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PHL80858

Nobiletin

phyproof® Reference Substance

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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:
360887
MDL number:
MFCD03273560
UNSPSC Code:
41116107
NACRES:
NA.24

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

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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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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