fusarin C
 
Notes:
Prod. by many Fusarium spp. in infected corn.
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CAS Number: 79748-81-5Picture of molecule3D/inchi
FDA UNII: C3F3Z00LM3
XlogP3-AA: 3.00 (est)
Molecular Weight: 431.48553000
Formula: C23 H29 N O7
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Category: natural substances and extractives
 
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Physical Properties:
Appearance: yellow liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 699.30 °C. @ 760.00 mm Hg (est)
Flash Point: 710.00 °F. TCC ( 376.70 °C. ) (est)
logP (o/w): 2.050 (est)
Soluble in:
 water, 0.05914 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for fusarin C usage levels up to:
 not for fragrance use.
 
Recommendation for fusarin C flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6435894
National Institute of Allergy and Infectious Diseases: Data
Chemidplus: 0079748815
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 6435894
Pubchem (sid): 135019850
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
KEGG (GenomeNet): C19243
HMDB (The Human Metabolome Database): HMDB33337
FooDB: FDB011364
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
 fusarin C
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Articles:
PubMed: The effects of different yeast extracts on secondary metabolite production in Fusarium.
PubMed: Influence of carbohydrates on secondary metabolism in Fusarium avenaceum.
PubMed: Genetic manipulation of the Fusarium fujikuroi fusarin gene cluster yields insight into the complex regulation and fusarin biosynthetic pathway.
PubMed: New approach via gene knockout and single-step chemical reaction for the synthesis of isotopically labeled fusarin c as an internal standard for the analysis of this fusarium mycotoxin in food and feed samples.
PubMed: Identification of gene clusters associated with fusaric acid, fusarin, and perithecial pigment production in Fusarium verticillioides.
PubMed: Segregation of secondary metabolite biosynthesis in hybrids of Fusarium fujikuroi and Fusarium proliferatum.
PubMed: Structure elucidation of new fusarins revealing insights in the rearrangement mechanisms of the Fusarium mycotoxin fusarin C.
PubMed: A new high-performance liquid chromatography-tandem mass spectrometry method based on dispersive solid phase extraction for the determination of the mycotoxin fusarin C in corn ears and processed corn samples.
PubMed: Fusarin C acts like an estrogenic agonist and stimulates breast cancer cells in vitro.
PubMed: FfVel1 and FfLae1, components of a velvet-like complex in Fusarium fujikuroi, affect differentiation, secondary metabolism and virulence.
PubMed: Development of monoclonal antibodies for the fusarin mycotoxins.
PubMed: Synthesis of [1,2-13C2, 15N]-L-homoserine and its incorporation by the PKS-NRPS system of Fusarium moniliforme into the mycotoxin fusarin C.
PubMed: Production of mutagenic metabolites by Metarhizium anisopliae.
PubMed: Functional analysis of the polyketide synthase genes in the filamentous fungus Gibberella zeae (anamorph Fusarium graminearum).
PubMed: A novel biomimetic route to the 3-acyl-5-hydroxy-3-pyrrolin-2-one and 3-acyl-3,4-epoxy-5-hydroxypyrrolidin-2-one ring systems.
PubMed: Fusarin C biosynthesis in Fusarium moniliforme and Fusarium venenatum.
PubMed: Diversity in metabolite production by Fusarium langsethiae, Fusarium poae, and Fusarium sporotrichioides.
PubMed: DNA adduct formation by Fusarium culture extracts: lack of role of fusarin C.
PubMed: Aeration affects acetate destination in Gibberella fujikuroi.
PubMed: Detection of fusarin C and trichothecenes in Fusarium strains from Spain.
PubMed: Fusarin C, (7Z)-fusarin C and (5Z)-fusarin C; inhibitors of dihydroxynaphthalene-melanin biosynthesis from Nectria coccinea (Cylindrocarpon sp.).
PubMed: Fusarium species associated with banana fruit rot and their potential toxigenicity.
PubMed: Mycoflora and Fusarium toxins of three types of corn grains in Egypt with special reference to production of trichothecene-toxins.
PubMed: Glucose and zinc concentration influence fusarin C synthesis, ethanol synthesis and lipid composition in Fusarium moniliforme submerged cultures.
