Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H10O |
| Molecular Weight | 98.143 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC\C=C/C=O
InChI
InChIKey=MBDOYVRWFFCFHM-PLNGDYQASA-N
InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3/b5-4-
2-Hexenal belongs to the aldehyde and exists in two isomeric forms: cis (Z) and greater importance form, trans (E). Trans-2-hexenal was studied as a potential antifungal compound that can inhibits Aspergillus flavus Spore Germination. The inhibition takes place by the disruption of mitochondrial energy metabolism and the induction of early apoptosis. Besides, trans-2-hexenal can be an alternative fumigation agent for controlling M. incognita on tomato crops. Botanical nematicides have recently received increasing interest because of the high risks of some traditional nematicides to human health and the environment.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Interactions of alpha, beta-unsaturated aldehydes and ketones with human glutathione S-transferase P1-1. | 1997 Dec 12 |
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| Response of plum curculio (Coleoptera: Curculionidae) to odor-baited traps near woods. | 2001 Dec |
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| Naturally occurring anti-Salmonella agents. | 2001 Dec |
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| Characterization of the glutathione binding site of aldose reductase. | 2001 Jan 30 |
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| Selective protection by stably transfected human ALDH3A1 (but not human ALDH1A1) against toxicity of aliphatic aldehydes in V79 cells. | 2001 Jan 30 |
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| On-line analysis of reactive VOCs from urban lawn mowing. | 2001 Jul 15 |
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| Elisa to quantify hexanal-protein adducts in a meat model system. | 2001 Jun |
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| DNA-damaging potential and glutathione depletion of 2-cyclohexene-1-one in mammalian cells, compared to food relevant 2-alkenals. | 2001 Oct 18 |
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| Composition of the volatiles from intact and mechanically pierced tea aphid-tea shoot complexes and their attraction to natural enemies of the tea aphid. | 2002 Apr 24 |
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| Specific fluctuations in the composition of lipoxygenase- and glycosidase-generated flavors in some cultivated teas of Assam. | 2002 Dec 18 |
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| Character impact odorants of the apple cultivars Elstar and Cox Orange. | 2002 Jun |
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| Chemical defense in the plant bug Lopidea robiniae (Uhler). | 2002 Mar |
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| Learning of herbivore-induced and nonspecific plant volatiles by a parasitoid, Cotesia kariyai. | 2002 Mar |
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| Influence of harvest date and light integral on the development of strawberry flavour compounds. | 2002 Oct |
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| [Effect of N-oxidized pyridine derivatives on lipid peroxidation in the livers of rats]. | 2003 |
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| Reactive electrophile species activate defense gene expression in Arabidopsis. | 2003 Apr |
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| Volatile components and aroma active compounds in aqueous essence and fresh pink guava fruit puree (Psidium guajava L.) by GC-MS and multidimensional GC/GC-O. | 2003 Feb 26 |
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| Inhibition of succinic semialdehyde dehydrogenase activity by alkenal products of lipid peroxidation. | 2003 Jan 20 |
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| On the specificity of lipid hydroperoxide fragmentation by fatty acid hydroperoxide lyase from Arabidopsis thaliana. | 2003 Jul |
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| Oxidation of 4-hydroxy-2-nonenal by succinic semialdehyde dehydrogenase (ALDH5A). | 2003 Jul |
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| The olfactory responses of the antenna and maxillary palp of the fleshfly, Neobellieria bullata (Diptera: Sarcophagidae), and their sensitivity to blockage of nitric oxide synthase. | 2003 Mar |
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| Volatile fractions from three cultivars of Olea europaea L. collected in two different seasons. | 2003 Mar 26 |
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| Modulation of pumpkin glutathione S-transferases by aldehydes and related compounds. | 2003 May |
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| Putative colon cancer risk factors damage global DNA and TP53 in primary human colon cells isolated from surgical samples. | 2003 May |
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| Changes in physicochemical characteristics and volatile constituents of yellow- and white-fleshed nectarines during maturation and artificial ripening. | 2003 May 7 |
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| Application of hexanal, E-2-hexenal, and hexyl acetate to improve the safety of fresh-sliced apples. | 2003 May 7 |
