Demethylnobiletin

Base Information

• Chemical Name: Demethylnobiletin
• CAS No.: 2174-59-6
• Molecular Formula: C20H20 O8
• Molecular Weight: 388.374
• Hs Code.: 2914509090
• NSC Number: 618927
• UNII: OGE0V42MOT
• DSSTox Substance ID: DTXSID60176134
• Nikkaji Number: J304.752K
• Wikidata: Q27285643
• Metabolomics Workbench ID: 24562
• ChEMBL ID: CHEMBL75978
• Mol file: 2174-59-6.mol

Synonyms:2174-59-6;5-O-Demethylnobiletin;5-Demethylnobiletin;Demethylnobiletin;5-O-Desmethylnobiletin;2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-chromen-4-one;5-hydroxy-6,7,8,3',4'-pentamethoxyflavone;2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one;OGE0V42MOT;UNII-OGE0V42MOT;NSC-618927;5-Hydroxy-3',4',6,7,8-pentamethoxyflavone;DTXSID60176134;4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-;5-demethyl nobiletin;CHEMBL75978;SPECTRUM1505030;SCHEMBL1764120;DTXCID6098625;5-Desmethoxynobiletin (incorr.);CHEBI:175933;HY-N1942;LMPK12111479;MFCD08458849;NSC618927;s9421;AKOS016010675;CCG-214126;NCGC00094903-01;AC-34652;AS-78590;NCI60_005663;LS-193894;CS-0018253;FT-0698018;A878936;Flavone, 5-hydroxy-3',4',6,7,8-pentamethoxy-;SR-05000002635;SR-05000002635-1;BRD-K17726681-001-01-0;Q27285643;2-(3,4-Dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-1-benzopyran-4-one

Chemical Property of Demethylnobiletin

Chemical Property:

• Vapor Pressure: 4.68E-15mmHg at 25°C
• Melting Point: 145-146℃
• Boiling Point: 601.4°Cat760mmHg
• PKA: 6.81±0.40(Predicted)
• Flash Point: 213.9°C
• PSA: 96.59000
• Density: 1.304g/cm³
• LogP: 3.20860
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 388.11581759
• Heavy Atom Count: 28
• Complexity: 579

Purity/Quality:

≥98% ^*data from raw suppliers

2-(3,4-Dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-chromen-4-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O)OC
• Uses: 2-(3,4-Dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-chromen-4-one is used in the treatment of neurodegenerative and metabolic disorders

Technology Process of Demethylnobiletin

There total 30 articles about Demethylnobiletin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

nobiletin (478-01-3) → 5-hydroxy-6,7,8,3',4'-pentamethoxyflavone (2174-59-6)

Guidance literature:

With aluminum (III) chloride; In acetonitrile; at 60 ℃; for 3h;

DOI:10.3184/174751914X13966139490181

Reference yield:

5,6,7,4'-tetramethoxyflavone (1168-42-9) + sinensetin (2306-27-6,27181-91-5) + tangeritin (481-53-8) + 3,5,6,7,3',4'-Hexamethoxyflavon (1251-84-9) + nobiletin (478-01-3) + 3,3',4',5,6,7,8-heptamethoxyflavone (1178-24-1) → gardenin B (2798-20-1) + 5-hydroxy-4',6,7-trimethoxyflavone (19103-54-9) + 5-desmethylsinensetin (21763-80-4) + artemetin (479-90-3) + 5-hydroxy-6,7,8,3',4'-pentamethoxyflavone (2174-59-6) + 5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone (1176-88-1)

Guidance literature:

With hydrogenchloride; ethanol; at 80 ℃; for 18 - 70h; Product distribution / selectivity; Heating / reflux;

Reference yield:

orange peel extract → 5-hydroxy-6,7,8,3',4'-pentamethoxyflavone (2174-59-6)

Guidance literature:

With hydrogenchloride; ethanol; water; at 100 ℃; for 12h;

upstream raw materials:

diazomethane

5-hydroxy-3',4',6,7,8-pentamethoxyflavone

nobiletin

3′-methoxy-4′-hydroxy-5,6,7,8-tetramethoxyflavone

Downstream raw materials:

nobiletin

5-hydroxy-3',4',6,7,8-pentamethoxyflavone