Isoimperatorin

Base Information

• Chemical Name: Isoimperatorin
• CAS No.: 482-45-1
• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.285
• Hs Code.: 29329990
• European Community (EC) Number: 801-715-8
• UNII: 0ZMV066080
• DSSTox Substance ID: DTXSID60197460
• Nikkaji Number: J13.192J
• Wikidata: Q1552561
• Metabolomics Workbench ID: 64373
• ChEMBL ID: CHEMBL448060
• Mol file: 482-45-1.mol

Synonyms:iso-imperatorin;isoimperatorin

Chemical Property of Isoimperatorin

Chemical Property:

• Appearance/Colour: White Powder
• Vapor Pressure: 3.13E-08mmHg at 25°C
• Melting Point: 109oC
• Refractive Index: 1.606
• Boiling Point: 448.3 °C at 760 mmHg
• Flash Point: 224.9 °C
• PSA: 52.58000
• Density: 1.242 g/cm³
• LogP: 3.88420
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 270.08920892
• Heavy Atom Count: 20
• Complexity: 436

Purity/Quality:

Isoimperatorin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCOC1=C2C=CC(=O)OC2=CC3=C1C=CO3)C
• Uses: Anti-inflammatory. Effect on proliferation Anti-inflammatory. Effect on proliferation.

Technology Process of Isoimperatorin

There total 4 articles about Isoimperatorin 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: 74.0%

bergaptol (486-60-2) + prenyl bromide (870-63-3) → isoimperatorin (482-45-1)

Guidance literature:

With potassium carbonate; In acetone; for 1h; Heating;

DOI:10.1039/b601096b

Reference yield:

bergapten (484-20-8) → isoimperatorin (482-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / BBr₃ / CH₂Cl₂ / 2 h / 20 °C

2: 74 percent / K₂CO₃ / acetone / 1 h / Heating

With boron tribromide; potassium carbonate; In dichloromethane; acetone;

DOI:10.1039/b601096b

Reference yield:

dimethylallyl diphosphate (358-72-5) + bergaptol (486-60-2) → isoimperatorin (482-45-1)

Guidance literature:

With AkPT₁ from nicotiana benthamiana leaves; pH=7.5 - 9; Enzymatic reaction;

DOI:10.1073/pnas.2022294118

upstream raw materials:

bergaptol

prenyl bromide

bergapten

dimethylallyl diphosphate

Downstream raw materials:

bergaptol

oxypeucedanin hydrate

oxypeucedanin

Refernces

• 1、 Fiorito, Serena,Epifano, Francesco,Preziuso, Francesca,Cacciatore, Ivana,di Stefano, Antonio,Taddeo, Vito Alessandro,de Medina, Philippe,Genovese, Salvatore. "Natural oxyprenylated coumarins are modulators of melanogenesis". . p. 274 - 282. Retrieved 2018/05/14.