Columbianadin

Base Information

• Chemical Name: Columbianadin
• CAS No.: 5058-13-9
• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.365
• Hs Code.: 29329990
• DSSTox Substance ID: DTXSID401317565
• Nikkaji Number: J13.416C
• Metabolomics Workbench ID: 123308
• ChEMBL ID: CHEMBL1324067
• Mol file: 5058-13-9.mol

Synonyms:columbianadin

Chemical Property of Columbianadin

Chemical Property:

• Vapor Pressure: 1.84E-09mmHg at 25°C
• Melting Point: 166oC
• Refractive Index: 1.569
• Boiling Point: 482.3 °C at 760 mmHg
• Flash Point: 212.7 °C
• PSA: 65.74000
• Density: 1.232 g/cm³
• LogP: 3.38450
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 328.13107373
• Heavy Atom Count: 24
• Complexity: 589

Purity/Quality:

98% ^*data from raw suppliers

Columbianadin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(C)C(=O)OC(C)(C)C1CC2=C(O1)C=CC3=C2OC(=O)C=C3
• Isomeric SMILES: C/C=C(/C)\C(=O)OC(C)(C)[C@@H]1CC2=C(O1)C=CC3=C2OC(=O)C=C3
• Uses: Columbianedin, a coumarin compounds, is one of the main bioactive constituents of Angelica pubescens Maxim f. biserrata Shan et Yuan and is studied for its antiinflammatory and analgesic properties. Potential anti-tumor agent. Cytotoxic.

Technology Process of Columbianadin

There total 3 articles about Columbianadin 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: 64.0%

columbianetin (3804-70-4) + (Z)-2-methyl-2-butenoic anhydride (94487-74-8) → Columbianadin (3173-03-3,5058-13-9,20414-80-6,21974-14-1,58001-84-6)

Guidance literature:

With caesium carbonate; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1055/s-0032-1317415

Reference yield:

Angelic acid (565-63-9) → Columbianadin (3173-03-3,5058-13-9,20414-80-6,21974-14-1,58001-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide / dichloromethane; 5,5-dimethyl-1,3-cyclohexadiene / 1 h / 20 °C

2: caesium carbonate / acetonitrile / 1 h / 20 °C

With caesium carbonate; dicyclohexyl-carbodiimide; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; acetonitrile;

DOI:10.1055/s-0032-1317415

Reference yield:

→ zosimin (3173-03-3,5058-13-9,20414-80-6,21974-14-1,58001-84-6)

Guidance literature:

Columbianetin-(3-brom-angelat)/Ethanol, Hydrierung an Pd/Kohle;

DOI:10.1002/jps.2600530306

upstream raw materials:

columbianetin

(Z)-2-methyl-2-butenoic anhydride

Angelic acid

Refernces