(2e)-undecenal profile

(2E)-undecenal is an **unsaturated aldehyde** with the chemical formula **CH3(CH2)5CH=CH(CH2)3CHO**.

**Key properties:**

* **Strong, pungent odor:** It has a characteristic odor described as green, fatty, and waxy, reminiscent of citrus fruits and green leaves.
* **Naturally occurring:** It's found in various plants, including oranges, lemons, and grapefruit.
* **Insect attractant:** It acts as a sex pheromone for some insects, particularly moths and butterflies.

**Importance in research:**

(2E)-undecenal is important in research due to its diverse applications:

* **Pheromone research:** Scientists use it to understand insect behavior, communication, and pest control. By studying how insects respond to (2E)-undecenal, researchers can develop more effective traps and attractants for pest management.
* **Food and fragrance industry:** It's used as a flavoring agent and fragrance component in various food products and perfumes, adding notes of citrus, green, and floral aromas.
* **Plant research:** It's involved in plant defense mechanisms, attracting beneficial insects and deterring herbivores.
* **Biochemistry and cell signaling:** Studies on (2E)-undecenal have shed light on its role in cell signaling pathways and its potential interactions with cellular receptors.
* **Chemical synthesis:** The molecule's structure and reactivity have been studied extensively in organic chemistry, leading to the development of new synthetic routes and analytical techniques.

**Overall, (2E)-undecenal serves as a valuable tool for research across various disciplines, including entomology, food science, plant biology, and chemical synthesis.** Its unique properties and diverse applications make it a fascinating molecule for further scientific investigation.

(2E)-undecenal: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

(E)-2-undecenal : A 2-undecenal in which the C=C bond has E configuration. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

undecenal : A monounsaturated fatty aldehyde that is undecanal which has undergone formal dehydrogenation to introduce a double bond at unspecified position. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

2-undecenal : An undecenal in which the C=C bond is located at the 2-3 position. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	5283356
CHEMBL ID	451328
CHEBI ID	132843
CHEBI ID	133173
MeSH ID	M0452890

Synonym
1337-83-3
LS-14008
undec-2-enal
2-undecenal
(2e)-2-undecenal
undecenal
2-undecen-1-al
trans-2-undecenal, >=95%, fg
LMFA06000065
trans-undec-2-enal
(e)-2-undecenal
(e)-undec-2-enal
CHEBI:132843
(2e)-undec-2-enal
CHEBI:133173
2463-77-6
CHEMBL451328
53448-07-0
U0046
trans-2-undecenal
A817413
f851m0lyfd ,
einecs 215-656-5
unii-f851m0lyfd
aldehyde iso c-11
090e982abr ,
fema no. 3423
einecs 219-564-6
ai3-36265
unii-090e982abr
fnp3s9mg30 ,
einecs 258-559-3
2-undecenal, (2e)-
2-undecenal, (e)-
unii-fnp3s9mg30
AKOS015901935
(2e)-undecenal
fema no. 3423, e-
trans-2-undecen-1-al
2-undecenal, trans
2(e)-undecenal
undec-2(e)-enal
2-undecenal, e-
2-undecenal (high trans) stabilized with alpha-tocopherol
mfcd00014680
fema 3423
2-undecenal (high trans)
DTXSID20904470
undecenal (2e-)
Q27278090
?trans-2-undecenal
CS-0185733
HY-W127505

