Helvolic acid; Fumigacin

Base Information

• Chemical Name: Helvolic acid; Fumigacin
• CAS No.: 29400-42-8
• Molecular Formula: C33H44 O8
• Molecular Weight: 554.67108
• Hs Code.: 29419000
• NSC Number: 319943
• Mol file: 29400-42-8.mol

Synonyms:C33H44O8;C33-H44-O8;NSC-319943;Helvolic acid;Fumigacin;(Z)-6-beta,16-beta-dihydroxy-3,7-dioxo-29-nor-8-alpha,9-beta,13-alpha,14-beta-dammara-1,17(20),24-trien-21-oic acid diacetate;NSC319943;BS-1590;29-Nordammara-1,24-trien-21-oic acid, 6,16-bis(acetyloxy)-3,7-dioxo-, (4.alpha.,6.beta.,8.alpha.,9.beta.,13.alpha.,14.beta.,16.beta.,17Z)-

Chemical Property of Helvolic acid; Fumigacin

Chemical Property:

• Vapor Pressure: 5.01E-20mmHg at 25°C
• Melting Point: 215°
• Refractive Index: 1.4900 (estimate)
• Boiling Point: 675.9°C at 760 mmHg
• PKA: 4.05±0.41(Predicted)
• Flash Point: 209°C
• PSA: 124.04000
• Density: 1.2g/cm³
• LogP: 5.40010
• Storage Temp.: 2-8°C
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 568.30361836
• Heavy Atom Count: 41
• Complexity: 1270

Purity/Quality:

≥98% ^*data from raw suppliers

HelvolicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C2C(C(=O)C3(C(C2(C=CC1=O)C)CCC4C3(CC(C4=C(CCC=C(C)C)C(=O)O)OC(=O)C)C)C)OC(=O)C
• Isomeric SMILES: CC1C2C(C(=O)C3(C(C2(C=CC1=O)C)CCC\4C3(CC(/C4=C(/CCC=C(C)C)\C(=O)O)OC(=O)C)C)C)OC(=O)C
• Description: Helvolic acid is a mycotoxin originally isolated from A. fumigatus that has broad-spectrum antibiotic activity against Gram-positive and Gram-negative bacteria. At 4-16 mg/L, it acted synergistically with erythromycin (500-2,000 mg/L) in vitro on five multi-drug resistant strains of S. aureus. At 10 mg/kg/d, it reduced tumor growth and prolonged survival synergistically with cyclophosphamide (20 mg/kg/d) in a mouse model of sarcoma but had no effect when administered alone.
• Uses: Helvolic acid is a mycotoxin with antibacterial activity.