Chemical Formula: C9H16O2

Chemical Formula C9H16O2

Found 214 metabolite its formula value is C9H16O2

Dihydro-5-pentyl-2(3H)-furanone

(±)-Dihydro-5-pentyl-2(3H)-furanone

C9H16O2 (156.1150236)


Dihydro-5-pentyl-2(3H)-furanone is found in alcoholic beverages. Dihydro-5-pentyl-2(3H)-furanone is present in blackcurrant buds and berries, melon, papaya, pineapple, peaches, apricot, wheat bread, crispbread, wines, black tea and other foodstuffs. Dihydro-5-pentyl-2(3H)-furanone is a flavouring agent Flavouring ingredient. It is used in coconut flavours.

   

Nonane-4,6-dione

Nonane-4,6-dione

C9H16O2 (156.1150236)


   

Chalcogran

2-Ethyl-1,6-dioxaspiro[4.4]nonane

C9H16O2 (156.1150236)


   

4-hydroxy-2-nonenal (4-HNE)

2-Nonenal, 4-hydroxy-, (2E,4R)-

C9H16O2 (156.1150236)


4-Hydroxynonenal (HNE), one of the major end products of lipid peroxidation, has been shown to be involved in signal transduction and available evidence suggests that it can affect cell cycle events in a concentration-dependent manner. glutathione S-transferases (GSTs) can modulate the intracellular concentrations of HNE by affecting its generation during lipid peroxidation by reducing hydroperoxides and also by converting it into a glutathione conjugate. Overexpression of the Alpha class GSTs in cells leads to lower steady-state levels of HNE, and these cells acquire resistance to apoptosis induced by lipid peroxidation-causing agents such as H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics, suggesting that signaling for apoptosis by these agents is transduced through HNE. Cells with the capacity to exclude HNE from the intracellular environment at a faster rate are relatively more resistant to apoptosis caused by H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics as well as by HNE, suggesting that HNE may be a common denominator in mechanisms of apoptosis caused by oxidative stress. Transfection of adherent cells with HNE-metabolizing GSTs leads to transformation of these cells due to depletion of HNE. (PMID 15288119). HNE has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D015853 - Cysteine Proteinase Inhibitors D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D003432 - Cross-Linking Reagents Constituent of beef and pork. Lipid peroxidation product 4-Hydroxynonenal (4-HNE) is an α,β unsaturated hydroxyalkenal and an oxidative/nitrosative stress biomarker. 4-Hydroxynonenal is a substrate and an inhibitor of acetaldehyde dehydrogenase 2 (ALDH2). 4-Hydroxynonenal can modulate a number of signaling processes mainly through forming covalent adducts with nucleophilic functional groups in proteins, nucleic acids, and membrane lipids. 4-Hydroxynonenal plays an important role in cancer through mitochondria[1][2][3].

   

Quercuslactone a

3-Methyl-4-butyl-g-butyrolactone

C9H16O2 (156.1150236)


Quercuslactone b is found in alcoholic beverages. Quercuslactone b is present in aged spirit

   

2-Hydroxy-2,6,6-trimethylcyclohexanone

2-hydroxy-2,6,6-trimethylcyclohexan-1-one

C9H16O2 (156.1150236)


2-Hydroxy-2,6,6-trimethylcyclohexanone is found in tea. 2-Hydroxy-2,6,6-trimethylcyclohexanone is a constituent of the aroma of black tea. Constituent of the aroma of black tea. 2-Hydroxy-2,6,6-trimethylcyclohexanone is found in tea.

   

6-Hydroxy-4,6-dimethyl-3-hepten-2-one

(3Z)-6-hydroxy-4,6-dimethylhept-3-en-2-one

C9H16O2 (156.1150236)


6-Hydroxy-4,6-dimethyl-3-hepten-2-one is found in herbs and spices. 6-Hydroxy-4,6-dimethyl-3-hepten-2-one is found in red and green bell peppers Capsicum annuum var. angulosum. Found in red and green bell peppers Capsicum annuum variety angulosum

   

Hept-trans-2-en-1-yl acetate

Acetic acid trans-2-hepten-1-YL ester

C9H16O2 (156.1150236)


Hept-trans-2-en-1-yl acetate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive .

   

2-Nonenoic acid

(2Z)-non-2-enoic acid

C9H16O2 (156.1150236)


(E)-2-Nonenoic acid is found in herbs and spices. (E)-2-Nonenoic acid is isolated from Scotch spearmint oil (Mentha gracilis). (E)-2-Nonenoic acid is a flavouring ingredien Occurs in mushrooms. 2-Nonenoic acid is found in mushrooms.

   

cis-Ethyl 4-heptenoate

Ethyl ester(e)-4-heptenoic acid

C9H16O2 (156.1150236)


cis-Ethyl 4-heptenoate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive .

   

Isobutyl angelate

2-methylpropyl (2Z)-2-methylbut-2-enoate

C9H16O2 (156.1150236)


Isobutyl angelate is found in roman camomile. Isobutyl angelate is a flavouring ingredient. Flavouring ingredient. Isobutyl angelate is found in roman camomile.

