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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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Sigma-Aldrich

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Cyanidin 3-glucoside chloride phyproof® Reference Substance

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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
Ariel Salvatierra et al.
Phytochemistry, 71(16), 1839-1847 (2010-08-31)
Difference in fruit pigmentation observed between two botanical forms of Fragaria chiloensis ssp. chiloensis (form chiloensis and form patagonica) was studied through transcriptional and chemical approaches. The proportion of different anthocyanins was demonstrated to be characteristic of each botanical form
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
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
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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