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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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About This Item

Empirical Formula (Hill Notation):
C23H25ClO12
CAS Number:
Molecular Weight:
528.89
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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.

Biochem/physiol Actions

Anthocyanin. Studied for its neuroprotective properties.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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Customers Also Viewed

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
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
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
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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