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AdipoGen Life Sciences
Harzianopyridone
100
CHF
CHF 100.00
In stock
AG-CN2-0149-C250250 µgCHF 100.00
AG-CN2-0149-M0011 mgCHF 300.00
| Product Details | |
|---|---|
| Synonyms | (-)-Harzianopyridone; (S,E)-4-Hydroxy-5,6-dimethoxy-3-(2-methylhex-4-enoyl)pyridin-2(1H)-one |
| Product Type | Chemical |
| Properties | |
| Formula |
C14H19NO5 |
| MW | 281.3 |
| CAS |
137813-88-8 (126637-69-2 deleted CAS-Number) |
| Source/Host Chemicals | Isolated from Trichoderma harzianum FKI-1509. |
| Purity Chemicals | ≥95% (HPLC) |
| Appearance | White solid. |
| Solubility | Soluble in DMSO, methanol, ethyl acetate, acetone, acetonitrile or chloroform. Insoluble in water or hexane. |
| InChi Key | FPYAYFJAGDIMEX-SLGIHZDVSA-N |
| Smiles | COC1=C(OC)C(O)=C(C(=O)[C@@H](C)C\C=C\C)C(=O)N1 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
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].
Product 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)
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