Nilestriol

Nilestriol

Identifiers
IUPAC name (1S,10R,11S,13R,14R,15S)-5-(cyclopentyloxy)-14-ethynyl-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-triene-13,14-diol
CAS Number	39791-20-3
PubChem (CID)	38346
ChemSpider	35146
UNII	7JA3B3IALU
KEGG	D05212
ChEMBL	CHEMBL2104468
Chemical and physical data
Formula	C25H32O3
Molar mass	380.51978 g/mol
3D model (Jmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H]([C@]2(C#C)O)O)CCC4=C3C=CC(=C4)OC5CCCC5
InChI InChI=1S/C25H32O3/c1-3-25(27)23(26)15-22-21-10-8-16-14-18(28-17-6-4-5-7-17)9-11-19(16)20(21)12-13-24(22,25)2/h1,9,11,14,17,20-23,26-27H,4-8,10,12-13,15H2,2H3/t20-,21-,22+,23-,24+,25+/m1/s1 Key:CHZJRGNDJLJLAW-RIQJQHKOSA-N

Nilestriol (INN) (brand name Wei Ni An; developmental code name LY-49825), also known as nylestriol (USAN, BAN), is a synthetic, steroidal estrogen that was patented in 1971^[1] and is marketed in China.^[2][3] It is the 3-cyclopentyl ether of ethinyl estriol, and is also known as ethinyl estriol cyclopentyl ether (EE3CPE).^[4] Nilestriol is a prodrug of ethinyl estriol, and is a more potent estrogen in comparison.^[4] It is described as a slowly-metabolized, long-acting estrogen and derivative of estriol.^[5][6] Nilestriol was assessed in combination with levonorgestrel for the potential treatment of postmenopausal osteoporosis, but this formulation ultimately was not marketed.^[7]

See also

• Ethinyl estradiol
• Mestranol
• Quinestradol
• Quinestrol

References

1. Official Gazette of the United States Patent and Trademark Office: Patents. U.S. Department of Commerce, Patent and Trademark Office. 1975. p. 1677.
2. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 891–. ISBN 978-1-4757-2085-3.
3. https://www.drugs.com/international/nilestriol.html
4. William McGuire (14 December 2013). Experimental Biology. Springer Science & Business Media. pp. 161–. ISBN 978-1-4757-4673-0.
5. Daniel Robert Schoenberg (1977). Biochemical Properties of the Cytoplasmic Estrogen Receptors from Immature Rat and Mature Rabbit Uteri. University of Wisconsin. p. A-17.
6. Excerpta medica. Section 10: Obstetrics and gynecology. 1978.
7. Jeffrey K. Aronson (21 February 2009). Meyler's Side Effects of Endocrine and Metabolic Drugs. Elsevier. pp. 173–. ISBN 978-0-08-093292-7.