Estradiol hexahydrobenzoate

Estradiol hexahydrobenzoate
Clinical data
Trade names	Benzo-Ginoestril A.P., BenzoGynoestryl Retard, Ginestryl-15-Depot, Menodin, Tardoginestryl
Other names	EHHB; Estradiol cyclohexanecarboxylate; ECHC; Oestradiol hexahydrobenzoate; Estradiol 17β-hexahydrobenzoate; Estradiol 17β-cyclohexanecarboxylate; Estradiol hexabenzoate
Routes of; administration	Intramuscular injection
Drug class	Estrogen; Estrogen ester
Identifiers
	IUPAC name (3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl) cyclohexanecarboxylate;
CAS Number	15140-27-9;
PubChem CID	85808;
ChemSpider	77397;
UNII	DI3496530P;
CompTox Dashboard (EPA)	DTXSID80934253 ;
ECHA InfoCard	100.035.623
Chemical and physical data
Formula	C25H34O3
Molar mass	382.544 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC12CCC3C(CCc4cc(O)ccc34)C1CCC2OC(=O)C5CCCCC5;
	InChI InChI=1S/C25H34O3/c1-25-14-13-20-19-10-8-18(26)15-17(19)7-9-21(20)22(25)11-12-23(25)28-24(27)16-5-3-2-4-6-16/h8,10,15-16,20-23,26H,2-7,9,11-14H2,1H3; Key:IVRCALGRJCHPRV-UHFFFAOYSA-N;

Estradiol hexahydrobenzoate (EHHB), sold under a number of brand names including Benzo-Ginoestril A.P., BenzoGynoestryl Retard, Ginestryl-15-Depot, Menodin, and Tardoginestryl, is an estrogen medication which was previously used for indications such as menopausal hormone therapy and gynecological disorders. EHHB is given by injection into muscle at regular intervals, for instance once every few weeks.

Side effects of EHHB include breast tenderness, breast enlargement, nausea, headache, and fluid retention. EHHB 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.

EHHB was first described in 1956, and was introduced for medical use by 1957. It was used in France. The medication should not be confused with estradiol benzoate (EB), which has been marketed under similar brand names including Benzo-Ginestryl, Benzo-Ginoestril, and Benzo-Gynoestryl.