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5-O-Caffeoylquinic acid (5-CQA) is a phenolic compound that has been found in M. domestica and has diverse biological activities, including antioxidant, anti-inflammatory, and antidiabetic properties. 5-CQA scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH, Cay-14805, EC50 = 0.184 mg/ml) and 2,2'-azobis(2-amidinopropane) dihydrochloride (AAPH, Cay-82235) radicals in cell-free assays (IC50 = 0.124 mg/ml). It decreases IL-6 and TNF-alpha levels in serum and macrophage infiltration into epididymal adipose tissue in rats fed a high-fat diet when administered at a dose of 90 mg/kg per day. 5-CQA (90 mg/kg per day) also decreases serum and liver free fatty acid (FFA) levels and lowers blood glucose level in an oral glucose tolerance test in high-fat diet-fed rats.Formal Name: (1R,3R,4S,5R)-3-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4,5-trihydroxy-cyclohexanecarboxylic acid. CAS Number: 906-33-2. Synonyms: 5-Caffeoylquinic Acid, trans-5-O-Caffeoylquinic Acid, 5-CQA, Neochlorogenic Acid. Molecular Formula: C16H18O9. Formula Weight: 354.3. Purity: >98%. 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: 218, 328 nm. SMILES: OC1=CC=C(/C=C/C(O[C@@H]2C[C@](C(O)=O)(O)C[C@@H](O)[C@@H]2O)=O)C=C1O. InChi Code: InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14+,16-/m1/s1. InChi Key: CWVRJTMFETXNAD-NXLLHMKUSA-N. Origin: Plant/Lonicera japonica.
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