Compound: ESTRADIOL UNDECYLATE
SMILES: O=C(O[C@@H]1[C@@]2([C@H]([C@H]3[C@@H](c4c(cc(O)cc4)CC3)CC2)CC1)C)CCCCCCCCCC
InChIKey: TXHUMRBWIWWBGW-GVGNIZHQSA-N
Synonyms: ESTRADIOL UNDECYLATE, 3571-53-7, Delestrec, Estradiol 17-undecanoate, Depogin, Primogyn Depot, Estradiol undecylate [INN], Oestradioli undecylas, Estradiol 17-undecylate, SQ 9993, H3N3A8MFJC, Oestradiol-Retard Theramex, Delestrec (TN), Estradiol undecylate [USAN:INN], Estradioli undecylas [INN-Latin], EINECS 222-677-3, Undecylate d'estradiol [INN-French], Undecilato de estradiol [INN-Spanish], SQ-9993, AI3-52642, DTXSID3023003, Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 17-undecanoate, ESTRADIOL UNDECYLATE [USAN], ESTRADIOL UNDECYLATE [WHO-DD], Estra-1,3,5(10)-triene-3,17-diol (17.beta.)-, 17-undecanoate, Estradioli undecylas (INN-Latin), Undecylate d'estradiol (INN-French), Undecilato de estradiol (INN-Spanish), RefChem:591262, DTXCID503003, 222-677-3, Undecylate d'estradiol, Undecilato de estradiol, [(8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] undecanoate, Estradioli undecylas, Estradiolo undecilato, UNII-H3N3A8MFJC, Estradiolo undecilato [DCIT], SCHEMBL453172, orb1697283, CHEMBL1697794, SCHEMBL29906141, CHEBI:135719, Estradiol undecylate (USAN/INN), TXHUMRBWIWWBGW-GVGNIZHQSA-N, (17beta)-3-hydroxyestra-1(10),2,4-trien-17-yl undecanoate, AKOS040751723, NS00029904, D04065, Q5401764, 3-Hydroxyestra-1(10),2,4-trien-17beta-yl undecanoate
Theoretical properties:
molecular_formula: C29H44O3
molecular_weight: 440.7 g/mol
exact_mass: 440.32904526 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 11
heavy_atom_count: 32
topological_polar_surface_area: 46.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Estradiol undecylate is a steroid ester.
chembl: ESTRADIOL UNDECYLATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Estradiol undecylate (EU, EUn, E2U), also known as estradiol undecanoate and formerly sold under the brand names Delestrec and Progynon Depot 100 among others, is an estrogen medication which has been used in the treatment of prostate cancer in men. It has also been used as a part of hormone therapy for transgender women. Although estradiol undecylate has been used in the past, it was discontinued. The medication has been given by injection into muscle usually once a month.
Side effects of estradiol undecylate in men may include breast tenderness, breast development, feminization, sexual dysfunction, infertility, fluid retention, and cardiovascular issues. Estradiol undecylate 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 very long-lasting prodrug of estradiol in the body. Because of this, it is considered to be a natural and bioidentical form of estrogen. An injection of estradiol undecylate has a duration of about 1 to 4 months.
Estradiol undecylate was first described in 1953 and was introduced for medical use by 1956. It remained in use as late as the 2000s before being discontinued. Estradiol undecylate was marketed in Europe, but does not seem to have ever been available in the United States. It was used for many years as a parenteral estrogen to treat prostate cancer in men, although it was not employed as often as polyestradiol phosphate.