2-NONENAL, (2Z)-

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 Search

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

Title	Date	PubMed
Oxidative stress in renal anemia of hemodialysis patients is mitigated by epoetin treatment.	2005	16534224
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	16457380
Role of 4-hydroxy-2,3-nonenal in the pathogenesis of fibrosis.	2005	16403983
Identification of the larval aggregation pheromone of codling moth, Cydia pomonella.	2005 Apr	16124259
Identification of characteristic aroma-active compounds from water dropwort (Oenanthe javanica DC.).	2005 Aug 24	16104797
Unexpected formation of etheno-2'-deoxyguanosine adducts from 5(S)-hydroperoxyeicosatetraenoic acid: evidence for a bis-hydroperoxide intermediate.	2005 Mar	15777099
Identification of 8-nonenal as an important contributor to "plastic" off-odor in polyethylene packaging.	2005 Mar 9	15740063
Blood lipid peroxides and muscle damage increased following intensive resistance training of female weightlifters.	2005 May	15965070
Characterization of dried whey protein concentrate and isolate flavor.	2005 Nov	16230688
Enzymatic hydrogenation of trans-2-nonenal in barley.	2005 Nov 2	16248576
Structural characteristics of a lipid peroxidation product, trans-2-nonenal, that favour inhibition of membrane-associated phosphotyrosine phosphatase activity.	2005 Nov 30	16269214
Analysis of the essential oil from radix bupleuri using capillary gas chromatography.	2005 Oct	16205039
Quantitative determination of volatile organic compounds in indoor dust using gas chromatography-UV spectrometry.	2005 Oct	15936080
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 Sep	16195582
[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 Sep	16167822
Analysis of volatile compounds from various types of barley cultivars.	2005 Sep 21	16159182
Potent odorants characterize the aroma quality of leaves and stalks in raw and boiled celery.	2006 Apr	16636464
Adducts of oxylipin electrophiles to glutathione reflect a 13 specificity of the downstream lipoxygenase pathway in the tobacco hypersensitive response.	2006 Apr	16500992
Hydroperoxide lyases (CYP74C and CYP74B) catalyze the homolytic isomerization of fatty acid hydroperoxides into hemiacetals.	2006 Dec	17049304
Characterization of aroma-active compounds in rainbow trout (Oncorhynchus mykiss) eliciting an off-odor.	2006 Dec 13	17147438
Identification of a stale-beer-like odorant in extracts of naturally aged beer.	2006 Feb 22	16478267
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 Jul 28	16709416
Biosynthesis of C9-aldehydes in the moss Physcomitrella patens.	2006 Mar	16630744
Factors affecting recurrence in patients with Crohn's disease under nutritional therapy.	2006 Oct	17106818
Ozone's impact on public health: contributions from indoor exposures to ozone and products of ozone-initiated chemistry.	2006 Oct	17035131
Characterization and semiquantitative analysis of volatiles in seedless watermelon varieties using solid-phase microextraction.	2006 Oct 4	17002453
In vitro antifungal and anti-elastase activity of some aliphatic aldehydes from Olea europaea L. fruit.	2006 Sep	16920510
The effect of packed red blood cell storage on arachidonic acid and advanced glycation end-product formation.	2006 Sep-Oct	17031463
Removal of acetaldehyde from the body.	2007	17590985
Instrumental and sensory characterization of heat-induced odorants in aseptically packaged soy milk.	2007 Apr 18	17373812
Aroma components of acid-hydrolyzed vegetable protein made by partial hydrolysis of rice bran protein.	2007 Apr 18	17367160
An ancient genome duplication contributed to the abundance of metabolic genes in the moss Physcomitrella patens.	2007 Aug 2	17683536
An assessment of the role played by some oxidation-related aldehydes in wine aroma.	2007 Feb 7	17263488
Correlation of malt quality parameters and beer flavor stability: multivariate analysis.	2007 Feb 7	17263467
Selected odor compounds in soymilk as affected by chemical composition and lipoxygenases in five soybean materials.	2007 Jan 24	17227075
Identification of sulfur volatiles in canned orange juices lacking orange flavor.	2007 Jul 11	17579430
Oxidative stress is related to the formation of Antoni B patterns and eosinophilic hyaline droplets in schwannomas.	2007 Jun	17645238
Enantioselective oxidation of trans-4-hydroxy-2-nonenal is aldehyde dehydrogenase isozyme and Mg2+ dependent.	2007 Jun	17480102
Comparison of three lychee cultivar odor profiles using gas chromatography-olfactometry and gas chromatography-sulfur detection.	2007 Mar 7	17266328
Characterization of Taenia solium cysticerci microsomal glutathione S-transferase activity.	2007 Oct	17704948
Selected odor compounds in cooked soymilk as affected by soybean materials and direct steam injection.	2007 Sep	17995661
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	17672515
Acaricidal effects of natural six-carbon and nine-carbon aldehydes on stored-product mites.	2008 Apr	18421565
Comparison of odor-active compounds from six distinctly different rice flavor types.	2008 Apr 23	18363355
Emergence of a novel highly specific and catalytically efficient enzyme from a naturally promiscuous glutathione transferase.	2008 Dec	18706975
Aroma components of American country ham.	2008 Jan	18211346
Effects of parenteral iron on inflammation and the myocardium in hemodialysis patients.	2008 Jul	18638094
Single-drop microextraction and gas chromatography-mass spectrometry for the determination of volatile aldehydes in fresh cucumbers.	2008 Jul	18415084
Formation of alpha-dicarbonyl compounds in beer during storage of Pilsner.	2008 Jun 11	18461968
Unsaturated lipid peroxidation-derived aldehydes activate autophagy in vascular smooth-muscle cells.	2008 Mar 15	18052926

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 21:13:32 GMT 2023` Edited by `admin` on `Fri Dec 15 21:13:32 GMT 2023`
Record UNII	ARM1W3309Z
Record Status	`Validated (UNII)`
Record Version

Download

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