   

4-Oxononanal

4-Oxononan-1-al

C9H16O2 (156.1150236)


Present in used frying oils and water melon aroma. Tentatively identified in roast chicken fat. 4-Oxononanal is found in fats and oils, animal foods, and fruits. 4-Oxononanal is found in animal foods. 4-Oxononanal is present in used frying oils and water melon aroma. Tentatively identified in roast chicken fa

   

Methyl 4Z-octenoate

cis-4-Octenoic acid, methyl ester

C9H16O2 (156.1150236)


Methyl 4Z-octenoate is found in fruits. Methyl 4Z-octenoate is a constituent of pineapple and other fruit aromas. Methyl 4Z-octenoate is a flavouring ingredient. Constituent of pineapple and other fruit aromas. Flavouring ingredient. Methyl 4Z-octenoate is found in pineapple and fruits.

   

2,4-Nonanedione

Nonane-2,4-dione

C9H16O2 (156.1150236)


Light-induced degradation product of soybean oi

   

6-Butyltetrahydro-2H-pyran-2-one

Nonanoic acid, 5-hydroxy-, delta-lactone

C9H16O2 (156.1150236)


6-Butyltetrahydro-2H-pyran-2-one is a flavouring ingredien Flavouring ingredient

   

Methyl 2-octenoate

Methyl (2E)-oct-2-enoic acid

C9H16O2 (156.1150236)


Methyl 2-octenoate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive .

   

Prenyl isobutyrate

Propanoic acid, 2-methyl-, 3-methyl-2-buten-1-yl ester

C9H16O2 (156.1150236)


Prenyl isobutyrate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive .

   

Ethyl cyclohexanecarboxylate

Cyclohexanecarboxylic acid, ethyl ester

C9H16O2 (156.1150236)


Ethyl cyclohexanecarboxylate is a flavouring ingredient. Flavouring ingredient

   

2-Propenyl 2-ethylbutanoate

Butanoic acid, 2-ethyl-, 2-propen-1-yl ester

C9H16O2 (156.1150236)


2-Propenyl 2-ethylbutanoate is a flavouring ingredien Flavouring ingredient

   

Cyclohexyl propionate

Propionic acid, cyclohexyl ester

C9H16O2 (156.1150236)


Cyclohexyl propionate is a flavouring ingredien Flavouring ingredient

   

Methyl (E)-2-octenoate

Methyl (e)-2-octenoic acid

C9H16O2 (156.1150236)


Methyl (E)-2-octenoate is a flavouring ingredient. Flavouring ingredient

   

(E)-3-Heptenyl acetate

(3E)-Hept-3-en-1-yl acetic acid

C9H16O2 (156.1150236)


(E)-3-Heptenyl acetate is a flavouring ingredient. Flavouring ingredient

   

trans-2-Hexenyl propanoate

(2E)-Hex-2-en-1-yl propanoic acid

C9H16O2 (156.1150236)


trans-2-Hexenyl propanoate is a member of the class of compounds known as carboxylic acid esters. Carboxylic acid esters are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). trans-2-Hexenyl propanoate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). trans-2-Hexenyl propanoate is used as a food additive (EAFUS: Everything Added to Food in the United States). trans-2-Hexenyl propanoate is a flavouring ingredient and has an apple and fruity taste. 2-hexenyl propionate, also known as trans-2-hexenyl propionic acid or (E)-2-hexen-1-ol, propanoate, is a member of the class of compounds known as carboxylic acid esters. Carboxylic acid esters are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). 2-hexenyl propionate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 2-hexenyl propionate has an apple, fruity, and green taste.

   

cis-3-Hexenyl propanoate

beta ,Laquo gammaraquo -hexenyl propanoate, cis

C9H16O2 (156.1150236)


cis-3-Hexenyl propanoate is a member of the class of compounds known as carboxylic acid esters. Carboxylic acid esters are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). cis-3-Hexenyl propanoate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). cis-3-Hexenyl propanoate is used as a food additive (EAFUS: Everything Added to Food in the United States). cis-3-Hexenyl propanoate is an apple-, fresh-, and fruity-tasting compound found in fruits, herbs, spices, and tea, which makes cis-3-hexenyl propanoate a potential biomarker for the consumption of these food products. cis-3-Hexenyl propanoate is present in thyme, black tea, and mango and is a flavouring ingredient in baked goods, candies, etc. Cis-3-hexenyl propanoate is a member of the class of compounds known as carboxylic acid esters. Carboxylic acid esters are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Cis-3-hexenyl propanoate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Cis-3-hexenyl propanoate is an apple, fresh, and fruity tasting compound found in fruits, herbs and spices, and tea, which makes cis-3-hexenyl propanoate a potential biomarker for the consumption of these food products.

   

2-Propenyl hexanoate

Hexanoic acid, 2-propen-1-yl ester

C9H16O2 (156.1150236)


2-Propenyl hexanoate, also known as allyl caproate, allocopen, or allyl hexanoate is an organic compound with the formula C5H11CO2CH2CH=CH2. It is a colorless liquid, although commercial samples appear yellowish. It occurs naturally in pineapples. It belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. 2-Propenyl hexanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Allyl hexanoate is employed principally in the formulation of pineapple flavors but it can also be used for peach and apricot essences and for apple blossom, peach blossom, and wisteria perfume compositions. It is an ingredient of some lipstick perfumes. It also adds a sweet juicy note to citrus flavors. Found in baked potato, pineapple and mushrooms. It is used in artificial pineapple flavourings

   

Methyl 3-Octenoate

Methyl (3E)-oct-3-enoic acid

C9H16O2 (156.1150236)


Methyl 3-Octenoate belongs to the family of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid.

