1,3-Dicaffeoylquinic Acid

1,3-Dicaffeoylquinic acid is a polyphenol that has been found in C. scolymus. It decreases the expression and protein levels of inducible nitric oxide synthase (iNOS) when used at a concentration of 10 µM in human coronary artery smooth muscle cells (HCASMCs) treated with a cytokine mixture. 1,3-Dicaffeoylquinic acid decreases protein levels of tyrosinase and microphthalmia-associated transcription factor (MITF) in B16F1 murine melanocytes. It inhibits melanogenesis in B16F1 cells and decreases tyrosinase activity in cell lysates when used at a concentration of 25 µM. 1,3-Dicaffeoylquinic acid (20 and 40 µM) reduces triglyceride levels in sodium oleate-induced hyperlipidemic HepG2 cells compared to hyperlipidemic control cells.Formal Name: (1R,3R,4S)-1,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-4,5R-dihydroxy-cyclohexanecarboxylic acid. CAS Number: 30964-13-7. Synonyms: 1,3-DCQA, 1,3-Dicaffeylquinic Acid. Molecular Formula: C25H24O12. Formula Weight: 516.5. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 2 mg/ml, DMSO: 5 mg/ml, Ethanol: 0.2 mg/ml, PBS (pH 7.2): 2 mg/ml. lambdamax: 222, 248, 326 nm. SMILES: OC1=CC=C(/C=C/C(O[C@H]2[C@@H](O)[C@H](O)C[C@](OC(/C=C/C3=CC(O)=C(O)C=C3)=O)(C(O)=O)C2)=O)C=C1O. InChi Code: InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23+,25-/m1/s1. InChi Key: YDDUMTOHNYZQPO-RVXRWRFUSA-N. Origin: Plant/Tribute Chrysanthemum.