Estradiol hemisuccinate

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 ester of estradiol.[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.[3][4]

Not to be confused with Estriol succinate.
Estradiol hemisuccinate
Clinical data
Trade namesEutocol, Hosterona (with progesterone)
Other namesEstradiol succinate; Estradiol 17β-hemisuccinate; Estradiol 17β-succinate
Routes of
administration		By mouth, intramuscular injection
Drug classEstrogen; Estrogen ester
Identifiers
IUPAC name
  • 4-{[(17β)-3-Hydroxyestra-1,3,5(10)-trien-17-yl]oxy}-4-oxobutanoic acid
CAS Number
PubChem CID
PubChem SID
DrugBank
ChemSpider
UNII
ChEMBL
PDB ligand
CompTox Dashboard (EPA)
ECHA InfoCard100.163.857
Chemical and physical data
FormulaC22H28O5
Molar mass372.461 g·mol−1
3D model (JSmol)
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 is also a component of estradiol hemisuccinate/progesterone (brand name Hosterona), an injectable preparation used to induce withdrawal bleeding in women with amenorrhea.[5][6][7]

See also

References
  1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 897. ISBN 978-1-4757-2085-3.
  2. Miranda A. Farage; Kenneth W. Miller; Howard I. Maibach (2 December 2009). Textbook of Aging Skin. Springer Science & Business Media. pp. 362–. ISBN 978-3-540-89655-5.
  3. Thompson, Zack; Maibach, Howard I. (2010). Biological Effects of Estrogen on Skin. pp. 361–367. doi:10.1007/978-3-540-89656-2_35. ISBN 978-3-540-89655-5.
  4. Maheux R, Naud F, Rioux M, Grenier R, Lemay A, Guy J, Langevin M (1994). "A randomized, double-blind, placebo-controlled study on the effect of conjugated estrogens on skin thickness". Am. J. Obstet. Gynecol. 170 (2): 642–9. doi:10.1016/s0002-9378(94)70242-x. PMID 8116726.
  5. https://matchmyrx.com/es/directorio/marca/hosterona
  6. "Hosterona - Para qué sirve". 23 November 2012.
  7. "HOSTERONA (Hormonoterapia) - Laboratorio GADOR".


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