Diapocynin

Base Information

• Chemical Name: Diapocynin
• CAS No.: 29799-22-2
• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.337
• European Community (EC) Number: 806-195-6
• UNII: A65KM2ZD49
• DSSTox Substance ID: DTXSID701032857
• Nikkaji Number: J633.699J
• Wikipedia: Diapocynin
• Wikidata: Q21099669
• Metabolomics Workbench ID: 133315
• ChEMBL ID: CHEMBL38775
• Mol file: 29799-22-2.mol

Synonyms:diapocynin

Chemical Property of Diapocynin

Chemical Property:

• Storage Temp.: room temp
• Solubility.: DMSO: soluble2mg/mL, clear (warmed)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 330.11033829
• Heavy Atom Count: 24
• Complexity: 422

Purity/Quality:

97% ^*data from raw suppliers

Diapocynin ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(C(=C1)OC)O)C2=C(C(=CC(=C2)C(=O)C)OC)O

Technology Process of Diapocynin

There total 5 articles about Diapocynin 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: 95.0%

1-(3-methoxy-4-hydroxyphenyl)ethanone (498-02-2) → 1,1'-(6,6'-dihydroxy-5,5'-dimethoxy-(1,1'-biphenyl)-3,3'-diyl)-bis-(ethan-1-one) (29799-22-2)

Guidance literature:

With ferrous(II) sulfate heptahydrate; sodium persulfate; In water; at 100 ℃;

DOI:10.1039/c3gc41110a

Reference yield:

1-(3-methoxy-4-hydroxyphenyl)ethanone (498-02-2) → 1,1'-(6,6'-dihydroxy-5,5'-dimethoxy-(1,1'-biphenyl)-3,3'-diyl)-bis-(ethan-1-one) (29799-22-2) + 1-(5,5''-diacetyl-2,3',5',2''-tetrahydroxy-3,6',3''-trimethoxy-[1,1';4',1'']terphenyl-2'-yl)-ethanone + (Z)-5,5'-Diacetyl-3,3'-dimethoxy-4-(6,5',5''-triacetyl-3,2',2''-trihydroxy-2,3',3''-trimethoxy-[1,1';4',1'']terphenyl-4-yl)-bicyclohexylidene-3,5,3',5'-tetraene-2,2'-dione + 1-(5,5',5''',5''''-tetraacetyl-2,2',5'',2''',2''''-pentahydroxy-3,3',6'',3''',3''''-pentamethoxy-[1,1';4',4'';1'',1''';4''',1'''']quinquephenyl-2''-yl)-ethanone

Guidance literature:

With dihydrogen peroxide; soybean peroxidase; In phosphate buffer; N,N-dimethyl-formamide; at 20 ℃; for 12h; pH=7; Further byproducts given;

DOI:10.1021/ol049448l

Reference yield:

1-(3-methoxy-4-hydroxyphenyl)ethanone (498-02-2) → 1,1'-(6,6'-dihydroxy-5,5'-dimethoxy-(1,1'-biphenyl)-3,3'-diyl)-bis-(ethan-1-one) (29799-22-2) + 1-(5,5''-diacetyl-2,5',2''-trihydroxy-3,6',3''-trimethoxy-[1,1';4',1'']terphenyl-2'-yl)-ethanone + (Z)-5,5'-Diacetyl-4-(5-acetyl-2-hydroxy-3-methoxy-phenyl)-6-hydroxy-3,3'-dimethoxy-bicyclohexylidene-3,5,3',5'-tetraene-2,2'-dione + 1-(5,5''-diacetyl-2,3',5',2''-tetrahydroxy-3,6',3''-trimethoxy-[1,1';4',1'']terphenyl-2'-yl)-ethanone

Guidance literature:

With dihydrogen peroxide; soybean peroxidase; In acetate buffer; N,N-dimethyl-formamide; at 20 ℃; for 12h; pH=6; Further byproducts given;

DOI:10.1021/ol049448l

upstream raw materials:

1-(3-methoxy-4-hydroxyphenyl)ethanone

Downstream raw materials:

1,1'-(5,5',6,6'-tetramethoxy-1,1'-biphenyl-3,3'-diyl)diethanone