Quercetin 3,4'-diglucoside

Base Information

• Chemical Name: Quercetin 3,4'-diglucoside
• CAS No.: 29125-80-2
• Molecular Formula: C27H30O17
• Molecular Weight: 626.525
• DSSTox Substance ID: DTXSID301045305
• Nikkaji Number: J362.849C
• Wikipedia: Quercetin_3,4%27-diglucoside,4'-diglucoside
• Wikidata: Q7271320
• Metabolomics Workbench ID: 122251
• ChEMBL ID: CHEMBL1098352
• Mol file: 29125-80-2.mol

Synonyms:quercetin 3,4'-di-O-beta-D-glucopyranoside;quercetin 3,4'-di-O-glucopyranoside

Chemical Property of Quercetin 3,4'-diglucoside

Chemical Property:

• Melting Point: 185-189℃
• Boiling Point: 1029.3±65.0 °C(Predicted)
• PKA: 6.17±0.40(Predicted)
• PSA: 289.66000
• Density: 1.89±0.1 g/cm3 (20 oC 760 Torr)
• LogP: -3.06580
• Storage Temp.: -20°C
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 7
• Exact Mass: 626.14829948
• Heavy Atom Count: 44
• Complexity: 1040

Purity/Quality:

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

Quercetin 3,4′-diglucoside ≥85% (LC/MS-UV) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• Isomeric SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• Uses: Quercetin 3,4''-Diglucoside is a flavonoid that has shown to be the antioxidative phenolic constituent of skins of onions.

Technology Process of Quercetin 3,4'-diglucoside

There total 17 articles about Quercetin 3,4'-diglucoside 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:

quercetol (117-39-5,74893-81-5) → isoquercetin (482-35-9) + isorhamnetin-3-O-glucoside (6743-92-6,50306-07-5,5041-82-7) + 4′-O-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranoside (29125-80-2) + quercetin 3,7-O-β-D-diglucoside (30311-60-5,56782-99-1,116004-33-2,125591-69-7,6892-74-6)

Guidance literature:

at 30 ℃; for 336h; Yield given. Further byproducts given. Yields of byproduct given; cell suspension culture of Vitis hybrid;

Reference yield:

C48H48O17 → 4′-O-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranoside (29125-80-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol; at 20 ℃; for 2h; under 750.075 Torr;

DOI:10.1016/j.bmc.2013.12.062

Reference yield:

isoquercetin (482-35-9) + 2-nitrophenyl β-D-glucopyranoside (2816-24-2) → 4′-O-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranoside (29125-80-2)

Guidance literature:

With Thermotoga neapolitana β-glucosidase 1A E349G mutant; sodium formate; In aq. buffer; at 70 ℃; for 16h; pH=5.6; Reagent/catalyst; Enzymatic reaction;

DOI:10.1016/j.molcatb.2014.05.021

upstream raw materials:

quercetol

rutin

5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one

C₅₇H₅₂O₁₆

Refernces

• 1、 Pozzo, Tania,Plaza, Merichel,Romero-Garcia, Javier,Faijes, Magda,Karlsson, Eva Nordberg,Planas, Antoni. "Glycosynthases from Thermotoga neapolitana β-glucosidase 1A: A comparison of α-glucosyl fluoride and in situ-generated α-glycosyl formate donors". . p. 132 - 139. Retrieved 2014/07/21.