3,5-Dicaffeoylquinic Acid

3,5-Dicaffeoylquinic acid (3,5-DCQA) is a natural phenolic compound that has been found in L. japonica, I. kaushue, and other plants. It has antioxidant, anti-inflammatory, and antiviral biological activities. 3,5-DCQA scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH, Cay-14805) radicals in a cell-free assay (IC50 = 71.8 µM) and inhibits superoxide production in human neutrophils activated by N-formyl-Met-Leu-Phe (fMLF) and cytochalasin B (IC50 = 1.92 µM). It inhibits HIV-1 integrase 3'-end processing, strand transfer, and disintegration in a cell-free assay (IC50s = 0.33, 0.34, and 0.66 µg/ml, respectively) and inhibits HIV-1-induced cytotoxicity in MT-2 cells (ED50 = 1 µg/ml). In vivo, 3,5-DCQA (25 mg/kg) protects mice from acute lung injury induced by LPS and decreases neutrophil count in bronchoalveolar lavage fluid (BALF).Formal Name: (1alpha,3R,4alpha,5R)-3,5-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4-dihydroxy-cyclohexanecarboxylic acid. CAS Number: 2450-53-5. Synonyms: 3,5-DCQA, Isochlorogenic Acid A. Molecular Formula: C25H24O12. Formula Weight: 516.5. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 71 mg/ml, DMSO: 50 mg/ml, Ethanol: 50 mg/ml, PBS (pH 7.2): 25 mg/ml. lambdamax: 220, 246, 330 nm. SMILES: OC1=CC=C(/C=C/C(O[C@@H]2C[C@](C(O)=O)(O)C[C@@H](OC(/C=C/C3=CC=C(O)C(O)=C3)=O)[C@@H]2O)=O)C=C1O. InChi Code: InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1. InChi Key: KRZBCHWVBQOTNZ-PSEXTPKNSA-N. Origin: Plant/Lonicera japonica Thunb..