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Merck

68120

Malvidin chloride

≥95.0% (HPLC)

Synonym(s):

3,4′,5,7-Tetrahydroxy-3′,5′-dimethoxyflavylium chloride, Malvidin, Oenidin chloride, Primulidin chloride, Syringidin chloride

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About This Item

Empirical Formula (Hill Notation):
C17H15ClO7
CAS Number:
643-84-5
Molecular Weight:
366.75
NACRES:
NA.25
PubChem Substance ID:
57652126
UNSPSC Code:
12352200
EC Number:
211-403-8
MDL number:
MFCD00017585

Key Documents

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InChI key

KQIKOUUKQBTQBE-UHFFFAOYSA-N

InChI

1S/C17H14O7.ClH/c1-22-14-3-8(4-15(23-2)16(14)21)17-12(20)7-10-11(19)5-9(18)6-13(10)24-17;/h3-7H,1-2H3,(H3-,18,19,20,21);1H

SMILES string

[Cl-].COc1cc(cc(OC)c1O)-c2[o+]c3cc(O)cc(O)c3cc2O

assay

≥95.0% (HPLC)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

100

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General description

Malvidin is a O-methylated anthocyanidin, a biologically active plant pigment.

Application

Malvidin chloride has been used as an inhibitor to screen its activity against electric eels acetylcholinesterase (AChE). It may have been used as an antioxidant to test its antiproliferation effects on Caco-2 colon and HepG2 liver cancer cells. Malvidin may be used as a reference standard in the analysis of anthocyanidins extracted from Kenyan purple tea extract using high-performance liquid chromatography (HPLC).

Biochem/physiol Actions

Anthocyanidin. Antioxidant.
Malvidin chloride is an excellent cell signaling inhibitor of 3′,5′-cyclic adenosine monophosphate (cAMP), phosphodiesterases (PDE), and certain cGMP-specific phosphodiesterase. It is also a known inhibitor of α-glucosidase.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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
BCCM6270
BCCH0127
BCBW3109
BCCB3640
BCBP8824V

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Ping-Hsiao Shih et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 43(10), 1557-1566 (2005-06-21)
Anthocyanins are naturally occurring reddish pigments that abundant in fruits and vegetables. To investigate the mechanistic basis for the anti-tumor properties of anthocyanins, five aglycone (cyanidin, delphinidin, malvidin, pelargonidin, and peonidin) and four glycosylated (cyanidin-3-glucoside, malvidin-3-glucoside, pelargonidin-3-glucoside and peonidin-3-glucoside) anthocyanins
Jin Won Hyun et al.
Journal of agricultural and food chemistry, 52(8), 2213-2217 (2004-04-15)
Oryza sativa cv. Heugjinjubyeo (Gramineae), anthocyanin-pigmented rice, having dark purple grains, is known broadly as enriched rice with an improved taste. Two bioactive compounds were isolated from the 0.5% HCl-ethyl alcohol soluble fraction of the aleurone layer of O. sativa
S Meiers et al.
Journal of agricultural and food chemistry, 49(2), 958-962 (2001-03-23)
The aglycons of the most abundant anthocyanins in food, cyanidin (cy) and delphinidin (del), were found to inhibit the growth of human tumor cells in vitro in the micromolar range, whereas malvidin (mv), a typical anthocyanidin in grapes, was less
Doris Marko et al.
Molecular nutrition & food research, 48(4), 318-325 (2004-10-22)
The aglycons of the most abundant anthocyanins in food, cyanidin (cy) and delphinidin (del), represent potent inhibitors of the epidermal growth factor receptor (EGFR). Structure-activity studies show that the presence of vicinal hydroxy substituents at the phenyl ring at the
Hoda C Kadouh et al.
Journal of functional foods, 26, 577-584 (2016-10-01)
Grape pomace contains considerable amounts of polyphenols and it has been reported to exhibit specific inhibitory activity against mammalian intestinal α-glucosidases. This study aims to investigate the anti-diabetes potential of Chambourcin, Merlot, Norton, Petit Verdot, Syrah and Tinta Cão red
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