528-58-5 Usage
Description
Cyanidin chloride, a hydrolysis or naturally occurring compound, is a flavonoid found in various red berries such as blackberry, bilberry, cherry, grapes, raspberry, and cranberry. It is also present in flowers, fruits containing cyanidin-derivatives, plums, apples, red onion, and red cabbage. This reddish-purple colored compound is known for its antioxidant, anti-inflammatory, and neuroprotective properties.
Uses
Used in Pharmaceutical Industry:
Cyanidin chloride is used as a neuroprotective agent for protecting neuronal cells from oxidative stress. Its antioxidant and anti-inflammatory activities contribute to its potential applications in the development of treatments for various neurological disorders.
Used in Food Industry:
Cyanidin chloride is used as a natural colorant in the food industry due to its reddish-purple color, which changes according to the pH. This property makes it suitable for coloring various food products, adding a vibrant hue without the need for synthetic dyes.
Used in Cosmetics Industry:
The antioxidant and anti-inflammatory properties of cyanidin chloride make it a valuable ingredient in the cosmetics industry. It can be used in the formulation of skincare products to provide protection against environmental stressors and promote skin health.
Used in Nutraceutical Industry:
Cyanidin chloride's health-promoting properties, including its antioxidant and anti-inflammatory activities, make it a suitable candidate for inclusion in nutraceutical products. These products can help support overall health and well-being by providing additional nutritional benefits.
Used in Agricultural Industry:
Cyanidin chloride can be utilized in the agricultural industry for the development of natural pesticides or as a component in plant growth promoters. Its antioxidant properties may help protect plants from environmental stressors, while its anti-inflammatory effects could potentially be used to reduce plant diseases.
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.
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.