65969

4-O-Caffeoylquinic acid

≥98.0%

• Synonym(s): 4-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid, Cryptochlorogenic acid
• Empirical Formula (Hill Notation): C₁₆H₁₈O₉
• CAS Number: 905-99-7
• Molecular Weight: 354.31
• NACRES: NA.28
• PubChem Substance ID: 329760140
• UNSPSC Code: 12352204
• MDL number: MFCD10566638

Properties

• Quality Segment: 100
• assay: ≥98.0%
• form: powder or crystals
• optical activity: [α]/D -76.0±5.0°, c = 0.5 in H₂O
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: 2-8°C
• SMILES string: O[C@@H]1C[C@](O)(C[C@@H](O)[C@@H]1OC(=O)\C=C\c2ccc(O)c(O)c2)C(O)=O
• InChI: 1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1
• InChI key: GYFFKZTYYAFCTR-JUHZACGLSA-N

Description

General description

It is an ester of caffeic acid and quinic acid.

4-caffeoylquinic acid (4-CQA) is the derivative of caffeic acid (CA).

Application

4-O-Caffeoylquinic acid has been used as a reference compound for the quantification in high performance liquid chromatography-diode array detector (HPLC-DAD).

Biochem/physiol Actions

4-O-Caffeoylquinic acid (4-CQA) is a major active antioxidant marker in mulberry leaf extract. It is an inhibitor of ferroptosis hence, it is recognized as a potent anti-diabetic agent. 4-CQA plays an important role in the upregulation of nuclear factor (erythroid-derived 2)-like 2 (Nrf2) pathway.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

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