Compound: estradiol valerate
SMILES: O=C(O[C@@H]1[C@@]2([C@H]([C@H]3[C@@H](c4c(cc(O)cc4)CC3)CC2)CC1)C)CCCC
InChIKey: RSEPBGGWRJCQGY-RBRWEJTLSA-N
Synonyms: estradiol valerate, 979-32-8, Estradiol 17-valerate, Delestrogen, Climaval, Oestradiol valerate, Deladumone, NSC-17590, beta-Estradiol 17-valerate, DTXSID8023004, OKG364O896, DTXCID903004, [(8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] pentanoate, NSC17590, 17-pentanoyl-estra-1,3,5(10)-triene-3,17beta-diol, Estra-1,3,5(10)-triene-3,17-diol(17beta)-, 17-pentanoate, Femtab, ((8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta(a)phenanthren-17-yl) pentanoate, Progynon-depot-10, RefChem:55138, Estradiol Valerate and Estradiol Valerate/Dienogest, 213-559-2, Estradiol valerianate, Estraval, Neofollin, Femogex, Atladiol, Deladiol, Progynova, Delestrogen 4X, Duratrad, Estate, Dura-estradiol, Exten strone, Progynon-Depot, Depo estro med, Repo-Estra, Estraval PA, Estraval 2X, Estroval-10, Pelanin, Depo-Estro-Med, Femogen-L.A., Altadiol, Gynogen L.A. 20, Gynogen L.A. 40, Valerate d'estradiol, Valerato de estradiol, ESTRADIOL, 17-VALERATE, 17-BETA-ESTRADIOL 17-VALERATE, MFCD00056541, component of Ditate, 3-Hydroxy-17beta-valeroyloxyestra-1,3,5(10)-trien, component of Deluteval 2X, Estradiol 17.beta.-valerate, component of Mal-O-Fem L.A, Estradiol valerate (Standard), .beta.-estradiol 17-valerate, MLS000028449, (8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl pentanoate, Cyclocur, Gynokadin, Merimono, Nuvelle, Postoval, Primogyna, Ronfase, SMR000058346, ST075188, Estradiol Depot, Primogyn-Depot, Gynogen L.A. 10, Valergen, Estradiol 17beta-valerate, Estradiol valerate (VAN), Estradioli valeras, (1S,11S,14S,15S,10R)-5-hydroxy-15-methyltetracyclo[8.7.0.0<2,7>.0<11,15>]hepta deca-2,4,6-trien-14-yl pentanoate, CCRIS 5571, Estradioli valeras [INN-Latin], Oestradiol-17b-valerate, Valerate d'estradiol [INN-French], EINECS 213-559-2, NSC 17590, Valerato de estradiol [INN-Spanish], Pelanin depot, UNII-OKG364O896, estradiol-valerate, Gynogen LA, Deladumone (TN), NCGC00094673-01, 3-Hydroxy-17beta-valeroyloxyestra-1,3,5(10)-triene, Estradiol valerate RS, Gynogen L.A.10, Estradiol valerate [USP:INN:BAN:JAN], Estradiol valerate CRS, Estradiol valerate ICRS, Opera_ID_444, -Estradiol 17-valerate, 17-alpha-Estradiol valerate, CHEMBL1511, SCHEMBL40563, (17?)-Estra-1,3,5(10)-triene-3,17-diol 17-pentanoate, MLS001146931, GTPL7655, orb3029224, ESTRADIOL VALERATE [INN], ESTRADIOL VALERATE [JAN], SCHEMBL29648216, CHEBI:31561, HY-B0672R, (17beta)-3-hydroxyestra-1,3,5(10)-trien-17-yl valerate, ESTRADIOL VALERATE [VANDF], HMS2232L17, HMS3259C12, HMS3715B21, ESTRADIOL VALERATE [MART.], [(13S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] pentanoate, Estra-1,3,5(10)-triene-3,17-diol (17-beta)-, 17-pentanoate, Estradiol valerate (JAN/USP/INN), ESTRADIOL VALERATE [USP-RS], ESTRADIOL VALERATE [WHO-DD], HY-B0672, MSK10466, ESTRADIOL 17-VALERATE [MI], Tox21_111312, EBC-26715, Estra-1,3,5(10)-triene-3,17-diol (17.beta.)-, 17-pentanoate, LMST02010039, s3149, SBB080821, AKOS005267158, CCG-221130, DB13956, ESTRADIOL VALERATE [GREEN BOOK], FD12049, FE22827, KS-5213, NC00560, ESTRADIOL VALERATE [ORANGE BOOK], ESTRADIOL VALERATE [EP MONOGRAPH], Estradiol valerate for system suitability, NCGC00018166-02, NCGC00018166-14, (1S,3aS,3bR,9bS,11aS)-7-hydroxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl pentanoate, CAS-979-32-8, CPD000058346, ESTRADIOL VALERATE [USP MONOGRAPH], SY057392, CS-0694761, DITATE-DS COMPONENT ESTRADIOL VALERATE, E0876, Estradiol valerate for system suitability CRS, D01413, AB00382980_15, EN300-23841039, SR-01000003061, 3-Hydroxy-17|_-valeroyloxyestra-1,3,5(10)-trien, 3-Hydroxy-17|A-valeroyloxyestra-1,3,5(10)-trien, Q5401768, SR-01000003061-3, BRD-K66766661-001-19-2, 3-Hydroxyestra-1(10),2,4-trien-17beta-yl pentanoate, (17.beta.)-Estra-1,3,5(10)-triene-3,17-diol 17-valerate, (17beta)-3-hydroxyestra-1(10),2,4-trien-17-yl pentanoate, Estra-1,5(10)-triene-3,17-diol (17.beta.)-, 17-pentanoate, ESTRA-1,3,5(10)-TRIENE-3,17-DIOL(17.BETA.)-, 17-PENTANOATE, (1S,11S,14S,15S,10R)-5-hydroxy-15-methyltetracyclo[8.7.0.0<2,7>.0<11,15>]hepta deca-2(7),3,5-trien-14-yl pentanoate
Theoretical properties:
molecular_formula: C23H32O3
molecular_weight: 356.5 g/mol
exact_mass: 356.23514488 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 5
heavy_atom_count: 26
topological_polar_surface_area: 46.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Estradiol valerate is a steroid ester.
chembl: ESTRADIOL VALERATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Estradiol valerate (EV), sold for use by mouth under the brand name Progynova and for use by injection under the brand names Delestrogen and Progynon Depot among others, is an estrogen medication. It is used in hormone therapy for menopausal symptoms and low estrogen levels, hormone therapy for transgender people, and in hormonal birth control. It is also used in the treatment of prostate cancer. The medication is taken by mouth or by injection into muscle or fat once every 1 to 4 weeks.

Side effects of estradiol valerate include breast tenderness, breast enlargement, nausea, headache, and fluid retention. Estradiol valerate 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 prodrug of estradiol in the body. Because of this, it is considered to be a natural and bioidentical form of estrogen.
Estradiol valerate was first described in 1940 and was introduced for medical use in 1954. Along with estradiol cypionate, it is one of the most widely used esters of estradiol. Estradiol valerate is used in the United States, Canada, Europe, and throughout much of the rest of the world. It is available as a generic medication.