Apiin

Apiin is a polyketide synthase-derived flavonoid glycoside that has been found in A. graveolens and has diverse biological activities. It inhibits Aurora B kinase in a cell-free assay using the human enzyme (IC50 = 12.14 µM). Apiin (10 and 50 µg/ml) inhibits LPS-induced increases in nitric oxide (NO) release and inducible nitric oxide synthase (iNOS) levels in J774.A1 macrophages. It scavenges DPPH (Cay-14805), superoxide, and hydroxyl radicals (IC50s = 68, 390, and 48 µg/ml, respectively), as well as increases the levels of superoxide dismutase (SOD) and catalase in mouse serum, brain, heart, liver, and kidney when administered at a dose of 50 mg/kg.Formal Name: 7-[(2-O-D-apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one. CAS Number: 26544-34-3. Synonyms: Apigenin 7-apisoylglucoside, Apigenin 7-O-apioglucoside. Molecular Formula: C26H28O14. Formula Weight: 564.5. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, DMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml. lambdamax: 269, 338 nm. SMILES: O=C1C2=C(O)C=C(O[C@H]3[C@H](O[C@@]4([H])[C@H](O)[C@](CO)(O)CO4)[C@@H](O)[C@H](O)[C@@H](CO)O3)C=C2OC(C5=CC=C(O)C=C5)=C1. InChi Code: InChI=1S/C26H28O14/c27-8-18-20(32)21(33)22(40-25-23(34)26(35,9-28)10-36-25)24(39-18)37-13-5-14(30)19-15(31)7-16(38-17(19)6-13)11-1-3-12(29)4-2-11/h1-7,18,20-25,27-30,32-35H,8-10H2/t18-,20-,21+,22-,23+,24-,25+,26-/m1/s1. InChi Key: NTDLXWMIWOECHG-YRCFQSNFSA-N. Origin: Plant/Apium graveolens.