Vinpocetine

Vinpocetine
Clinical data
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 [citation needed];
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 ;
	(what is this?) (verify)

Vinpocetine (ethyl apovincaminate) 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).

^ Cite error: The named reference FDA2019Preg was invoked but never defined (see the help page).
^ "Vinpocetine in Dietary Supplements". FDA. February 22, 2023. Retrieved June 9, 2023.

[FDA2019Preg-1] Cite error: The named reference FDA2019Preg was invoked but never defined (see the help page).

[2] "Vinpocetine in Dietary Supplements". FDA. February 22, 2023. Retrieved June 9, 2023.

[1]

[2]

Clinical data


AHFS/Drugs.com	International Drug Names
Pregnancy category	Not recommended^[1]
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. ^[2] EU: Rx-only ^{[citation needed]}
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^N
PubChem CID	443955
IUPHAR/BPS	5285
ChemSpider	392007^Y
UNII	543512OBTC
KEGG	D01371^Y
ChEMBL	ChEMBL71752^Y
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^Y Key:DDNCQMVWWZOMLN-IRLDBZIGSA-N^Y
^NY (what is this?) (verify)