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Nobiletin

Names

[ CAS No. ]:
478-01-3

[ Name ]:
Nobiletin

[Synonym ]:
2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-chromen-4-one
4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-
Flavone, 5,6,7,8,3',4'-hexamethoxy
Nobiletin,Hexamethoxyflavone
2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
Nobiletin
3',4',5,6,7,8-hexamethoxy-flavone
5,6,7,8,3',4'-Hexamethoxyflavone
3',4',5,6,7,8-Hexamethoxyflavone
Hexamethoxyflavone
MFCD03273560
2-(3,4-dimethoxy-phenyl)-5,6,7,8-tetramethoxy-chromen-4-one

Biological Activity

[Description]:

Nobiletin is a citrus flavonoid with anti-inflammatory, anti-cancer, cholesterol lowering, memory protection activities.

[Related Catalog]:

Signaling Pathways >> Autophagy >> Autophagy
Research Areas >> Cancer
Natural Products >> Flavonoids

[References]

[1]. Takito J, et al. Nerve growth factor enhances the CRE-dependent transcriptional activity activated by nobiletin in PC12 cells. Can J Physiol Pharmacol. 2016 Feb 12:1-6.

[2]. He B, et al. The Small Molecule Nobiletin Targets the Molecular Oscillator to Enhance Circadian Rhythms and Protect against Metabolic Syndrome. Cell Metab. 2016 Apr 12;23(4):610-21.

[3]. Cheng HL, et al. Nobiletin inhibits human osteosarcoma cells metastasis by blocking ERK and JNK-mediated MMPs expression. Oncotarget. 2016 Apr 29.


[Related Small Molecules]

Rapamycin (Sirolimus) | MG-132 | Cycloheximide | 3-Methyladenine | LY294002 | TAK-242 | (+)-JQ1 | SB203580 | Pyrazolanthrone (SP600125) | U0126-EtOH | Actinomycin D | Chloroquine diphosphate | CHIR-99021 (CT99021) | MK-2206 2HCl | Dorsomorphin dihydrochloride

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
587.9±50.0 °C at 760 mmHg

[ Melting Point ]:
138 °C

[ Molecular Formula ]:
C21H22O8

[ Molecular Weight ]:
402.395

[ Flash Point ]:
256.5±30.2 °C

[ Exact Mass ]:
402.131470

[ PSA ]:
85.59000

[ LogP ]:
2.48

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.558

[ Storage condition ]:
-20°C

[ Stability ]:
Stable, but unstable if heated rapidly. Combustible. Incompatible with strong oxidizing agents, powdered aluminium, potassium.

Safety Information

[ Risk Phrases ]:
R36/37/38:Irritating to eyes, respiratory system and skin .

[ Safety Phrases ]:
S26-S36/37/39

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds