2-octenal
oct-2-enal
 
Notes:
Flavouring ingredient
  • Alfrebro
  • DeLong Chemicals America
    • DeLong Chemicals America
      Custom Manufacturing
      Supplier of aroma chemicals, pharmaceutical and specialty chemical intermediates.
      DeLong Chemicals America, LLC is an extension of Shijiazhuang Lida Chemical Co, Ltd to North America, a leading supplier and manufacturer of aroma chemicals, serving the industries of food, tobacco and perfume, while also providing intermediates, custom synthesis and custom manufacturing for pharmaceutical and specialty chemical industries.
      US Email: Customer Service
      US Email: Sales
      US Voice: (203) 271-9017
      New products
      Product(s):
      9924 2-Octenal
       
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oct-2-enal (Click)
CAS Number: 2363-89-5Picture of molecule
ECHA EINECS - REACH Pre-Reg: 219-115-4
CoE Number: 663
XlogP3-AA: 2.60 (est)
Molecular Weight: 126.19878000
Formula: C8 H14 O
NMR Predictor: Predict (works with chrome or firefox)
EFSA/JECFA Comments: At least 92%; secondary components 3-4% 2-octenoic acid and ethyl octanoate. (EFSA)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
IBM Patents: Obtain
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 1363  2-octenal
Flavis Number: 05.060 (Old)
DG SANTE Food Flavourings: 05.060  oct-2-enal
FEMA Number: 3215  2-octenal
FDA Mainterm: 2-OCTENAL
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Physical Properties:
Appearance: colorless to pale yellow clear liquid (est)
Assay: 92.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.83500 to 0.84500 @  25.00 °C.
Pounds per Gallon - (est).: 6.948 to  7.031
Refractive Index: 1.44900 to 1.45500 @  20.00 °C.
Boiling Point: 84.00 to  86.00 °C. @ 19.00 mm Hg
Boiling Point: 188.00 to  190.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.552000 mm/Hg @ 25.00 °C. (est)
Flash Point: 155.00 °F. TCC ( 68.33 °C. )
logP (o/w): 2.809 (est)
Soluble in:
 alcohol
 water, 612.7 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
Odor Type: fatty
Odor Strength: high ,
recommend smelling in a 1.00 % solution or less
 fatty  green  herbal  
Odor Description:
at 1.00 % in propylene glycol. 
fatty green herbal
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
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Suppliers:
Alfrebro
trans-2-OCTENAL NATURAL 10% IN ETHYL ACETATE
Odor: Fatty, Green
Alfrebro
trans-2-OCTENAL NATURAL 10% IN MTCG
Odor: Fatty, Green
Alfrebro
trans-2-OCTENAL NATURAL 10% IN PG
Odor: Fatty, Green
DeLong Chemicals America
2-Octenal
Parchem
2-octenal
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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: flavor and fragrance agents
Recommendation for 2-octenal usage levels up to:
  0.6000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 3.30 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.90 (μg/capita/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 4
Click here to view publication 4
 average usual ppmaverage maximum ppm
baked goods: -1.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: -1.00000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: -1.00000
hard candy: -1.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: -1.00000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: -1.00000
sugar substitutes: --
sweet sauces: --
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Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of alpha,beta-unsaturated aldehydes and related substances used as flavor ingredients. View pdf
European Food Safety Athority(efsa): Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
