528-53-0

Basic information

• Product Name: DELPHINIDIN CHLORIDE
• Synonyms: 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyryliuchloride;3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyryliumchloride;3’,4’,5,5’,7-hexahydroxy-flavyliumchloride;delfinidolchloride;delphinidine;delphinidol;ephdine;DELPHINIDIN CHLORIDE
• CAS NO: 528-53-0
• Molecular Formula: C₁₅H₁₁O₇*Cl
• Molecular Weight: 338.7
• EINECS: 208-437-0
• Product Categories: Anthocyanins;Flavonoids;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 528-53-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: >349.85°C
• Boiling Point: 454.94°C (rough estimate)
• Flash Point: °C
• Appearance: /
• Density: 1.3946 (rough estimate)
• Refractive Index: 1.4429 (estimate)
• Storage Temp.: −20°C
• Solubility: Methanol (Slightly)
• CAS DataBase Reference: DELPHINIDIN CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DELPHINIDIN CHLORIDE(528-53-0)
• EPA Substance Registry System: DELPHINIDIN CHLORIDE(528-53-0)

Safety Data

• WGK Germany: 3
• RTECS: DK1310000
• F: 10-21
• Hazardous Substances Data: 528-53-0(Hazardous Substances Data)

Usage

Description

Delphinidin (chloride) is an anthocyanidin, a natural plant pigment which serves as the precursor of certain anthocyanins that provide the blue-red colors of flowers, fruits, and red wine. Delphinidin induces the release of nitric oxide by vascular endothelium, causing vasorelaxation. It also inhibits signaling through epithelial growth factor receptors, suppressing the expression of estrogen receptor α and inducing both apoptosis and autophagy at a dose of 1-40 μM. Delphinidin also inhibits the histone acetyltransferase activities of p300/CBP (IC50 = ~ 30 μM).

Uses

Delphinidin Chloride is an anthocyanidin; antioxidant. Delphinidin Chloride is a pigment found in grapes, cranberries, and pomegranates.

Definition

ChEBI: An anthocyanidin chloride that has delphinidin as the cationic counterpart.

InChI:InChI=1/C15H10O7.2ClH/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6;;/h1-5H,(H5-,16,17,18,19,20,21);2*1H/p-1

Upstream product

• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 6635-24-1 3,4,5-triacetoxybenzoic acid 
• 70475-59-1 3,4,5-triacetoxybenzoyl chloride 
• 86588-88-7 (2R,2''R,3R,3''R,4R)-[4,8]-2,3-cis-3,4-trans-(-)-epigallocatechin-(-)-epigallocatechin-3''-O-gallate 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 85117-87-9 2,3',4',5'-tetraacetoxyacetophenone 
• 97443-97-5 2-Diazo-1-(3,4,5-triacetoxyphenyl)ethanon 
• 97443-98-6 2-Chlor-1-(3,4,5-triacetoxyphenyl)ethanon 
• 32292-78-7 2-formyl-3,5-dihydroxyphenyl benzoate 
• 487-70-7 2,4,6-trihydroxybenzaldehyde 

Downstream Products

• 102445-52-3 1-(2,4,6-trimethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propane 
• 108-73-6 3,5-dihydroxyphenol 
• 530-57-4 3,5-dimethoxy-4-hydroxybenzoic acid 

Relevant articles and documents

Differences in the floral anthocyanin content of violet-blue flowers of Vinca minor L. and V. major L. (Apocynaceae)

Two novel delphinidin 3-(tri or di)-glycoside-7-glycosides were isolated from the violet-blue flowers of Vinca minor L. and V. major L. (Family: Apocynaceae), and determined to be delphinidin 3-O-[2-O-(β-xylopyranosyl)-6-O-(α-rhamnopyranosyl)-β-galactopyranoside]-7-O-(α-rhamnopyranoside) [= delpphinidin 3-(2G-xylosylrobinobioside)-7-rhamnoside] as major floral anthocyanin of V. minor and delphinidin 3-O-[6-O-(α-rhamnopyranosyl)-β-galactopyranoside]-7-O-(α-rhamnopyranoside) [= delpphinidin 3-robinobioside-7-rhamnoside] as major floral anthocyanin of V. major by chemical and spectroscopic methods. In addition, chlorogenic acid and kaempferol 3-O-[6-O-(α-rhamnopyranosyl)-β-galactopyranoside]-7-O-(α-rhamnopyranoside) [= kaempferol 3-robinobioside-7-rhamnoside (robinin)] were identified in these flowers. In this paper, the relation between the structure of floral anthocyanins and classification of Vinca species was discussed.

Synthesis of [4-14C]-pelargonidin chloride and [4- 14C]-delphinidin chloride

The synthesis of [4-14C]-pelargonidin chloride and [4- 14C]-delphinidin chloride via [formyl-14C]-2-(benzoyloxy)- 4,6-dihydroxybenzaldehyde, ω,4-diacetoxyacetophenone and ω,3,4,5-tetraacetoxyacetophenone is described. The first step comprised labelling of the carbonyl group of 2-(benzoyloxy)-4,6-dihydroxybenzaldehyde, verifying that the coupling with ω,4-diacetoxyacetophenone or ω,3,4,5-tetraacetoxyacetophenone under hydrogen chloride atmosphere resulted in the formation of [4-14C] labelled anthocyanidins. Copyright

Oligomeric proanthocyanidin glycosides of Clementsia semenovii and their biological activity. III

The structures of two oligomeric proanthocyanidins isolated from roots of Clementsia semenovii have been established using chemical and spectral data. Animal studies showed that these compounds possess hypocholesterinemic, hypolipidemic, and anti-inflammatory activities.