16917

1,5-Dicaffeoylquinic acid

analytical standard

• Synonyme(s) : (1S,3R,4R,5R)-1,3-Bis[3-(3,4-dihydroxyphenyl)acryloyloxy]-4,5-dihydroxycyclohexanecarboxylic acid, 1,3-Dicaffeoylquinic acid
• Formule empirique (notation de Hill) : C₂₅H₂₄O₁₂
• Numéro CAS: 19870-46-3
• Poids moléculaire : 516.45
• Numéro MDL: MFCD13196505
• Code UNSPSC : 85151701
• ID de substance PubChem : 329751413
• Nomenclature NACRES : NA.24

Propriétés

• Qualité: analytical standard
• Niveau de qualité: 100
• Essai: ≥98.0% (HPLC)
• Durée de conservation: limited shelf life, expiry date on the label
• Technique(s): HPLC: suitable; gas chromatography (GC): suitable
• Impuretés: ≤10.0% water
• Application(s): food and beverages
• Format: neat
• Température de stockage: 2-8°C
• Chaîne SMILES: O[C@@H]1C[C@@](C[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)[C@@H]1O)(OC(=O)\C=C\c3ccc(O)c(O)c3)C(O)=O
• InChI: 1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1
• Clé InChI: YDDUMTOHNYZQPO-PSEXTPKNSA-N

Description

Description générale

Dicaffeoylquinic acid is naturally occurring polyphenolic compound found in plants like fennel and coffee. It is characterized by two caffeic acid molecules linked via ester bonds to one quinic acid molecule. 1, 5-Dicaffeoylquinic acid (1,5-DCQA) is considered as a potent and nontoxic inhibitor of HIV-1 replication.[1]

In literature, CAS Numbers 19870-46-3 and 30964-13-7 are each described as 1,3-dicaffeoylquinic acid, 1,5-dicaffeoylquinic acid, and cynarin. The IUPAC synonym for this product is provided for clarification.

Application

It may be used as reference standard in LC-MS/MS method for the determination of 1,5-DCQA from human plasma.[2]

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Actions biochimiques/physiologiques

Phenolic compound found in artichoke. Antioxidant and choleretic properties. Potential immunosuppressive agent.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Autres remarques

This compound is commonly found in plants of the genus: achillea arnica

Informations sur la sécurité

• Code de la classe de stockage: 13 - Non Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3