Malvidin 3-Glucoside

Base Information

• Chemical Name: Malvidin 3-Glucoside
• CAS No.: 7228-78-6
• Deprecated CAS: 62350-41-8
• Molecular Formula: C23H25 O12 . Cl
• Molecular Weight: 528.897
• Hs Code.: 29389090
• European Community (EC) Number: 230-631-9
• UNII: B34F52D7NB
• ChEMBL ID: CHEMBL602754
• DSSTox Substance ID: DTXSID301028795
• Metabolomics Workbench ID: 21752,44557
• Wikipedia: Oenin
• Mol file: 7228-78-6.mol

Synonyms:(3'-O-methyl-(3)H)malvidin-3-glucoside;malvidin-3-glucoside

Chemical Property of Malvidin 3-Glucoside

Chemical Property:

• Melting Point: 70-71oC
• Boiling Point: 180-190oC at 0.25 MM HG
• PSA: 191.67000
• LogP: -2.30240
• Storage Temp.: ?20°C
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 6
• Exact Mass: 528.1034539
• Heavy Atom Count: 36
• Complexity: 669

Purity/Quality:

98%,99%, ^*data from raw suppliers

Malvidin 3-glucoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1O)OC)C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O.[Cl-]
• Isomeric SMILES: COC1=CC(=CC(=C1O)OC)C2=[O+]C3=CC(=CC(=C3C=C2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O.[Cl-]
• Uses: Anthocyanin. neuroprotective agent Oenin Chloride is an anthocyanin compound and the 3-glucoside conjugate of Malvidin. Oenin is found in the skin of purple grapes and blueberries and is a potential anti-inflammatory agent.

Technology Process of Malvidin 3-Glucoside

There total 2 articles about Malvidin 3-Glucoside 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-formyl-3,5-dihydroxyphenyl benzoate (32292-78-7) → malvin 3-O-glucoside chloride (7228-78-6,30113-37-2)

Guidance literature:

With ethyl acetate; Einleiten von Chlorwasserstoff, Behandeln mit wss. Natronlauge und Ansaeuern des Reaktionsgemisches mit wss. Salzsaeure;

DOI:10.1039/jr9310002701

Reference yield:

1-(4-acetoxy-3,5-dimethoxy-phenyl)-2-hydroxy-ethanone (196408-13-6) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → Malvidin-3-galactoside (7228-78-6,30113-37-2)

Guidance literature:

With silver(l) oxide; benzene; Behandeln des Reaktionsprodukts mit 2-Benzoyloxy-4,6-dihydroxy-benzaldehyd in Aethylacetat unter Einleiten von Chlorwasserstoff, Erwaermen mit Bariumhydroxid in Wasser und anschliessend Behandeln mit Pikrinsaeure;

DOI:10.1039/jr9340000813

Reference yield: 6.0%

malvin 3-O-glucoside chloride (7228-78-6,30113-37-2) + castalagin (24312-00-3) → malvidin-vescalagin + C64H50O37

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; at 60 ℃; for 72h;

DOI:10.1002/chem.200500428

upstream raw materials:

2-formyl-3,5-dihydroxyphenyl benzoate

1-(4-acetoxy-3,5-dimethoxy-phenyl)-2-hydroxy-ethanone

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Downstream raw materials:

C₂₉H₃₃O₁₈⁽¹⁺⁾

C₂₉H₃₃O₁₈⁽¹⁺⁾

C₂₉H₃₃O₁₈⁽¹⁺⁾