Norgestrel

Norgestrel

Systematic (IUPAC) name
(8R,9S,10R,13S,14S,17S)- 13-ethyl-17-ethynyl-17-hydroxy- 1,2,6,7,8,9,10,11,12,14,15, 16- dodecahydrocyclopenta[a]phenanthren-3-one
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a602008
Pregnancy cat.	?
Legal status	?
Pharmacokinetic data
Half-life	5-14 hours
Identifiers
CAS number	6533-00-2 Y
ATC code	G03AA06 G03FA10 G03FB01 (only combinations with estrogens)
PubChem	CID 16051930
DrugBank	DB00506
ChemSpider	10481953 Y
UNII	3J8Q1747Z2 Y
KEGG	D00954 Y
ChEMBL	CHEMBL1389 N
Chemical data
Formula	C21H28O2
Mol. mass	312.446 g/mol
SMILES O=C\1CC[C@H]4C(=C/1)/CC[C@@H]3[C@@H]4CC[C@@]2(CC)[C@H]3CCC2(O)C#C
InChI InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21?/m0/s1 Y Key:WWYNJERNGUHSAO-CULCCENASA-N Y
N (what is this?)  (verify)

Norgestrel is a progestin used in hormonal contraceptives. Norgestrel is a mixture of two stereoisomers, dextro-norgestrel (CAS# 797-64-8) and levo-norgestrel (CAS# 797-63-7). Only levonorgestrel is biologically active. Therefore, while some medications may contain dextronorgestrel, they are often labeled in terms of their levonorgestrel content only, ignoring the inert isomer. It is used in the hormonal contraceptive Microgynon 30, among others.

See also

• Levonorgestrel
• Progestin
• Elsimar M. Coutinho