Glucogallin

Base Information

• Chemical Name: Glucogallin
• CAS No.: 58511-73-2
• Molecular Formula: C₁₃H₁₆O₁₀
• Molecular Weight: 332.264
• European Community (EC) Number: 611-686-1
• DSSTox Substance ID: DTXSID901029515
• Wikipedia: Glucogallin
• Mol file: 58511-73-2.mol

Synonyms:1-O-galloyl-beta-D-glucose;1-O-galloylglucose;beta-glucogallin;galloylglucose;glucogallin

Chemical Property of Glucogallin

Chemical Property:

• Vapor Pressure: 1.74E-19mmHg at 25°C
• Refractive Index: 1.685
• Boiling Point: 681.1°Cat760mmHg
• Flash Point: 681.1°Cat760mmHg
• Density: 1.76g/cm³
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 332.07434670
• Heavy Atom Count: 23
• Complexity: 406

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1C(C(C(C(O1)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)O
• Isomeric SMILES: CO[C@@H]1[C@H]([C@@H]([C@H](C(O1)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)O

Technology Process of Glucogallin

There total 25 articles about Glucogallin 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: 96.0%

2,3,4,6-tetra-O-benzyl-1-(3’,4’,5’-tri-O-benzylgalloyl)-β-D-glucopyranose (1195367-79-3) → β-glucogallin (13405-60-2,58511-73-2)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; hydrogen; In tetrahydrofuran; at 20 - 25 ℃; for 12h;

DOI:10.1002/anie.201411606

Reference yield: 94.0%

2,3,4,6-tetra-O-benzyl-1-(3’,4’,5’-tri-O-benzylgalloyl)-α-D-glucopyranose → 1-O-galloyl-α-D-glucopyranose (53318-36-8,58511-73-2)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; hydrogen; In tetrahydrofuran; at 20 - 25 ℃; for 12h;

DOI:10.1002/anie.201411606

Reference yield: 87.0%

Heptabenzyl-α-D-glucogallin (106822-42-8) → 1-O-galloyl-α-D-glucopyranose (53318-36-8,58511-73-2)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; hydrogen; In tetrahydrofuran; at 20 - 25 ℃; for 12h;

DOI:10.1002/anie.201411606

upstream raw materials:

1-galloyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose

L-Cysteine methyl ester

furosin

3,4,5-trihydroxybenzoic acid

Downstream raw materials:

4-O-digalloyl-1,2,3,6-tetra-O-galloyl-β-D-glucose

2-O-digalloyl-1,3,4,6-tetra-O-galloyl-β-D-glucose

hexagalloyl β-D-glucose

C₅₅H₄₀O₃₄

Refernces

• 1、 Ono, Nadia N.,Qin, Xiaoqiong,Wilson, Alexander E.,Li, Gang,Tian, Li. "Two UGT84 family glycosyltransferases catalyze a critical reaction of hydrolyzable tannin biosynthesis in pomegranate (Punica granatum)". . . Retrieved 2016/06/09.
• 2、 -. "NOVEL GLYCOSYLTRANSFERASE, NOVEL GLYCOSYLTRANSFERASE GENE, AND NOVEL GLYCOSYL DONOR COMPOUND". Paragraph 0112. . Retrieved 2015/09/22.