   

(Z)-Oak lactone

(4R,5R)-5-butyl-4-methyloxolan-2-one

C9H16O2 (156.1150236)


(Z)-Oak lactone belongs to the family of Oxolanes. These are organic compounds containing an oxolane (tetrahydrofuran) ring, which is a saturated aliphatic five-member ring containing one oxygen and five carbon atoms. Flavouring compound [Flavornet]

   

(E)-2-Ethyl heptenoate

Ethyl (2E)-hept-2-enoic acid

C9H16O2 (156.1150236)


(E)-2-Ethyl heptenoate belongs to the family of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid.

   

3,4-Epoxynonanal

2-(3-pentyloxiran-2-yl)acetaldehyde

C9H16O2 (156.1150236)


This compound belongs to the family of Epoxides. These are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms)Volume 18, Issue 17, 4 September 2007, Pages 2001-2010) ; [2] A. Trabocchi, D. Scarpi, and A. Guarna. 2007. Structural diversity of bicyclic amino acids. Amino Acids (2008) 34: 1-24. DOI 10.1007/s00726-007-0588-y

   

2-Nonenal, 4-hydroxy-, (2E,4R)-

2-Nonenal, 4-hydroxy-, (2E,4R)-

C9H16O2 (156.1150236)


   

Hexyl acrylate

hexyl prop-2-enoate

C9H16O2 (156.1150236)


   

hydroxynonenal

2-hydroxynon-2-enal

C9H16O2 (156.1150236)


   

9-Hydroxynon-2-enal

9-Hydroxynon-2-enal

C9H16O2 (156.1150236)


   

Hex-trans-3-enyl propionate

(3E)-Hex-3-en-1-yl propanoic acid

C9H16O2 (156.1150236)


Hex-trans-3-enyl propionate is a member of the class of compounds known as carboxylic acid esters. Carboxylic acid esters are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Hex-trans-3-enyl propionate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Hex-trans-3-enyl propionate can be found in tea, which makes hex-trans-3-enyl propionate a potential biomarker for the consumption of this food product.

   

Butyl angelate

Butyl (2E)-2-methylbut-2-enoic acid

C9H16O2 (156.1150236)


Butyl angelate, also known as butyl angelic acid, is a member of the class of compounds known as fatty acid esters. Fatty acid esters are carboxylic ester derivatives of a fatty acid. Butyl angelate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Butyl angelate is a fruity, rose, and spicy tasting compound found in roman camomile, which makes butyl angelate a potential biomarker for the consumption of this food product.

   

Methyl cis-5-octenoate

Methyl cis-5-octenoic acid

C9H16O2 (156.1150236)


It is used as a food additive .

   

(+/-)-trans- and cis-2-Hexenal propylene glycol acetal

(+/-)-trans- and cis-2-Hexenal propylene glycol acetal

C9H16O2 (156.1150236)


It is used as a food additive .

   

xi-3-Nonenoic acid

(3Z)-non-3-enoic acid

C9H16O2 (156.1150236)


Isolated from grapes and strawberries. xi-3-Nonenoic acid is found in fruits.

   

(trans)-3-methyloctanoic acid-gamma-lactone

(trans)-3-methyloctanoic acid-gamma-lactone

C9H16O2 (156.1150236)


Flavouring compound [Flavornet]

   

ethyl 3,4-dimethyl-2-pentenoate

ethyl 3,4-dimethyl-2-pentenoate

C9H16O2 (156.1150236)


   

1-(5-Methyl-5-vinyltetrahydrofuran-2-yl)ethanol

1-(5-Methyl-5-vinyltetrahydrofuran-2-yl)ethanol

C9H16O2 (156.1150236)


   

2-Methyl-1,6-dioxaspiro[4.5]decane

2-Methyl-1,6-dioxaspiro[4.5]decane

C9H16O2 (156.1150236)


   

1-(4-methyloxan-2-yl)propan-2-one

1-(4-methyloxan-2-yl)propan-2-one

C9H16O2 (156.1150236)


   

8-NONENOIC ACID

non-8-enoic acid

C9H16O2 (156.1150236)


   

2-pentylcyclopropane-1-carboxylic acid

2-pentylcyclopropane-1-carboxylic acid

C9H16O2 (156.1150236)


   

non-3-enoic acid

non-3-enoic acid

C9H16O2 (156.1150236)


   

OC(CC1CC(CCC1)=O)C

OC(CC1CC(CCC1)=O)C

C9H16O2 (156.1150236)


   

7-Methyl-1,6-dioxaspiro[4.5]decane

7-Methyl-1,6-dioxaspiro[4.5]decane

C9H16O2 (156.1150236)


   

3-methylcyclohexyl acetate

3-methylcyclohexyl acetate

C9H16O2 (156.1150236)


   

1,7-Dioxaspiro[5.5]undecane

1,7-Dioxaspiro[5.5]undecane

C9H16O2 (156.1150236)


   

CC1C(CCC1C)CC(=O)O

CC1C(CCC1C)CC(=O)O

C9H16O2 (156.1150236)


   

2,4-dimethyl-5-heptanolide

2,4-dimethyl-5-heptanolide

C9H16O2 (156.1150236)