Class	Description
2-undecenal	An undecenal in which the C=C bond is located at the 2-3 position.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Assay ID	Title	Year	Journal	Article
AID1082760	Nematicidal Activity against Meloidogyne javanica (root-knot nematode) assessed as death/paralysis of nematodes at 1 hr after immersion in test solution	2012	Journal of agricultural and food chemistry, Feb-01, Volume: 60, Issue:4	Nematicidal activity of (E,E)-2,4-decadienal and (E)-2-decenal from Ailanthus altissima against Meloidogyne javanica.
AID1081323	Nematicidal activity against Bursaphelenchus xylophilus at 0.5 mg/ml measured after 48 hr under microscope	2010	Journal of agricultural and food chemistry, Feb-10, Volume: 58, Issue:3	Structure-activity relationship of aliphatic compounds for nematicidal activity against pine wood nematode (Bursaphelenchus xylophilus).
AID1082761	Nematicidal Activity against Meloidogyne javanica (root-knot nematode) assessed as death/paralysis of nematodes at 1 day after immersion in test solution	2012	Journal of agricultural and food chemistry, Feb-01, Volume: 60, Issue:4	Nematicidal activity of (E,E)-2,4-decadienal and (E)-2-decenal from Ailanthus altissima against Meloidogyne javanica.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	1 (12.50)	29.6817
2010's	4 (50.00)	24.3611
2020's	3 (37.50)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	9 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
octane Octanes: Eight-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives.. octane : A straight chain alkane composed of 8 carbon atoms.	2.05	1	alkane	xenobiotic
octanoic acid octanoic acid: RN given refers to parent cpd; structure in Merck Index, 9th ed, #1764. octanoic acid : A straight-chain saturated fatty acid that is heptane in which one of the hydrogens of a terminal methyl group has been replaced by a carboxy group. Octanoic acid is also known as caprylic acid.	2.05	1	medium-chain fatty acid; straight-chain saturated fatty acid	antibacterial agent; Escherichia coli metabolite; human metabolite
caprylic aldehyde caprylic aldehyde: structure in Merck Index, 9th ed, #1765. octanal : A saturated fatty aldehyde formally arising from reduction of the carboxy group of caprylic acid (octanoic acid).	2.05	1	medium-chain fatty aldehyde; n-alkanal; saturated fatty aldehyde	plant metabolite
1-octanol 1-Octanol: A colorless, slightly viscous liquid used as a defoaming or wetting agent. It is also used as a solvent for protective coatings, waxes, and oils, and as a raw material for plasticizers. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed). octan-1-ol : An octanol carrying the hydroxy group at position 1.	2.05	1	octanol; primary alcohol	antifungal agent; bacterial metabolite; fuel additive; kairomone; plant metabolite
decanoic acid decanoate : A fatty acid anion 10:0 that is the conjugate base of decanoic acid.. decanoic acid : A C10, straight-chain saturated fatty acid.	2.05	1	medium-chain fatty acid; straight-chain saturated fatty acid	algal metabolite; anti-inflammatory agent; antibacterial agent; human metabolite; plant metabolite; volatile oil component
lauric acid dodecanoic acid : A straight-chain, twelve-carbon medium-chain saturated fatty acid with strong bactericidal properties; the main fatty acid in coconut oil and palm kernel oil.	2.05	1	medium-chain fatty acid; straight-chain saturated fatty acid	algal metabolite; antibacterial agent; plant metabolite
n-hexanal [no description available]	2.47	2	medium-chain fatty aldehyde; n-alkanal; saturated fatty aldehyde	human urinary metabolite
furaldehyde Furaldehyde: A heterocyclic compound consisting of a furan where the hydrogen at position 2 is substituted by a formyl group.. furfural : An aldehyde that is furan with the hydrogen at position 2 substituted by a formyl group.	2.07	1	aldehyde; furans	Maillard reaction product; metabolite
n-hexane hexane : An unbranched alkane containing six carbon atoms.	2.05	1	alkane; volatile organic compound	neurotoxin; non-polar solvent
heptanoic acid heptanoic acid : A C7, straight-chain fatty acid that contributes to the odour of some rancid oils. Used in the preparation of esters for the fragrance industry, and as an additive in cigarettes.	2.05	1	medium-chain fatty acid; straight-chain saturated fatty acid	plant metabolite
1-hexanol 1-hexanol: RN given refers to parent cpd. hexanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of six carbon atoms.. hexan-1-ol : A primary alcohol that is hexane substituted by a hydroxy group at position 1.	2.05	1	hexanol; primary alcohol	alarm pheromone; antibacterial agent; fragrance; plant metabolite
heptanol Heptanol: A colorless liquid with a fragrant odor. It is used as an intermediate, solvent and in cosmetics.. heptanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of seven carbon atoms.. heptan-1-ol : A primary alcohol that is heptane substituted by a hydroxy group at position 1. It has been isolated from Capillipedium parviflorum.	2.05	1	heptanol; primary alcohol	flavouring agent; fragrance; gap junctional intercellular communication inhibitor; plant metabolite