PubMed: Fusarin C: isolation and identification of two microsomal metabolites.
PubMed: Isolation, structural identification, and characterization of a mutagen from Fusarium moniliforme.
PubMed: Toxins derived from Fusarium moniliforme: fumonisins B1 and B2 and fusarin C.
PubMed: Effects of selected secondary metabolites of Fusarium moniliforme on unscheduled synthesis of DNA by rat primary hepatocytes.
PubMed: [Method of producing fusarin C in perlite-liquid culture medium].
PubMed: Stability of fusarin C: effects of the normal cooking procedure used in China and pH.
PubMed: [Fusarin C induced esophageal and forestomach carcinoma in mice and rats].
PubMed: In vitro transformation of rat esophageal epithelial cells by fusarin C.
PubMed: Do the pigments differ chemotaxonomically fungi belonging to genusFusarium?
PubMed: Mutagenicity of potentially carcinogenic mycotoxins produced byFusarium moniliforme.
PubMed: Immunosuppressive effects of Fusarium moniliforme corn cultures in chickens.
PubMed: The influence of carbon and nitrogen nutrition on fusarin C biosynthesis by Fusarium moniliforme.
PubMed: Differential cytotoxicity and mycotoxin content among isolates of Fusarium moniliforme.
PubMed: Mycotoxin formation by different geographic isolates of Fusarium crookwellense.
PubMed: [The metabolism and DNA binding of 3H-fusarin C in rats].
PubMed: Absence of trichothecenes in toxigenic isolates of Fusarium moniliforme.
PubMed: Production of fusarin C on cereal and soybean by Fusarium moniliforme.
PubMed: Metabolism of fusarin C by rat liver microsomes. Role of esterase and cytochrome P-450 enzymes with respect to the mutagenicity of fusarin C in Salmonella typhimurium.
PubMed: Production of trichothecene and non-trichothecene mycotoxins by Fusarium species isolated from maize in Minnesota.
PubMed: Effects of zinc, iron, cobalt, and manganese on Fusarium moniliforme NRRL 13616 growth and fusarin C biosynthesis in submerged cultures.
PubMed: Mycotoxins produced by toxic Fusarium isolates obtained from agricultural and nonagricultural areas (Arctic) of Norway.
PubMed: Mycotoxin production by Fusarium oxysporum and Fusarium sporotrichioides isolated from Baccharis spp. from Brazil.
PubMed: Fusarium moniliforme Sheld. A fungus producing a broad spectrum of bioactive metabolites.
PubMed: Current views on the occurrence and significance of Fusarium toxins.
PubMed: Investigations on the spectral interactions of fusarin C with rat liver microsomal cytochrome P-450.
PubMed: Fusarium moniliforme metabolites: genotoxicity of culture extracts.
PubMed: Formation of fusarenone X, nivalenol, zearalenone, alpha-trans-zearalenol, beta-trans-zearalenol, and fusarin C by Fusarium crookwellense.
PubMed: The chemical and enzymatic interaction of glutathione with the fungal metabolite, fusarin C.
PubMed: Screening for Fusarin C production by European isolates of Fusarium species.
PubMed: Production of moniliformin by Canadian isolates of Fusarium.
PubMed: [Method of chemical determination of fusarin C].
PubMed: The role of rat liver microsomal enzymes in the metabolism of the fungal metabolite fusarin C.
PubMed: Standardized high-performance liquid chromatography of 182 mycotoxins and other fungal metabolites based on alkylphenone retention indices and UV-VIS spectra (diode array detection).
PubMed: Immuno-deficiency acquired during carcinogenesis: a mechanism facilitating cancer development.
PubMed: Carcinogenicity of Fusarium moniliforme culture material in rats.
PubMed: [Modulation of macrophage-mediated cytotoxic activity. III. Effect of fusarin C on macrophage-mediated cytotoxic activity].
PubMed: Investigations on the carcinogenicity of fusarin C--a mutagenic metabolite of Fusarium moniliforme.
PubMed: Fusarin C production by North American isolates of Fusarium moniliforme.
PubMed: [Studies on a new mutagen produced by fusarium moniliforme isolated in Linxian County].
PubMed: A mutagenic metabolite produced by Fusarium moniliforme isolated from Linxian county, China.
PubMed: Metabolic activation and deactivation of fusarin C, a mutagen produced by Fusarium moniliforme.
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