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| Thermodynamic study of two different chewing-gum bases by inverse gas chromatography. | 2003 May 9 |
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| [Screening method for compounds acting at super low concentrations]. | 2003 May-Jun |
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| Volatile constituents of uncooked rhubarb (Rheum rhabarbarum L.) stalks. | 2003 Oct 22 |
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| [Attraction effect of main volatile components from tea shoots and flowers on Sphaerophoria menthastri (Diptera: Syrphidae) and Chrysopa septempunctata (Neuroptera: Chrysopidae)]. | 2004 Apr |
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| Aroma extract dilution analysis of cv. Meeker (Rubus idaeus L.) red raspberries from Oregon and Washington. | 2004 Aug 11 |
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| EAG and behavioral responses of Helicoverpa armigera males to volatiles from poplar leaves and their combinations with sex pheromone. | 2004 Dec |
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| Stereochemical course of the generation of 3-mercaptohexanal and 3-mercaptohexanol by beta-lyase-catalyzed cleavage of cysteine conjugates. | 2004 Jan 14 |
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| Electrophysiological characterisation of olfactory sensilla in the black bean aphid, Aphis fabae. | 2004 Jul |
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| Off-vine grape drying effect on volatile compounds and aromatic series in must from Pedro Ximénez grape variety. | 2004 Jun 16 |
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| Variation of the essential oil content and composition in leaves from cultivated plants of Hypericum androsaemum L. | 2004 May-Jun |
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| Electroantennogram responses of the three migratory forms of the damson-hop aphid, Phorodon humuli, to aphid pheromones and plant volatiles. | 2004 Nov |
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| Enhancement of attraction to sex pheromones of Spodoptera exigua by volatile compounds produced by host plants. | 2004 Oct |
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| Some unusual minor volatile components of tomato. | 2004 Oct 6 |
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| Stimulation of the lipoxygenase pathway is associated with systemic resistance induced in bean by a nonpathogenic Pseudomonas strain. | 2004 Sep |
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| Rapid determination of C6-aldehydes in tomato plant emission by gas chromatography-mass spectrometry and solid-phase microextraction with on-fiber derivatization. | 2005 Feb |
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| Further field evaluation of synthetic herbivore-induced plant volatiles as attractants for beneficial insects. | 2005 Mar |
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| [Analysis and identification of Liriomyza sativae-attractants from cowpea and kidney bean volatiles]. | 2005 May |
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| Quantitative determination of volatile organic compounds in indoor dust using gas chromatography-UV spectrometry. | 2005 Oct |
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| The involvement of volatile infochemicals from spider mites and from food-plants in prey location of the generalist predatory mite Neoseiulus californicus. | 2005 Sep |
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| Comet fluorescence in situ hybridization analysis for oxidative stress-induced DNA damage in colon cancer relevant genes. | 2007 Apr |
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| Characterization of a rat NADPH-dependent aldo-keto reductase (AKR1B13) induced by oxidative stress. | 2009 Mar 16 |
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| Effects of environmental novelty on fear-related behavior and stress responses of rats to emotionally relevant odors. | 2009 May 16 |
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| A new in vitro method for identifying chemical sensitizers combining peptide binding with ARE/EpRE-mediated gene expression in human skin cells. | 2010 Sep |
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| Mixture of cis-3-hexenol and trans-2-hexenal attenuates behavioral and stress responses induced by 2,5-dihydro-2,4,5-trimethylthiazoline and electric footshock stress in rats. | 2011 Jul 6 |
Patents
Sample Use Guides
sublethal doses of ( E)-2-hexenal disturbed pyruvate metabolism and reduced the intracellular soluble protein content of A. flavus spores during the early stage of germination, and MIC treatment decreased acetyl-CoA and ATP contents by 65.7 ± 3.7% and 53.9 ± 4.0% ( P < 0.05), respectively.
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18554
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KX1W9X5P0E
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DTXSID00274168
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6428782
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16635-54-4
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SUBSTANCE RECORD