   
   
   

1,3-Dimethyl-2,9-dioxabicyclo[3.3.1]nonane

1,3-Dimethyl-2,9-dioxabicyclo[3.3.1]nonane

C9H16O2 (156.1150236)


   

3,6-dimethylheptane-2,4-dione

3,6-dimethylheptane-2,4-dione

C9H16O2 (156.1150236)


   

non-7-enoic acid

non-7-enoic acid

C9H16O2 (156.1150236)


   

rel-(4alphaR,6R,7R,7alphaR)-octahydro-7-methylcyclopenta[c]pyran-6-ol|scholarein B

rel-(4alphaR,6R,7R,7alphaR)-octahydro-7-methylcyclopenta[c]pyran-6-ol|scholarein B

C9H16O2 (156.1150236)


   

2-amyl 3-butenoic acid

2-pentyl-3-butenoic acid

C9H16O2 (156.1150236)


   

2Z-nonenoic acid

α-nonylenic acid

C9H16O2 (156.1150236)


   

3-Nonenoic Acid

β-nonylenic acid

C9H16O2 (156.1150236)


   

2E-nonenoic acid

2E-nonenoic acid

C9H16O2 (156.1150236)


   

3Z-nonenoic acid

3Z-nonenoic acid

C9H16O2 (156.1150236)


   

4E-nonenoic acid

4E-nonenoic acid

C9H16O2 (156.1150236)


   

6E-nonenoic acid

6E-nonenoic acid

C9H16O2 (156.1150236)


   

4-hydroxy Nonenal

(2E)-4-Hydroxy-2-nonenal

C9H16O2 (156.1150236)


4-Hydroxynonenal (4-HNE) is an α,β unsaturated hydroxyalkenal and an oxidative/nitrosative stress biomarker. 4-Hydroxynonenal is a substrate and an inhibitor of acetaldehyde dehydrogenase 2 (ALDH2). 4-Hydroxynonenal can modulate a number of signaling processes mainly through forming covalent adducts with nucleophilic functional groups in proteins, nucleic acids, and membrane lipids. 4-Hydroxynonenal plays an important role in cancer through mitochondria[1][2][3].

   

2,6-Dimethyl-5-heptenoic acid

2,6-Dimethyl-5-heptenoic acid

C9H16O2 (156.1150236)


   

6Z-Nonenoic acid

6Z-Nonenoic acid

C9H16O2 (156.1150236)


   

3-Methylenehexyl acetate

3-Methylenehexyl acetate

C9H16O2 (156.1150236)


   

2E-Heptenyl acetate

2E-Heptenyl acetate

C9H16O2 (156.1150236)


   

6-methyl-5-octenoic acid

6-methyl-5-octenoic acid

C9H16O2 (156.1150236)


   

C9:1n-7

2E-nonenoic acid

C9H16O2 (156.1150236)


   

C9:1n-6

3Z-nonenoic acid

C9H16O2 (156.1150236)


   

C9:1n-5

4E-nonenoic acid

C9H16O2 (156.1150236)


   

C9:1n-3

6E-nonenoic acid

C9H16O2 (156.1150236)


   

4-HNE

(2E)-4-Hydroxy-2-nonenal

C9H16O2 (156.1150236)


D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D015853 - Cysteine Proteinase Inhibitors D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D003432 - Cross-Linking Reagents 4-Hydroxynonenal (4-HNE) is an α,β unsaturated hydroxyalkenal and an oxidative/nitrosative stress biomarker. 4-Hydroxynonenal is a substrate and an inhibitor of acetaldehyde dehydrogenase 2 (ALDH2). 4-Hydroxynonenal can modulate a number of signaling processes mainly through forming covalent adducts with nucleophilic functional groups in proteins, nucleic acids, and membrane lipids. 4-Hydroxynonenal plays an important role in cancer through mitochondria[1][2][3].

   

Caproylacetone

Nonane-2,4-dione

C9H16O2 (156.1150236)


   

&beta

Nonanoic acid, 5-hydroxy-, delta-lactone

C9H16O2 (156.1150236)


   

5-pentyloxolan-2-one

Dihydro-5-pentyl-2(3H)-furanone

C9H16O2 (156.1150236)


   

ethyl cis-4-heptenoate

Ethyl ester(e)-4-heptenoic acid

C9H16O2 (156.1150236)


   

Methyl 2-octenoate

METHYL TRANS-2-OCTENOATE

C9H16O2 (156.1150236)


   

Prenyl isobutyrate

Propanoic acid, 2-methyl-, 3-methyl-2-buten-1-yl ester

C9H16O2 (156.1150236)


   

Ethyl cyclohexanoate

Cyclohexanecarboxylic acid, ethyl ester

C9H16O2 (156.1150236)


   

4-Oxononanal

4-Oxononan-1-al

C9H16O2 (156.1150236)


   

Quercuslactone a

5-butyl-4-methyloxolan-2-one

C9H16O2 (156.1150236)


   

allyl 2-ethylbutyrate

Butanoic acid, 2-ethyl-, 2-propen-1-yl ester

C9H16O2 (156.1150236)


   

FEMA 2354

Propionic acid, cyclohexyl ester

C9H16O2 (156.1150236)


   

2,6,6-trimethyl-2-hydroxycyclohexanone

2-hydroxy-2,6,6-trimethylcyclohexan-1-one

C9H16O2 (156.1150236)


