Vinpocetine

Vinpocetine
Clinical data
Trade names	Cavinton, others
AHFS/Drugs.com	International Drug Names
Pregnancy; category	Not recommended;
Routes of; administration	Oral, intravenous
ATC code	N06BX18 (WHO) ;
Legal status
Legal status	US: Unapproved "New Drug" (as defined by 21 U.S. Code § 321(p)(1)). Use in dietary supplements, food, or medicine is unlawful; otherwise uncontrolled.; EU: Rx-only ;
Pharmacokinetic data
Bioavailability	56.6 ± 8.9%
Metabolism	hepatic
Elimination half-life	2.54 ± 0.48 hours
Excretion	renal
Identifiers
	IUPAC name (3α,16α)-Eburnamenine-14-carboxylic acid ethyl ester;
CAS Number	42971-09-5 ;
PubChem CID	443955;
IUPHAR/BPS	5285;
ChemSpider	392007 ;
UNII	543512OBTC;
KEGG	D01371 ;
ChEMBL	ChEMBL71752 ;
CompTox Dashboard (EPA)	DTXSID5023740 ;
ECHA InfoCard	100.050.917
Chemical and physical data
Formula	C22H26N2O2
Molar mass	350.462 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(OCC)C=4n1c3c(c2ccccc12)CCN5[C@H]3[C@](C=4)(CCC5)CC;
	InChI InChI=1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1 ; Key:DDNCQMVWWZOMLN-IRLDBZIGSA-N ;
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Vinpocetine (ethyl apovincaminate), sold under the brand name Cavinton among others, is a synthetic derivative of the vinca alkaloid vincamine, differing by the removal of a hydroxyl group and by being the ethyl rather than the methyl ester of the underlying carboxylic acid. Vincamine is extracted from either the seeds of Voacanga africana or the leaves of Vinca minor (lesser periwinkle).