Aspalathin

Base Information

• Chemical Name: Aspalathin
• CAS No.: 6027-43-6
• Molecular Formula: C21H24O11
• Molecular Weight: 452.415
• European Community (EC) Number: 806-260-9
• DSSTox Substance ID: DTXSID90726949
• Metabolomics Workbench ID: 75182
• Nikkaji Number: J82.055E
• Wikipedia: Aspalathin
• Mol file: 6027-43-6.mol

Synonyms:aspalathin

Chemical Property of Aspalathin

Chemical Property:

• Melting Point: 131-165℃
• Boiling Point: 753.8±60.0 °C(Predicted)
• PKA: 7.16±0.50(Predicted)
• PSA: 208.37000
• Density: 1.662±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: -0.45500
• Storage Temp.: ?20°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 6
• Exact Mass: 452.13186158
• Heavy Atom Count: 32
• Complexity: 633

Purity/Quality:

99% ^*data from raw suppliers

Aspalathin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 1412711
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CCC(=O)C2=C(C=C(C(=C2O)C3C(C(C(C(O3)CO)O)O)O)O)O)O)O
• Isomeric SMILES: C1=CC(=C(C=C1CCC(=O)C2=C(C=C(C(=C2O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O)O

Technology Process of Aspalathin

There total 2 articles about Aspalathin 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: 77.0%

C77H68O11 (1220779-38-3) → 3′-C-β-D-glucopyranosyl-2′,3,4,4′,6′-pentahydroxydihydrochalcone (6027-43-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; for 2h; under 760.051 Torr;

DOI:10.1021/ol100315g

Reference yield: 59.0%

D-Glucose (2280-44-6) + eriodictoyl dihydrochalcone (57765-66-9) → 3′-C-β-D-glucopyranosyl-2′,3,4,4′,6′-pentahydroxydihydrochalcone (6027-43-6)

Guidance literature:

scandium tris(trifluoromethanesulfonate); In water; acetonitrile; for 10h; Reflux;

Reference yield:

3′-C-β-D-glucopyranosyl-2′,3,4,4′,6′-pentahydroxydihydrochalcone (6027-43-6) + acetic anhydride (108-24-7) → nona-O-acetylaspalathin

Guidance literature:

With perchloric acid; In ethyl acetate; at 0 ℃; for 0.0833333h;

DOI:10.1016/S0031-9422(00)86894-6

upstream raw materials:

C₇₇H₆₈O₁₁

D-Glucose

eriodictoyl dihydrochalcone