528-58-5 Usage
Description
Cyanidin chloride is a hydrolysis or naturally occurring compound that is found in many red berries, namely blackberry, bilberry, cherry, grapes, raspberry, and cranberry. It can slo be found in flowers and fruits that contain cyanidin-derivatives such as plums, apples, as well as red onion and red cabbage. Cyanidin chloride is reddish-purple in color, which normally changes according to the pH.
Production
Cyanidin chloride is produced from natural sources through extraction processes. Cyanidin chloride belongs to the anthocyanins.
Safety
When being used in laboratories, only qualified workers should handle the chemical. Cyanidin chloride should be stored in darkness and at low temperatures.
Chemical Properties
Purple powder
Uses
Cyanidin Chloride is a flavonoid compound that protects neuronal cells from oxidative stress. Present in tart cherries, it also contributes to antiinflammatory and antioxidant activities.
Definition
ChEBI: An organic anion obtained by selective deprotonation of the 3- and 5-hydroxy groups of cyanidin(1+).
General Description
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
Biochem/physiol Actions
Anthocyanidin. Pigment found in several varieties of berries. Antioxidant.
Anticancer Research
It is a kind of anthocyanidin and a common pigment found in many red berriesincluding raspberry, grapes, acai berry, bilberry, loganberry, blackberry, hawthorn,blueberry, elderberry, cherry, and cranberry. It is an antioxidant and free radicalscavenging agent. It affects the colon cancer cell growth by inhibiting nitric oxidesynthase and COX-2 gene expression. The derivative, cyanidin-3-glucoside (C3G),plays a role in the reduction of AP-1 activation and NF-κB and phosphorylation ofMEK, MKK4, Akt, and MAPKs and blocks the activation of Fyn kinase signalingpathway and ErbB2/cSrc/FAK pathway. It is inhibits the UVB-induced COX2expression and PGE2 secretion by suppressing AP-1, NF-κB, MKK4, MEK1, andRaf-1. Cyanidin-3-galactoside and cyanidin-3-glucoside are found to be BCRPsubstrates, and cyanidin, cyanidin-3,5-diglucoside, and cyanidin-3-rutinoside arefound to be BCRP inhibitors (Wang et al. 2012).
Check Digit Verification of cas no
The CAS Registry Mumber 528-58-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 8 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 528-58:
(5*5)+(4*2)+(3*8)+(2*5)+(1*8)=75
75 % 10 = 5
So 528-58-5 is a valid CAS Registry Number.
InChI:InChI=1/C15H10O6.ClH/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7;/h1-6H,(H4-,16,17,18,19,20);1H
528-58-5Relevant articles and documents
Robertson,Robinson
, p. 1526,1530 (1928)
Triacylated peonidin 3-sophoroside-5-glucosides from the purple flowers of Moricandia ramburii Webb.
Tatsuzawa, Fumi,Ito, Kanako,Muraoka, Hiroki,Namauo, Toshiharu,Kato, Kazuhisa,Takahata, Yoshihito,Ogawa, Satoshi
experimental part, p. 73 - 77 (2012/06/30)
Triacylated peonidin 3-sophoroside-5-glucosides were isolated from the purple flowers of Moricandia ramburii Webb. (Family: Brassicaceae), and determined to be peonidin 3-O-[2-O-(2-O-(trans-feruloyl)-glucosyl)-6-O-(trans-p- coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside] (1), peonidin 3-O-[2-O-(2-O-(trans-feruloyl)-glucosyl)-6-O-(cis-p-coumaroyl)-glucoside] -5-O-[6-O-(malonyl)-glucoside] (2) and peonidin 3-O-[2-O-(2-O-(trans-sinapoyl)- glucosyl)-6-O-(trans-p-coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside] (3), respectively, by chemical and spectroscopic methods. In addition, one known acylated cyanidin glycoside, cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-glucosyl)- 6-O-(trans-p-coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside] (4), was also identified in the flowers. Peonidin glycosides have not been reported hitherto in floral tissues in to Brassicaceae.
Anthocyan glycoside from Hedera colchica
Alaniya,Kavtaradze,Skhirtladze
body text, p. 673 - 674 (2009/04/06)
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Synthesis of Condensed Tannins. Part 2. Synthesis by Photolytic Rearrangement, Stereochemistry, and Circular Dichroism of the First 2,3-cis,3,4-cis-4-Arylflavan-3-ols
Westhuizen, Jan H. van der,Ferreira, Daneel,Roux, David G.
, p. 1220 - 1226 (2007/10/02)
Photolytic rearrangements of those 2,3-trans-3,4-trans- and 2,3-trans-3,4-cis-4-arylflavan-3-ols in which the nucleophilicity of D-ring (4-aryl group) functionality exceeds that of the A-ring, provide the first access to 2,3-cis-3,4-cis-diastereoisomers.The circular dichroism of these new isomers is at variance with the proposed general rule for assessing the absolute configuration at C-4.In terms of the aromatic quadrant rule such discrepancies correlate with deviations from the preferred C-ring conformations.