   

FEMA 3712

METHYL TRANS-2-OCTENOATE

C9H16O2 (156.1150236)


   

FEMA 3493

1-Acetate(3E)-3-hepten-1-ol

C9H16O2 (156.1150236)


   

isobutyl angelate

2-methylpropyl (2Z)-2-methylbut-2-enoate

C9H16O2 (156.1150236)


   

FEMA 3932

(2E)-hex-2-en-1-yl propanoate

C9H16O2 (156.1150236)


   

FEMA 3933

beta ,Laquo gammaraquo -hexenyl propanoate, cis

C9H16O2 (156.1150236)


   

6-Hydroxy-4,6-dimethyl-3-hepten-2-one

(3Z)-6-hydroxy-4,6-dimethylhept-3-en-2-one

C9H16O2 (156.1150236)


   

FEMA 3367

cis-4-Octenoic acid, methyl ester

C9H16O2 (156.1150236)


   

Allocopen

InChI=1\C9H16O2\c1-3-5-6-7-9(10)11-8-4-2\h4H,2-3,5-8H2,1H

C9H16O2 (156.1150236)


   

WE(4:1(2E)(2Me)/4:0)

(E)-2-Methyl-2-butenyl butyrate

C9H16O2 (156.1150236)


   

trunc-call(pentenoate)

Isopropyl 2-methyl-2E-pentenoate

C9H16O2 (156.1150236)


   

Nonan-2,5-dione

Nonan-2,5-dione

C9H16O2 (156.1150236)


   

FA 9:1

Dihydro-5-pentylfuran-2(3H)-one

C9H16O2 (156.1150236)


   

WE 9:1

prop-2-en-1-yl 2-ethylbutanoate

C9H16O2 (156.1150236)


   

SFE 9:1

SFE 3:0(2Me)/4:1(2Z)(2Me);SFE(3:0(2Me)/4:1(2Z)(2Me))

C9H16O2 (156.1150236)


   

2S,5R-chalcogran

(2S,5R)-2-Ethyl-1,6-dioxaspiro[4.4]nonane

C9H16O2 (156.1150236)


   

(5R,7S)-7-Methyl-1,6-dioxaspiro[4.5]decane

(5R,7S)-7-Methyl-1,6-dioxaspiro[4.5]decane

C9H16O2 (156.1150236)


   

(5S,7S)-7-Methyl-1,6-dioxaspiro[4.5]decane

(5S,7S)-7-Methyl-1,6-dioxaspiro[4.5]decane

C9H16O2 (156.1150236)


   

(R)-1,7-Dioxaspiro[5.5]undecane

(R)-1,7-Dioxaspiro[5.5]undecane

C9H16O2 (156.1150236)


   

(S)-1,7-Dioxaspiro[5.5]undecane

(S)-1,7-Dioxaspiro[5.5]undecane

C9H16O2 (156.1150236)


   

2-Ethyl-1,6-dioxaspiro[4.4]nonane

2-Ethyl-1,6-dioxaspiro[4.4]nonane

C9H16O2 (156.1150236)


   

7-ACETOXY-1-HEPTENE

7-ACETOXY-1-HEPTENE

C9H16O2 (156.1150236)


   

n-Amyl methacrylate

n-Amyl methacrylate

C9H16O2 (156.1150236)


   

NEO-PENTYL METHACRYLATE

NEO-PENTYL METHACRYLATE

C9H16O2 (156.1150236)


   

2-methylbutyl 2-methylprop-2-enoate

2-methylbutyl 2-methylprop-2-enoate

C9H16O2 (156.1150236)


   

ethyl 3,3-dimethylpent-4-en-1-oate

ethyl 3,3-dimethylpent-4-en-1-oate

C9H16O2 (156.1150236)


   

Cyclohexanepropionic acid

3-Cyclohexylpropanoic acid

C9H16O2 (156.1150236)


   

2-Methylcyclohexyl Acetate

acetic acid,2-methylcyclohexan-1-ol

C9H16O2 (156.1150236)


   

Cycloheptylacetic Acid

Cycloheptylacetic Acid

C9H16O2 (156.1150236)


   

1,3-Dioxolane,2-cyclopropyl-2,4,5-trimethyl-

1,3-Dioxolane,2-cyclopropyl-2,4,5-trimethyl-

C9H16O2 (156.1150236)


   

4-(Dimethoxymethyl)cyclohexene

4-(Dimethoxymethyl)cyclohexene

C9H16O2 (156.1150236)


   

PENT-1-EN-3-YL ISOBUTYRATE

PENT-1-EN-3-YL ISOBUTYRATE

C9H16O2 (156.1150236)


   

Ethyl cyclopentylacetate

Ethyl cyclopentylacetate

C9H16O2 (156.1150236)


   

4-Pentenoic acid,1,1-dimethylethyl ester

4-Pentenoic acid,1,1-dimethylethyl ester

C9H16O2 (156.1150236)


   

4-METHYLCYCLOHEXANEACETIC ACID

4-METHYLCYCLOHEXANEACETIC ACID

C9H16O2 (156.1150236)


   

TRANS-(4-METHYL-CYCLOHEXYL)-ACETICACID

TRANS-(4-METHYL-CYCLOHEXYL)-ACETICACID

C9H16O2 (156.1150236)


