate is not available as a standalone medication (i.e., by itself without DHPA). The combination is available in Latin America and Hong Kong, and was also previously marketed in Spain and Portugal.