Harzianopyridone
Product Code: AG-CN2-0149
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0149-C250 | 250 ug | £80.00 |
Quantity:
| AG-CN2-0149-M001 | 1 mg | £220.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
(-)-Harzianopyridone; (S,E)-4-Hydroxy-5,6-dimethoxy-3-(2-methylhex-4-enoyl)pyridin-2(1H)-one
Appearance:
White solid.
CAS:
137813-88-8(126637-69-2 deleted CAS-Number)
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Hazards:
H302, H312, H319
InChi:
InChI=1S/C14H19NO5/c1-5-6-7-8(2)10(16)9-11(17)12(19-3)14(20-4)15-13(9)18/h5-6,8H,7H2,1-4H3,(H2,15,17,18)/b6-5-/t8-/m0/s1
InChiKey:
FPYAYFJAGDIMEX-SLGIHZDVSA-N
Long Description:
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.
MDL:
MFCD23160296
Molecular Formula:
C14H19NO5
Molecular Weight:
281.3
Package Type:
Vial
Precautions:
P270, P280, P301, P312, P302, P352, P312
Product 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].
Purity:
>95% (HPLC)
Signal word:
Warning
SMILES:
COC1=C(OC)C(O)=C(C(=O)[C@@H](C)CC=CC)C(=O)N1
Solubility Chemicals:
Soluble in DMSO, methanol, ethyl acetate, acetone, acetonitrile or chloroform. Insoluble in water or hexane.
Source / Host:
Isolated from Trichoderma harzianum FKI-1509.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
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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