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Sigma-Aldrich

Oenin chloride

≥90% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C23H25ClO12
Número de CAS:
7228-78-6
Peso molecular:
528.89
EC Number:
230-631-9
MDL number:
MFCD00185576
UNSPSC Code:
12352200
PubChem Substance ID:
57652436
NACRES:
NA.25

Quality Level

100

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Oenin and Quercetin Copigmentation: Highlights From Density Functional Theory
Li Y, et al.
Frontiers in Chemistry, 6, 245-245 (2018)
Stefanos Koundouras et al.
Journal of agricultural and food chemistry, 57(17), 7805-7813 (2009-09-03)
Compositional changes of skin and seed phenolic compounds and berry glycosylated aroma precursors were measured in Vitis vinifera L. cv. Cabernet Sauvignon onto 1103P and SO4 rootstocks, in three irrigation regimes (FI, 100% of evapotranspiration; DI, 50% of evapotranspiration; and
Iva Fernandes et al.
Food & function, 3(5), 508-516 (2012-03-07)
The bioavailability of anthocyanins is the most difficult one to assess amongst all flavonoid compounds as a result of their occurrence under different structures in equilibrium depending on pH. Due to their rapid appearance in plasma, the absorption of anthocyanins
Luís Cruz et al.
Rapid communications in mass spectrometry : RCM, 26(18), 2123-2130 (2012-08-14)
The aim of this work was to study the putative reactions that could occur in red wines between malvidin-3-glucoside-(O)-catechin (mv3glc-(O)-cat) adduct and catechin (cat) or malvidin-3-glucoside (mv3glc) in presence of acetaldehyde. Mv3glc-(O)-cat adduct (1 mM) was incubated with catechin (or
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
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