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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

Molecular Formula C9H16O
Molecular Weight 140.2227
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Emergence of a novel highly specific and catalytically efficient enzyme from a naturally promiscuous glutathione transferase.
2008-12
Effects of parenteral iron on inflammation and the myocardium in hemodialysis patients.
2008-07
Single-drop microextraction and gas chromatography-mass spectrometry for the determination of volatile aldehydes in fresh cucumbers.
2008-07
Formation of alpha-dicarbonyl compounds in beer during storage of Pilsner.
2008-06-11
Comparison of odor-active compounds from six distinctly different rice flavor types.
2008-04-23
Acaricidal effects of natural six-carbon and nine-carbon aldehydes on stored-product mites.
2008-04
Unsaturated lipid peroxidation-derived aldehydes activate autophagy in vascular smooth-muscle cells.
2008-03-15
Aroma components of American country ham.
2008-01
Characterization of Taenia solium cysticerci microsomal glutathione S-transferase activity.
2007-10
Selected odor compounds in cooked soymilk as affected by soybean materials and direct steam injection.
2007-09
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.
2007-09
An ancient genome duplication contributed to the abundance of metabolic genes in the moss Physcomitrella patens.
2007-08-02
Identification of sulfur volatiles in canned orange juices lacking orange flavor.
2007-07-11
Oxidative stress is related to the formation of Antoni B patterns and eosinophilic hyaline droplets in schwannomas.
2007-06
Enantioselective oxidation of trans-4-hydroxy-2-nonenal is aldehyde dehydrogenase isozyme and Mg2+ dependent.
2007-06
Instrumental and sensory characterization of heat-induced odorants in aseptically packaged soy milk.
2007-04-18
Aroma components of acid-hydrolyzed vegetable protein made by partial hydrolysis of rice bran protein.
2007-04-18
Comparison of three lychee cultivar odor profiles using gas chromatography-olfactometry and gas chromatography-sulfur detection.
2007-03-07
An assessment of the role played by some oxidation-related aldehydes in wine aroma.
2007-02-07
Correlation of malt quality parameters and beer flavor stability: multivariate analysis.
2007-02-07
Selected odor compounds in soymilk as affected by chemical composition and lipoxygenases in five soybean materials.
2007-01-24
Removal of acetaldehyde from the body.
2007
Characterization of aroma-active compounds in rainbow trout (Oncorhynchus mykiss) eliciting an off-odor.
2006-12-13
Hydroperoxide lyases (CYP74C and CYP74B) catalyze the homolytic isomerization of fatty acid hydroperoxides into hemiacetals.
2006-12
Characterization and semiquantitative analysis of volatiles in seedless watermelon varieties using solid-phase microextraction.
2006-10-04
Factors affecting recurrence in patients with Crohn's disease under nutritional therapy.
2006-10
Ozone's impact on public health: contributions from indoor exposures to ozone and products of ozone-initiated chemistry.
2006-10
In vitro antifungal and anti-elastase activity of some aliphatic aldehydes from Olea europaea L. fruit.
2006-09
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.
2006-07-28
Potent odorants characterize the aroma quality of leaves and stalks in raw and boiled celery.
2006-04
Adducts of oxylipin electrophiles to glutathione reflect a 13 specificity of the downstream lipoxygenase pathway in the tobacco hypersensitive response.
2006-04
Biosynthesis of C9-aldehydes in the moss Physcomitrella patens.
2006-03
Identification of a stale-beer-like odorant in extracts of naturally aged beer.
2006-02-22
Structural characteristics of a lipid peroxidation product, trans-2-nonenal, that favour inhibition of membrane-associated phosphotyrosine phosphatase activity.
2005-11-30
The effect of packed red blood cell storage on arachidonic acid and advanced glycation end-product formation.
2005-11-02
Enzymatic hydrogenation of trans-2-nonenal in barley.
2005-11-02
Characterization of dried whey protein concentrate and isolate flavor.
2005-11
Analysis of the essential oil from radix bupleuri using capillary gas chromatography.
2005-10
Quantitative determination of volatile organic compounds in indoor dust using gas chromatography-UV spectrometry.
2005-10
Analysis of volatile compounds from various types of barley cultivars.
2005-09-21
Characterization of 9-fatty acid hydroperoxide lyase-like activity in germinating barley seeds that transforms 9(S)-hydroperoxy-10(E),12(Z)-octadecadienoic acid into 2(E)-nonenal.
2005-09
[Off-pump coronary artery bypass for old myocardial infarction associated with jejunotomy for obstructive ileus due to gall bladder stone; report of a case].
2005-09
Identification of characteristic aroma-active compounds from water dropwort (Oenanthe javanica DC.).
2005-08-24
Blood lipid peroxides and muscle damage increased following intensive resistance training of female weightlifters.
2005-05
Identification of the larval aggregation pheromone of codling moth, Cydia pomonella.
2005-04
Identification of 8-nonenal as an important contributor to "plastic" off-odor in polyethylene packaging.
2005-03-09
Unexpected formation of etheno-2'-deoxyguanosine adducts from 5(S)-hydroperoxyeicosatetraenoic acid: evidence for a bis-hydroperoxide intermediate.
2005-03
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
Role of 4-hydroxy-2,3-nonenal in the pathogenesis of fibrosis.
2005
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:16:50 GMT 2025
Edited
by admin
on Mon Mar 31 20:16:50 GMT 2025
Record UNII
ARM1W3309Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-NONENAL, (2Z)-
Systematic Name English
(Z)-2-NONENAL
Preferred Name English
2-NONENAL, (Z)-
Systematic Name English
CIS-2-NONENAL
Systematic Name English
Code System Code Type Description
CAS
60784-31-8
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
PRIMARY
PUBCHEM
5354833
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
PRIMARY
ECHA (EC/EINECS)
262-428-6
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
PRIMARY
FDA UNII
ARM1W3309Z
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
PRIMARY
MESH
C013166
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
PRIMARY
EPA CompTox
DTXSID3052274
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
PRIMARY