Izalpinin

Base Information

• Chemical Name: Izalpinin
• CAS No.: 480-14-8
• Molecular Formula: C16H12O5
• Molecular Weight: 284.268
• DSSTox Substance ID: DTXSID90197377
• Nikkaji Number: J94.475K
• Wikidata: Q83070264
• Metabolomics Workbench ID: 24739
• ChEMBL ID: CHEMBL464966
• Mol file: 480-14-8.mol

Synonyms:Izalpinin;Isalpinin;480-14-8;Izalpinine;3,5-Dihydroxy-7-methoxyflavone;7-O-Methylgalangin;3,5-dihydroxy-7-methoxy-2-phenylchromen-4-one;7-O-methyl_ galangin;CHEMBL464966;SCHEMBL7551775;DTXSID90197377;LMPK12111656;AKOS040761918;CCG-214615;4H-1-Benzopyran-4-one, 3,5-dihydroxy-7-methoxy-2-phenyl-

Chemical Property of Izalpinin

Chemical Property:

• Vapor Pressure: 2.41E-11mmHg at 25°C
• Melting Point: 195 °C
• Boiling Point: 512.9°Cat760mmHg
• PKA: 6.16±0.40(Predicted)
• Flash Point: 195.9°C
• PSA: 79.90000
• Density: 1.445g/cm³
• LogP: 2.87980
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 284.06847348
• Heavy Atom Count: 21
• Complexity: 438

Purity/Quality:

≥98% ^*data from raw suppliers

Izalpinin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC=CC=C3)O

Technology Process of Izalpinin

There total 12 articles about Izalpinin 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%

galangin 3-benzyl-7-methylether → isalpinin (480-14-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2021.116564

Reference yield:

→ isalpinin (480-14-8)

Guidance literature:

With (E)-3-phenylacrylic acid; water; at 180 ℃; in Gegenwart von Palladium/Kohle;

Reference yield:

3-(benzyloxy)-5,7-dihydroxy-2-phenyl-4H-chromen-4-one (1616279-97-0) → isalpinin (480-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

2: hydrogen; palladium 10% on activated carbon / ethyl acetate / 2 h / 20 °C

With palladium 10% on activated carbon; hydrogen; potassium carbonate; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2021.116564

upstream raw materials:

galangin

dimethyl sulfate

5-hydroxy-3,7-dimethoxyflavone

3,5,7-trimethoxyflavone

Refernces

• 1、 Brunet, Gunter,Ibrahim, Ragai K.. "O-methylation of flavonoids by cell-free extracts of calamondin orange". . p. 741 - 746. Retrieved 2007/10/02.