Norgestrienone

Norgestrienone

Systematic (IUPAC) name
17-Hydroxy-19-norpregna-4,9,11-trien-20-yn-3-one
Identifiers
CAS Number	848-21-5
ATC code	G03AC07 (WHO)
PubChem	CID 13313
ChemSpider	12749
UNII	89386PYU9O
KEGG	D07220
Chemical data
Formula	C20H22O2
Molar mass	294.387 g/mol
SMILES O=C4\C=C3/C(=C2/C=C\[C@]1([C@@H](CC[C@]1(C#C)O)[C@@H]2CC3)C)CC4
InChI InChI=1S/C20H22O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,8,10,12,17-18,22H,4-7,9,11H2,2H3/t17-,18+,19+,20+/m1/s1 Key:GVDMJXQHPUYPHP-FYQPLNBISA-N
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Norgestrienone (INN) (brand name Ogyline, Planor), also known as 10,11-didehydro-orethisterone,^[1] as well as 17α-ethynyltrienolone (17α-ethynyltrenbolone), is a steroidal progestin that is used as a hormonal contraceptive, sometimes in combination with ethinyl estradiol.^[2][3][4] It is a relatively weak progestin, and has some androgenic effects.^[5]

Gestrinone is the ethyl derivative of norgestrienone.^[6]

References

1. J.P. Lavery; J.S. Sanfilippo (6 December 2012). Pediatric and Adolescent Obstetrics and Gynecology. Springer Science & Business Media. pp. 236–. ISBN 978-1-4612-5064-7.
2. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 887–. ISBN 978-1-4757-2085-3.
3. I.K. Morton; Judith M. Hall (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 202–. ISBN 978-94-011-4439-1.
4. Diaz, S.; Pavez, M.; Quinteros, E.; Diaz, J.; Robertson, D. N.; Croxatto, H. B. (1978). "Clinical trial with subdermal implants containing norgestrienone". Contraception 18 (4): 429–440. doi:10.1016/0010-7824(78)90027-6. PMID 720075.
5. Julius Axelrod (1 January 1982). Biochemical Actions of Hormones. Academic Press. ISBN 978-0-12-452809-3.
6. Victor Gomel; Andrew Brill (27 September 2010). Reconstructive and Reproductive Surgery in Gynecology. CRC Press. pp. 90–. ISBN 978-1-84184-757-3.