Sinomenine

Sinomenine
Clinical data
Other names	Cocculine
ATC code	none;
Identifiers
	IUPAC name (9α,13α,14α)-4-Hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-6-one;
CAS Number	115-53-7 ;
PubChem CID	5459308;
ChemSpider	10179905 ;
UNII	63LT81K70N;
ChEMBL	ChEMBL248095 ;
CompTox Dashboard (EPA)	DTXSID00871595 ;
ECHA InfoCard	100.003.722
Chemical and physical data
Formula	C19H23NO4
Molar mass	329.396 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CC[C@@]23CC(=O)C(=C[C@@H]2[C@@H]1CC4=C3C(=C(C=C4)OC)O)OC;
	InChI InChI=1S/C19H23NO4/c1-20-7-6-19-10-14(21)16(24-3)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9,12-13,22H,6-8,10H2,1-3H3/t12-,13+,19-/m1/s1 ; Key:INYYVPJSBIVGPH-QHRIQVFBSA-N ;
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Sinomenine or cocculine is an alkaloid found in the root of the climbing plant Sinomenium acutum which is native to Japan and China. The plant is traditionally used in herbal medicine in these countries for rheumatism and arthritis. However, analgesic action against other types of pain seems to be limited. Sinomenine is a morphinan derivative that is related to the common cough suppressant dextromethorphan. The drug's anti-rheumatic effects are thought to be primarily mediated via release of histamine, but other effects such as inhibition of prostaglandin, leukotriene and nitric oxide synthesis may also be involved.