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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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About This Item

Empirical Formula (Hill Notation):
C22H26N2O2
CAS Number:
42971-09-5
Molecular Weight:
350.45
EC Number:
256-028-0
MDL number:
MFCD00211233
UNSPSC Code:
41106305
PubChem Substance ID:
24278182
NACRES:
NA.77

Quality Level

200

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

human ... PDE1A(5136) , PDE1B(5153) , PDE1C(5137)

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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
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
M Cataldi et al.
Biochimica et biophysica acta, 1449(2), 186-193 (1999-03-20)
The present study investigates the potential role of the Ca2+-calmodulin-dependent type I phosphodiesterase (PDE)-cGMP-protein kinase G (PKG) pathway in spontaneous [Ca2+]i oscillations in GH3 cells using fura-2 single cell videoimaging. Vinpocetine (2.5-50 microM), a selective inhibitor of type I PDE
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
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
A A Skoromets et al.
Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova, 113(4), 18-24 (2013-06-07)
Authors studied impairment of cognitive functions in 180 patients, aged 56-74 years, with chronic blood flow deficiency in the vertebrobasilar territory. Along with neurological examination, we used MRI of the brain and the cervical spine, MRI-angiography, ultrasound Doppler method, EEG
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