Orientin

Orientin is a flavone glycoside originally isolated from P. orientale that has diverse biological activities, including antioxidant, antibacterial, and anti-inflammatory properties. Orientin scavenges 2,2-diphenyl-1-picryl-hydrazyl (DPPH, Cay-14805) radicals with an IC50 value of 316.21 µg/ml. It also decreases the cytopathic effects of parainfluenza type 3 virus with an IC50 value of 11.7 µg/ml and a cytotoxic concentration (CC50) value of 375 µg/ml in Hep-2 cells. Orientin (5-40 µM) inhibits LPS-induced barrier disruption, decreases the expression of toll-like receptor 4 (TLR4), phosphorylated p38, and NF-kappaB, and decreases TNF-alpha production and IL-6 secretion in a dose-dependent manner in human umbilical vein endothelial cells (HUVECs). It also prolongs survival in a mouse model of LPS-induced lethal endotoxemia when administered at a dose of 36 µg/animal 12 hours after LPS administration.Formal Name: 2-(3,4-dihydroxyphenyl)-8-beta-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one. CAS Number: 28608-75-5. Molecular Formula: C21H20O11. Formula Weight: 448.4. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. lambdamax: 258, 351 nm. SMILES: OC1=CC(O)=C(C(C=C(C2=CC=C(O)C(O)=C2)O3)=O)C3=C1[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4. InChi Code: InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1. InChi Key: PLAPMLGJVGLZOV-VPRICQMDSA-N.