Luteolin 5-methyl ether

Base Information

• Chemical Name: Luteolin 5-methyl ether
• CAS No.: 58115-29-0
• Molecular Formula: C16H12O6
• Molecular Weight: 300.268
• ChEMBL ID: CHEMBL1277701
• DSSTox Substance ID: DTXSID00553400
• Metabolomics Workbench ID: 24048
• Nikkaji Number: J3.361.170F
• Wikidata: Q82433976
• Mol file: 58115-29-0.mol

Synonyms:58115-29-0;Luteolin 5-methyl ether;2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-4H-chromen-4-one;4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-;2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxychromen-4-one;CHEMBL1277701;3',4',7-Trihydroxy-5-methoxyflavone;5-O-methylluteolin;SCHEMBL2322974;DTXSID00553400;AC9656;BDBM50330971;LMPK12110965;MFCD18451060;AKOS028113903;SY252782;3?,4?,7-TRIHYDROXY-5-METHOXYFLAVONE;2-(3,4-dihydroxyphenyl)-7-hydroxy-5-meth-oxy-4H-chromen-4-one;2-(3,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-4H-1-benzopyran-4-one;3 inverted exclamation mark ,4 inverted exclamation mark ,7-Trihydroxy-5-methoxyflavone

Chemical Property of Luteolin 5-methyl ether

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 300.06338810
• Heavy Atom Count: 22
• Complexity: 462

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC2=C1C(=O)C=C(O2)C3=CC(=C(C=C3)O)O)O

Technology Process of Luteolin 5-methyl ether

There total 2 articles about Luteolin 5-methyl ether 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:

2-(3,4-dihydroxyphenyl)-5,7-dimethoxy-4H-chromen-4-one (90363-40-9) → 2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-4H-chromen-4-one (58115-29-0) + 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on (491-70-3) + 7-methylluteoline (20243-59-8) + pilloin (32174-62-2) + 2‐(4‐hydroxy‐3‐methoxyphenyl)‐5,7‐dimethoxy‐4H‐chromen‐4‐one (1239-68-5) + 3′-hydroxy-5,7,4′-trimethoxyflavone (33554-52-8)

Guidance literature:

at 300 ℃; for 0.0333333h; Mechanism; transmethylation reaction;

Reference yield:

7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-methoxy-4H-chromen-4-one (1201808-03-8) → 2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-4H-chromen-4-one (58115-29-0)

Guidance literature:

With 20% palladium hydroxide on carbon; hydrogen; In ethanol; at 20 ℃; for 7h;

DOI:10.1016/j.bmc.2010.09.049

Reference yield:

2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-4H-chromen-4-one (58115-29-0) → 7,4′-dihydroxy-5,3′-dimethoxyflavone (62346-14-9) + Luteolin-5,4'-dimethylether (72629-61-9) + 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on (491-70-3) + diosmetin (520-34-3) + 7-methylluteoline (20243-59-8) + 2-(3,4-dihydroxyphenyl)-5,7-dimethoxy-4H-chromen-4-one (90363-40-9)

Guidance literature:

at 300 ℃; for 0.0333333h; Mechanism; transmethylation reaction, other luteoline;

upstream raw materials:

2-(3,4-dihydroxyphenyl)-5,7-dimethoxy-4H-chromen-4-one

7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-methoxy-4H-chromen-4-one

Downstream raw materials:

7,4′-dihydroxy-5,3′-dimethoxyflavone

Luteolin-5,4'-dimethylether

2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on

diosmetin