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Details

Stereochemistry ACHIRAL
Molecular Formula C9H16O
Molecular Weight 140.2227
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 2-NONENAL, (2Z)-

SMILES

CCCCCC\C=C/C=O

InChI

InChIKey=BSAIUMLZVGUGKX-FPLPWBNLSA-N
InChI=1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7-

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Study on the mechanisms of the antibacterial action of some plant alpha,beta-unsaturated aldehydes.
2002
Release of deuterated (E)-2-nonenal during beer aging from labeled precursors synthesized before boiling.
2002 Dec 18
Quantitation of odor-active compounds in rye flour and rye sourdough using stable isotope dilution assays.
2002 Sep 11
How low pH can intensify beta-damascenone and dimethyl trisulfide production through beer aging.
2002 Sep 25
Effect of sunlight exposure and aging on skin surface lipids and urate.
2003
Characterization of the electrophile binding site and substrate binding mode of the 26-kDa glutathione S-transferase from Schistosoma japonicum.
2003 Apr 1
Phospholipid chlorohydrins cause ATP depletion and toxicity in human myeloid cells.
2003 Apr 10
Modulation of D1-like dopamine receptor function by aldehydic products of lipid peroxidation.
2003 Apr 4
Flavoring components of raw monsooned arabica coffee and their changes during radiation processing.
2003 Dec 31
Determination of E-2-nonenal by high-performance liquid chromatography with UV detection assay for the evaluation of beer ageing.
2003 Jan 24
Oxidation of 4-hydroxy-2-nonenal by succinic semialdehyde dehydrogenase (ALDH5A).
2003 Jul
Oxidant-stimulated chloride secretion in rat jejunum in vitro is mediated by eicosanoids.
2003 Mar
Analysis of volatiles in porcine liver pâtés with added sage and rosemary essential oils by using SPME-GC-MS.
2004 Aug 11
Purification, characterization and kinetic properties of the Taenia solium glutathione S-transferase isoform 26.5 kDa.
2004 Jun
4-hydroxy-2,3 trans-nonenal nuclear concentration inversely correlates with the growth rate of T leukemia cells.
2004 Mar
Inactivation of pathogenic bacteria by cucumber volatiles (E,Z)-2,6-nonadienal and (E)-2-nonenal.
2004 May
Oxidative stress in renal anemia of hemodialysis patients is mitigated by epoetin treatment.
2005
The cytotoxic and genotoxic effects of conjugated trans-2-nonenal (T2N), an off-flavor compound in beer and heat processed food arising from lipid oxidation.
2005
Identification of the larval aggregation pheromone of codling moth, Cydia pomonella.
2005 Apr
Identification of characteristic aroma-active compounds from water dropwort (Oenanthe javanica DC.).
2005 Aug 24
Unexpected formation of etheno-2'-deoxyguanosine adducts from 5(S)-hydroperoxyeicosatetraenoic acid: evidence for a bis-hydroperoxide intermediate.
2005 Mar
Identification of 8-nonenal as an important contributor to "plastic" off-odor in polyethylene packaging.
2005 Mar 9
Blood lipid peroxides and muscle damage increased following intensive resistance training of female weightlifters.
2005 May
Characterization of dried whey protein concentrate and isolate flavor.
2005 Nov
Enzymatic hydrogenation of trans-2-nonenal in barley.
2005 Nov 2
Structural characteristics of a lipid peroxidation product, trans-2-nonenal, that favour inhibition of membrane-associated phosphotyrosine phosphatase activity.
2005 Nov 30
Analysis of the essential oil from radix bupleuri using capillary gas chromatography.
2005 Oct
Quantitative determination of volatile organic compounds in indoor dust using gas chromatography-UV spectrometry.
