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Sigma-Aldrich

Oenin chloride

≥90% (HPLC)

Synonym(s):

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

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1 MG
$138.50

About This Item

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

$138.50

List price$277.00Save 50%
Web-Only Promotion

Available to ship onApril 10, 2025Details

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assay

≥90% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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

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

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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.[1]

Biochem/physiol Actions

Anthocyanin. Studied for its neuroprotective properties.

Storage Class

11 - Combustible Solids

wgk_germany

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
Petros Kneknopoulos et al.
Journal of agricultural and food chemistry, 59(3), 1005-1011 (2011-01-11)
Anthocyanins and their related compounds were extracted from grape skins of Pinot noir, using 50% aqueous methanol, and purified by solid phase extraction chromatography using XAD-7 resin to obtain a pigment-rich fraction. This fraction was subjected to multilayer coil countercurrent
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
Luis Cruz et al.
Journal of agricultural and food chemistry, 56(22), 10980-10987 (2008-10-31)
Reactions between malvidin-3-glucoside (mv3glc) and 8-vinylcatechin were carried out to synthesize pyranomv3glc-(+)-catechin pigment and to study the formation of intermediates. A rapid decrease of mv3glc content concomitant with the formation of more complex structures such as mv3glc-vinylcatechin [precursor of pyranomv3glc-(+)-catechin
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