Spiraeoside

Base Information

• Chemical Name: Spiraeoside
• CAS No.: 20229-56-5
• Molecular Formula: C21H20O12
• Molecular Weight: 464.383
• European Community (EC) Number: 243-614-6
• UNII: K2B74751XI
• DSSTox Substance ID: DTXSID00174078
• Nikkaji Number: J94.563C
• Wikipedia: Spiraeoside
• Wikidata: Q7577713
• Metabolomics Workbench ID: 48000
• ChEMBL ID: CHEMBL402947
• Mol file: 20229-56-5.mol

Synonyms:quercetin-4'-glucoside;spiraeoside

Chemical Property of Spiraeoside

Chemical Property:

• Melting Point: 209-211°C
• Boiling Point: 835.6 °C at 760 mmHg
• PKA: 6.31±0.40(Predicted)
• Flash Point: 294.6 °C
• PSA: 210.51000
• Density: 1.809g/cm³
• LogP: -0.53890
• Storage Temp.: ?20°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 4
• Exact Mass: 464.09547607
• Heavy Atom Count: 33
• Complexity: 758

Purity/Quality:

98% ^*data from raw suppliers

Quercetin4''-Glucoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• Isomeric SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• Uses: Quercetin 4''-Glucoside was found to be a pigment flavonoid in Montmorency cherries. Quercetin 4''-Glucoside has been seen to increase the antioxidant capacity of blood plasma.

Technology Process of Spiraeoside

There total 15 articles about Spiraeoside 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: 90.0%

14-O-β-lactosyl-quercetin → spiraeoside (20229-56-5)

Guidance literature:

With E. coli β-galactosidase; Tris buffer; at 37 ℃; for 0.5h; pH=7.8;

DOI:10.1002/anie.200604177

Reference yield: 85.0%

2-(4-O-β-D-glucopyranosyloxy-3-benzyloxyphenyl)-3,5,7-tribenzyloxy-4H-chromen-4-one (1313191-85-3) → spiraeoside (20229-56-5)

Guidance literature:

With 20 % Pd(OH)2/C; hydrogen; In tetrahydrofuran; ethanol; for 12h;

DOI:10.1016/j.tet.2011.03.110

Reference yield:

quercetol (117-39-5,74893-81-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → isoquercetin (482-35-9) + spiraeoside (20229-56-5)

Guidance literature:

quercetol; 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide; With potassium carbonate; In dimethyl sulfoxide;

With sodium methylate; In methanol; at 20 ℃; for 0.333333h;

DOI:10.1021/jf035151a

upstream raw materials:

quercetol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

UDP-glucose

C₄₃H₄₀O₁₆

Downstream raw materials:

D-Glucose

quercetol

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