Estradiol undecylate

Estradiol undecylate

Systematic (IUPAC) name
(17β)-3-hydroxyestra-1,3,5(10)-trien-17-yl undecanoate
Clinical data
Routes of administration	IM[1]
Legal status	℞ (Prescription only)
Identifiers
CAS Number	3571-53-7
ATC code	None
PubChem	CID 19135
ChemSpider	18055
Synonyms	17β-Estradiol-17-undecanoate
Chemical data
Formula	C29H44O3
Molar mass	440.658 g/mol
SMILES O=C(O[C@H]3CC[C@H]4[C@H]2[C@@H](c1ccc(O)cc1CC2)CC[C@]34C)CCCCCCCCCC
InChI InChI=1S/C29H44O3/c1-3-4-5-6-7-8-9-10-11-28(31)32-27-17-16-26-25-14-12-21-20-22(30)13-15-23(21)24(25)18-19-29(26,27)2/h13,15,20,24-27,30H,3-12,14,16-19H2,1-2H3/t24-,25-,26+,27+,29+/m1/s1 Key:TXHUMRBWIWWBGW-GVGNIZHQSA-N

Estradiol undecylate (INN, USAN; brand names Delestrec, Depogin, Primogyn Depot, Progynon Depot, others) is a synthetic ester, specifically the 17-undecanoyl ester, of the natural estrogen, estradiol.^[2][3] It has been in use since the mid-1950s,^[4] and was formerly often used to treat prostate cancer, but has since largely been superseded by newer agents with fewer adverse effects for this indication.^[1][5]

See also

• Estrogen ester

References

1. Christoph Zink (1 January 1988). Dictionary of Obstetrics and Gynecology. Walter de Gruyter. p. 85. ISBN 978-3-11-085727-6. Retrieved 20 May 2012.
2. 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.
3. Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 405. ISBN 978-3-88763-075-1. Retrieved 20 May 2012.
4. WIED GL (January 1954). "[Estradiol valerate and estradiol undecylate, two new estrogens with prolonged action; comparison with estradiol benzoate]". Geburtshilfe Und Frauenheilkunde 14 (1): 45–52. PMID 13142295.
5. Ernst Mutschler; Hartmut Derendorf (1995). Drug Actions: Basic Principles and Therapeutic Aspects. CRC Press. p. 609. ISBN 978-0-8493-7774-7. Retrieved 30 January 2013.