Loganic Acid

Loganic acid is an iridoid glycoside that has been found in C. mas and has diverse biological activities, including antidiabetic, antiadipogenic, anti-atherosclerotic, and anti-inflammatory properties. Loganic acid (1 µM) stimulates glucagon-like peptide-1 (GLP-1) secretion by NCI H716 human enteroendocrine colorectal cancer cells. It inhibits dexamethasone-, 3-isobutyl-1-methylxanthine-, and insulin-induced differentiation of mouse 3T3-L1 fibroblasts into adipocytes when used at a concentration of 10 µg/ml. Loganic acid (20 mg/kg per day) decreases the plasma atherogenic index, a ratio of triglyceride to HDL cholesterol, and the cardiac risk ratio, a ratio of total cholesterol to HDL cholesterol, in a rabbit model of atherosclerosis induced by a cholesterol-rich diet. It also decreases IL-6, TNF-alpha, and oxidized LDL (oxLDL) plasma levels in the same model.Formal Name: (1S,4aS,6S,7R,7aS)-1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methyl-cyclopenta[c]pyran-4-carboxylic acid. CAS Number: 22255-40-9. Synonyms: Loganate, Loganin Acid. Molecular Formula: C16H24O10. Formula Weight: 376.4. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 30 mg/ml, DMSO: 25 mg/ml, Ethanol: 20 mg/ml, PBS (pH 7.2): 10 mg/ml. lambdamax: 234 nm. SMILES: OC[C@H]1O[C@@H](O[C@H]2[C@@]([C@@H](C)[C@@H](O)C3)([H])[C@@]3([H])C(C(O)=O)=CO2)[C@H](O)[C@@H](O)[C@@H]1O. InChi Code: InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8-,9+,10+,11+,12-,13+,15-,16-/m0/s1. InChi Key: JNNGEAWILNVFFD-CDJYTOATSA-N. Origin: Plant/Gentianae macrophyllae.