Overview

  • Product name

    Iromycin A, eNOS inhibitor
  • Description

    Selective eNOS inhibitor
  • Biological description

    Selective eNOS inhibitor. Shows selectivity for eNOS over nNOS. Inhibits thaxtomin biosynthesis. Mitochondrial electron transport chain inhibitor. α-pyridone metabolite.
  • Purity

    > 98%
  • CAS Number

    213137-53-2
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    6-[(2E,5E)-3,7-Dimethylocta-2,5-dienyl]-4-hydroxy-3-methyl-5-propyl-1H-pyridin-2-one
  • Molecular weight

    303.44
  • Molecular formula

    C19H29NO2
  • PubChem identifier

    54732501
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in DMSO
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    CCCC1=C(NC(=O)C(=C1O)C)C/C=C(\C)/C/C=C/C(C)C
  • Source

    Streptomyces bottropensis

  • Research areas

References

This product has been referenced in:

  • Surup F  et al. Iromycins from Streptomyces sp. and from synthesis: new inhibitors of the mitochondrial electron transport chain. Bioorg Med Chem 16:1738-46 (2008). Read more (PubMed: 18054490) »
  • Shojaei H  et al. Iromycins: a new family of pyridone metabolites from Streptomyces sp. II. Convergent total synthesis. J Org Chem 72:5091-7 (2007). Read more (PubMed: 17564460) »
  • Surup F  et al. The iromycins, a new family of pyridone metabolites from Streptomyces sp. I. Structure, NOS inhibitory activity, and biosynthesis. J Org Chem 72:5085-90 (2007). Read more (PubMed: 17564461) »
See 1 Publication for this product

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