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92600

Supelco

Nobiletin

analytical standard

Synonym(s):

2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one, 3′,4′,5,6,7,8-Hexamethoxyflavone

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About This Item

Empirical Formula (Hill Notation):
C21H22O8
CAS Number:
Molecular Weight:
402.39
Beilstein:
360887
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤5.0% water

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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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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The rhizome of Kaempferia parviflora has been used in traditional Thai medicine. In this study, we identified and compared specific compounds from the hexane extract of K. parviflora with those from other Zingiberaceous plants by using gas chromatography-mass spectrometry. We
Jianchu Chen et al.
BMC pharmacology & toxicology, 15, 59-59 (2014-10-25)
Nobiletin is a non-toxic dietary flavonoid that possesses anti-cancer properties. Nobiletin has been reported to reduce the risk of prostate cancer, but the mechanism is not well understood. In this study, we investigated the effects of nobiletin in prostate cancer
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