Shikimic Acid

Shikimic acid is a cyclohexenecarboxylic acid originally isolated from I. religiosum. It is an intermediate in the biosynthesis of aromatic amino acids in plants and microorganisms. Shikimic acid is also a precursor in the synthesis of oseltamivir (Cay-16070). It decreases lipid droplet accumulation in HepG2 cells and 3T3-L1 adipocytes when used at a concentration of 80 µM, as well as increases the levels of phosphorylated AMPK and decreases the levels of MID1IP1 in HepG2 and 3T3-L1 adipocytes when used at 40 µM. Shikimic acid increases differentiation of oligodendrocyte precursor cells in vitro. It decreases inflammation and demyelination in a mouse model of experimental autoimmune encephalomyelitis (EAE) when administered at doses of 50-200 mg/kg and reduces symptom progression at a dose of 100 mg/kg. It also induces remyelination in a model of focal demyelination induced by L-alpha-lysophosphatidylcholine (LPC) in mouse dorsal spinal cord.Formal Name: 3R,4S,5R-trihydroxy-1-cyclohexene-1-carboxylic acid. CAS Number: 138-59-0. Synonyms: (-)-Shikimic Acid, L-Shikimic Acid, NSC 59257. Molecular Formula: C7H10O5. Formula Weight: 174.2. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 25 mg/ml, DMSO: 25 mg/ml, Ethanol: 2.5 mg/ml, PBS (pH 7.2): 10 mg/ml. lambdamax: 213 nm. SMILES: O=C(O)C1=C[C@@H](O)[C@@H](O)[C@H](O)C1. InChi Code: InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1. InChi Key: JXOHGGNKMLTUBP-HSUXUTPPSA-N.