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Merck
CN

72813

Oenin chloride

≥90% (HPLC)

Synonym(s):

Cyclamin chloride, Enin chloride, Malvidin 3-β-D-glucopyranoside, Malvidin-3-O-glucoside chloride

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About This Item

Empirical Formula (Hill Notation):
C23H25ClO12
CAS Number:
7228-78-6
Molecular Weight:
528.89
NACRES:
NA.25
PubChem Substance ID:
57652436
UNSPSC Code:
12352200
EC Number:
230-631-9
MDL number:
MFCD00185576

Key Documents

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Product Name

Oenin chloride, ≥90% (HPLC)

InChI

1S/C23H24O12.ClH/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23;/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27);1H/t17-,19-,20+,21-,23-;/m1./s1

InChI key

YDIKCZBMBPOGFT-DIONPBRTSA-N

SMILES string

[Cl-].COc1cc(cc(OC)c1O)-c2[o+]c3cc(O)cc(O)c3cc2O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O

assay

≥90% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

100

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General description

Oenin chloride/malvidin-3-O-glucoside is an anthocyanin content, present at high level in Vitis vinifera young red wines. It helps in defining the colour of wine.

Biochem/physiol Actions

Anthocyanin. Studied for its neuroprotective properties.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5002
BCCF6267
BCBZ3770
BCBV3107
BCBR8610V

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Oenin and Quercetin Copigmentation: Highlights From Density Functional Theory
Li Y, et al.
Frontiers in Chemistry, 6, 245-245 (2018)
Belén Gordillo et al.
Journal of agricultural and food chemistry, 60(11), 2896-2905 (2012-03-02)
New colorimetric variables have been defined in the uniform CIELAB color space to assess the quantitative and qualitative color changes induced by copigmentation and their incidence on visual perception. The copigmentation process was assayed in model solutions between malvidin 3-glucoside
M S Dopico-García et al.
Talanta, 75(5), 1190-1202 (2008-07-01)
Phenolic profile of 10 different varieties of red "Vinho Verde" grapes (Azal Tinto, Borraçal, Brancelho, Doçal, Espadeiro, Padeiro de Basto, Pedral, Rabo de ovelha, Verdelho and Vinhão), from Minho (Portugal) were studied. Nine Flavonols, four phenolic acids, three flavan-3-ols, one
Alessandra Maestro et al.
Cardiovascular research, 85(1), 175-183 (2009-08-27)
Ingestion of flavonoid-rich beverages acutely affects endothelial function, causing vasodilation. This effect might be dependent on flavonoid transport into the endothelium. We investigated flavonoid uptake into vascular endothelial cells and whether this was mediated by bilitranslocase (TC 2.A.65.1.1), a bilirubin-specific
Nour-Eddine Es-Safi et al.
Journal of agricultural and food chemistry, 56(12), 4584-4591 (2008-05-24)
Two new colorless phenolic compounds were formed from malvidin 3- O-glucoside incubated in an ethanolic solution. Their structures were characterized by means of one- and two-dimensional NMR analysis and through electrospray ionization-mass spectrometry. As compared to the structure of the
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