Syringin

Syringin is a phenylpropanoid glycoside first isolated from A. senticosus that enhances acetylcholine release in pancreatic cells leading to an increase in insulin release through the muscarinic M3 receptor. Syringin dose-dependently (50, 75, and 100 µg/kg, i.v.) decreases plasma glucose levels and increases insulin-like immunoreactivity and C-peptide in rats, and these effects last at least 60 minutes. In a rat model of type 1 diabetes, it decreases plasma glucose and increases beta-endorphin release from the adrenal medulla. Syringin increases autophagy through AMP-activated protein kinase alpha (AMPKalpha) activation concomitant with preventing the progression of cardiac hypertrophy in mice following aortic banding. It also has immunomodulatory effects, likely due to its metabolite sinapyl alcohol.Formal Name: 4-[(1E)-3-hydroxy-1-propen-1-yl]-2,6-dimethoxyphenyl-beta-D-glucopyranoside. CAS Number: 118-34-3. Synonyms: Eleutheroside B, NSC 287441. Molecular Formula: C17H24O9. Formula Weight: 372.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 1 mg/ml, PBS (pH 7.2): 1 mg/ml. lambdamax: 221, 266 nm. SMILES: COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(OC)=CC(/C=C/CO)=C1. InChi Code: InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1. InChi Key: QJVXKWHHAMZTBY-GCPOEHJPSA-N.