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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
2-Nonenal newly found in human body odor tends to increase with aging.
2001 Apr
Characterization of the glutathione binding site of aldose reductase.
2001 Jan 30
Effect of 4-hydroxy-2(E)-nonenal on soybean lipoxygenase-1.
2001 Jun
Two distinct pathways of formation of 4-hydroxynonenal. Mechanisms of nonenzymatic transformation of the 9- and 13-hydroperoxides of linoleic acid to 4-hydroxyalkenals.
2001 Jun 15
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
Aldehyde-induced xanthine oxidase activity in raw milk.
2002 Dec 4
Important aroma compounds in freshly ground wholemeal and white wheat flour-identification and quantitative changes during sourdough fermentation.
2002 Nov 6
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
Volatile components in metatarsal glands of sika deer, Cervus nippon.
2003 Dec
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
Purification, characterization and kinetic properties of the Taenia solium glutathione S-transferase isoform 26.5 kDa.
2004 Jun
Determination of important odor-active aldehydes of wine through gas chromatography-mass spectrometry of their O-(2,3,4,5,6-pentafluorobenzyl)oximes formed directly in the solid phase extraction cartridge used for selective isolation.
2004 Mar 5
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
Mastrus ridibundus parasitoids eavesdrop on cocoon-spinning codling moth, Cydia pomonella, larvae.
2005 Jan
Identification of 8-nonenal as an important contributor to "plastic" off-odor in polyethylene packaging.
2005 Mar 9
Structural characteristics of a lipid peroxidation product, trans-2-nonenal, that favour inhibition of membrane-associated phosphotyrosine phosphatase activity.
2005 Nov 30
Quantitative determination of volatile organic compounds in indoor dust using gas chromatography-UV spectrometry.
2005 Oct
Potent odorants characterize the aroma quality of leaves and stalks in raw and boiled celery.
2006 Apr
Hydroperoxide lyases (CYP74C and CYP74B) catalyze the homolytic isomerization of fatty acid hydroperoxides into hemiacetals.
2006 Dec
Characterization of aroma-active compounds in rainbow trout (Oncorhynchus mykiss) eliciting an off-odor.
2006 Dec 13
Factors affecting recurrence in patients with Crohn's disease under nutritional therapy.
2006 Oct
Ozone's impact on public health: contributions from indoor exposures to ozone and products of ozone-initiated chemistry.
2006 Oct
Characterization and semiquantitative analysis of volatiles in seedless watermelon varieties using solid-phase microextraction.
2006 Oct 4
The effect of packed red blood cell storage on arachidonic acid and advanced glycation end-product formation.
2006 Sep-Oct
An assessment of the role played by some oxidation-related aldehydes in wine aroma.
2007 Feb 7
Correlation of malt quality parameters and beer flavor stability: multivariate analysis.
2007 Feb 7
Selected odor compounds in soymilk as affected by chemical composition and lipoxygenases in five soybean materials.
2007 Jan 24
Oxidative stress is related to the formation of Antoni B patterns and eosinophilic hyaline droplets in schwannomas.
2007 Jun
Enantioselective oxidation of trans-4-hydroxy-2-nonenal is aldehyde dehydrogenase isozyme and Mg2+ dependent.
2007 Jun
Characterization of Taenia solium cysticerci microsomal glutathione S-transferase activity.
2007 Oct
Acaricidal effects of natural six-carbon and nine-carbon aldehydes on stored-product mites.
2008 Apr
Emergence of a novel highly specific and catalytically efficient enzyme from a naturally promiscuous glutathione transferase.
2008 Dec
Single-drop microextraction and gas chromatography-mass spectrometry for the determination of volatile aldehydes in fresh cucumbers.
2008 Jul
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