Antimycin A4

Base Information

• Chemical Name: Antimycin A4
• CAS No.: 27220-59-3
• Molecular Formula: C25H34 N2 O9
• Molecular Weight: 506.61
• European Community (EC) Number: 248-343-7
• Nikkaji Number: J65.886C
• Wikidata: Q105023491
• Mol file: 27220-59-3.mol

Synonyms:Antimycin A4;27220-59-3;EINECS 248-343-7;Antimycin A4 (7CI,9CI);UNII-8X60D5011V;8-Butyl-3-(3-formamido-2-hydroxybenzamido)-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl butyrate;8X60D5011V;[8-butyl-3-[(3-formamido-2-hydroxybenzoyl)amino]-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] butanoate;Butyric acid, N-ester with N-(7-butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-1,6-dioxonan-3-yl)-3-formamidosalicylamide;C25H34N2O9;LS-48001;J-016700

Chemical Property of Antimycin A4

Chemical Property:

• Vapor Pressure: 6.02E-23mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 744.9°Cat760mmHg
• Flash Point: 404.3°C
• PSA: 164.31000
• Density: 1.27g/cm³
• LogP: 3.67850
• Storage Temp.: -20°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 10
• Exact Mass: 506.22643067
• Heavy Atom Count: 36
• Complexity: 790

Purity/Quality:

98%Min ^*data from raw suppliers

Antimycin A4 ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1C(C(OC(=O)C(C(OC1=O)C)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)OC(=O)CCC
• Description: Antimycin A4 is an active component of the antimycin A antibiotic complex that is more polar than antimycin A1 , antimycin A2 , and antimycin A3 . Antimycin A4 inhibits ATP-citrate lyase with a Ki value of 64.8 μM. The antimycin A complex is a mixture of antimycins A1, A2, A3, and A4 that demonstrates antifungal, insecticidal, nematocidal, and piscicidal properties. It blocks mitochondrial respiration and can deplete cellular levels of ATP via inhibition of complex III of the mitochondrial electron transport chain (ETC). Antimycin A prevents the transfer of electrons between the b-cytochromes and ubiquinone at the Q(inner) site of complex III. This results in the stabilization of the ubisemiquinone radical at the Q(outer) site of complex III, leading to increased production of superoxide. Antimycin A is widely used in research to shunt electron flow through the ETC to study the chemical details of oxygen respiration. Additionally, antimycin A has been shown to inhibit Bcl-2 and Bcl-xL proteins, inducing apoptosis.
• Uses: Antimycin A4 is the most polar of the major components of the antimycin complex, first isolated in 1958 from Streptomyces blastimyceticus and co-produced with antimycin A3. Like all antimycins, antimycin A4 is a potent inhibitor of respiration by inhibiting the oxidation of ubiquinol to ubiquinone. Antimycin A4 exhibits broad biological activity as an antifungal, anthelmintic, insecticidal, antiviral and antitumor active. Lack of availability of the individual antimycin components has hindered greater understanding of the common and unique molecular targets of the components of the antimycin complex.