List of apha, beta-Unsaturated Aldehydes and Ketones representative of FGE.19 substances for Genotoxicity Testing [1] - Statement of the Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)
View page or View pdf
EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)
View page or View pdf
EPI System: View
Chemical Carcinogenesis Research Information System: Search
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
EPA Substance Registry Services (TSCA): 2363-89-5
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 16900
National Institute of Allergy and Infectious Diseases: Data
 oct-2-enal
Chemidplus: 0002363895
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References:
 oct-2-enal
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 2363-89-5
Pubchem (cid): 16900
Pubchem (sid): 134983664
Flavornet: 2363-89-5
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
HMDB (The Human Metabolome Database): HMDB30961
FooDB: FDB004121
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Read: Under the conditions of intended use - New developments in the FEMA GRAS program and the safety assessment of flavor ingredients
Read: A GRAS assessment program for flavor ingredients
Read: Sensory testing for flavorings with modifying properties. Food Technology
Read: Criteria for the safety evaluation of flavoring substances
Read: A procedure for the safety evaluation of natural flavor complexes used as ingredients in food: essential oils
Read: FEMA Expert Panel: 30 Years of safety evaluation for the flavor industry
Read: Consumption ratio and food predominance of flavoring materials
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Potential Blenders and core components note
 
For Odor
aldehydic
aldehydic
 dodecanal (aldehyde C-12 lauric)FL/FR
 fresh carbaldehydeFR
citrus
(Z)-7-decenalFR
 petitgrain combava oilFR
3-decen-2-oneFL/FR
 methyl (E)-2-hexenoateFL/FR
 methyl 2-hexenoateFL/FR
(E)-2-nonenalFL/FR
2-octenalFL/FR
(Z)-2-octenal 
(E)-2-octenalFL/FR
floral
 allyl anthranilateFL/FR
 citronellyl formateFL/FR
 phenethyl hexanoateFL/FR
fruity
isoamyl butyrateFL/FR
isoamyl isobutyrateFL/FR
 cyclohexyl propionateFL/FR
 ethyl hexanoateFL/FR
2-hexen-1-olFL/FR
(E)-2-hexen-1-olFL/FR
(E)-3-hexen-1-yl acetateFL/FR
 methyl 2-methyl butyrateFL/FR
green
 acetaldehyde butyl phenethyl acetalFL/FR
 acetaldehyde di-(Z)-3-hexen-1-yl acetalFL/FR
 acetaldehyde ethyl phenethyl acetalFL/FR
3,5,6-neocyclocitralFR
 galbanum oil terpenelessFL/FR
 geranium absoluteFL/FR
(Z)-3-hepten-1-yl acetateFL/FR
(Z)-4-heptenalFL/FR
 heptyl cinnamateFL/FR
3-hexen-1-olFL/FR
(Z)-2-hexen-1-olFL/FR
(E)-2-hexen-1-yl acetateFL/FR
(Z)-3-hexen-1-yl benzoateFL/FR
(Z)-3-hexen-1-yl lactateFL/FR
(Z)-3-hexen-1-yl methyl carbonateFL/FR
(Z)-3-hexen-1-yl pyruvateFL/FR
(E)-2-hexenalFL/FR
3-hexenalFL/FR
 hexoxyacetaldehyde dimethyl acetalFR
(Z)-leaf acetalFL/FR
 leafy acetalFL/FR
 methyl heptine carbonateFL/FR
 methyl octine carbonateFL/FR
(E,Z)-2,6-nonadien-1-olFL/FR
(E,Z)-3,6-nonadien-1-olFL/FR
(Z,Z)-3,6-nonadien-1-olFL/FR
3,6-nonadien-1-olFL/FR
2,6-nonadien-1-olFL/FR
(E,Z)-2,6-nonadien-1-yl acetateFL/FR
(E,Z)-2,6-nonadienalFL/FR
(E,Z)-2,6-nonadienal diethyl acetalFL/FR
 octanal dimethyl acetalFL/FR
(Z)-5-octen-1-yl propionateFL/FR
3-phenyl propionaldehydeFL/FR
isopropyl phenyl propionaldehydeFR
 rose leaf absolute (rosa centifolia)FL/FR
 styralyl acetateFL/FR
herbal
isoamyl heptanoateFL/FR
sweet basil absoluteFL/FR
 herbal heptaneFR
 rosemary oleoresinFL/FR
melon
(Z)-6-nonenalFL/FR
minty
isopulegyl formateFL/FR
pine
 plectranthus glandulosus hook f. leaf oil cameroon 
waxy
2,4-nonadien-1-olFL/FR
 
For Flavor
 
No flavor group found for these
 acetaldehyde di-(Z)-3-hexen-1-yl acetalFL/FR