   

2,3,5,6-tetramethyloxan-4-one

2,3,5,6-tetramethyloxan-4-one

C9H16O2 (156.1150236)


   

(-)-(2S,3S)-2,3-Epoxy-3-cyclohexyl-1-propanol

(-)-(2S,3S)-2,3-Epoxy-3-cyclohexyl-1-propanol

C9H16O2 (156.1150236)


   

Cyclohexylmethyl Acetate

Cyclohexylmethyl Acetate

C9H16O2 (156.1150236)


   

4-Heptenoic acid, ethyl ester, (E)

4-Heptenoic acid, ethyl ester, (E)

C9H16O2 (156.1150236)


   

1-(tetrahydro-4-methyl-2H-pyran-2-yl)acetone

1-(tetrahydro-4-methyl-2H-pyran-2-yl)acetone

C9H16O2 (156.1150236)


   

2-methyloctanedial

2-methyloctanedial

C9H16O2 (156.1150236)


   

4-Methylcyclohexanol acetate

Cyclohexanol,4-methyl-, 1-acetate

C9H16O2 (156.1150236)


   

Whiskey lactone

3-Methyl-4-butyl-gamma-butyrolactone

C9H16O2 (156.1150236)


Stereoisomers are flavour components of whisky and other alcoholic beverages. It is used in flavouring candies and soft drinks. 3-Methyl-4-butyl-gamma-butyrolactone is found in alcoholic beverages.

   

4-ethyl Hexahydrobenzoic Acid

4-ethyl Hexahydrobenzoic Acid

C9H16O2 (156.1150236)


   

Ethyl 6-heptenoate

Ethyl 6-heptenoate

C9H16O2 (156.1150236)


   

2-Butylcyclopropanecarboxylic acid methyl ester

2-Butylcyclopropanecarboxylic acid methyl ester

C9H16O2 (156.1150236)


   

2-ethylbutyl acrylate

2-ethylbutyl acrylate

C9H16O2 (156.1150236)


   

UNII:ZBS49DF5S4

(E)-4-Methyl-2-(pent-1-enyl)-1,3-dioxolane

C9H16O2 (156.1150236)


   

4-Ethylcyclohexanecarboxylic acid

4-Ethylcyclohexanecarboxylic acid

C9H16O2 (156.1150236)


   

2,4-Pentanedione,3-butyl-

2,4-Pentanedione,3-butyl-

C9H16O2 (156.1150236)


   

Methyl cycloheptanecarboxylate

Methyl cycloheptanecarboxylate

C9H16O2 (156.1150236)


   

Ethyl 2-heptenoate

2-Heptenoicacid, ethyl ester, (2E)-

C9H16O2 (156.1150236)


The fatty acid ethyl ester of 2-heptenoic acid.

   

1,4-Dioxaspiro[4.5]decane,2-methyl-

1,4-Dioxaspiro[4.5]decane,2-methyl-

C9H16O2 (156.1150236)


   

2,2-DIMETHYL-6-HEPTENOIC ACID

2,2-DIMETHYL-6-HEPTENOIC ACID

C9H16O2 (156.1150236)


   

2,2,6,6-Tetramethyltetrahydro-4H-pyran-4-one

2,2,6,6-Tetramethyltetrahydro-4H-pyran-4-one

C9H16O2 (156.1150236)


   

ETHYL 5-METHYL-5-HEXENOATE

ETHYL 5-METHYL-5-HEXENOATE

C9H16O2 (156.1150236)


   

(3-FORMYL-4-NITROPHENOXY)ACETICACID

(3-FORMYL-4-NITROPHENOXY)ACETICACID

C9H16O2 (156.1150236)


   

4-propoxycyclohexanone

4-propoxycyclohexanone

C9H16O2 (156.1150236)


   

2,6-dimethyl-3,5-heptanedione

2,6-dimethyl-3,5-heptanedione

C9H16O2 (156.1150236)


   

2-METHOXYMETHYL-3-METHYLCYCLOHEXAN-1-ONE

2-METHOXYMETHYL-3-METHYLCYCLOHEXAN-1-ONE

C9H16O2 (156.1150236)


   

(E)-4-Nonenoic acid

(E)-4-Nonenoic acid

C9H16O2 (156.1150236)


   

5-METHYL-HEX-2-ENOIC ACID ETHYL ESTER

5-METHYL-HEX-2-ENOIC ACID ETHYL ESTER

C9H16O2 (156.1150236)


   

4-Nonenoic acid

4-Nonenoic acid

C9H16O2 (156.1150236)


   

bicyclo[2.2.1]heptane-2,3-diyldimethanol

bicyclo[2.2.1]heptane-2,3-diyldimethanol

C9H16O2 (156.1150236)


   

2H-Pyran-2-one,tetrahydro-6-methyl-3-(1-methylethyl)-,(3R,6R)-rel-(9CI)

2H-Pyran-2-one,tetrahydro-6-methyl-3-(1-methylethyl)-,(3R,6R)-rel-(9CI)

C9H16O2 (156.1150236)


   

4-Isopropoxycyclohexanone

4-Isopropoxycyclohexanone

C9H16O2 (156.1150236)


   

Isobutyl Tiglate

Isobutyl Tiglate

C9H16O2 (156.1150236)


   

