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ProductsBack/Harzianopyridone [126637-69-2]
Chemical Structure
Chemical Structure
Chemical Structure

Harzianopyridone [126637-69-2]

Research Use Only
AG-CN2-0149
AdipoGen Life Sciences
CAS Number126637-69-2
DownloadMSDS
Product group Chemicals
Estimated Purity>95%
Molecular Weight281.3
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Harzianopyridone [126637-69-2]
  • Delivery Days Customer
    10
  • CAS Number
    126637-69-2
  • Certification
    Research Use Only
  • Estimated Purity
    >95%
  • Hazard Information
    Warning
  • Molecular Formula
    C14H19NO5
  • Molecular Weight
    281.3
  • Scientific Description
    Antibiotic [1]. Antifungal and antibacterial compound [1, 2, 6]. Specific mitochondrial complex II (succinate ubiquinone oxidoreductase; succinate dehydrogenase) inhibitor [3, 5]. Herbicidal activity [4]. Anthelmintic compound. Inhibits NADH-fumarate reductase activity of adult Ascaris suum mitochondria [3]. - Chemical. CAS: 126637-69-2. Formula: C14H19NO5. MW: 281.3. Isolated from Trichoderma harzianum FKI-1509. Antibiotic. Antifungal and antibacterial compound. Specific mitochondrial complex II (succinate ubiquinone oxidoreductase; succinate dehydrogenase) inhibitor. Herbicidal activity. Anthelmintic compound. Inhibits NADH-fumarate reductase activity of adult Ascaris suum mitochondria.
  • SMILES
    COC1=C(OC)C(O)=C(C(=O)[C@@H](C)C\C=C\C)C(=O)N1
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Structure and biosynthesis of harzianopyridone, an antifungal metabolite of Trichoderma harzianum: J.M. Dickinson, et al.; J. Chem. Soc. 11, 1885 (1989)
  • Biological activity of (-)-Harzianopyridone isolated from Trichoderma harzianum: H.G. Cutler, et al.; Agric. Biol. Chem. 55, 2629 (1991)
  • Atpenins, potent and specific inhibitors of mitochondrial complex II (succinateubiquinone oxidoreductase): H. Miyadera, et al.; PNAS 100, 473 (2003)
  • Factors affecting the production of Trichoderma harzianum secondary metabolites during the interaction with different plant pathogens: F. Vinale, et al.; Lett. Appl. Microbiol. 48, 705 (2009)
  • Synthetic atpenin analogs: Potent mitochondrial inhibitors of mammalian and fungal succinate-ubiquinone oxidoreductase: T.P. Selby, et al.; Bioorg. Med. Chem. Lett. 20, 1665 (2010)
  • Stereoselective Total Synthesis of Atpenins A4 and B, Harzianopyridone, and NBRI23477 B: M. Ohtawa, et al.; Chem. Pharm. Bull. 60, 898 (2012)