Peonidin 3-O-glucoside (chloride)

Peonidin 3-O-glucoside is a metabolite of cyanidin 3-glucoside (Cay-16406) and an anthocyanin that has been found in red wine extracts and has diverse biological activities, including antioxidant, anti-inflammatory, antiproliferative, and anti-metastatic properties. Peonidin 3-O-glucoside scavenges 2,2-diphenyl 1-picylhydrazyl (DPPH, Cay-14805) and ABTS (Cay-27317) radicals in cell-free assays (EC50s = 757 and 98 µM, respectively). It inhibits IL-1beta-induced phosphorylation of IKKalpha, IkappaBalpha, and ERK in human articular chondrocytes when used at a concentration of 2.5 µM. Peonidin 3-O-glucoside inhibits the growth of Hs578T human breast cancer cells in vitro in a concentration-dependent manner and decreases pulmonary metastasis in a mouse model of Lewis lung carcinoma when administered at a dose of 20 mg/kg.Formal Name: 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-benzopyrylium, monochloride. CAS Number: 6906-39-4. Synonyms: Peonidin 3-beta-D-glucopyranoside. Molecular Formula: C22H23O11 . Cl. Formula Weight: 498.9. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMSO: soluble. SMILES: OC1=CC(O)=C(C=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(C3=CC(OC)=C(O)C=C3)=[O+]4)C4=C1.[Cl-]. InChi Code: InChI=1S/C22H22O11.ClH/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22,/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26),1H/t17-,18-,19+,20-,22-,/m1./s1. InChi Key: VDTNZDSOEFSAIZ-VXZFYHBOSA-N. Origin: Plant/Elymus.