Estradiol enanthate

Estradiol enanthate

Systematic (IUPAC) name
(17β)-3-hydroxyestra-1,3,5(10)-trien-17-yl heptanoate
Clinical data
Routes of administration	IM
Legal status	℞ (Prescription only)
Identifiers
CAS Number	4956-37-0
ATC code	None
PubChem	CID 21070
ChemSpider	19815
ChEMBL	CHEMBL1697792
Synonyms	17β-Estradiol-17-heptanoate
Chemical data
Formula	C25H36O3
Molar mass	384.552 g/mol
SMILES O=C(O[C@H]3CC[C@H]4[C@H]2[C@@H](c1ccc(O)cc1CC2)CC[C@]34C)CCCCCC
InChI InChI=1S/C25H36O3/c1-3-4-5-6-7-24(27)28-23-13-12-22-21-10-8-17-16-18(26)9-11-19(17)20(21)14-15-25(22,23)2/h9,11,16,20-23,26H,3-8,10,12-15H2,1-2H3/t20-,21-,22+,23+,25+/m1/s1 Key:RFWTZQAOOLFXAY-BZDYCCQFSA-N

Estradiol enanthate (INN, USAN), or estradiol enantate, is a synthetic ester, specifically the 17-heptanoyl ester, of the natural estrogen, estradiol.^[1][2] It is marketed under the brand names Anafertin, Deladroxate, Perlutan, and Topasel, which are combination formulations of estradiol enanthate and dihydroxyprogesterone acetophenide, as a once-monthly injectable hormonal contraceptive in Spain and Latin America,^[3][4] and has been used as such since at least the mid-1960s.^[5] A 10 mg dose of estradiol enanthate via intramuscular injection has been found to result in elevated estradiol levels for up to 31 days.^[6]

See also

• Estrogen ester

References

1. A. D. Roberts (1991). Dictionary of Steroids: Chemical Data, Structures, and Bibliographies. CRC Press. p. 415. ISBN 978-0-412-27060-4. Retrieved 20 May 2012.
2. Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 405. ISBN 978-3-88763-075-1. Retrieved 20 May 2012.
3. Zutshi (1 January 2005). Hormones in Obstetrics and Gynaecology. Jaypee Brothers Publishers. p. 138. ISBN 978-81-8061-427-9. Retrieved 20 May 2012.
4. Newton JR, D'arcangues C, Hall PE (1994). "A review of "once-a-month" combined injectable contraceptives". Journal of Obstetrics and Gynaecology. 4 Suppl 1: S1–34. doi:10.3109/01443619409027641. PMID 12290848.
5. Rizkallah TH, Taymor ML (January 1966). "Ovulation inhibition with a log-acting injectable. II. The cycling effects of varying progestagen-estrogen combinations". American Journal of Obstetrics and Gynecology 94 (2): 161–4. PMID 5900652.
6. Michael Oettel; Ekkehard Schillinger (6 December 2012). Estrogens and Antiestrogens II: Pharmacology and Clinical Application of Estrogens and Antiestrogen. Springer Science & Business Media. pp. 271–. ISBN 978-3-642-60107-1.