Antimycin A

For research use only. Not for therapeutic Use.

  • CAT Number: M050463
  • CAS Number: 1397-94-0
  • PubChem Substance ID: 14957
  • Molecular Formula: C₂₈H₄₀N₂O₉(for A1)
  • Purity: ≥95%
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Antimycin A is a complex of related macrocyclic lactones, predominantly A1 to A4, isolated from several species of Streptomyces, first reported in the early 1950s for potent antifungal activity. There are over 20 known analogues in the antimycin A class, mostly involving variation of the fatty acid ester chain length or adjacent alkyl starting unit. Antimycin A is widely used as a bioprobe of respiration and other applications with over 5,000 literature citations.<br />
Antimycin A binds to cytochrome C reductase at the Qi site, inhibiting the oxidation of ubiquinol to ubiquinone.


Catalog Number M050463
CAS Number 1397-94-0
Molecular Formula C₂₈H₄₀N₂O₉(for A1)
Purity ≥95%
Storage -20°C
InChI InChI=1S/C28H40N2O9/c1-6-7-8-9-11-20-25(39-22(32)14-16(2)3)18(5)38-28(36)23(17(4)37-27(20)35)30-26(34)19-12-10-13-21(24(19)33)29-15-31/h10,12-13,15-18,20,23,25,33H,6-9,11,14H2,1-5H3,(H,29,31)(H,30,34)/t17-,18+,20-,23+,25+/m1/s1
InChIKey UIFFUZWRFRDZJC-SBOOETFBSA-N
SMILES CCCCCCC1C(C(OC(=O)C(C(OC1=O)C)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)OC(=O)CC(C)C
Reference

The isolation and properties of antimycin A. Bryant R. &amp; Dunshee B.R. et al. J. Am. Chem. Soc. 1949, 71, 2436.<br />
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Inhibition of electron transport by antimycin A, alkyl hydroxy naphthoquinones and metal coordination compounds. Tappel A.L. Biochem. Pharmacol. 1960, 3, 289.<br />
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Biosynthetic pathway for high structural diversity of a common dilactone core in antimycin production. Yan Y. et al. Org. Lett. 2012, 14, 4142.
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