Structure via PubChem · Public domain (PubChem)
nivalenol
Sign in to saveAlso known as (1S,2R,3S,7R,9R,10R,11S,12S)-3,10,11-trihydroxy-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-one
Nivalenol (NIV) is a mycotoxin of the trichothecene group. In nature it is mainly found in fungi of the Fusarium species. The Fusarium species belongs to the most prevalent mycotoxin producing fungi in the temperate regions of the northern hemisphere, therefore making them a considerable risk for the food crop production industry.
In the Vinony graph
Within Vinony's link graph, nivalenol is referenced by 10 other articles, and connects out to ketone, median lethal dose and C-C motif chemokine ligand 2.
Vinony files it under Chembox having GHS data, Chembox image size set and Cyclohexenols.
Its subject is documented across 8 Wikipedia language editions.
Chemical data
- Formula
- C15H20O7
- Molecular weight
- 312.31 g/mol
- IUPAC name
- (1S,2R,3S,7R,9R,10R,11S,12S)-3,10,11-trihydroxy-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-one
- SMILES
- CC1=C[C@@H]2[C@]([C@@H](C1=O)O)([C@]3([C@@H]([C@H]([C@H]([C@@]34CO4)O2)O)O)C)CO
- InChIKey
- UKOTXHQERFPCBU-XBXCNEFVSA-N
- XLogP
- -1.7
- Polar surface area
- 120 Ų
- H-bond donors
- 4
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 312.12090298
Show 4 more facts
- chemical formula
- C₁₅H₂₀O₇
- isomeric SMILES
- CC1=C[C@@H]2[C@]([C@@H](C1=O)O)([C@]3([C@@H]([C@H]([C@H]([C@@]34CO4)O2)O)O)C)CO
- found in taxon
- Fusarium crookwellense
- canonical SMILES
- O=C1C(=CC2OC3C(O)C(O)C(C)(C43OC4)C2(CO)C1O)C
Sources (2)
via Wikidata · CC0
~19 min read
Encyclopedic overview
20 sectionsContents
- History
- Weaponization and other instances of nivalenol poisoning
- Safety guidelines in the food industry
- Structure and reactivity
- Available forms
- Synthesis
- Mechanism of action
- Metabolism
- Adverse effects
- Effects on animals and efficacy
- Toxicity, indications and side effects
- Acute/subacute toxicity
- Subchronic toxicity
- Chronic toxicity and carcinogenicity
- Genotoxicity
- Developmental toxicity and studies on reproduction
- Immunotoxicity/haematotoxicity
- Effects on nervous system
- References
- External links
Nivalenol (NIV) is a mycotoxin of the trichothecene group. In nature it is mainly found in fungi of the Fusarium species. The Fusarium species belongs to the most prevalent mycotoxin producing fungi in the temperate regions of the northern hemisphere, therefore making them a considerable risk for the food crop production industry.
The fungi are abundant in various agricultural products (cereal crops) and their further processed products (malt, beer and bread). "The Fusarium species invade and grow on crops, and may produce nivalenol under moist and cool conditions".
Excerpted from Wikipedia’s “nivalenol” article, available under the CC BY-SA 4.0 licence.