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. It is used as a component of hormone replacement therapy for menopause. Like other estrogens, estradiol hemisuccinate has been found to have beneficial effects on the skin, with improvement of skin thickness observed.

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
  • 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=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.

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