Apigenin 7-Glucuronide

CAS: 29741-09-1

Ref. TR-A726505

Product Information

• Name: Apigenin 7-Glucuronide
• Synonyms: ß-D-5-Hydroxy-2-(p-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl-glucopyranosiduronic Acid, Apigenin 7-O-Glucuronide, Apigenin 7-O-ß-D-Glucuronide, Apigenin 7-O-ß-D-Glucuronopyranoside, Apigenin 7-O-ß-Glucuronide, Apigenin 7-ß-Glucuronide, Apigenin-7-O-ß-D Glucuronoside, Scutellarin A, 4H-1-benzopyran-4-one, 7-(beta-D-glucopyranuronosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-, 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl β-<span class="text-smallcaps">D</span>-glucopyranosiduronic acid, Apigenin 7-O-glucuronide, Apigenin 7-O-β-<span class="text-smallcaps">D</span>-glucuronide, Apigenin 7-O-β-<span class="text-smallcaps">D</span>-glucuronopyranoside, Apigenin 7-O-β-glucuronide, Apigenin 7-glucuronide, Apigenin 7-β-glucuronide, Apigenin-7-O-β-D glucuronoside, Glucopyranosiduronic acid, 5-hydroxy-2-(p-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl, β-<span class="text-smallcaps">D</span>-, β-<span class="text-smallcaps">D</span>-Glucopyranosiduronic acid, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl, 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl β-D-glucopyranosiduronic acid, β-D-Glucopyranosiduronic acid, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl, Glucopyranosiduronic acid, 5-hydroxy-2-(p-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl, β-D-

Description

Applications Apigenin 7-Glucuronide is a metabolite of Apigenin, which induces the reversion of transformed phenotypes of v-H-ras-transformed NIH 3T3 cells at low concentration (12.5 uM) by inhibiting MAP kinase activity. Also inhibits the proliferation of malignant tumor cells by G2/M arrest and induces morphological differentiation. Apigenin has also been reported to enhance the gap juntion intracellular communication in liver cells.
References Chaumontet, C., et al.: Carcinogenesis, 15, 2325 (1994), Sato, F., et al.: Biochem. Biophys. Res. Commun., 204, 578 (1994), Kuo, M.L. et al.: Biochem. Biophys. Res. Commun., 212, 767 (1995)

• Brand: TRC

Chemical properties

• Molecular weight: 446.36
• Formula: C₂₁H₁₈O₁₁
• Color/Form: Neat
• InChI: InChI=1S/C21H18O11/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1
• InChI key: InChIKey=JBFOLLJCGUCDQP-ZFORQUDYSA-N
• SMILES: O=C(O)[C@H]1O[C@@H](Oc2cc(O)c3c(=O)cc(-c4ccc(O)cc4)oc3c2)[C@H](O)[C@@H](O)[C@@H]1O