5-O-Demethylnobiletin

Modify Date: 2025-08-22 00:22:00

5-O-Demethylnobiletin Structure
5-O-Demethylnobiletin structure
 Common Name 5-O-Demethylnobiletin
CAS Number 2174-59-6 Molecular Weight 388.368
Density 1.304±0.06 g/cm3 Boiling Point 601.4±55.0 °C at 760 mmHg
Molecular Formula C20H20O8 Melting Point 145-146 ºC
MSDS N/A Flash Point 213.9±25.0 °C

 Use of 5-O-Demethylnobiletin


5-O-Demethylnobiletin (5-Demethylnobiletin), a polymethoxyflavone isolated from Sideritis tragoriganum, is a direct inhibition of 5-LOX (IC50=0.1 μM), without affecting the expression of COX-2. 5-O-Demethylnobiletin (5-Demethylnobiletin) has anti-inflammatory activity, inhibits leukotriene B (4)(LTB4) formation in rat neutrophils and elastase release in human neutrophils with an IC50 of 0.35 μM[1].5-O-Demethylnobiletin (5-demethylnobiletin) promotes neuritogenesis through the activation of MAPK/ERK-, PKC-, and PKA-dependent signaling pathways[2].

 Names

Name 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one
Synonym More Synonyms

 5-O-Demethylnobiletin Biological Activity

Description 5-O-Demethylnobiletin (5-Demethylnobiletin), a polymethoxyflavone isolated from Sideritis tragoriganum, is a direct inhibition of 5-LOX (IC50=0.1 μM), without affecting the expression of COX-2. 5-O-Demethylnobiletin (5-Demethylnobiletin) has anti-inflammatory activity, inhibits leukotriene B (4)(LTB4) formation in rat neutrophils and elastase release in human neutrophils with an IC50 of 0.35 μM[1].5-O-Demethylnobiletin (5-demethylnobiletin) promotes neuritogenesis through the activation of MAPK/ERK-, PKC-, and PKA-dependent signaling pathways[2].
Related Catalog
Target

IC50: 0.1 μM (Lox 5); 0.35 μM (LTB4) (5-O-Demethylnobiletin)[1]

References

[1]. Bas E, et al. Anti-inflammatory activity of 5-O-demethylnobiletin, a polymethoxyflavone isolated from Sideritis tragoriganum. Planta Med. 2006 Feb;72(2):136-42.

[2]. Chiu SP, et al. Neurotrophic action of 5-hydroxylated polymethoxyflavones: 5-demethylnobiletin and gardenin A stimulate neuritogenesis in PC12 cells. J Agric Food Chem. 2013 Oct 2;61(39):9453-63.

 Chemical & Physical Properties

Density 1.304±0.06 g/cm3
Boiling Point 601.4±55.0 °C at 760 mmHg
Melting Point 145-146 ºC
Molecular Formula C20H20O8
Molecular Weight 388.368
Flash Point 213.9±25.0 °C
Exact Mass 388.115814
PSA 96.59000
LogP 2.10
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.583
InChIKey DOFJNFPSMUCECH-UHFFFAOYSA-N
SMILES COc1ccc(-c2cc(=O)c3c(O)c(OC)c(OC)c(OC)c3o2)cc1OC
Storage condition 2-8C
Water Solubility Practically insoluble (0.058 g/L) (25 ºC)

 Safety Information

HS Code 2914509090

 Synthetic Route

 Customs

HS Code 2914509090
Summary HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 5-O-DemethylnobiletinBioassay

View more

Name: Growth inhibition of human SRA 01/04 cells at 32 uM after 4 days by Alamar blue assay
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL2321604
Name: Anti-inflammatory activity against carrageenan-induced paw edema in Wistar rat assess...
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL5543232
Name: ERK5 transcriptional activity HTS
Source: 24565
Target: N/A
External Id: ERK5 transcriptional activity-HTS
Name: Anti-inflammatory activity against carrageenan-induced paw edema in Wistar rat assess...
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL5543233
Name: Anti-inflammatory activity against xylene-induced ear edema Swiss mouse model assesse...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL5543234
Name: Anti-inflammatory activity against xylene-induced ear edema Swiss mouse model assesse...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL5543235
Name: In vitro cytotoxic potency against NCI-60 human tumor cell line
Source: ChEMBL
Target: Panel NCI-60 (60 carcinoma cell lines)
External Id: CHEMBL749609
Name: qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in...
Source: NCGC
Target: TDP1 protein [Homo sapiens]
External Id: TDP1100
Name: Inhibition of fMLF/CB-induced human Neutrophil activation assessed as reduction in el...
Source: ChEMBL
Target: Neutrophil
External Id: CHEMBL5543236
Name: qHTS for Stage-Specific Inhibitors of Vaccinia Orthopoxvirus: mCherry Reporter Primar...
Source: NCGC
Target: 67.9K protein [Vaccinia virus]
External Id: Vaccinia-p2mCherry
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 Synonyms

2-(3,4-Dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-chromen-4-one
5-hydroxy-6,7,8,3',4'-pentamethoxyflavone
Demethylnobiletin
5-O-Demethylnobiletin
5-hydroxy-3',4',6,7,8-pentamethoxyflavone
5-Demethylnobiletin
5-desmethylnobeletin
5-desmethylnobiletin
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Chemsrc provides 5-O-Demethylnobiletin(CAS#:2174-59-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of 5-O-Demethylnobiletin are included as well.>> amp version: 5-O-Demethylnobiletin

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