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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

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

Joana Paixão et al.
Oxidative medicine and cellular longevity, 2012, 428538-428538 (2012-07-14)
The health-promoted benefits of anthocyanins, including vascular protective effects and antiatherogenic properties, have now been recognized, but the involved molecular mechanisms have not been well elucidated. Following our previous work on cytoprotective mechanisms of some anthocyanins against apoptosis triggered by
Sandor Kunsagi-Maté et al.
The journal of physical chemistry. B, 111(40), 11750-11755 (2007-09-15)
The interaction of malvidin-3-O-glucoside with ellagic acid was studied in aqueous solutions in dependence of the ethanol content of the samples. The results show significant changes of the thermodynamic parameters when the ethanol content exceeds 8%vol. The quantum chemical calculations
Andreja Vanzo et al.
Journal of natural products, 74(5), 1049-1054 (2011-04-23)
To asses the hypothesis that anthocyanins are rapidly taken up from the blood into tissues, where they accumulate up to their bioactivity threshold, an intravenous dose of cyanidin 3-glucoside (1) was administered to anaesthetized rats. Cyanidin 3-glucoside (1) and its
Joana Paixão et al.
Chemico-biological interactions, 199(3), 192-200 (2012-09-11)
Anthocyanins are the most abundant flavonoid constituents of fruits and vegetables and several epidemiological studies suggest that the consumption of these compounds protect against several diseases, including vascular disorders. Previously, we have reported that anthocyanins are able to counteract peroxynitrite-induced
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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