 allyl anthranilateFL/FR
(Z)-3-hepten-1-yl acetateFL/FR
 heptyl cinnamateFL/FR
 hexanal butane-2,3-diol acetalFL
 hexanal octane-1,3-diol acetalFL
3-hexen-1-olFL/FR
(Z)-3-hexen-1-yl methyl carbonateFL/FR
2-hexenalFL
(E)-2-hexenalFL
 methyl (E)-2-hexenoateFL/FR
 methyl 2-hexenoateFL/FR
3-methyl-3-pentanolFL
2,4,6-nonatrienalFL
(Z)-2-octenal 
2-octenalFL/FR
 plectranthus glandulosus hook f. leaf oil cameroon 
isopulegyl formateFL/FR
aromatic
 leafy acetalFL/FR
fatty
2,4-decadienalFL
(E,E)-2,4-decadienalFL
3-decen-2-oneFL/FR
(E,E)-2,4-heptadienalFL
(Z)-3-hexen-1-yl benzoateFL/FR
2,4-nonadien-1-olFL/FR
2,4-nonadienalFL
(E)-2-octenalFL/FR
fruity
isoamyl isobutyrateFL/FR
 citronellyl formateFL/FR
 cyclohexyl propionateFL/FR
 ethyl hexanoateFL/FR
 furfuryl propionateFL
2-hexen-1-olFL/FR
(E)-3-hexen-1-yl acetateFL/FR
 methyl 2-methyl butyrateFL/FR
 styralyl acetateFL/FR
green
 acetaldehyde butyl phenethyl acetalFL/FR
 acetaldehyde ethyl phenethyl acetalFL/FR
 galbanum oil terpenelessFL/FR
 geranium absoluteFL/FR
(Z)-4-heptenalFL/FR
(E)-2-hexen-1-olFL/FR
(Z)-2-hexen-1-olFL/FR
(E)-2-hexen-1-yl acetateFL/FR
(Z)-3-hexen-1-yl lactateFL/FR
(Z)-3-hexen-1-yl pyruvateFL/FR
3-hexenalFL/FR
(E)-2-hexenalFL/FR
(Z)-leaf acetalFL/FR
 methyl heptine carbonateFL/FR
 methyl octine carbonateFL/FR
3,6-nonadien-1-olFL/FR
2,6-nonadien-1-olFL/FR
(E,Z)-3,6-nonadien-1-olFL/FR
(E,Z)-2,6-nonadien-1-olFL/FR
(E,Z)-2,6-nonadien-1-yl acetateFL/FR
(E,E)-2,6-nonadienalFL
(E,Z)-2,6-nonadienalFL/FR
(E,Z)-2,6-nonadienal diethyl acetalFL/FR
(Z)-6-nonenalFL/FR
(E)-2-nonenalFL/FR
 octanal dimethyl acetalFL/FR
(Z)-5-octen-1-yl propionateFL/FR
3-phenyl propionaldehydeFL/FR
 rose leaf absolute (rosa centifolia)FL/FR
herbal
isoamyl heptanoateFL/FR
sweet basil absoluteFL/FR
 rosemary oleoresinFL/FR
soapy
 dodecanal (aldehyde C-12 lauric)FL/FR
waxy
isoamyl butyrateFL/FR
(Z,Z)-3,6-nonadien-1-olFL/FR
 phenethyl hexanoateFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 berryFR
 cheeseFL
 cherryFR
 citrusFR
 cucumberFR
 dairyFL
 fishFL
 fruitFR
 fungus mushroomFR
 greenFR
 herbalFR
 leaf 
 mandarinFR
 meat 
 melon watermelon muskmelon cantaloupe 
 nutFL
 orangeFR
 rice 
 spiceFR
 tangerineFR
 vegetable 
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 burdock root
Search Trop  Picture
 olive oil virgin
Search Trop  Picture
 walnut black walnut oil
Search Trop  Picture
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Synonyms:
 oct-2-en-1-al
 oct-2-enal
2-octen-1-al
 octen-2-al
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: 2-Alkenal-scavenging ability of m-diphenols.
PubMed: Binding of carbonyl flavours to canola, pea and wheat proteins using GC/MS approach.
PubMed: A fishy odor episode in a north China reservoir: occurrence, origin, and possible odor causing compounds.
PubMed: Exocrine secretions of wheel bugs (Heteroptera: Reduviidae: Arilus spp.): clarification and chemistry.
PubMed: Volatile fingerprint of Brazilian defective coffee seeds: corroboration of potential marker compounds and identification of new low quality indicators.
PubMed: The effects of fungal volatile organic compounds on bone marrow stromal cells.
PubMed: Ultrahigh performance liquid chromatography analysis of volatile carbonyl compounds in virgin olive oils.
PubMed: Oxylipins generation in Lactobacillus helveticus in relation to unsaturated fatty acid supplementation.
PubMed: Identification of volatiles from oxidised phosphatidylcholine molecular species using headspace solid-phase microextraction (HS-SPME) and gas chromatography-mass spectrometry (GC-MS).
PubMed: Metabolomics pilot study to identify volatile organic compound markers of childhood asthma in exhaled breath.
PubMed: Identification of octenal-related dA and dC adducts formed by reactions with a hemin-ω-6-fat peroxidation model system.
PubMed: Effect of storage time and heat processing on the volatile profile of Senegalese sole (Solea senegalensis Kaup, 1858) muscle.
PubMed: Effects of aliphatic aldehydes on the growth and patulin production of Penicillium expansum in apple juice.
PubMed: Identification of characteristic flavour precursors from enzymatic hydrolysis-mild thermal oxidation tallow by descriptive sensory analysis and gas chromatography-olfactometry and partial least squares regression.
PubMed: Shelf-life of infrared dry-roasted almonds.
PubMed: Real-time measurement of volatile chemicals released by bed bugs during mating activities.
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: Toxicity and metabolism of exogenous α,β-unsaturated carbonyls in potato (Solanum tuberosum L.) tubers.
PubMed: An experimental study of the gas-phase reactions of NO3 radicals with a series of unsaturated aldehydes: trans-2-hexenal, trans-2-heptenal, and trans-2-octenal.
PubMed: Iron-lactoferrin complex reduces iron-catalyzed off-flavor formation in powdered milk with added fish oil.
PubMed: Differences in the volatile compositions of ginseng species (Panax sp.).
PubMed: In depth study of acrylamide formation in coffee during roasting: role of sucrose decomposition and lipid oxidation.
PubMed: Gas chromatographic-olfactometric aroma profile and quantitative analysis of volatile carbonyls of grilled beef from different finishing feed systems.
PubMed: Millipedes that smell like bugs: (E)-alkenals in the defensive secretion of the julid diplopod Allajulus dicentrus.
PubMed: Change of volatile compounds in fresh fish meat during ice storage.
PubMed: Simultaneous sampling and analysis of indoor air infested with Cimex lectularius L. (Hemiptera: Cimicidae) by solid phase microextraction, thin film microextraction and needle trap device.
PubMed: Amino acid catalysis of 2-alkylfuran formation from lipid oxidation-derived α,β-unsaturated aldehydes.
PubMed: Identification of potent odourants in wine and brewed coffee using gas chromatography-olfactometry and comprehensive two-dimensional gas chromatography.
PubMed: Effect of enzyme activity and frozen storage on jalapeño pepper volatiles by selected ion flow tube-mass spectrometry.
PubMed: Cross-oxidation of angiotensin II by glycerophosphatidylcholine oxidation products.
PubMed: Alarm pheromones and chemical communication in nymphs of the tropical bed bug Cimex hemipterus (Hemiptera: Cimicidae).
PubMed: A new method for the determination of carbonyl compounds in wines by headspace solid-phase microextraction coupled to gas chromatography-ion trap mass spectrometry.
PubMed: Biodiversity of volatile organic compounds from five French ferns.
PubMed: Nymphs of the common bed bug (Cimex lectularius) produce anti-aphrodisiac defence against conspecific males.
PubMed: Molecular characterization, expression analysis, and role of ALDH3B1 in the cellular protection against oxidative stress.
PubMed: Neurotoxicity of fungal volatile organic compounds in Drosophila melanogaster.
PubMed: Comparison of tomatillo and tomato volatile compounds in the headspace by selected ion flow tube mass spectrometry (SIFT-MS).
PubMed: Changes in the key odorants of Italian Hazelnuts ( Coryllus avellana L. Var. Tonda Romana) induced by roasting.
PubMed: 4-oxo-aldehydes from the dorsal abdominal glands of the bed bug (Hemiptera: Cimicidae).
PubMed: Cytotoxicity and genotoxicity in human lung epithelial A549 cells caused by airborne volatile organic compounds emitted from pine wood and oriented strand boards.
PubMed: Characterization of the antennal olfactory system of the bed bug (Cimex lectularius).
PubMed: Effect of temperature on lipid-related volatile production in tomato puree.
PubMed: Characterization and quantification of odor-active compounds in unsaturated fatty acid/conjugated linoleic acid (UFA/CLA)-enriched butter and in conventional butter during storage and induced oxidation.
PubMed: Addition of alarm pheromone components improves the effectiveness of desiccant dusts against Cimex lectularius.
PubMed: Essential oil compositions of three Lantana species from Monteverde, Costa Rica.
PubMed: Effect of soybean volatile compounds on Aspergillus flavus growth and aflatoxin production.
PubMed: Volatile composition of Catharanthus roseus (L.) G. Don using solid-phase microextraction and gas chromatography/mass spectrometry.
PubMed: Contribution of lipid oxidation products to acrylamide formation in model systems.
PubMed: Identification of the airborne aggregation pheromone of the common bed bug, Cimex lectularius.
PubMed: Influence of time, surface-to-volume ratio, and heating process (continuous or intermittent) on the emission rates of selected carbonyl compounds during thermal oxidation of palm and soybean oils.
PubMed: Comparison of odor-active compounds from six distinctly different rice flavor types.
PubMed: Temporal changes in aroma release of Longjing tea infusion: interaction of volatile and nonvolatile tea components and formation of 2-butyl-2-octenal upon aging.
PubMed: Toxic oxygenated alpha,beta-unsaturated aldehydes and their study in foods: a review.
PubMed: Characterization of volatiles in unhopped wort.
PubMed: Light-induced off-flavor development in cloudy apple juice.
PubMed: Mechanism of 1,N2-etheno-2'-deoxyguanosine formation from epoxyaldehydes.
PubMed: Evaluation of the Mosquito Magnet Pro trap with and without 1-octen-3-ol for collecting Aedes albopictus and other urban mosquitoes.
PubMed: Re-evaluation of peroxide value as an indicator of the quality of edible oils.
PubMed: Truffle volatiles inhibit growth and induce an oxidative burst in Arabidopsis thaliana.
PubMed: Semiochemical investigations of the insidious flower bug, Orius insidiosus (Say).
PubMed: Inter- and intraspecific variation in defensive compounds produced by five neotropical stink bug species (Hemiptera: Pentatomidae).
PubMed: Identification of volatile degradants in formulations containing sesame oil using SPME/GC/MS.
PubMed: Instrumental and sensory characterization of heat-induced odorants in aseptically packaged soy milk.
PubMed: An assessment of the role played by some oxidation-related aldehydes in wine aroma.
PubMed: In vitro antifungal and anti-elastase activity of some aliphatic aldehydes from Olea europaea L. fruit.
PubMed: Difference in the volatile composition of pine-mushrooms (Tricholoma matsutake Sing.) according to their grades.
PubMed: Critical aspects of the determination of pentafluorobenzyl derivatives of aldehydes by gas chromatography with electron-capture or mass spectrometric detection: Validation of an optimized strategy for the determination of oxygen-related odor-active aldehydes in wine.
PubMed: Short and simple syntheses of 4-oxo-(E)-2-hexenal and homologs: pheromone components and defensive compounds of Hemiptera.
PubMed: Identification of the larval aggregation pheromone of codling moth, Cydia pomonella.
PubMed: Structural characterization of an etheno-2'-deoxyguanosine adduct modified by tetrahydrofuran.
PubMed: Mastrus ridibundus parasitoids eavesdrop on cocoon-spinning codling moth, Cydia pomonella, larvae.
PubMed: Comparison of the olfactory sensitivity of two sympatric steppe grasshopper species (Orthoptera: Acrididae) to plant volatile compounds.
PubMed: Formation of volatile compounds in model experiments with crude leek (Allium ampeloprasum Var. Lancelot) enzyme extract and linoleic acid or linolenic acid.
PubMed: Volatile components in metatarsal glands of sika deer, Cervus nippon.
PubMed: Semiochemicals from the predatory stink bug Eocanthecona furcellata (Wolff): components of metathoracic gland, dorsal abdominal gland, and sternal gland secretions.
PubMed: Identification of volatile compounds in soybean at various developmental stages using solid phase microextraction.
PubMed: Identification of aroma active compounds in orange essence oil using gas chromatography-olfactometry and gas chromatography-mass spectrometry.
PubMed: Determination of stale-flavor carbonyl compounds in beer by stir bar sorptive extraction with in-situ derivatization and thermal desorption-gas chromatography-mass spectrometry.
PubMed: Group 6 heteroatom- and non-heteroatom-stabilized carbene complexes. beta,beta'- and alpha,beta,beta'-annulation reactions of cyclic enamines.
PubMed: Kairomone strains of Euclytiaflava (Townsend), a parasitoid of stink bugs.
PubMed: Study on the mechanisms of the antibacterial action of some plant alpha,beta-unsaturated aldehydes.
PubMed: Character impact odorants of the apple cultivars Elstar and Cox Orange.
PubMed: Synthesis, characterization and X-ray structures of new antiproliferative and proapoptotic natural aldehyde thiosemicarbazones and their nickel(II) and copper(II) complexes.
