1,3,6-tri-O-galloyl-beta-D-glucose

Base Information

• Chemical Name: 1,3,6-tri-O-galloyl-beta-D-glucose
• CAS No.: 18483-17-5
• Molecular Formula: C₂₇H₂₄O₁₈
• Molecular Weight: 636.477
• Hs Code.: 29400090
• European Community (EC) Number: 627-120-1
• UNII: O8718334XJ
• DSSTox Substance ID: DTXSID3041667
• Nikkaji Number: J303.464J
• Wikipedia: 1,3,6-Trigalloyl_glucose
• Wikidata: Q13423012
• Metabolomics Workbench ID: 133379
• ChEMBL ID: CHEMBL389895
• Mol file: 18483-17-5.mol

Synonyms:1,3,6-tri-O-galloyl-beta-D-glucose;1,3,6-tri-O-galloylglucose

Chemical Property of 1,3,6-tri-O-galloyl-beta-D-glucose

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 167℃
• Boiling Point: 1103.6°Cat760mmHg
• PKA: 8.37±0.15(Predicted)
• Flash Point: 363°C
• PSA: 310.66000
• Density: 1.98g/cm³
• LogP: -0.27690
• Storage Temp.: ?20°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 10
• Exact Mass: 636.09626391
• Heavy Atom Count: 45
• Complexity: 1010

Purity/Quality:

98% ^*data from raw suppliers

1,3,6-Tri-O-galloyl-beta-D-glucose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O
• Isomeric SMILES: C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O
• Uses: 1,3,6-Trigalloylglucose is a tannin obtained from Picrorhiza kurroa seeds which exhibit lipid peroxidation and cyclooxygenase inhibitory activity.

Technology Process of 1,3,6-tri-O-galloyl-beta-D-glucose

There total 2 articles about 1,3,6-tri-O-galloyl-beta-D-glucose 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:

→ 1,3,6-tri-O-galloyl-β-D-glucose (18483-17-5,23140-70-7,135029-93-5)

Guidance literature:

With acetone;

Reference yield:

→ 1,3,6-tri-O-galloyl-β-D-glucose (18483-17-5,23140-70-7,135029-93-5)

Guidance literature:

With methanol; palladium; ethyl acetate; Hydrogenation;

Reference yield:

propan-1-ol (71-23-8) + 1,3,6-tri-O-galloyl-β-D-glucose (18483-17-5,23140-70-7,135029-93-5) → Propyl gallate (121-79-9,56274-95-4) + 3,4,5-trihydroxybenzoic acid (149-91-7)

Guidance literature:

With tannase from Lactobacillus plantarum immobilised on glyoxyl-agarose; at 25 ℃; pH=5; aq. acetate buffer; Enzymatic reaction;

DOI:10.1016/j.foodchem.2011.02.057

Downstream raw materials:

O¹,O³,O⁶-Tris-(3,4,5-trimethoxy-benzoyl)-β-D-glucopyranose

O²,O⁴-Diacetyl-O¹,O³,O⁶-tris-(3,4,5-triacetoxy-benzoyl)-β-D-glucopyranose

Propyl gallate

3,4,5-trihydroxybenzoic acid

Refernces