2-PENTYNAL DIETHYL ACETAL

2-PENTYNAL DIETHYL ACETAL

C9H16O2 (156.1150236)


   

Cyclobutanecarboxylicacid,1-ethyl-,ethylester

Cyclobutanecarboxylicacid,1-ethyl-,ethylester

C9H16O2 (156.1150236)


   

ethyl-3-methyl-2-hexenoate

ethyl-3-methyl-2-hexenoate

C9H16O2 (156.1150236)


   

Methyl cyclohexylacetate

methyl cyclohexaneacetate

C9H16O2 (156.1150236)


   

isoamyl crotonate

isoamyl crotonate

C9H16O2 (156.1150236)


   

3-tert-butylpentane-2,4-dione

3-tert-butylpentane-2,4-dione

C9H16O2 (156.1150236)


   
   

7-Methyl-6-octenoic Acid

7-Methyl-6-octenoic Acid

C9H16O2 (156.1150236)


   

(E)-4-methyloct-3-enoic acid

(E)-4-methyloct-3-enoic acid

C9H16O2 (156.1150236)


   

(E)-Hex-3-enyl propionate

(E)-Hex-3-enyl propionate

C9H16O2 (156.1150236)


   

2-Nonenoic acid

2-Nonenoic acid

C9H16O2 (156.1150236)


   
   

2,5-Nonanedione

2,5-Nonanedione

C9H16O2 (156.1150236)


   

4-Hydroxy-2-nonenal, (+)-

4-Hydroxy-2-nonenal, (+)-

C9H16O2 (156.1150236)


   

(Z)-Non-6-enoic acid

(Z)-Non-6-enoic acid

C9H16O2 (156.1150236)


   

(2E,4R)-4-Hydroxynon-2-enal

(2E,4R)-4-Hydroxynon-2-enal

C9H16O2 (156.1150236)


The R stereoisomer of (E)-4-hydroxynon-2-enal.

   

Isopentyl 2-butenoate

Isopentyl 2-butenoate

C9H16O2 (156.1150236)


   

Pentyl 2-butenoate

Pentyl 2-butenoate

C9H16O2 (156.1150236)


   

Methyl 1-methylcyclohexanecarboxylate

Methyl 1-methylcyclohexanecarboxylate

C9H16O2 (156.1150236)


   

2,3-Nonanedione

2,3-Nonanedione

C9H16O2 (156.1150236)


   

AI3-33797

2-Butenoic acid, 2-methyl-, 2-methylpropyl ester, (2E)-

C9H16O2 (156.1150236)


   

31642-67-8

8-nonylenic acid

C9H16O2 (156.1150236)


   

104-61-0

(S)-gamma-Pentyl-gamma-butyrolactone

C9H16O2 (156.1150236)


   

cis-3-Heptenyl acetate

(Z)-3-hepten-1-yl acetate

C9H16O2 (156.1150236)


   

4-Hydroxy-2E-nonenal

(2E)-4-Hydroxy-2-nonenal

C9H16O2 (156.1150236)


4-Hydroxynonenal (HNE), one of the major end products of lipid peroxidation, has been shown to be involved in signal transduction and available evidence suggests that it can affect cell cycle events in a concentration-dependent manner. glutathione S-transferases (GSTs) can modulate the intracellular concentrations of HNE by affecting its generation during lipid peroxidation by reducing hydroperoxides and also by converting it into a glutathione conjugate. Overexpression of the Alpha class GSTs in cells leads to lower steady-state levels of HNE, and these cells acquire resistance to apoptosis induced by lipid peroxidation-causing agents such as H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics, suggesting that signaling for apoptosis by these agents is transduced through HNE. Cells with the capacity to exclude HNE from the intracellular environment at a faster rate are relatively more resistant to apoptosis caused by H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics as well as by HNE, suggesting that HNE may be a common denominator in mechanisms of apoptosis caused by oxidative stress. Transfection of adherent cells with HNE-metabolizing GSTs leads to transformation of these cells due to depletion of HNE. (PMID 15288119); 4-Hydroxynonenal, or trans-4-hydroxy-2-nonenal or 4-HNE or HNE, (C9H16O2), is an ?,?-unsaturated hydroxyalkenal which is produced by lipid peroxidation in cells. 4-HNE is the primary alpha,beta-unsaturated hydroxyalkenal formed in this process. 4-Hydroxy-2E-nonenal is found in many foods, some of which are garlic, watermelon, hyacinth bean, and highbush blueberry. 4-Hydroxynonenal (4-HNE) is an α,β unsaturated hydroxyalkenal and an oxidative/nitrosative stress biomarker. 4-Hydroxynonenal is a substrate and an inhibitor of acetaldehyde dehydrogenase 2 (ALDH2). 4-Hydroxynonenal can modulate a number of signaling processes mainly through forming covalent adducts with nucleophilic functional groups in proteins, nucleic acids, and membrane lipids. 4-Hydroxynonenal plays an important role in cancer through mitochondria[1][2][3].

