16275-44-8
Chemical Structure
5-Acetamide-Butenolide
Synonym(s): Butenolide
- CAS No.: 16275-44-8
- Formula:C6H7NO3
- Molecular Weight:141.12
IUPAC Name: (1R,4R,6R)-2-(tert-butoxycarbonyl)-2-azabicyclo[2.2.1]heptane-6-carboxylic acid
InChIKey: HUSDLVGPEKVWAL-UHFFFAOYSA-N
SMILES: O=C1OC(NC(C)=O)C=C1
Biological Activity: 5-Acetamide-Butenolide (Butenolide) is a mycotoxin with pro-oxidant activity, which is found in Fusarium. 5-Acetamide-Butenolide disrupts the mitochondrial membrane potential in primary neonatal rat cardiomyocytes. 5-Acetamide-Butenolide also induces the production of thiobarbituric acid reactive substances (TBARS) in isolated rat myocardial mitochondria. 5-Acetamide-Butenolide increases the production of reactive oxygen species (ROS), decreases the levels of GSH and reduces the viability of HepG2 cells[1][2][3].
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5-Acetamide-Butenolide | 5-Acetamide-Butenolide (Butenolide) is a mycotoxin with pro-oxidant activity, which is found in Fusarium. 5-Acetamide-Butenolide disrupts the mitochondrial membrane potential in primary neonatal rat cardiomyocytes. 5-Acetamide-Butenolide also induces the production of thiobarbituric acid reactive substances (TBARS) in isolated rat myocardial mitochondria. 5-Acetamide-Butenolide increases the production of reactive oxygen species (ROS), decreases the levels of GSH and reduces the viability of HepG2 cells. | |||||||||||||||||||||
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References
- [1]. Yates S G, et al. Mycotoxins produced by Fusarium nivale isolated from tall fescue (Festuca arundinacea Schreb.)[J]. Phytochemistry, 1968, 7(1): 139-146.
- [2]. Wang YM, et al. Effects of Fusarium mycotoxin butenolide on myocardial mitochondria in vitro. Toxicol Mech Methods. 2009 Feb;19(2):79-85. [Content Brief]
- [3]. Wang YM, et al. Depletion of intracellular glutathione mediates butenolide-induced cytotoxicity in HepG2 cells. Toxicol Lett. 2006 Jul 14;164(3):231-8. [Content Brief]
