16917

1,5-Dicaffeoylchinasäure

analytical standard

• Synonym(e): (1S,3R,4R,5R)-1,3-Bis-[3-(3,4-dihydroxy-phenyl)-acryloyloxy]-4,5-dihydroxy-cyclohexancarbonsäure, 1,3-Dikaffeoyl-chinasäure
• Empirische Formel (Hill-System): C₂₅H₂₄O₁₂
• CAS-Nummer: 19870-46-3
• Molekulargewicht: 516.45
• NACRES: NA.24
• PubChem Substance ID: 329751413
• UNSPSC Code: 85151701
• MDL number: MFCD13196505

Eigenschaften

• grade: analytical standard
• Quality Segment: 100
• assay: ≥98.0% (HPLC)
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable, gas chromatography (GC): suitable
• impurities: ≤10.0% water
• application(s): food and beverages
• format: neat
• storage temp.: 2-8°C
• SMILES string: 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
• InChI key: YDDUMTOHNYZQPO-PSEXTPKNSA-N

Beschreibung

General description

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.

Biochem/physiol Actions

Phenolverbindung aus Artischocken. Antioxidative und choleretische Eigenschaften. Potenzielles Immunsuppressivum.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

Sicherheitshinweise

• Lagerklasse: 13 - Non Combustible Solids
• wgk: WGK 3