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.^[2][3]

Trade namesEutocol, Hosterona (with progesterone)

Other namesEstradiol succinate; Estradiol 17β-hemisuccinate; Estradiol 17β-succinate

Routes of
administrationBy mouth, intramuscular injection

Drug classEstrogen; Estrogen ester

Quick facts Clinical data, Trade names ...

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

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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]