aspergillic acid
1-hydroxy-6-(1-methylpropyl)-3-(2-methylpropyl)-2(1H)-pyrazinone
 
Notes:
None found
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CAS Number: 490-02-8Picture of molecule3D/inchi
FDA UNII: 41YKP41T0A
Nikkaji Web: J12.576H
Beilstein Number: 0882390
MDL: MFCD00597205
XlogP3-AA: 1.70 (est)
Molecular Weight: 224.30380000
Formula: C12 H20 N2 O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 98.00 °C. @ 760.00 mm Hg
Boiling Point: 336.30 °C. @ 760.00 mm Hg (est)
Flash Point: 315.00 °F. TCC ( 157.20 °C. ) (est)
logP (o/w): 1.810 (est)
Soluble in:
 water, 929.3 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:
intraperitoneal-mouse LDLo  150 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Bacteriology. Vol. 45, Pg. 433, 1943.

oral-mouse LDLo  200 mg/kg
Journal of Bacteriology. Vol. 45, Pg. 433, 1943.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for aspergillic acid usage levels up to:
 not for fragrance use.
 
Recommendation for aspergillic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 10272
National Institute of Allergy and Infectious Diseases: Data
 6-butan-2-yl-1-hydroxy-3-(2-methylpropyl)pyrazin-2-one
Chemidplus: 0000490028
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References:
 6-butan-2-yl-1-hydroxy-3-(2-methylpropyl)pyrazin-2-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 10272
Pubchem (sid): 134976283
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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): C10571
HMDB (The Human Metabolome Database): Search
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:
6-butan-2-yl-1-hydroxy-3-(2-methylpropyl)pyrazin-2-one
6-sec-butyl-1-hydroxy-3-isobutyl-2(1h)-pyrazinone
 granegillin
1-hydroxy-6-(1-methyl propyl)-3-(2-methyl propyl)-2(1H)-pyrazinone
1-hydroxy-6-(1-methylpropyl)-3-(2-methylpropyl)-2(1H)-pyrazinone
 pyrazinol, 6-(1-methylpropyl)-3-(2-methylpropyl)-, 1-oxide, (+)-
2(1H)-pyrazinone, 1-hydroxy-6-(1-methylpropyl)-3-(2-methylpropyl)-
2(1H)-pyrazinone, 1-hydroxy-6-(1-methylpropyl)-3-(2-methylpropyl)- (+)- (9CI)
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Articles:
PubMed: New mycotoxins from marine-derived fungus Aspergillus sp. SCSGAF0093.
PubMed: Biosynthesis, characterization and biological evalutation of Fe(III) and Cu(II) complexes of neoaspergillic acid, a hydroxamate siderophore produced by co-cultures of two marine-derived mangrove epiphytic fungi.
PubMed: Aspergillus novoparasiticus: a new clinical species of the section Flavi.
PubMed: Rapid analysis of fungal cultures and dried figs for secondary metabolites by LC/TOF-MS.
PubMed: Two novel aflatoxin-producing Aspergillus species from Argentinean peanuts.
PubMed: Taxonomic comparison of three different groups of aflatoxin producers and a new efficient producer of aflatoxin B1, sterigmatocystin and 3-O-methylsterigmatocystin, Aspergillus rambellii sp. nov.
PubMed: Fungal populations and mycotoxins in silage in Assiut and Sohag governorates in Egypt, with a special reference to characteristic Aspergilli toxins.
PubMed: [Mystery of fermented foods--There are friendly molds too!].
PubMed: Aspergillic acids produced by mixed cultures of Aspergillus flavus and Aspergillus nidulans.
PubMed: Toxicity, analysis, and production of aspergillic acid and its analogues.
PubMed: New analogues of aspergillic acid derived from methionine.
PubMed: Nitrification of aspartate by Aspergillus flavus.
PubMed: Biosynthesis of compounds similar to aspergillic acid.
PubMed: [Synthesis of DL-aspergillic acid and deoxyaspergillic acid].
PubMed: Interference with valine and isoleucine biosynthesis by cyclic hydroxamic acids.
PubMed: Biosynthesis of aspergillic acid.
PubMed: Aspergillic acid; an antibiotic substance produced by Aspergillus flavus.
PubMed: Synthesis of pyrazine cyclic hydroxamic acids related to aspergillic acid.
PubMed: Analogs of aspergillic acid; various antibacterial heterocyclic hydroxamic acids.
PubMed: Analogs of aspergillic acid; the tautomerism of the hydroxypyridine-N-oxides.
PubMed: On the mode of iron binding by siderophilin, conalbumin, hydroxylamine, aspergillic acid, and other hydroxamic acids.
PubMed: Structure of the antibacterial compound, aspergillic acid.
PubMed: On the nature of iron binding by siderophilin, conlbumin, hydroxylamine, aspergillic acid, and related hydroxamic acids.
PubMed: The rapid recognition of aspergillic acid.
PubMed: The Rapid Recognition of Aspergillic Acid.
PubMed: Production of Aspergillic Acid by Surface Cultures of Aspergillus flavus.
PubMed: Pyrazine derivatives; a synthesis of a racemic 2-hydroxy-3 : 6-di-sec.-butylpyrazine and its relationship to deoxyaspergillic acid.
PubMed: The antibiotic properties of a bismuth aspergillic acid complex.
PubMed: Potentiation of the antibiotic activity of aspergillic acid by bismuth.
PubMed: Potentiation of the Antibiotic Activity of Aspergillic Acid by Bismuth.
PubMed: The effect of cobalt on the antitubercular activity of aspergillic acid.
PubMed: Studies on Aspergillus Flavus: I. Biological Properties of Crude and Purified Aspergillic Acid.
PubMed: Studies on Antibacterial Products Formed by Molds: I. Aspergillic Acid, a Product of a Strain of Aspergillus Flavus.
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