Nidulin

Base Information

• Chemical Name: Nidulin
• CAS No.: 10089-10-8
• Molecular Formula: C20H17 Cl3 O5
• Molecular Weight: 443.705
• UNII: 5ZEG4DS0U1
• DSSTox Substance ID: DTXSID501017592
• Wikidata: Q27263102
• Metabolomics Workbench ID: 200719
• ChEMBL ID: CHEMBL3358704
• Mol file: 10089-10-8.mol

Synonyms:nidulin;O-methylustin

Chemical Property of Nidulin

Chemical Property:

• Melting Point: 180°
• Boiling Point: 601.9°Cat760mmHg
• PKA: 4.94±0.20(Predicted)
• Flash Point: 317.8°C
• PSA: 64.99000
• Density: 1.412g/cm³
• LogP: 6.72590
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 442.014157
• Heavy Atom Count: 28
• Complexity: 629

Purity/Quality:

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

Nidulin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(C)C1=C2C(=C(C(=C1Cl)OC)C)OC(=O)C3=C(C(=C(C(=C3O2)Cl)O)Cl)C
• Isomeric SMILES: C/C=C(\C)/C1=C2C(=C(C(=C1Cl)OC)C)OC(=O)C3=C(C(=C(C(=C3O2)Cl)O)Cl)C
• Uses: Nidulin is a depsidone produced by several fungal species with potent and selective antibacterial activity. While literature relating to nidulin is limited, it is closely related to folipasatin and unguinol, both of which have been identified as inhibitors of phospholipase A2, arachidonic acid release from rat polymorphonuclear leukocytes, and nitrendipine binding to porcine heart membrane. While showing some calcium blocking attributes, these metabolites have potential as antiinflammatory agents.

Technology Process of Nidulin

There total 2 articles about Nidulin 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:

nornidulin (33403-37-1) + methyl iodide (74-88-4) → nidulin (10089-10-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; regioselective reaction;

DOI:10.1038/s41429-018-0133-0

Reference yield:

→ nidulin (10089-10-8)

Guidance literature:

¹⁴CH3-markierte Verb. : durch Biosynthese mit Aspergillus nidulans aus L-Methionin-¹⁴C;

Reference yield:

nidulin (10089-10-8) → aspergillusether I

Guidance literature:

With sulfuric acid; In 1,4-dioxane; water; at 70 ℃;

DOI:10.1016/j.tet.2021.132612

upstream raw materials:

nornidulin

methyl iodide

Downstream raw materials:

dihydronidulin

Refernces