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V6383

Sigma-Aldrich

Vinpocetine

≥98%, solid

Synonym(s):

(3α,16α)-Eburnamenine-14-carboxylic acid ethyl ester, Eburnamenine-14-carboxylic acid ethyl ester

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$168.00
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Estimated to ship onApril 11, 2025


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20 MG
$168.00
100 MG
$569.00

About This Item

Empirical Formula (Hill Notation):
C22H26N2O2
CAS Number:
Molecular Weight:
350.45
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77

$168.00


Estimated to ship onApril 11, 2025


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Quality Level

assay

≥98%

form

solid

color

white

solubility

DMSO: 5 mg/mL
H2O: insoluble

SMILES string

[H][C@]12N3CCC[C@@]1(CC)C=C(C(=O)OCC)n4c2c(CC3)c5ccccc45

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

Inchi Key

DDNCQMVWWZOMLN-IRLDBZIGSA-N

Gene Information

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Biochem/physiol Actions

Ca2+-calmodulin-dependent phosphodiesterase I (PDE1) inhibitor.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

Photosensitive

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Balázs Gulyás et al.
Journal of the neurological sciences, 320(1-2), 110-117 (2012-07-31)
Although there is increasing evidence for microglial activation after an ischaemic stroke in the infarct core and the peri-infarct region, the "evolution" of the process in stroke patients is poorly known. Using PET and [((11))C]vinpocetine, we measured the regional changes
Yujun Cai et al.
The Journal of pharmacology and experimental therapeutics, 343(2), 479-488 (2012-08-24)
Abnormal vascular smooth muscle cell (SMC) activation is associated with various vascular disorders such as atherosclerosis, in-stent restenosis, vein graft disease, and transplantation-associated vasculopathy. Vinpocetine, a derivative of the alkaloid vincamine, has long been used as a cerebral blood flow
P Han et al.
The Journal of biological chemistry, 274(32), 22337-22344 (1999-07-31)
To understand the role cAMP phosphodiesterases (PDEs) play in the regulation of insulin secretion, we analyzed cyclic nucleotide PDEs of a pancreatic beta-cell line and used family and isozyme-specific PDE inhibitors to identify the PDEs that counteract glucose-stimulated insulin secretion.
Sazal Patyar et al.
Pharmacological reports : PR, 63(3), 618-628 (2011-08-23)
A cerebrovascular accident, or stroke, is defined as the abrupt onset of a neurological deficit, which can be due to ischemia. Cerebral ischemia is caused by a reduction in blood flow that thereby decreases cerebral metabolism. Chronic cerebral hypoperfusion leads
G R Tabeeva et al.
Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova, 112(12 Pt 2), 20-30 (2013-02-08)
A search for approaches to treatment of cerebrovascular diseases is urgent due to high prevalence and severity of this pathology. The objectives of the program were to analyze epidemiological indicators, risk factors, treatment patterns of chronic brain ischemia developed in

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Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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