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53489

Sigma-Aldrich

Callistephin chloride

≥95.0% (HPLC)

Synonym(s):

3-(Glucosyloxy)-4′,5,7-trihydroxyflavylium chloride, Pelargonidin 3-O-glucoside chloride

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About This Item

Empirical Formula (Hill Notation):
C21H21ClO10
CAS Number:
18466-51-8
Molecular Weight:
468.84
MDL number:
MFCD00017578
UNSPSC Code:
12352201
PubChem Substance ID:
329757950
NACRES:
NA.25

biological source

synthetic

Assay

≥95.0% (HPLC)

form

powder

shipped in

wet ice

storage temp.

−20°C

SMILES string

[Cl-].OC[C@H]1O[C@@H](Oc2cc3c(O)cc(O)cc3[o+]c2-c4ccc(O)cc4)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C21H20O10.ClH/c22-8-16-17(26)18(27)19(28)21(31-16)30-15-7-12-13(25)5-11(24)6-14(12)29-20(15)9-1-3-10(23)4-2-9;/h1-7,16-19,21-22,26-28H,8H2,(H2-,23,24,25);1H/t16-,17-,18+,19-,21-;/m1./s1

InChI key

CAHGSEFWVUVGGL-UBNZBFALSA-N

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Biochem/physiol Actions

Callistephin chloride is an anthocyanin which can be found in berries, for example in strawberries and chokeberries. Is has antioxidant activity and is examined for its neuroprotective properties.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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I Zabetakis et al.
Journal of agricultural and food chemistry, 48(7), 2749-2754 (2000-07-18)
Color stability of fruit juice made from strawberries (Fragaria x ananassa, cv. Elsanta) that were subjected to high hydrostatic pressure was studied by measuring the anthocyanin content. High hysrostatic pressure is a method of preservation of food alternative to heat
Catherine Felgines et al.
The British journal of nutrition, 98(6), 1126-1131 (2007-06-15)
Anthocyanins are natural dietary pigments with a wide array of biological properties that are possibly involved in the prevention of various diseases. These properties depend on their absorption and metabolism in the body. In the present study we first examined
Joana Paixão et al.
Apoptosis : an international journal on programmed cell death, 16(10), 976-989 (2011-07-26)
Anthocyanins have received increasing attention because of their relatively high intake in humans and wide range of potential health-promoting effects, including anti-atherogenic properties. Evidences support their vascular protective effects but the involved molecular mechanisms have not been well clarified. The
Kuresh A Youdim et al.
Journal of neurochemistry, 85(1), 180-192 (2003-03-19)
There is considerable current interest in the neuroprotective effects of flavonoids. This study focuses on the potential for dietary flavonoids, and their known physiologically relevant metabolites, to enter the brain endothelium and cross the blood-brain barrier (BBB) using well-established in
Torgils Fossen et al.
Phytochemistry, 65(10), 1421-1428 (2004-07-03)
Flavanol-anthocyanin complexes were isolated by successive use of Amberlite XAD-7 chromatography, Sephadex LH-20 gel filtration and preparative HPLC from acidified, methanolic extract of strawberries (Fragaria ananassa Dutch.). These purple minor pigments were characterized by UV-Vis spectroscopy, 1D and 2D NMR
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