Pelargonidin 3-Galactoside

Base Information

• Chemical Name: Pelargonidin 3-Galactoside
• CAS No.: 34425-22-4
• Molecular Formula: C₂₁H₂₁O₁₀*Cl
• Molecular Weight: 468.845
• UNII: UBJ4311737
• Mol file: 34425-22-4.mol

Synonyms:Pelargonidin 3-Galactoside;34425-22-4;Pelargonidin, 3-galactoside;3-(Galactosyloxy)-4',5,7-trihydroxyflavylium Chloride;Pelargonidin 3-beta-D-Galactoside;Pelargonidin 3-galactoside chloride;Pelargonidin 3-galactoside (chloride);UBJ4311737;(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride;Flavylium, 3-(galactosyloxy)-4',5,7-trihydroxy-, chloride;UNII-UBJ4311737;Pelargonidin-3-glucosidechloride;Pelargonidin 3-?-D-Galactoside;CHEBI:176108;HY-N7809;1-Benzopyrylium, 3-(beta-D-galactopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-, chloride;1-Benzopyrylium, 3-(beta-D-galactopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-, chloride (1:1);CS-0138014;Q27290998;1-BENZOPYRYLIUM, 3-(.BETA.-D-GALACTOPYRANOSYLOXY)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-, CHLORIDE;1-BENZOPYRYLIUM, 3-(.BETA.-D-GALACTOPYRANOSYLOXY)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-, CHLORIDE (1:1)

Chemical Property of Pelargonidin 3-Galactoside

Chemical Property:

• PSA: 176.04000
• LogP: 1.91660
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 468.0823246
• Heavy Atom Count: 32
• Complexity: 585

Purity/Quality:

98%Min ^*data from raw suppliers

PELARGONIDIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O)O.[Cl-]
• Isomeric SMILES: C1=CC(=CC=C1C2=[O+]C3=CC(=CC(=C3C=C2O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O)O.[Cl-]
• Uses: A galactoside of Pelargonidin. A naturally occurring anthocyanin which was tested for cell proliferation inhibitory activity against human cancer cell lines.

Technology Process of Pelargonidin 3-Galactoside

There total 3 articles about Pelargonidin 3-Galactoside 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:

4-(2-hydroxyacetyl)phenyl acetate (52728-03-7) → pelargonidin-3-galactoside (34425-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene; silver carbonate

2: ethyl acetate; hydrogen chloride / Behandeln mit wss. Natronlauge und Erwaermen der mit wss. Salzsaeure angesaeuerten Reaktionsloesung

With hydrogenchloride; ethyl acetate; silver carbonate; benzene;

DOI:10.1039/jr9340001611

Reference yield:

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → pelargonidin-3-galactoside (34425-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene; silver carbonate

2: ethyl acetate; hydrogen chloride / Behandeln mit wss. Natronlauge und Erwaermen der mit wss. Salzsaeure angesaeuerten Reaktionsloesung

With hydrogenchloride; ethyl acetate; silver carbonate; benzene;

DOI:10.1039/jr9340001611

Reference yield:

1-(4-acetoxy-phenyl)-2-(tetra-O-acetyl-β-D-galactopyranosyloxy)-ethanone + 2-formyl-3,5-dihydroxyphenyl benzoate (32292-78-7) → pelargonidin-3-galactoside (34425-22-4)

Guidance literature:

With hydrogenchloride; ethyl acetate; Behandeln mit wss. Natronlauge und Erwaermen der mit wss. Salzsaeure angesaeuerten Reaktionsloesung;

DOI:10.1039/jr9340001611

upstream raw materials:

2-formyl-3,5-dihydroxyphenyl benzoate

4-(2-hydroxyacetyl)phenyl acetate

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