C0625

Caffeic acid

≥98.0% (HPLC)

• Sinônimo(s): 3,4-Dihydroxybenzeneacrylic acid, 3,4-Dihydroxycinnamic acid, 3-(3,4-Dihydroxyphenyl)-2-propenoic acid
• Fórmula linear: (HO)₂C₆H₃CH=CHCO₂H
• Número CAS: 331-39-5
• Peso molecular: 180.16
• Beilstein: 1954563
• Número CE: 206-361-2
• Número MDL: MFCD00004392
• Código UNSPSC: 12352106
• ID de substância PubChem: 24278290
• NACRES: NA.77

Propriedades

• Nível de qualidade: 200
• Ensaio: ≥98.0% (HPLC)
• Formulário: powder
• pf: 211-213 °C (dec.) (lit.)
• solubilidade: ethanol: 50 mg/mL
• aplicação(ões): metabolomics; vitamins, nutraceuticals, and natural products
• cadeia de caracteres 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+
• chave InChI: QAIPRVGONGVQAS-DUXPYHPUSA-N
• Informações sobre genes: human ... ELA2(1991) ; rat ... Alox5(25290)

Descrição

Descrição geral

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.

Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Anti-oxidant phenolic compound found in plants; Inhibits the synthesis of leukotrienes.

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.

Características e benefícios

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Informações de segurança

• Pictogramas: GHS08
• Palavra indicadora: Warning
• Frases de perigo: H351
• Declarações de precaução: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Classificações de perigo: Carc. 2
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges