PHL80858

Nobiletin

phyproof^® Reference Substance

• Synonym(s): 2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one, 3′,4′,5,6,7,8-Hexamethoxyflavone
• Empirical Formula (Hill Notation): C₂₁H₂₂O₈
• CAS Number: 478-01-3
• Molecular Weight: 402.39
• Beilstein/REAXYS Number: 360887
• MDL number: MFCD03273560
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• grade: primary reference standard
• product line: phyproof^® Reference Substance
• assay: ≥98.0% (HPLC)
• manufacturer/tradename: PhytoLab
• application(s): food and beverages
• format: neat
• SMILES string: COc1ccc(cc1OC)C2=CC(=O)c3c(OC)c(OC)c(OC)c(OC)c3O2
• InChI: 1S/C21H22O8/c1-23-13-8-7-11(9-15(13)24-2)14-10-12(22)16-17(25-3)19(26-4)21(28-6)20(27-5)18(16)29-14/h7-10H,1-6H3
• InChI key: MRIAQLRQZPPODS-UHFFFAOYSA-N

Description

General description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biochem/physiol Actions

Nobiletin suppresses the expression of matrix metalloproteinases 1, 3 and 9, which participate in the break down of the extracellular matrix during tumor metastasis. Nobiletin is also involved in the increased expression of tissue inhibitor of matrix metalloproteinase 1 further preventing extracellular matrix degradation during tumor invasion. This bioflavonoid is believed to achieve both of these functions by disrupting the signal transduction pathway of Ras-Raf-MEK.

Legal Information

phyproof is a registered trademark of PhytoLab GmbH & Co. KG

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable