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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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
056H0188
128H0788
099H0884
099H0883
010K1165

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Yan-Ting Mao et al.
Die Pharmazie, 68(5), 381-382 (2013-06-28)
The purpose of the present study was to develop a novel transdermal vinpocetine patch containing a stable formulation and with good entrapment efficiency, and percutaneous absorption which via ethosome. Ethosome was found to be a more efficient delivery carrier with
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
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.
Crystal L Lantz et al.
International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience, 30(5), 351-357 (2012-05-24)
There is growing evidence that deficits in neuronal plasticity underlie the cognitive problems seen in fetal alcohol spectrum disorders (FASD). However, the mechanisms behind these deficits are not clear. Here we test the effects of early alcohol exposure on ocular
Balazs Gulyas et al.
Current radiopharmaceuticals, 5(1), 19-28 (2011-11-15)
With the main objective of comparing the prospective diagnostic power of two 11C-labelled molecular imaging biomarkers with affinity for TSPO and used for the visualisation of activated microglia after a stroke, we measured with positron emission tomography (PET) in four
View All Related Papers

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