Phomopsin A

Base Information

• Chemical Name: Phomopsin A
• CAS No.: 64925-80-0
• Molecular Formula: C36H45 Cl N6 O12
• Molecular Weight: 789.23
• Hs Code.: 2941900000
• DSSTox Substance ID: DTXSID201017600
• Nikkaji Number: J459.837G
• ChEMBL ID: CHEMBL446991
• Mol file: 64925-80-0.mol

Synonyms:phomopside A;phomopside B;phomopsin;phomopsin A;phomopsin B;phomopsins

Chemical Property of Phomopsin A

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1188.2°C at 760 mmHg
• PKA: 2.27±0.36(Predicted)
• Flash Point: 672.4°C
• PSA: 273.03000
• Density: 1.48g/cm³
• LogP: 2.27850
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Very Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 11
• Exact Mass: 788.2783986
• Heavy Atom Count: 55
• Complexity: 1660

Purity/Quality:

99% ^*data from raw suppliers

Phomopsin A ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-40
• Safety Statements: 36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=C(C(=O)NC(=CC(=O)O)C(=O)O)NC(=O)C1C=CCN1C(=O)C2C(OC3=C(C(=CC(=C3)C(C(C(=O)NC(C(=O)N2)C(=C)C)NC)O)Cl)O)(C)CC)C
• Isomeric SMILES: CC/C(=C(\C(=O)N/C(=C/C(=O)O)/C(=O)O)/NC(=O)[C@@H]1C=CCN1C(=O)[C@@H]2[C@@](OC3=C(C(=CC(=C3)[C@@H]([C@@H](C(=O)N[C@H](C(=O)N2)C(=C)C)NC)O)Cl)O)(C)CC)/C
• Uses: Phomopsin A is a an acidic 13-membered cyclic hexapeptide-like metabolite with three unusual amino acids linked in an ‘ansa’ macrocycle with a tripeptide tail, terminating in a dicarboxylic acid. Phomopsin A is a potent mycotoxin produced by the fungus, Phomopsis leptostromiformis, and causes lupinosis in livestock fed infected lupins. Phomopsin A is an important bioprobe for understanding cellular structural proteins. It binds selectively to dimeric tubulin at a site overlapping that of vinblastine and maytansine, inhibiting the formation of the microtubule spindle to block cell division. Uniquely, phomopsin A protects tubulin from decay. Phomopsin A is a potent microtubule inhibitor.