heptanal heptanal : An n-alkanal resulting from the oxidation of the alcoholic hydroxy group of heptan-1-ol to the corresponding aldehyde. An endogenous aldehyde coming from membrane lipid oxidation, it is found in the blood of lung cancer patients and has been regarded as a potential biomarker of lung cancer.	2.47	2	medium-chain fatty aldehyde; n-alkanal; saturated fatty aldehyde	biomarker
nonane iotrochotin: toxin from the Caribbean sponge Iotrochota birotulata, which selectively permeabilizes synaptosomes. nonane : A straight chain alkane composed of 9 carbon atoms.	2.05	1	alkane	plant metabolite; volatile oil component
pelargonic acid pelargonic acid: K salt acts as cariostatic agent; RN given refers to parent cpd; structure. nonanoic acid : A C9 straight-chain saturated fatty acid which occurs naturally as esters of the oil of pelargonium. Has antifungal properties, and is also used as a herbicide as well as in the preparation of plasticisers and lacquers.	2.05	1	medium-chain fatty acid; straight-chain saturated fatty acid	algal metabolite; antifeedant; Daphnia magna metabolite; plant metabolite
octyl acetate octyl acetate : The acetate ester of octan-1-ol.	2.05	1	acetate ester	plant metabolite
n-decyl alcohol n-decyl alcohol: RN given refers to parent cpd. decanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of ten carbon atoms.. decan-1-ol : A fatty alcohol consisting of a hydroxy function at C-1 of an unbranched saturated chain of ten carbon atoms.	2.05	1	decanol; primary alcohol	metabolite; pheromone; protic solvent
decanaldehyde decanal : A saturated fatty aldehyde formally arising from reduction of the carboxy group of capric acid (decanoic acid).	2.48	2	medium-chain fatty aldehyde; n-alkanal; saturated fatty aldehyde	antifungal agent; fragrance; plant metabolite
undecanoic acid undecanoic acid : A straight-chain, eleven-carbon saturated medium-chain fatty acid found in body fluids; the most fungitoxic of the C7:0 - C18:0 fatty acid series.. undecanoate : A medium-chain fatty acid anion that is the conjugate base of undecanoic acid; used in tandem with testosterone cation in the treatment of male hypogonadism. Major species at pH 7.3.	2.05	1	medium-chain fatty acid; straight-chain saturated fatty acid	antifungal agent; human metabolite
n-dodecane dodecane : A straight-chain alkane with 12 carbon atoms. It has been isolated from the essential oils of various plants including Zingiber officinale (ginger).	2.05	1	alkane	plant metabolite
undecan-1-ol undecan-1-ol : A primary alcohol that is undecane substituted by a hydroxy group at position 1.. undecanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of eleven carbon atoms.	2.05	1	primary alcohol; undecanol	flavouring agent; plant metabolite
undecanal undecanal : A saturated fatty aldehyde formally arising from reduction of the carboxylic acid group of undecanoic acid. It is a component of essential oils from citrus plants like Citrus reticulata.	2.05	1	medium-chain fatty aldehyde; n-alkanal; saturated fatty aldehyde	antimycobacterial drug; plant metabolite; volatile oil component
dodecanol Dodecanol: A saturated 12-carbon fatty alcohol obtained from coconut oil fatty acids. It has a floral odor and is used in detergents, lubricating oils, and pharmaceuticals. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed). dodecanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of twelve carbon atoms.. dodecan-1-ol : A primary alcohol that is dodecane in which a hydrogen from one of the methyl groups is replaced by a hydroxy group. It is registered for use in apple and pear orchards as a Lepidopteran pheromone/sex attractant, used to disrupt the mating behaviour of certain moths whose larvae destroy crops.	2.05	1	dodecanol; primary alcohol	bacterial metabolite; cosmetic; insect attractant; insecticide; pheromone; plant metabolite
lauryl acetate [no description available]	2.05	1	carboxylic ester
1-tridecanol 1-tridecanol: RN given refers to parent cpd. tridecan-1-ol : A long-chain primary fatty alcohol that is tridecane substituted by a hydroxy group at position 1.. tridecanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of thirteen carbon atoms.	2.05	1	long-chain primary fatty alcohol; tridecanol	bacterial metabolite; human metabolite; plant metabolite
myristyl alcohol myristyl alcohol: RN given refers to parent cpd. tetradecan-1-ol : A long-chain fatty alcohol that is tetradecane substituted by a hydroxy group at position 1.. tetradecanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of fourteen carbon atoms.	2.05	1	long-chain primary fatty alcohol; tetradecanol	pheromone; plant metabolite; volatile oil component
hexanoic acid hexanoic acid : A C6, straight-chain saturated fatty acid.	2.05	1	medium-chain fatty acid; straight-chain saturated fatty acid	human metabolite; plant metabolite
n-heptane Heptanes: Seven-carbon alkanes with the formula C7H16.. heptane : A straight-chain alkane with seven carbon atoms. It has been found in Jeffrey pine (Pinus jeffreyi).	2.05	1	alkane; volatile organic compound	non-polar solvent; plant metabolite
1-nonanol nonanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of nine carbon atoms.. nonan-1-ol : A nonanol that is nonane substituted by a hydroxy group at position 1. It has been isolated as a component of volatile oils from plants like Hordeum vulgare.	2.05	1	nonanol; primary alcohol	antifungal agent; flavouring agent; plant metabolite; volatile oil component
