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Estradiol hemisuccinate

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Estradiol hemisuccinate
Clinical data

Trade names	Eutocol, Hosterona (with progesterone)
Other names	Estradiol succinate; Estradiol 17β-hemisuccinate; Estradiol 17β-succinate
Routes of administration	By mouth, intramuscular injection
Drug class	Estrogen; Estrogen ester
Identifiers
IUPAC name 4-{[(17β)-3-Hydroxyestra-1,3,5(10)-trien-17-yl]oxy}-4-oxobutanoic acid
CAS Number	7698-93-3
PubChem CID	66440
PubChem SID	99444362
DrugBank	DB07891
ChemSpider	59813
UNII	VQV5064VG6
ChEMBL	ChEMBL1233274
PDB ligand	HE7 (PDBe, RCSB PDB)
CompTox Dashboard (EPA)	DTXSID00227770
ECHA InfoCard	100.163.857
Chemical and physical data
Formula	C₂₂H₂₈O₅
Molar mass	372.461 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CC[C@@H]2OC(=O)CCC(=O)O)O
InChI InChI=1S/C22H28O5/c1-22-11-10-16-15-5-3-14(23)12-13(15)2-4-17(16)18(22)6-7-19(22)27-21(26)9-8-20(24)25/h3,5,12,16-19,23H,2,4,6-11H2,1H3,(H,24,25)/t16-,17-,18+,19+,22+/m1/s1 Key:YJPIDPAGJSWWBE-FNIAAEIWSA-N

Estradiol hemisuccinate (brand name Eutocol), or simply estradiol succinate, also known as estradiol 17β-hemisuccinate, is an estrogen medication and an estrogen ester – specifically, the hemisuccinate esterofestradiol.^[1] It is used as a component of hormone replacement therapy for menopause.^[2] Like other estrogens, estradiol hemisuccinate has been found to have beneficial effects on the skin, with improvement of skin thickness observed.^[2]^[3]

Estradiol hemisuccinate is also a component of estradiol hemisuccinate/progesterone (brand name Hosterona), an injectable preparation used to induce withdrawal bleeding in women with amenorrhea.^[4]^[5]^[6]

References[edit]

^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 897. ISBN 978-1-4757-2085-3.

^ ^a ^b Thompson Z, Maibach HI (2010). "Biological Effects of Estrogen on Skin". In Farage MA, Miller KW (eds.). Textbook of Aging Skin. pp. 361–367 (362). doi:10.1007/978-3-540-89656-2_35. ISBN 978-3-540-89655-5.

^ Maheux R, Naud F, Rioux M, Grenier R, Lemay A, Guy J, Langevin M (February 1994). "A randomized, double-blind, placebo-controlled study on the effect of conjugated estrogens on skin thickness". American Journal of Obstetrics and Gynecology. 170 (2): 642–649. doi:10.1016/s0002-9378(94)70242-x. PMID 8116726.

^ "¿Qué es Hosterona y para qué sirve?" [What is Hosterona and what is it for?]. matchmyrx.com (in Spanish). PRX Control Solutions. Archived from the original on 13 April 2019.

^ "Hosterona - Para qué sirve" [Hosterona - What it is for]. Los Medicamentos (in Spanish). 23 November 2012.

^ "HOSTERONA (Hormonoterapia)". Laboratorio GADOR.

Estradiol

Topics

Esters

Estrogens and antiestrogens

Estrogens

ER agonists

Steroidal: Alfatradiol
Certain androgens/anabolic steroids (e.g., testosterone, testosterone esters, methyltestosterone, metandienone, nandrolone esters) (via estrogenic metabolites)
Certain progestins (e.g., norethisterone, noretynodrel, etynodiol diacetate, tibolone)
Clomestrone
Cloxestradiol acetate
Conjugated estriol
Conjugated estrogens
Epiestriol
Epimestrol
Esterified estrogens
Estetrol^†
Estradiol
Estradiol esters (e.g., estradiol acetate, estradiol benzoate, estradiol cypionate, estradiol enanthate, estradiol undecylate, estradiol valerate, polyestradiol phosphate, estradiol ester mixtures (Climacteron))
Estramustine phosphate
Estriol
Estriol esters (e.g., estriol succinate, polyestriol phosphate)
Estrogenic substances
Estrone
Estrone esters
- Estrone sulfate
- Estropipate (piperazine estrone sulfate)
Ethinylestradiol^#
- Ethinylestradiol sulfonate
Hydroxyestrone diacetate
Mestranol
Methylestradiol
Moxestrol
Nilestriol
Prasterone (dehydroepiandrosterone; DHEA)
- Prasterone enanthate
- Prasterone sulfate
Promestriene
Quinestradol
Quinestrol

Progonadotropins

Antiandrogens (e.g., bicalutamide)
GnRH agonists (e.g., GnRH (gonadorelin), leuprorelin)
Gonadotropins (e.g., FSHTooltip follicle-stimulating hormone, LHTooltip luteinizing hormone)

Antiestrogens

ERTooltip Estrogen receptor antagonists (incl. SERMsTooltip selective estrogen receptor modulators/SERDsTooltip selective estrogen receptor downregulators)	Acolbifene^† Anordrin Bazedoxifene Broparestrol Clomifene^# Cyclofenil Enclomifene^† Epitiostanol Lasofoxifene Mepitiostane Ormeloxifene Ospemifene Raloxifene Tamoxifen^# Toremifene Exclusively antagonistic: Elacestrant Fulvestrant Noncompetitive inhibitors: Trilostane
Aromatase inhibitors	First-generation: Aminoglutethimide Testolactone Second-generation: Fadrozole Formestane Third-generation: Anastrozole Exemestane Letrozole
Antigonadotropins	Androgens/anabolic steroids (e.g., testosterone, testosterone esters, nandrolone esters, oxandrolone, fluoxymesterone) D₂ receptor antagonists (prolactin releasers) (e.g., domperidone, metoclopramide, risperidone, haloperidol, chlorpromazine, sulpiride) GnRH agonists (e.g., leuprorelin, goserelin) GnRH antagonists (e.g., cetrorelix, elagolix) Progestogens (e.g., chlormadinone acetate, cyproterone acetate, gestonorone caproate, hydroxyprogesterone caproate, medroxyprogesterone acetate, megestrol acetate)
Others	Mixed mechanism of action: Danazol Gestrinone Androstenedione immunogens: Androvax (androstenedione albumin) Ovandrotone albumin (Fecundin)