2-octenal
oct-2-enal
Identification
| Name | 2-octenal |
| CAS Number | 2363-89-5 |
| EINECS | 219-115-4 |
| FDA UNII | Search |
| Molecular Formula | C8 H14 O |
| Molecular Weight | 126.19878000 |
| CoE Number | 663 |
Regulatory
| JECFA Food Flavoring | 1363 2-octenal |
| DG SANTE Food Flavourings | 05.060 oct-2-enal |
| FEMA Number | 3215 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 2363-89-5 ; 2-OCTENAL |
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, 188.00 to 190.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.552000 mmHg @ 25.00 °C. (est) |
| Flash Point | 155.00 °F. TCC ( 68.33 °C. ) |
| logP (o/w) | 2.809 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | perfuming agents |
Organoleptic Properties
| Odor Description | at 1.00 % in propylene glycol. |
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Recommendation for 2-octenal usage levels up to | 0.6000 % in the fragrance concentrate. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.84 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA) | 0.90 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 900 (μg/person/day) |
| Threshold of Concern | 1800 (μg/person/day) |
| Structure Class | I |
| baked goods | - |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
| Dairy products, excluding products of category 02.0 (01.0) | 1.92000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | - |
| Edible ices, including sherbet and sorbet (03.0) | - |
| Processed fruit (04.1) | - |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 2.06000 |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | 1.92000 |
| Bakery wares (07.0) | 2.35000 |
| Meat and meat products, including poultry and game (08.0) | 0.79000 |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | - |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | - |
| Foodstuffs intended for particular nutritional uses (13.0) | - |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 1.34000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | - |
| Ready-to-eat savouries (15.0) | 5.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | - |
Alfrebro LLC/ Archer Daniels Midland Company
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Potential Uses
Natural Occurrence
Synonyms
oct-2-en-1-al
oct-2-enal
2-
octen-1-al
octen-2-al
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-Ï-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.