Eupafolin

Base Information

• Chemical Name: Eupafolin
• CAS No.: 520-11-6
• Molecular Formula: C16H12O7
• Molecular Weight: 316.267
• Hs Code.: 2914509090
• NSC Number: 122416
• UNII: I3O7LF3GED
• DSSTox Substance ID: DTXSID10199959
• Nikkaji Number: J11.589D
• Wikipedia: Nepetin
• Wikidata: Q3347189
• Pharos Ligand ID: K6UF1PJXW6PT
• Metabolomics Workbench ID: 24313
• ChEMBL ID: CHEMBL172350
• Mol file: 520-11-6.mol

Synonyms:2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-one;eupafolin;nepetin

Chemical Property of Eupafolin

Chemical Property:

• Vapor Pressure: 5.64E-18mmHg at 25°C
• Melting Point: 267 °C
• Refractive Index: 1.727
• Boiling Point: 659.058 °C at 760 mmHg
• PKA: 6.48±0.40(Predicted)
• Flash Point: 250.886 °C
• PSA: 120.36000
• Density: 1.605 g/cm³
• LogP: 2.29100
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 316.05830272
• Heavy Atom Count: 23
• Complexity: 491

Purity/Quality:

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

Nepetin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O

Technology Process of Eupafolin

There total 7 articles about Eupafolin 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:

nepetin-3′-O-β-D-glucopyranoside → eupafolin (520-11-6) + D-glucose (50-99-7)

Guidance literature:

With trifluoroacetic acid; at 110 ℃; for 2h;

DOI:10.1007/s10600-019-02662-2

Reference yield:

nepetin-7-O-(6″-O-caffeoyl)-β-D-glucopyranoside → eupafolin (520-11-6) + D-glucose (50-99-7) + caffeic acid (331-39-5,501-16-6)

Guidance literature:

With trifluoroacetic acid; at 110 ℃; for 2h;

DOI:10.1007/s10600-019-02662-2

Reference yield:

nepetin-7-O-(6″-O-cinnamoyl)-β-D-glucopyranoside → eupafolin (520-11-6) + D-glucose (50-99-7) + (E)-3-phenylacrylic acid (140-10-3)

Guidance literature:

With trifluoroacetic acid; at 110 ℃; for 2h;

DOI:10.1007/s10600-019-02662-2

upstream raw materials:

5,7,3',4'-tetrahydroxy-6-methoxyflavone-7-O-β-D-glucopyranoside

5,6-Dimethoxy-7,3',4'-trihydroxyflavone

Downstream raw materials:

C₂₂H₂₀O₁₃

3',4',5,6,7-pentahydroxyflavone

Refernces

• 1、 Yadava,Satnami. "Chemical constituents from cassia occidentalis Linn". body text. p. 1112 - 1118. Retrieved 2011/10/09.
• 2、 Gvazava, L. N.,Alaniya, M. D.,Kemertelidze, E. P.. "FLAVONOIDS OF Digitalis ciliata". . p. 373. Retrieved 2007/10/02.