   

(Z)-4-methyloct-3-enoic acid

(Z)-4-methyloct-3-enoic acid

C9H16O2 (156.1150236)


   

methyl (E)-oct-5-enoate

methyl (E)-oct-5-enoate

C9H16O2 (156.1150236)


   
   

9-Hydroxy-2-nonenal

9-Hydroxy-2-nonenal

C9H16O2 (156.1150236)


   

(E)-1-Hydroxy-2-nonene-4-one

(E)-1-Hydroxy-2-nonene-4-one

C9H16O2 (156.1150236)


   

3-Hydroxy-4-(hydroxymethyl)-3,5-dimethyl-1,5-hexadiene

3-Hydroxy-4-(hydroxymethyl)-3,5-dimethyl-1,5-hexadiene

C9H16O2 (156.1150236)


   

Allyl 4-methylpentanoate

Allyl 4-methylpentanoate

C9H16O2 (156.1150236)


   

9-Hydroxy-7-nonanal

9-Hydroxy-7-nonanal

C9H16O2 (156.1150236)


   

Acetic acid 5-methyl-4-hexenyl ester

Acetic acid 5-methyl-4-hexenyl ester

C9H16O2 (156.1150236)


   

3,5-Bis(2-hydroxyethyl)cyclopentene

3,5-Bis(2-hydroxyethyl)cyclopentene

C9H16O2 (156.1150236)


   

4-hydroxynonenal

(2E)-4-Hydroxy-2-nonenal

C9H16O2 (156.1150236)


The E (trans) stereoisomer of 4-hydroxynon-2-enal; it is the primary alpha,beta-unsaturated hydroxyalkenal produced by lipid peroxidation in cells. D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D015853 - Cysteine Proteinase Inhibitors D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D003432 - Cross-Linking Reagents 4-Hydroxynonenal (4-HNE) is an α,β unsaturated hydroxyalkenal and an oxidative/nitrosative stress biomarker. 4-Hydroxynonenal is a substrate and an inhibitor of acetaldehyde dehydrogenase 2 (ALDH2). 4-Hydroxynonenal can modulate a number of signaling processes mainly through forming covalent adducts with nucleophilic functional groups in proteins, nucleic acids, and membrane lipids. 4-Hydroxynonenal plays an important role in cancer through mitochondria[1][2][3].

   

(S)-4-Nonanolide

(S)-4-Nonanolide

C9H16O2 (156.1150236)


   

Ethyl hexahydrobenzoate

Ethyl cyclohexanecarboxylate

C9H16O2 (156.1150236)


An ethyl ester resulting from the formal condensation of the carboxy group of cyclohexanecarboxylic acid with ethanol.

   

Allyl caproate

Allyl hexanoate

C9H16O2 (156.1150236)


   

cis-3-hexenyl propionate

cis-3-hexenyl propionate

C9H16O2 (156.1150236)


   

methyl oct-2-enoate

METHYL TRANS-2-OCTENOATE

C9H16O2 (156.1150236)


   

trans-2-Hexenyl propionate

(E)-2-hexen-1-yl propionate

C9H16O2 (156.1150236)


   

Cyclohexyl propionate

Propanoic acid,cyclohexyl ester

C9H16O2 (156.1150236)


   

δ-Nonalactone

delta-Nonalactone

C9H16O2 (156.1150236)


   

(e)-Hept-3-enyl acetate

(Z)-3-hepten-1-yl acetate

C9H16O2 (156.1150236)


   

(E)-2-hepten-1-yl acetate

Acetic acid trans-2-hepten-1-YL ester

C9H16O2 (156.1150236)


   

4-Octenoic acid, methyl ester

4-Octenoic acid, methyl ester

C9H16O2 (156.1150236)


   

2,4-Nonanedione

2,4-Nonanedione

C9H16O2 (156.1150236)


   

(Z)-oak lactone

cis-3-methyl-4-octanolide

C9H16O2 (156.1150236)


   

Methyl (E)-2-octenoate

Methyl (E)-2-octenoate

C9H16O2 (156.1150236)


   

Methyl 3-Octenoate

Methyl 3-Octenoate

C9H16O2 (156.1150236)


   

3,4-Epoxynonanal

3,4-Epoxynonanal

C9H16O2 (156.1150236)


   

(E)-4-oxonon-2-en-1-ol

(E)-4-oxonon-2-en-1-ol

C9H16O2 (156.1150236)


A medium-chain fatty alcohol that is (E)-non-2-en-1-ol which is substituted with an oxo group at position 4.

   

(E)-2-Methyl-2-butenyl butyrate

(E)-2-Methyl-2-butenyl butyrate

C9H16O2 (156.1150236)


   

4-Hydroxynon-2-enal

4-Hydroxynon-2-enal

C9H16O2 (156.1150236)


An enal consisting of non-2-ene having an oxo group at the 1-position and a hydroxy group at the 4-position.

   

(2E,4S)-4-hydroxynon-2-enal

(2E,4S)-4-hydroxynon-2-enal

C9H16O2 (156.1150236)


The S stereoisomer of (E)-4-hydroxynon-2-enal.

   

(4R,6R)-hydroxy-2,2,6-trimethylcyclohexanone

(4R,6R)-hydroxy-2,2,6-trimethylcyclohexanone

C9H16O2 (156.1150236)


A member of the class of hydroxycyclohexanones that is 4-hydroxycyclohexanone carrying a gem-dimethyl group at position 2 and an additional methyl substituent at position 6 (the 4R,6R-diastereomer).

   

(2E)-hex-2-en-1-yl propanoate

(2E)-hex-2-en-1-yl propanoate

C9H16O2 (156.1150236)


The propanoate ester of (2E)-hex-2-en-1-ol.