myristic acid Myristic Acid: A saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. It is used to synthesize flavor and as an ingredient in soaps and cosmetics. (From Dorland, 28th ed). tetradecanoic acid : A straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat.. tetradecanoate : A long-chain fatty acid anion that is the conjugate base of myristic acid; major species at pH 7.3.	2.05	1	long-chain fatty acid; straight-chain saturated fatty acid	algal metabolite; Daphnia magna metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; human metabolite
tridecane tridecane : A straight chain alkane containing 13 carbon atoms. It forms a component of the essential oils isolated from plants such as Abelmoschus esculentus.	2.05	1	long-chain alkane	plant metabolite; volatile oil component
n-tetradecane tetradecane : A straight chain alkane consisting of 14 carbon atoms.	2.05	1	long-chain alkane	plant metabolite; volatile oil component
tridecanoic acid tridecanoate : A long-chain fatty acid anion resulting from the removal of a proton from the carboxy group of tridecanoic acid.. tridecanoic acid : A C13 straight-chain saturated fatty acid.	2.05	1	long-chain fatty acid; straight-chain saturated fatty acid	plant metabolite
undecane undecane : A straight-chain alkane with 11 carbon atoms.	2.05	1	alkane
decane decane : A straight-chain alkane with 10 carbon atoms.	2.05	1	alkane
nonanal nonanal : A saturated fatty aldehyde formally arising from reduction of the carboxy group of nonanoic acid. Metabolite observed in cancer metabolism.	2.47	2	medium-chain fatty aldehyde; n-alkanal; saturated fatty aldehyde	human metabolite; plant metabolite
tetradecanal tetradecanal : A long-chain fatty aldehyde that is tetradecane in which two hydrogens attached to a terminal carbon are replaced by an oxo group. It is found in coriander.	2.48	2	2,3-saturated fatty aldehyde; long-chain fatty aldehyde	bacterial metabolite; plant metabolite
alkenes [no description available]	3.4	6
fosthiazate fosthiazate: structure in first source	2.07	1	organic phosphonate; organothiophosphate insecticide; phosphonic ester	agrochemical; EC 3.1.1.7 (acetylcholinesterase) inhibitor; nematicide
5-hydroxymethylfurfural 5-hydroxymethylfurfural: has antisickling activity; HMF is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo. 5-hydroxymethylfurfural : A member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and hydroxymethyl substituents, respectively. Virtually absent from fresh foods, it is naturally generated in sugar-containing foods during storage, and especially by drying or cooking. It is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo.	2.07	1	arenecarbaldehyde; furans; primary alcohol	indicator; Maillard reaction product
2-hexenal, z-isomer 2-hexenal: product of lipid peroxidation in the rat liver; a green odor chemical; do not confuse with the hexabarbital synonym, hexenal; RN given refers to cpd without isomeric designation. 2-hexenal : A hexenal having the double bond at the 2-position.. (2E)-hexenal : A 2-hexenal in which the olefinic double bond has E configuration. It occurs naturally in a wide range of fruits, vegetables, and spices.	2.05	1	2-hexenal	antibacterial agent; flavouring agent; plant metabolite
2-heptenal 2-heptenal: RN given refers to cpd without isomeric designation. hept-2-enal : An enal consisting of hept-2-ene having an oxo group at the 1-position.. (E)-hept-2-enal : A monounsaturated fatty aldehyde that is (2E)-hept-2-ene which is carrying an oxo group at position 1. Found in the peel of Malaysian pink and white pomelo peel and in the scent gland secretion of the rice stink bug Oebalus pugnax.	2.05	1	enal; medium-chain fatty aldehyde; monounsaturated fatty aldehyde	plant metabolite; uremic toxin
2-octenal 2-octenal: RN given refers to cpd without isomeric designation. (E)-oct-2-enal : The (E)-isomer of oct-2-enal.. oct-2-enal : An enal consisting of oct-2-ene having an oxo group at the 1-position.	2.47	2	oct-2-enal	antifungal agent; volatile oil component
2-nonenal, (trans)-isomer 2-nonenal: RN given refers to cpd without isomeric designation. non-2-enal : An enal consisting of non-2-ene having an oxo group at the 1-position.. (E)-non-2-enal : A monounsaturated fatty aldehyde that is (2E)-non-2-ene which is carrying an oxo group at position 1.	2.05	1	enal; medium-chain fatty aldehyde; monounsaturated fatty aldehyde	plant metabolite
(2e)-decenal (2E)-decenal: structure in first source. (2E)-dec-2-enal : A dec-2-enal in which the olefinic double bond has E configuration.	2.97	4	2-decenal	alarm pheromone; mutagen; nematicide
2,4-decadienal (2E,4E)-deca-2,4-dienal : A polyunsaturated fatty aldehyde that is decanal which has undergone formal dehydrogenation to introduce trans- double bonds at the 2-3 and 4-5 positions. A product of lipid peroxidation in cell membranes and a component of cooking oil fumes.	2.07	1	polyunsaturated fatty aldehyde	apoptosis inducer; nematicide

(2e)-undecenal

Description

Cross-References

Synonyms (53)

Drug Classes (1)

Bioassays (3)

Research

Studies (8)

Market Indicators

Research Demand Index: 12.59

Study Types