U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H22N2O
Molecular Weight 294.3908
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VINBURNINE

SMILES

[H][C@]12N3CCC[C@@]1(CC)CC(=O)N4C5=CC=CC=C5C(CC3)=C24

InChI

InChIKey=WYJAPUKIYAZSEM-MOPGFXCFSA-N
InChI=1S/C19H22N2O/c1-2-19-9-5-10-20-11-8-14-13-6-3-4-7-15(13)21(16(22)12-19)17(14)18(19)20/h3-4,6-7,18H,2,5,8-12H2,1H3/t18-,19+/m1/s1

HIDE SMILES / InChI

Molecular Formula C19H22N2O
Molecular Weight 294.3908
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Vinburnine is a nutritional product, a peripheral vasodilator with cerebral activities that also act as a cerebral metabolic stimulant and appears to be able to relax the smooth muscle cells within the walls of blood vessels. (+/-)-Eburnamonine is the racemate of the alkaloid Vinburnine. Dextrorotatory, levorotatory, and racemic forms of eburnamonine exist in nature. The (-)-form, also known as vincamone (isolated from Vinca minor), is a drug that possesses a stimulating activity for muscle and is used as cerebrotonic, whereas both enantiomers have hypotensive effects.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
68.9 µM [Kd]
7.54 µM [Kd]
6.67 µM [Kd]
23.7 µM [Kd]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CERVOXAN

PubMed

Sample Use Guides

In Vivo Use Guide
The recommended dosage is 60 mg taken twice a day.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
G54D0HMY25
Record Status Validated (UNII)
Record Version