D-(-)-Quinic Acid

D-(-)-Quinic acid is a hydroxylated cyclohexane carboxylic acid that has been found in coffee beans and has diverse biological activities. It inhibits viral replication in, and viral DNA secretion from, HepG2/2.15 cells infected by hepatitis B virus (HBV, IC50s = 1.6 and 10.1 µM, respectively) without affecting cell viability (CC50 = >1,000 µM). D-(-)-Quinic acid (1 and 2 mg/ml) reduces cell viability in Raji lymphoma cells. It decreases the proliferation of isolated mouse leukocytes stimulated by LPS or concanavalin A (Cay-14951) when used at a concentration of 2 mg/ml. D-(-)-Quinic acid (1, 2, and 4 µg/ml) inhibits radiation-induced DNA damage and cell death in isolated human lymphocytes. In vivo, D-(-)-quinic acid (200 or 400 mg/kg in drinking water) inhibits aluminum chloride-induced neuronal degeneration, decreases in brain acetylcholinesterase (AChE), glutathione (GSH), and superoxide dismutase (SOD) levels, brain homogenate catalase activity, and increases in time to reach the platform in the Morris water maze test in a rat model of aluminum chloride-induced neurotoxicity.Formal Name: 1alpha,3R,4alpha,5R-tetrahydroxy-cyclohexanecarboxylic acid. CAS Number: 77-95-2. Molecular Formula: C7H12O6. Formula Weight: 192.2. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Methanol: Soluble, Water: Soluble. SMILES: OC([C@]1(O)C[C@@H](O)[C@@H](O)[C@H](O)C1)=O. InChi Code: InChI=1S/C7H12O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3-5,8-10,13H,1-2H2,(H,11,12)/t3-,4-,5-,7+/m1/s1. InChi Key: AAWZDTNXLSGCEK-WYWMIBKRSA-N. Origin: Plant/Citrus limon (L.) Burm.f..