C0625

Caffeic acid

≥98.0% (HPLC)

• Synonyme(s) : 3,4-Dihydroxybenzeneacrylic acid, 3,4-Dihydroxycinnamic acid, 3-(3,4-Dihydroxyphenyl)-2-propenoic acid
• Formule linéaire : (HO)₂C₆H₃CH=CHCO₂H
• Numéro CAS: 331-39-5
• Poids moléculaire : 180.16
• Numéro Beilstein : 1954563
• Numéro CE : 206-361-2
• Numéro MDL: MFCD00004392
• Code UNSPSC : 12352106
• ID de substance PubChem : 24278290
• Nomenclature NACRES : NA.77

Propriétés

• Pureté: ≥98.0% (HPLC)
• Forme: powder
• Pf: 211-213 °C (dec.) (lit.)
• Solubilité: ethanol: 50 mg/mL
• Application(s): metabolomics; vitamins, nutraceuticals, and natural products
• Chaîne SMILES: OC(=O)\C=C\c1ccc(O)c(O)c1
• InChI: 1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
• Clé InChI: QAIPRVGONGVQAS-DUXPYHPUSA-N
• Informations sur le gène: human ... ELA2(1991) ; rat ... Alox5(25290)

Description

Description générale

Caffeic acid exists in its free and ester form. It is considered as the predominant polyphenol, contributing to the hydroxycinnamic acid content in various fruits. Coffee is one of the major source of caffeic acid.

Application

Caffeic acid has been used as a standard of phenolic acid in the study to determine the total phenolic acid content in vegetables after subjecting to alkaline and acid hydrolysis. It has also been used to determine its antioxidant activity by various assay methods.

Actions biochimiques/physiologiques

A natural dietary phenolic compound found in plants that is an anti-oxidant. Inhibits the synthesis of leukotrienes that are involved in immunoregulation, inflammation and allergy. Inhibits Cu²⁺-induced LDL oxidation.

Caffeic acid and other polyphenols are metabolized by going through enzyme catalysed methyl transfer, sulfation and glucuronic acid addition. It non-competitively prevents the action of 5-lipoxygenase. Caffeic acid ready undergoes hydrolysis in alkaline conditions.

Caractéristiques et avantages

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Informations sur la sécurité

• Pictogrammes: GHS08
• Mention d'avertissement: Warning
• Mentions de danger: H351
• Conseils de prudence: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Classification des risques: Carc. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges