Nobiletin

Chemical compound From Wikipedia, the free encyclopedia

Nobiletin is a flavonoid isolated from citrus peels. It is an O-methylated flavone that has the activity to rescue bulbectomy-induced memory impairment.[1]

Quick facts Names, Identifiers ...
Nobiletin
Skeletal formula of nobiletin
Ball-and-stick model of nobiletin
Names
IUPAC name
3′,4′,5,6,7,8-Hexamethoxyflavone
Systematic IUPAC name
2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one
Other names
Hexamethoxyflavone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • 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 ☒N
    Key: MRIAQLRQZPPODS-UHFFFAOYSA-N ☒N
  • InChI=1/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
    Key: MRIAQLRQZPPODS-UHFFFAOYAI
  • c1c(OC)c(OC)ccc1C2=CC(=O)c3c(OC)c(OC)c(OC)c(OC)c3O2
Properties
C21H22O8
Molar mass 402.399 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Potential pharmacology

Nobiletin was found to potentially inhibit cartilage degradation.[2]

Nobiletin was shown to augment AMPA receptor activity and long-term potentiation in cell culture.[3] Synergistic chemopreventive effects of nobiletin and atorvastatin on colon carcinogenesis have been described.[4] Nobiletin enhances antitumor efficacy via suppression of IκB/NF-κB signaling in triple-negative breast cancer[5].

References

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