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5-Acetamide-Butenolide

CAT: 0931-TN7817-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-TN7817-01Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
16275-44-8
Target
ROS, Mitochondrial Metabolism
Related Pathways
Metabolism, Immunology/Inflammation
Bioactivity
5-Acetamide-butenolide is a fungal toxin found in Fusarium that can exhibit pro oxidative activity.
Smiles
O=C1OC(C=C1)NC(=O)C
Molecular Formula
C6H7NO3
Molecular Weight
141.12
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Butenolide

Butenolide is a mycotoxin found in various species of fungi of the genus Fusarium. It can often be found in contaminated agricultural products. Butenolide had been implicated as the causative agent of a livestock mycotoxicosis called “fescue foot”, a peripheral vascular disorder occurring in cattle grazing on tall fescue grass. Butenolide is also one of the mycotoxins which have been considered as a suspected etiological factor for Kaschin-Beck disease (an endemic osteoarthropathy) and Keshan disease (an endemic cardiomyopathy), prevailing in some regions of China, and several studies have also indicated that butenolide can cause cartilage damage. (A3036, A3039)

CAS Number16275-44-8
PubChem CID27790
IUPAC NameN-(5-oxo-2H-furan-2-yl)acetamide
Molecular FormulaC6H7NO3
Molecular Weight141.12
XLogP-0.3
Topological Polar Surface Area55.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Heavy Atom Count10
Formal Charge0
Complexity197
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)
InChIKey
HUSDLVGPEKVWAL-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Butenolide
CAS: 16275-44-8
CID: 27790
Formula: C6H7NO3
MW: 141.12
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight141.12
XLogP3-0.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass141.042593085
Monoisotopic Mass141.042593085
Topological Polar Surface Area55.4 Ų
Heavy Atom Count10
Formal Charge0
Complexity197
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

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GTR19234213-015-Acetamide-Butenolide
BIBR11445-Acetamido-Butenolide
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