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Sigma-Aldrich

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
EC Number:
211-403-8
MDL number:
MFCD00017585
UNSPSC Code:
12352200
PubChem Substance ID:
57652126
NACRES:
NA.25

Quality Level

100

assay

≥95.0% (HPLC)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

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

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

InChI key

KQIKOUUKQBTQBE-UHFFFAOYSA-N

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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

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.
Anthocyanidin. Antioxidant.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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)

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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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
Xianli Wu et al.
Journal of agricultural and food chemistry, 54(11), 4069-4075 (2006-05-25)
Anthocyanins (ACNs) are water-soluble plant pigments that have important functions in plant physiology as well as possible health effects. Over 100 common foods were screened for ACNs, and 24 of them were found to contain ACNs. Concentrations of total ACNs
Ellen Silva Lago-Vanzela et al.
Journal of agricultural and food chemistry, 59(24), 13136-13146 (2011-11-25)
The aim of this study was the detailed characterization of the phenolic composition and the determination of the antioxidant activity of the Bordô grape (Vitis labrusca) cultivated in South Brazil. The edible parts of Bordô grapes (flesh and skin) contained
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
Khalid Rashid et al.
Nutritional neuroscience, 17(4), 178-185 (2013-07-26)
Studies on antioxidants as neuroprotective agents have been hampered by the impermeability of the blood brain barrier (BBB) to many compounds. However, previous studies have shown that a group of tea flavonoids, the catechins, are brain permeable and neuroprotective. Despite
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