Shanzhiside methyl ester

Shanzhiside methyl ester is an iridoid glycoside that has been found in L. rotata and has anti-inflammatory and antinociceptive activities. It is a glucagon-like peptide 1 receptor (GLP-1R) agonist. Shanzhiside methyl ester (10 µM) inhibits the release of myeloperoxidase (MPO) and elastase from isolated rat neutrophils activated by N-Formyl-Met-Leu-Phe (fMLF, Cay-21495). It also inhibits LPS-induced increases in the release of IL-8 and leukotriene B4 (LTB4, Cay-20110, Cay-10007240) from isolated rat neutrophils when used at a concentration of 10 µM. Shanzhiside methyl ester reduces L5/L6 spinal nerve ligation-induced mechanical allodynia in rats (ED50 = 40.4 µg/animal), an effect that can be reversed by the GLP-1R antagonist exendin (9-39).Formal Name: 1-(beta-D-glucopyranosyloxy)-1S,4aS,5R,6,7S,7aS-hexahydro-5,7-dihydroxy-7-methyl-cyclopenta[c]pyran-4-carboxylic acid, methyl ester. CAS Number: 64421-28-9. Molecular Formula: C17H26O11. Formula Weight: 406.4. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 30 mg/ml, PBS (pH 7.2): 10 mg/ml. lambdamax: 238 nm. SMILES: COC(C1=CO[C@H]([C@@]2([H])[C@]1([H])[C@@H](C[C@@]2(O)C)O)O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)=O. InChi Code: InChI=1S/C17H26O11/c1-17(24)3-7(19)9-6(14(23)25-2)5-26-15(10(9)17)28-16-13(22)12(21)11(20)8(4-18)27-16/h5,7-13,15-16,18-22,24H,3-4H2,1-2H3/t7-,8-,9+,10-,11-,12+,13-,15+,16+,17+/m1/s1. InChi Key: KKSYAZCUYVRKML-IRDZEPHTSA-N. Origin: Plant/Lamiophlomis rotata.