Butenolide
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Category | Mycotoxins |
Catalog number | BBF-03518 |
CAS | 16275-44-8 |
Molecular Weight | 141.12 |
Molecular Formula | C6H7NO3 |
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Description
Butenolide is a mycotoxin produced by Fusarium equisett, F. graminearum and F. tricinctum. It has anti-bacterial, anti-fungal and skin irritation effects. Prolonged exposure can cause skin necrosis.
Specification
IUPAC Name | N-(5-oxo-2H-furan-2-yl)acetamide |
Canonical SMILES | CC(=O)NC1C=CC(=O)O1 |
InChI | InChI=1S/C6H7NO3/c1-4(8)7-5-2-3-6(9)10-5/h2-3,5H,1H3,(H,7,8) |
InChI Key | HUSDLVGPEKVWAL-UHFFFAOYSA-N |
Source | Butenolide is a mycotoxin found in various species of fungi of the genus Fusarium. It can often be found in contaminated agricultural products. |
Properties
Antibiotic Activity Spectrum | fungi |
Boiling Point | 471.7±44.0°C at 760 mmHg |
Melting Point | 116-118°C |
Density | 1.3±0.1 g/cm3 |
Toxicity
Carcinogenicity | Not listed by IARC. |
Mechanism Of Toxicity | Butenolide causes lipid peroxidation, disrupting the membrane lipid bilayer and causing damage to membrane protiens. It also induces production of reactive oxygen species by impairing the activities of complexes I-IV of the mitochondrial respiratory chain, especially in the liver, leading to oxidative stress. In addition, butenolide disrupts the cation gradient by inhibiting the activity of Ca2+/Mg2+-ATPase and Na+/K+-ATPase, likely either as a side effect of lipid peroxidation or by binding to the sulfhydryl groups in the active sites of these enzymes. |
Toxicity | LD50: 44 mg/kg (Intraperitoneal, Mouse); LD50: 275 mg/kg (Oral, Mouse). |
Reference Reading
Spectrum
Predicted LC-MS/MS Spectrum - 10V, Positive
Experimental Conditions
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
Mass Spectrum (Electron Ionization)
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2