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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H26N2O3
Molecular Weight 354.4427
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VINCAMINE

SMILES

CC[C@@]12CCCN3CCC4=C([C@H]13)N(C5=C4C=CC=C5)[C@](O)(C2)C(=O)OC

InChI

InChIKey=RXPRRQLKFXBCSJ-GIVPXCGWSA-N
InChI=1S/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3/t18-,20+,21+/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H26N2O3
Molecular Weight 354.4427
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Vincamine is the major alkaloid of Vinca minor. Although vincamine has been used therapeutically for almost three decades, the exact mechanisms of action and its effects are still unknown. Vincamine is a peripheral vasodilator that increases blood flow to the brain. Vincamine is beneficial to the nervous system's cells feeding and protecting processes and is utilized as an adjuvant in case of cerebrovascular insufficiency, age-related psycho-behavioral disorders, post concussion syndrome in head trauma, in case of post-stroke sequels. Vincamine may be used as a dietary nootropic supplement.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
1.9 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Oxybral

Cmax

ValueDoseCo-administeredAnalytePopulation
155 μg/L
60 mg single, oral
VINCAMINE plasma
Homo sapiens
91.67 ng/mL
60 mg single, oral
VINCAMINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
443 μg × h/L
60 mg single, oral
VINCAMINE plasma
Homo sapiens
514.65 ng × h/mL
60 mg single, oral
VINCAMINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
1.43 h
60 mg single, oral
VINCAMINE plasma
Homo sapiens
4.18 h
60 mg single, oral
VINCAMINE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
36%
VINCAMINE plasma
Homo sapiens

Doses

AEs

OverviewOther

Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Oxybral (Vincamine) Capsule contains 30 mg of vincamine in a sustained release pellet form. Oxybral (Vincamine) Ampoule for parenteral administration contains 15 mg of vincamine. Dosage in Adult: 1 capsule twice daily, 1 ampoule once or twice daily by IM or slow IV infusion
Route of Administration: Other
In Vitro Use Guide
Metabolic changes in alveolar macrophages and cell injury were evaluated in three studies carried out after 24 hr of gaseous phase culture in normoxia and in anaerobiosis with a possible treatment with 0.01 ug/ml vincamine: 1) ATP content assay by bioluminescence, the witness of cell vitality which decreases significantly in anaerobiosis; 2) Lactate assay which shows the metabolism derivation towards the anaerobic pathways; and 3) Tritiated deoxyglucose (DOG) incorporation, which shows glucose requirements after hypoxic incubation, maintaining or recovering a certain level of energetic activity.
Substance Class Chemical
Record UNII
996XVD0JHT
Record Status Validated (UNII)
Record Version