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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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Cyanidin 3-glucoside chloride phyproof® Reference Substance

PHL89616

Cyanidin 3-glucoside chloride

Natalie Kelsey et al.
Nutritional neuroscience, 14(6), 249-259 (2011-11-08)
Mitochondrial oxidative stress (MOS) is a major factor in the underlying pathology of many neurodegenerative diseases. Here, we investigated the neuroprotective effects of a unique class of nutraceutical antioxidants, anthocyanins, against MOS-induced death of cultured cerebellar granule neurons (CGNs). Callistephin
Dorota Bonarska-Kujawa et al.
Cellular & molecular biology letters, 17(2), 289-308 (2012-03-08)
Anthocyanins are one of the main flavonoid groups. They are responsible for, e.g., the color of plants and have antioxidant features and a wide spectrum of medical activity. The subject of the study was the following compounds that belong to
Maarit J Eiro et al.
Journal of agricultural and food chemistry, 50(25), 7461-7466 (2002-11-28)
Intermolecular copigmentation reactions are significantly responsible for the manifold color expression of fruits, berries, and their products. These reactions were investigated with five anthocyanins and five phenolic acids acting as copigments. The stability of the pigment-copigment complexes formed was studied
Colleen Carkeet et al.
The Journal of nutrition, 138(5), 897-902 (2008-04-22)
A clinical study was conducted to investigate the dose response and metabolism of strawberry anthocyanins. In a crossover study design, 12 healthy adults consumed each of 3 strawberry treatments. The treatments were 100 g, 200 g, and 400 g of
W Nerdal et al.
Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 46(9), 872-876 (1992-09-01)
Pelargonidin-3-glucoside has been isolated from the acidified methanolic extract of strawberries (Fragaria anannassa variety Corona) by successive application of an ion-exchange resin, droplet-counter chromatography and gel filtration. The pigment in acidified methanolic solution was studied by means of the two-dimensional
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