SMB00221

4,5-Di-O-caffeoylquinic acid

≥85% (LC/MS-ELSD)

• Synonym(s): 4,5-DCQA, 4,5-Di-O-caffeoylquinate, 4,5-Dicaffeoylquinic acid, Isochlorogenate C, Isochlorogenic acid C
• Empirical Formula (Hill Notation): C₂₅H₂₄O₁₂
• CAS Number: 57378-72-0
• Molecular Weight: 516.45
• MDL number: MFCD10566623
• PubChem Substance ID: 329824879
• NACRES: NA.25

Properties

• Quality Level: 200
• assay: ≥85% (LC/MS-ELSD)
• form: solid
• storage temp.: −20°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

Description

General description

4,5-Di-O-caffeoylquinic acid (4,5-COQ) is a derivative of caffeoylquinic acid which is a bioactive phenylpropanoid.

Application

4,5-Di-O-caffeoylquinic acid has been used as a reference standard to detect phenolic compounds from Artemisia species using high-performance liquid chromatography with diode array detection (HPLC-DAD) It has also been used as a standard in high-performance liquid chromatography with diode array detection (HPLC-DAD) respectively.

Packaging

1 mg

Biochem/physiol Actions

4,5-Di-O-caffeoylquinic acid (4,5-COQ) is an excellent antioxidant, anti-inflammatory, antimicrobial, antifungal, and cytoprotective agent. It also shows neuroprotective and anti-amyloidogenic properties and can inhibit 42-mer amyloid β-protein (Aβ42). 4,5-COQ displays anti-human immunodeficiency virus (HIV) activity as its effectively inhibits HIV-1 reverse transcriptase.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable