(E)-4-oxo-2-hexenal
4-oxo-(E)-2-hexen-1-al
 
Notes:
Constit. of soy sauce
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CAS Number: 2492-43-5Picture of molecule3D/inchi
Nikkaji Web: J390.333H
XlogP3-AA: 0.10 (est)
Molecular Weight: 112.12816000
Formula: C6 H8 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 210.13 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.196000 mmHg @ 25.00 °C. (est)
Flash Point: 167.00 °F. TCC ( 75.10 °C. ) (est)
logP (o/w): 0.050 (est)
Soluble in:
 alcohol
 water, 2.028e+004 mg/L @ 25 °C (est)
Insoluble in:
 water
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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 (E)-4-oxo-2-hexenal usage levels up to:
 not for fragrance use.
 
Recommendation for (E)-4-oxo-2-hexenal flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6365145
National Institute of Allergy and Infectious Diseases: Data
 (E)-4-oxohex-2-enal
Chemidplus: 0002492435
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References:
 (E)-4-oxohex-2-enal
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 6365145
Pubchem (sid): 135206567
Pherobase: View
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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
HMDB (The Human Metabolome Database): HMDB31759
FooDB: FDB008431
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: 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
 soy sauce
Search  PMC Picture
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Synonyms:
(E)-4-oxohex-2-enal
(E)-4-oxo-2-hexen-1-al
4-oxo-(E)-2-hexen-1-al
4-oxo-(E)-2-hexenal
2-hexenal, 4-oxo-, (E)-
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Articles:
PubMed: Identification of the Female-Produced Sex Pheromone of the Plant Bug Apolygus spinolae.
J-Stage: Antibacterial Activity of 4-Oxo-(E)-2-hexenal from Adults and Nymphs of the Heteropteran, Dolycoris baccarum (Heteroptera: Pentatomidae)
PubMed: Further studies on sex pheromones of female Lygus and related bugs: development of effective lures and investigation of species-specificity.
PubMed: Sex pheromone component ratios and mating isolation among three Lygus plant bug species of North America.
PubMed: Synergy versus potency in the defensive secretions from nymphs of two pentatomomorphan families (Hemiptera: Coreidae and Pentatomidae).
PubMed: Defensive roles of (E)-2-alkenals and related compounds in heteroptera.
PubMed: Antibacterial activity of 4-oxo-(E)-2-hexenal from adults and nymphs of the heteropteran, Dolycoris baccarum (Heteroptera: Pentatomidae).
PubMed: Profiling and characterization of volatile secretions from the European stink bug Graphosoma lineatum (Heteroptera: Pentatomidae) by two-dimensional gas chromatography/time-of-flight mass spectrometry.
PubMed: Alarm pheromones and chemical communication in nymphs of the tropical bed bug Cimex hemipterus (Hemiptera: Cimicidae).
PubMed: Detection of lipid peroxidation-induced DNA adducts caused by 4-oxo-2(E)-nonenal and 4-oxo-2(E)-hexenal in human autopsy tissues.
PubMed: Nymphs of the common bed bug (Cimex lectularius) produce anti-aphrodisiac defence against conspecific males.
PubMed: 4-oxo-aldehydes from the dorsal abdominal glands of the bed bug (Hemiptera: Cimicidae).
PubMed: Trans-4-hydroxy-2-hexenal, a product of n-3 fatty acid peroxidation: make some room HNE...
PubMed: DNA modifications by the omega-3 lipid peroxidation-derived mutagen 4-oxo-2-hexenal in vitro and their analysis in mouse and human DNA.
PubMed: Vicia faba-Lygus rugulipennis interactions: induced plant volatiles and sex pheromone enhancement.
PubMed: Response of the egg parasitoids Trissolcus basalis and Telenomus podisi to compounds from defensive secretions of stink bugs.
PubMed: Adults and nymphs do not smell the same: the different defensive compounds of the giant mesquite bug (Thasus neocalifornicus: Coreidae).
PubMed: 4-oxo-2-hexenal, a mutagen formed by omega-3 fat peroxidation: occurrence, detection and adduct formation.
PubMed: Lack of initiation activity of 4-oxo-2-hexenal, a peroxidation product generated from omega-3 polyunsaturated fatty acids, in an in vivo five-week liver assay.
PubMed: Inter- and intraspecific variation in defensive compounds produced by five neotropical stink bug species (Hemiptera: Pentatomidae).
PubMed: Production and predator-induced release of volatile chemicals by the plant bug Lygus hesperus.
PubMed: Detection of 4-oxo-2-hexenal, a novel mutagenic product of lipid peroxidation, in human diet and cooking vapor.
PubMed: Identification of 4-oxo-2-hexenal and other direct mutagens formed in model lipid peroxidation reactions as dGuo adducts.
PubMed: 4-oxo-2-hexenal, a mutagen formed by omega-3 fat peroxidation, causes DNA adduct formation in mouse organs.
PubMed: Attraction of male European tarnished plant bug, Lygus rugulipennis to components of the female sex pheromone in the field.
PubMed: Short and simple syntheses of 4-oxo-(E)-2-hexenal and homologs: pheromone components and defensive compounds of Hemiptera.
PubMed: Investigation of long-range female sex pheromone of the European tarnished plant bug, Lygus rugulipennis: chemical, electrophysiological, and field studies.
PubMed: Defensive chemistry of an aposematic bug, Pachycoris stallii Uhler and volatile compounds of its host plant Croton californicus Muell.-Arg.
PubMed: Semiochemicals from the predatory stink bug Eocanthecona furcellata (Wolff): components of metathoracic gland, dorsal abdominal gland, and sternal gland secretions.
PubMed: Dorsal abdominal glands in nymphs of southern green stink bug,Nezara viridula (L.) (heteroptera: Pentatomidae): Chemistry of secretions of five instars and role of (E)-4-oxo-2-decenal, compound specific to first instars.
PubMed: Chemistryvis-à-vis maternalism in lace bugs (Heteroptera: Tingidae): Alarm pheromones and exudate defense inCorythucha andGargaphia species.
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