PubMed: Chemical defense in the plant bug Lopidea robiniae (Uhler).
PubMed: 1,N6-etheno-2'-deoxyadenosine adducts from trans, trans-2,4-decadienal and trans-2-octenal.
PubMed: DNA-damaging potential and glutathione depletion of 2-cyclohexene-1-one in mammalian cells, compared to food relevant 2-alkenals.
PubMed: In vitro antibacterial activity of some aliphatic aldehydes from Olea europaea L.
PubMed: Selective protection by stably transfected human ALDH3A1 (but not human ALDH1A1) against toxicity of aliphatic aldehydes in V79 cells.
PubMed: Effect of oleic and linoleic acids on the production of deep-fried odor in heated triolein and trilinolein.
PubMed: The insect attractant 1-octen-3-ol is the natural ligand of bovine odorant-binding protein.
PubMed: Inhibition of formation of oxidative volatile components in fermented cucumbers by ascorbic acid and turmeric.
PubMed: Aroma of fresh oysters Crassostrea gigas: composition and aroma notes.
PubMed: Factors affecting the larvipositional activity of Oestrus ovis gravid females (Diptera: oestridae).
PubMed: Novel 1,N(6)-etheno-2'-deoxyadenosine adducts from lipid peroxidation products.
PubMed: Development of oxidized odor and volatile aldehydes in fermented cucumber tissue exposed to oxygen.
PubMed: Influence of variety and growing location on the development of off-flavor in precooked vacuum-packed potatoes.
PubMed: Synthesis of trans-4,5-epoxy-(E)-2-decenal and its deuterated analog used for the development of a sensitive and selective quantification method based on isotope dilution assay with negative chemical ionization.
PubMed: Identification and quantitation of volatile compounds in two heated model compounds, trilinolein and linoleic acid esterified propoxylated glycerol.
PubMed: Hepatic production of apolar aldehydes in rats with carbon tetrachloride-induced cirrhosis.
PubMed: Structural and kinetic determinants of aldehyde reduction by aldose reductase.
PubMed: Comparison of protein oxidation and aldehyde formation during oxidative stress in isolated mitochondria.
PubMed: Purification and characterization of two enone reductases from Saccharomyces cerevisiae.
PubMed: Oxidized lipoproteins including HDL and their lipid peroxidation products inhibit TNF-alpha secretion by THP-1 human macrophages.
PubMed: Characterization of epitopes recognized by 4-hydroxy-2-nonenal specific antibodies.
PubMed: Changes induced in bovine serum albumin following interactions with the lipid peroxidation product E-2-octenal.
PubMed: Determination of aldehydes and other lipid peroxidation products in biological samples by gas chromatography-mass spectrometry.
PubMed: Multiple lipid oxidation products in low density lipoproteins induce interleukin-1 beta release from human blood mononuclear cells.
PubMed: Alpha,beta-unsaturated carbonyl compounds: inhibition of rat liver glutathione S-transferase isozymes and chemical reaction with reduced glutathione.
PubMed: Modification of delipidated apoprotein B of low density lipoprotein by lipid oxidation products in relation to macrophage scavenger receptor binding.
PubMed: Defensive secretion of rice bug,Leptocorisa oratorius fabricius, (Hemiptera: Coreidae): A unique chemical combination and its toxic, repellent, and alarm properties.
PubMed: Development of a low-cost tsetse trap and odour baits for Glossina pallidipes and G. longipennis in Kenya.
PubMed: Mutation induction in Chinese hamster lung V79 cells by five alk-2-enals produced by lipid peroxidation.
PubMed: Characterization of fluorescent products from reaction of methyl linoleate hydroperoxides with adenine in the presence of Fe2+ and ascorbic acid.
PubMed: Cytotoxicities of a linoleic acid hydroperoxide and its related aliphatic aldehydes toward cultured human umbilical vein endothelial cells.
PubMed: Possible role of aldehydic lipid peroxidation products as chemoattractants.
PubMed: (Z,E)-α-farnesene: Major component of secretion from metathoracic scent gland of cotton seed bug,Oxycarenus hyalinipennis (Costa) (Heteroptera; Lygaeidae).
PubMed: Volatile compounds from the predatory insectPodisus maculiventris (Hemiptera: Pentatomidae) : Male and female metathoracic scent gland and female dorsal abdominal gland secretions.
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