3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one

Base Information

• Chemical Name: 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one
• CAS No.: 557792-97-9
• Molecular Formula: C₁₅H₁₂O₈
• Molecular Weight: 320.255
• DSSTox Substance ID: DTXSID001347411
• Nikkaji Number: J1.811.929C
• Wikidata: Q27103961
• Mol file: 557792-97-9.mol

Synonyms:3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one;557792-97-9;119439-94-0;Ampelopsin;Ampeloptin;4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-;MFCD00189451;Flavanone base + 6O;MLS006011805;SCHEMBL134532;MEGxp0_000639;ACon1_000284;CHEBI:28917;DTXSID001347411;HMS3656M15;3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one;AKOS005720975;NCGC00180710-01;SMR000440772;SY067288;VS-11511;CS-0329367;FT-0686596;trans-3,3',4',5,5',7-Hexahydroxyflavanone;Q27103961;rel-(2R,3R)-3,5,7,3',4',5'-hexahydroxyflavanone;3,5,7-Trihydroxy-2-(3,4,5-trihydroxy-phenyl)-chroman-4-one;3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one;rel-(2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydro-4H-chromen-4-one

Chemical Property of 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 320.05321734
• Heavy Atom Count: 23
• Complexity: 445

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1O)O)O)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O

Technology Process of 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one

There total 11 articles about 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one 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: 66.0%

(2,4,6-tris(methoxymethoxy)phenyl)(3-(3,4,5-tris(methoxymethoxy)phenyl)oxiran-2-yl)methanone (1120353-18-5) → ampelopsin (557792-97-9)

Guidance literature:

With hydrogenchloride; In methanol; at 45 ℃; for 0.5h;

DOI:10.1016/j.phytochem.2009.06.003

Reference yield: 41.0%

2',3,4,4',5,6'-hexahydroxychalcone → ampelopsin (557792-97-9)

Guidance literature:

With dihydrogen peroxide; diethylamine; In tetrahydrofuran; at -5 ℃;

DOI:10.1007/s00044-017-2054-z

Reference yield:

dihydromyricetin 3-O-rhamnoside → L-rhamnose (73-34-7) + ampelopsin (557792-97-9)

Guidance literature:

With hydrogenchloride; In methanol; for 0.75h; Heating;

DOI:10.1016/S0031-9422(00)98579-0

upstream raw materials:

myricetin

(2,4,6-tris(methoxymethoxy)phenyl)(3-(3,4,5-tris(methoxymethoxy)phenyl)oxiran-2-yl)methanone

myricitrin

2,4,6-trihydroxyacetophenone

Downstream raw materials:

3,5,7-triacetoxy-2-(3,4,5-triacetoxy-phenyl)-chroman-4-one

3-hydroxy-5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chroman-4-one

myricetin