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Vincamine

CAT: 0013-GTR19162967-01Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19162967-01Size:200 mg
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Description
Vincamine is a peripheral vasodilator, that increases blood flow to the brain. (In Vitro) :Vincamine (20, 40 and 80 μM; 24 hours) exerts a signi cant, concentration-dependent protective effect in LPS-treated human corneal epithelial cells (HCECs) cells.Vincamine (20, 40 and 80 μM; 24 hours) significantly reduces ROS level in a dose-dependent manner in LPS-treated human corneal epithelial cells (HCECs) cells. Additionally, after Vincamine administration, the levels of MDA is also significantly reduced while the levels of T-AOC, and SOD are increased in a dose-dependent manner.Vincamine (20, 40 and 80 μM; 24 hours) rescues TrxR activity in a dose-dependent manner in HCECs. However, the intracellular activities of Trx, GR and GPx are neither inhibited nor activated by both LPS and Vincaminer.Vincamine could activate GPR40 (EC50=6.28 μM) with DHA (GPR40 ligand) as a positive control (EC50=3.85 μM) in hGPR40-CHO cells. (In Vivo) :Vincamine (intraperitoneal injection; 15 and 30 mg/kg/day; 6 weeks) improves glucose tolerance in type 2 diabetic model mice. It effectively lowers the levels of fasting blood glucose and glycated hemoglobin. At the same time, it ameliorates oral glucose tolerance and elevated glucose-induced plasma insulin concentration without influence on basal insulin secretion in vivo.
CAS Number
1617-90-9
Product Name Alternative
Angiopac | Devincan | Equipur | Minorin | NSC 91998 | Novicet
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
Water: 62 mg/L
Smiles
O[C@@] (C1) (C (OC) =O) N2C3=C (C=CC=C3) C4=C2[C@@] ([C@@]1 (CC) CCC5) ([H]) N5CC4
Molecular Formula
C21H26N2O3
Molecular Weight
354.44
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
14,15-Dihydro-14-hydroxyeburnamenine-14-carboxylic acid methyl ester

Chemical Information

Vincamine

Vincamine is a methyl ester, a vinca alkaloid, an organic heteropentacyclic compound, an alkaloid ester and a hemiaminal. It has a role as a metabolite, a vasodilator agent and an antihypertensive agent. It is functionally related to an eburnamenine.

CAS Number1617-90-9
PubChem CID15376
IUPAC Namemethyl (15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate
Molecular FormulaC21H26N2O3
Molecular Weight354.4
XLogP2.9
Topological Polar Surface Area54.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Heavy Atom Count26
Formal Charge0
Complexity598
SMILES
CC[C@@]12CCCN3[C@@H]1C4=C(CC3)C5=CC=CC=C5N4[C@](C2)(C(=O)OC)O
InChI
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
InChIKey
RXPRRQLKFXBCSJ-GIVPXCGWSA-N
Chemical Structure
2D Structure
2D structure of Vincamine
CAS: 1617-90-9
CID: 15376
Formula: C21H26N2O3
MW: 354.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight354.4
XLogP32.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass354.19434270
Monoisotopic Mass354.19434270
Topological Polar Surface Area54.7 Ų
Heavy Atom Count26
Formal Charge0
Complexity598
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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