2005 Oct
Adducts of oxylipin electrophiles to glutathione reflect a 13 specificity of the downstream lipoxygenase pathway in the tobacco hypersensitive response.
2006 Apr
Identification of a stale-beer-like odorant in extracts of naturally aged beer.
2006 Feb 22
Biosynthesis of C9-aldehydes in the moss Physcomitrella patens.
2006 Mar
Characterization and semiquantitative analysis of volatiles in seedless watermelon varieties using solid-phase microextraction.
2006 Oct 4
In vitro antifungal and anti-elastase activity of some aliphatic aldehydes from Olea europaea L. fruit.
2006 Sep
Instrumental and sensory characterization of heat-induced odorants in aseptically packaged soy milk.
2007 Apr 18
Aroma components of acid-hydrolyzed vegetable protein made by partial hydrolysis of rice bran protein.
2007 Apr 18
An ancient genome duplication contributed to the abundance of metabolic genes in the moss Physcomitrella patens.
2007 Aug 2
An assessment of the role played by some oxidation-related aldehydes in wine aroma.
2007 Feb 7
Selected odor compounds in soymilk as affected by chemical composition and lipoxygenases in five soybean materials.
2007 Jan 24
Identification of sulfur volatiles in canned orange juices lacking orange flavor.
2007 Jul 11
Enantioselective oxidation of trans-4-hydroxy-2-nonenal is aldehyde dehydrogenase isozyme and Mg2+ dependent.
2007 Jun
Comparison of three lychee cultivar odor profiles using gas chromatography-olfactometry and gas chromatography-sulfur detection.
2007 Mar 7
Characterization of Taenia solium cysticerci microsomal glutathione S-transferase activity.
2007 Oct
Selected odor compounds in cooked soymilk as affected by soybean materials and direct steam injection.
2007 Sep
Glycyl-histidyl-lysine (GHK) is a quencher of alpha,beta-4-hydroxy-trans-2-nonenal: a comparison with carnosine. insights into the mechanism of reaction by electrospray ionization mass spectrometry, 1H NMR, and computational techniques.
2007 Sep
Acaricidal effects of natural six-carbon and nine-carbon aldehydes on stored-product mites.
2008 Apr
Comparison of odor-active compounds from six distinctly different rice flavor types.
2008 Apr 23
Aroma components of American country ham.
2008 Jan
Single-drop microextraction and gas chromatography-mass spectrometry for the determination of volatile aldehydes in fresh cucumbers.
2008 Jul
Formation of alpha-dicarbonyl compounds in beer during storage of Pilsner.
2008 Jun 11
Unsaturated lipid peroxidation-derived aldehydes activate autophagy in vascular smooth-muscle cells.
2008 Mar 15
Patents
Name Type Language
2-NONENAL, (2Z)-
Systematic Name English
2-NONENAL, (Z)-
Systematic Name English
(Z)-2-NONENAL
Systematic Name English
CIS-2-NONENAL
Systematic Name English
Code System Code Type Description
CAS
60784-31-8
Created by admin on Fri Dec 15 21:13:33 GMT 2023 , Edited by admin on Fri Dec 15 21:13:33 GMT 2023
PRIMARY
PUBCHEM
5354833
Created by admin on Fri Dec 15 21:13:33 GMT 2023 , Edited by admin on Fri Dec 15 21:13:33 GMT 2023
PRIMARY
ECHA (EC/EINECS)
262-428-6
Created by admin on Fri Dec 15 21:13:33 GMT 2023 , Edited by admin on Fri Dec 15 21:13:33 GMT 2023
PRIMARY
FDA UNII
ARM1W3309Z
Created by admin on Fri Dec 15 21:13:33 GMT 2023 , Edited by admin on Fri Dec 15 21:13:33 GMT 2023
PRIMARY
MESH
C013166
Created by admin on Fri Dec 15 21:13:33 GMT 2023 , Edited by admin on Fri Dec 15 21:13:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID3052274
Created by admin on Fri Dec 15 21:13:33 GMT 2023 , Edited by admin on Fri Dec 15 21:13:33 GMT 2023
PRIMARY