PHL80425

3,4-Dicaffeoylquinic acid

phyproof^® Reference Substance

• Synonyma: 4,5-Di-O-caffeoylquinic acid, 4,5-Dicaffeoylquinic acid (CAS), Isochlorogenic acid C
• Empirický vzorec (Hillův zápis): C₂₅H₂₄O₁₂
• Číslo CAS: 57378-72-0
• Molekulová hmotnost: 516.45
• MDL number: MFCD10566623
• UNSPSC Code: 41116107
• NACRES: NA.24

Vlastnosti

• grade: primary reference standard
• product line: phyproof^® Reference Substance
• assay: ≥95.0% (HPLC)
• form: solid
• manufacturer/tradename: PhytoLab
• storage temp.: 2-8°C
• SMILES string: O[C@@H]1C[C@@](O)(C[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)[C@H]1OC(=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(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23+,25-/m1/s1
• InChI key: UFCLZKMFXSILNL-RVXRWRFUSA-N

Popis

General description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Application

• Neuroprotection in Parkinson′s Disease: Research on 3,4-Dicaffeoylquinic acid from Calendula officinalis highlights its potential neuroprotective effects through modulation of the PI3K and ERK signaling pathways, suggesting its application in Parkinson′s disease management (Zhang et al., 2024).


• Antioxidant and Anti-inflammatory Activities: Studies on the antioxidant and anti-inflammatory properties of 3,4-Dicaffeoylquinic acid in Merremia umbellata extract suggest its therapeutic potential in treating inflammatory conditions, making it a valuable component in natural phenolic compound research (Lee et al., 2023).


• Hypoglycemic Effects on Type 2 Diabetes: 3,4-Dicaffeoylquinic acid has been studied for its hypoglycemic effects via network pharmacology and transcriptomics, showing promise in type 2 diabetes treatment. This research underscores its importance in biochemistry and pharmacological innovations (He et al., 2024).


• Screening Natural Antioxidants: The compound′s effectiveness in screening and evaluating natural antioxidants demonstrates its utility in developing analytical standards for identifying potent bioactive compounds in various botanical parts (Yang et al., 2024).


• Molecular Docking for Drug Development: 3,4-Dicaffeoylquinic acid is used in molecular docking studies to identify interactions with PPARγ, aiding in the discovery of potential drug candidates from natural sources. This application is crucial for advancing drug discovery in biochemistry and pharmaceutical sectors (Elkhattabi et al., 2023).

Other Notes

This compound is commonly found in plants of the genus: echinacea hedera

Legal Information

phyproof is a registered trademark of PhytoLab GmbH & Co. KG

Bezpečnostní informace

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable