Exact Mass: 156.1388318

Exact Mass Matches: 156.1388318

Found 500 metabolites which its exact mass value is equals to given mass value 156.1388318, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Menthol

(-)-Menthol, puriss., meets analytical specification of Ph. Eur., BP, USP, 98.0-102.0\\%

C10H20O (156.151407)


D,l-menthol is a white crystalline solid with a peppermint odor and taste. (NTP, 1992) (-)-menthol is a p-menthan-3-ol which has (1R,2S,5R)-stereochemistry. It is the most common naturally occurring enantiomer. It has a role as an antipruritic drug, an antitussive and an antispasmodic drug. It is an enantiomer of a (+)-menthol. Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils. Forming clear or white waxy, crystalline substance, menthol is typically solid at room temperature. (-)-Menthol is the naturally-occurring and main form of menthol, and is assigned the (1R,2S,5R) configuration. Menthol mediates anesthetic properties and anti-irritating properties locally, thus it is widely used to relieve minor throat irritations. l-Menthol is a natural product found in Punica granatum, Mentha arvensis, and other organisms with data available. Levomenthol is a levo isomer of menthol, an organic compound made synthetically or obtained from peppermint or mint oils with flavoring and local anesthetic properties. When added to pharmaceuticals and foods, menthol functions as a fortifier for peppermint flavors. It also has a counterirritant effect on skin and mucous membranes, thereby producing a local analgesic or anesthetic effect. Menthol is an alcohol produced from mint oils or prepared synthetically. Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils. It is a waxy, crystalline substance, clear or white in color, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (-)-menthol, which is assigned the (1R,2S,5R) configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation. Menthol is an alcohol produced from mint oils or prepared synthetically. Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils. It is a waxy, crystalline substance, clear or white in color, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (-)-menthol, which is assigned the (1R,2S,5R) configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation. Present in large amts. in peppermint oil (Mentha piperita), also in other Mentha subspecies. It is used in confectionery and perfumery. Flavouring agent A p-menthan-3-ol which has (1R,2S,5R)-stereochemistry. It is the most common naturally occurring enantiomer. C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent D003879 - Dermatologic Agents > D000982 - Antipruritics (-)-Menthol is a key component of peppermint oil that binds and activates transient receptor potential melastatin 8 (TRPM8), a Ca2+-permeable nonselective cation channel, to increase [Ca2+]i[1]. Antitumor activity[1]. (-)-Menthol is a key component of peppermint oil that binds and activates transient receptor potential melastatin 8 (TRPM8), a Ca2+-permeable nonselective cation channel, to increase [Ca2+]i[1]. Antitumor activity[1]. (-)-Menthol is a key component of peppermint oil that binds and activates transient receptor potential melastatin 8 (TRPM8), a Ca2+-permeable nonselective cation channel, to increase [Ca2+]i[1]. Antitumor activity[1]. (-)-Menthol is a key component of peppermint oil that binds and activates transient receptor potential melastatin 8 (TRPM8), a Ca2+-permeable nonselective cation channel, to increase [Ca2+]i[1]. Antitumor activity[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. Menthol is a natural analgesic compound. Menthol could cause a feeling of coolness due to stimulation of ‘cold’ receptors by inhibiting Ca++ currents of neuronal membranes[1]. Menthol is a natural analgesic compound. Menthol could cause a feeling of coolness due to stimulation of ‘cold’ receptors by inhibiting Ca++ currents of neuronal membranes[1].

   

D-Citronellol

Purifying relief soothing gel essence

C10H20O (156.151407)


Citronellol is formally classified as alkylalcohol although it is biochemically a monoterpenoid as it is synthesized from isoprene units. Citronellol is a neutral compound. It is a naturally occurring organic compound found in cannabis plants (PMID:6991645 ). Citronellol occurs in many essential oils as either ‚Äì or + enantiomers. -Citronellol is found in the oils of rose (18-55\\\\\\%) and Pelargonium geraniums while + citronellol is found in citronella oils extracted from the leaves and stems of Cymbopogon nardus or citronella grass. Citronellol has a citrus, floral, and geranium taste with a floral¬†leathery¬†waxy¬†rose¬†citrus odor ( Ref:DOI ). It is used in perfumery to add scents to soaps and incense. It is an insect repellent that repels mosquitos at short distances (PMID:2862274 ). Citronellol is found in highest concentrations in gingers, sweet basils, and winter savories and in lower concentrations in highbush blueberries, bilberries, and cardamoms. Citronellol has also been detected in blackcurrants, fennels, evergreen blackberries, herbs and spices, and nutmegs making citronellol a potential biomarker for the consumption of these foods. Citronellol has promising pharmacological activities (PMID:30453001 ) against human lung cancer (PMID:31280209 ), against induced rat breast cancer (PMID:31313341 ), has antifungal activity against Candida species (PMID:32150884 ) and has anti-hypertensive properties (PMID:26872991 ). (R)-(+)-citronellol is a citronellol that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7 (the 3R-enantiomer). It is an enantiomer of a (S)-(-)-citronellol. D-Citronellol is a natural product found in Azadirachta indica, Saxifraga stolonifera, and other organisms with data available. See also: beta-CITRONELLOL, (R)-; GERANIOL (component of); beta-CITRONELLOL, (R)-; GERANIOL; LINALOOL, (+/-)- (component of) ... View More ... Constituent of black cumin (Nigella sativa) seeds. A common constituent of plant oils, especies in the Rutaceae. D-Citronellol is found in herbs and spices. (R)-Citronellol (D-Citronellol) is an alcoholic monoterpene found in geranium essential oil. (R)-Citronellol inhibits degranulation of mast cells and does not affect caffeine bitterness perception. (R)-Citronellol can be used in decorative cosmetics, toiletries as well as in non-cosmetic products[1][2][3]. (R)-Citronellol (D-Citronellol) is an alcoholic monoterpene found in geranium essential oil. (R)-Citronellol inhibits degranulation of mast cells and does not affect caffeine bitterness perception. (R)-Citronellol can be used in decorative cosmetics, toiletries as well as in non-cosmetic products[1][2][3]. Citronellol ((±)-Citronellol) is a monoterpene Pelargonium graveolens. Citronellol ((±)-Citronellol) induces necroptosis of cancer cell via up-regulating TNF-α, RIP1/RIP3 activities, down-regulating caspase-3/caspase-8 activities and increasing ROS (reactive oxygen species) accumulation[1]. Citronellol ((±)-Citronellol) is a monoterpene Pelargonium graveolens. Citronellol ((±)-Citronellol) induces necroptosis of cancer cell via up-regulating TNF-α, RIP1/RIP3 activities, down-regulating caspase-3/caspase-8 activities and increasing ROS (reactive oxygen species) accumulation[1].

   

Decanal

N-Decanal (capric aldehyde)

C10H20O (156.151407)


Decanal, also known as 1-decyl aldehyde or capraldehyde, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, decanal is considered to be a fatty aldehyde lipid molecule. Decanal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Decanal exists in all eukaryotes, ranging from yeast to humans. Decanal is a sweet, aldehydic, and citrus tasting compound. Decanal is found, on average, in the highest concentration within a few different foods, such as corianders, dills, and gingers and in a lower concentration in limes, sweet oranges, and safflowers. Decanal has also been detected, but not quantified, in several different foods, such as fishes, cauliflowers, citrus, fats and oils, and lemon grass. This could make decanal a potential biomarker for the consumption of these foods. Decanal is a potentially toxic compound. Decanal, with regard to humans, has been found to be associated with several diseases such as uremia, asthma, and perillyl alcohol administration for cancer treatment; decanal has also been linked to the inborn metabolic disorder celiac disease. Decanal occurs naturally and is used in fragrances and flavoring. Chronic exposure of uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. Uremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. Constituent of Cassia, Neroli and other oils especies citrus peel oilsand is also present in coriander leaf or seed, caviar, roast turkey, roast filbert, green tea, fish oil, hop oil and beer. Flavouring agent Decyl aldehyde is a simple ten-carbon aldehyde. Decyl aldehyde is a bacterial luciferase substrate. Decyl aldehyde is a simple ten-carbon aldehyde. Decyl aldehyde is a bacterial luciferase substrate.

   

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].

   

L-Citronellol

1-Hydroxy-3,7-dimethyl-6-octene

C10H20O (156.151407)


L-Citronellol is found in herbs and spices, as well as bilberry. L-Citronellol is a constituent of geranium and citronella oils, and is obtained mainly from geranium oil or synthetically. Citronellol occurs in many essential oils, usually as a partial racemate. It is used as a flavour in citrus compositions. Citronellol, or dihydrogeraniol, is a natural acyclic monoterpenoid. Both enantiomers occur in nature. L-Citronellol is found in the oils of rose (18-55\\%) and Pelargonium geraniums. (Wikipedia) Constituent of geranium and citronella oils. L-Citronellol is found in herbs and spices.

   

(+)-Neomenthol

(1S,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexan-1-ol

C10H20O (156.151407)


Constituent of Japanese peppermint oil. Flavouring ingredient. (+)-Neomenthol is found in many foods, some of which are yellow bell pepper, broccoli, spearmint, and sweet orange. (+)-Neomenthol is found in cabbage. (+)-Neomenthol is a constituent of Japanese peppermint oil. (+)-Neomenthol is a flavouring ingredient (+)-Neomenthol is a potent miticide. (+)-Neomenthol shows acaricidal activitie with LD50 values of 0.32, 0.256 μg/mL for Dermatophagoides farinae and Dermatophagoides pteronyssinus, respectively[1]. (+)-Neomenthol is a potent miticide. (+)-Neomenthol shows acaricidal activitie with LD50 values of 0.32, 0.256 μg/mL for Dermatophagoides farinae and Dermatophagoides pteronyssinus, respectively[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1].

   

p-Menthan-3-ol

L-Menthol; (-)-Menthol; Levomenthol; Menthomenthol;2-isopropyl-5-methyl-cyclohexanol;Menthol

C10H20O (156.151407)


P-menthan-3-ol is any secondary alcohol that is one of the eight possible diastereoisomers of 5-methyl-2-(propan-2-yl)cyclohexan-1-ol. It has a role as a volatile oil component. It is a p-menthane monoterpenoid and a secondary alcohol. Menthol is a natural product found in Chaerophyllum macrospermum, Mesosphaerum sidifolium, and other organisms with data available. Menthol is an organic compound made synthetically or obtained from peppermint or mint oils with flavoring and local anesthetic properties. When added to pharmaceuticals and foods, menthol functions as a fortifier for peppermint flavors. It also has a counterirritant effect on skin and mucous membranes, thereby producing a local analgesic or anesthetic effect. Menthol is a metabolite found in or produced by Saccharomyces cerevisiae. A monoterpene cyclohexanol produced from mint oils. p-Menthan-3-ol is found in herbs and spices. p-Menthan-3-ol is found in many essential oils.Menthol is an organic compound made synthetically or obtained from peppermint or other mint oils. Natural menthol exists as one pure stereoisomer, nearly always the (1R,2S,5R) form ((-)-menthol). There are 8 possible stereoisomers. (Wikipedia Any secondary alcohol that is one of the eight possible diastereoisomers of 5-methyl-2-(propan-2-yl)cyclohexan-1-ol. C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent D003879 - Dermatologic Agents > D000982 - Antipruritics Found in many essential oils DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. Menthol is a natural analgesic compound. Menthol could cause a feeling of coolness due to stimulation of ‘cold’ receptors by inhibiting Ca++ currents of neuronal membranes[1]. Menthol is a natural analgesic compound. Menthol could cause a feeling of coolness due to stimulation of ‘cold’ receptors by inhibiting Ca++ currents of neuronal membranes[1].

   

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

   

p-Menthan-4-ol

4-methyl-1-(propan-2-yl)cyclohexan-1-ol

C10H20O (156.151407)


p-Menthan-4-ol is found in mentha (mint). p-Menthan-4-ol is present in turpentine from Pinus sylvestris (Scotch pine Present in turpentine from Pinus sylvestris (Scotch pine). p-Menthan-4-ol is found in mentha (mint).

   

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.

   

alpha-Citronellol

3,7-Dimethyl-7-octen-1-ol

C10H20O (156.151407)


alpha-Citronellol is a flavouring ingredient. Flavouring ingredient

   

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

   

p-Menthan-1-ol

Cyclohexane, 1-methyl-4-(1-methylethyl)-, hydroxy deriv.

C10H20O (156.151407)


p-Menthan-1-ol is found in herbs and spices. p-Menthan-1-ol is isolated from spearmint oil. Isolated from spearmint oil. p-Menthan-1-ol is found in herbs and spices.

   

3-Decanone

Ethyl N-heptyl ketone

C10H20O (156.151407)


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

   

2-DECENOL

TRANS-2-DECEN-1-OL

C10H20O (156.151407)


2-DECENOL 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 .

   

(±)-Carvomenthol

(1ALPHA,2BETA,5ALPHA)-5-(ISOPROPYL)-2-METHYLCYCLOHEXAN-1-OL

C10H20O (156.151407)


(±)-Carvomenthol is a flavouring ingredient. Flavouring ingredient

   

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 .

   

2-Decanone

Decanedioic acid, monoethyl ester

C10H20O (156.151407)


2-Decanone, also known as N-C8H17COCH3 or decan-2-one, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, 2-decanone is considered to be an oxygenated hydrocarbon lipid molecule. A methyl ketone that is decane in which the methylene hydrogens at position 2 are replaced by an oxo group. 2-Decanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2-Decanone is found, on average, in the highest concentration within kohlrabis. This could make 2-decanone a potential biomarker for the consumption of these foods. 2-Decanone, with regard to humans, has been found to be associated with several diseases such as nonalcoholic fatty liver disease, ulcerative colitis, and crohns disease; 2-decanone has also been linked to the inborn metabolic disorder celiac disease. Constituent of essential oil of rue (Ruta graveolens). 2-Decanone is found in herbs and spices and corn.

   

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.

   

(E)-3-decen-1-ol

trans-3-Decen-1-ol

C10H20O (156.151407)


(E)-3-decen-1-ol is a flavor and fragrance agent.

   

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.

   

Menthanol

trans-(1)-alpha,alpha,4-Trimethylcyclohexanemethanol

C10H20O (156.151407)


Present in lemon and spearmint oils. Menthanol is found in citrus, fats and oils, and pine nut. Menthanol is found in citrus. Menthanol is present in lemon and spearmint oil

   

9-Decenol

dec-9-en-1-ol

C10H20O (156.151407)


9-Decenol belongs to the family of Fatty Alcohols. These are aliphatic alcohols consisting of a chain of 8 to 22 carbon atoms.

   

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

   

cis-4-Decenol

(4Z)-dec-4-en-1-ol

C10H20O (156.151407)


cis-4-Decenol 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 .

   

3,7-Dimethyloctanal

6,7-Dihydrocitronellal

C10H20O (156.151407)


3,7-Dimethyloctanal is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")

   

(+/-)-4-Ethyloctanal

(+/-)-4-Ethyloctanal

C10H20O (156.151407)


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

   

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

   

(-)-Neoisomenthol

(1S,2S,5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol

C10H20O (156.151407)


(-)-Neoisomenthol is found in herbs and spices. (-)-Neoisomenthol is isolated from geranium bourbon oil (Pelargonium roseum Isolated from geranium bourbon oil (Pelargonium roseum). (-)-Neoisomenthol is found in herbs and spices. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1].

   

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

   

Dihydrocitronellal

2,6-dimethyloctanal

C10H20O (156.151407)


Dihydrocitronellal 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.

   

1-Decen-3-ol

dec-1-en-3-ol

C10H20O (156.151407)


(±)-1-Decen-3-ol is a flavouring ingredient. It is used as a food additive

   

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

   

(+)-Neoisomenthol

(1alpha,2alpha,5alpha)-5-methyl-2-(1-methylethyl)cyclohexanol

C10H20O (156.151407)


(+)-Neoisomenthol is found in many essential oils [CCD]. Found in many essential oils [CCD] DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1].

   

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)


   

N-(3-(Dimethylamino)propyl)acrylamide

N-[3-(dimethylamino)propyl]prop-2-enimidic acid

C8H16N2O (156.1262566)


   

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)


   

3-Methyl-3-propan-2-ylcyclohexan-1-ol

3-Methyl-3-propan-2-ylcyclohexan-1-ol

C10H20O (156.151407)


   

Tempo

1,1,5,5-Tetramethylpentamethylene nitroxide

C9H18NO (156.1388318)


   

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.

   

Dec-2-en-1-al

dec-2-en-1-ol

C10H20O (156.151407)


Dec-2-en-1-al is a member of the class of compounds known as fatty alcohols. Fatty alcohols are aliphatic alcohols consisting of a chain of a least six carbon atoms. Dec-2-en-1-al is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Dec-2-en-1-al can be found in carrot and wild carrot, which makes dec-2-en-1-al a potential biomarker for the consumption of these food products.

   

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.

   

(±)-Isomenthol

(1R,2S,5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol

C10H20O (156.151407)


(±)-isomenthol is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes (±)-isomenthol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (±)-isomenthol can be found in a number of food items such as cabbage, peppermint, sunflower, and white cabbage, which makes (±)-isomenthol a potential biomarker for the consumption of these food products.

   

3,7-dimethyl-1-octen-3-ol

3,7-Dimethyloct-1-en-3-ol

C10H20O (156.151407)


Flavouring compound [Flavornet]

   

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

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

C9H16O2 (156.1150236)


Flavouring compound [Flavornet]

   

Bupleurol

7-Methyl-3-methylene-1-octanol

C10H20O (156.151407)


   

p-Menthan-9-ol, cis-

p-Menthan-9-ol, cis-

C10H20O (156.151407)


   

(E)-para-menth-8-ol

trans-Dihydro-alpha-terpineol

C10H20O (156.151407)


   

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)


   

3,7-Dimethyloct-6-en-2-ol

3,7-Dimethyloct-6-en-2-ol

C10H20O (156.151407)


   

2-pentylcyclopropane-1-carboxylic acid

2-pentylcyclopropane-1-carboxylic acid

C9H16O2 (156.1150236)


   

SCHEMBL8295326

SCHEMBL8295326

C10H20O (156.151407)


   

non-3-enoic acid

non-3-enoic acid

C9H16O2 (156.1150236)


   

2,3,6-trimethylhept-5-en-1-ol

2,3,6-trimethylhept-5-en-1-ol

C10H20O (156.151407)


   

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)


   

7-methylnon-6-en-3-ol

7-methylnon-6-en-3-ol

C10H20O (156.151407)


   

2-butylhexanal

2-butylhexanal

C10H20O (156.151407)


   

dec-5-en-1-ol

dec-5-en-1-ol

C10H20O (156.151407)


   

4-Methyl-5-nonanone

4-Methyl-5-nonanone

C10H20O (156.151407)


   

2,4-dimethyl-5-heptanolide

2,4-dimethyl-5-heptanolide

C9H16O2 (156.1150236)


   

Semicarbazone-2-Ethylbutanal

Semicarbazone-2-Ethylbutanal

C8H16N2O (156.1262566)


   
   
   

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

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

C9H16O2 (156.1150236)


   

4,6-Dimethyloctan-3-one

4,6-Dimethyloctan-3-one

C10H20O (156.151407)


   

3,6-dimethylheptane-2,4-dione

3,6-dimethylheptane-2,4-dione

C9H16O2 (156.1150236)


   

trans-p-Menthan-7-ol

trans-p-Menthan-7-ol

C10H20O (156.151407)


   

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)


   

dec-7-en-1-ol

dec-7-en-1-ol

C10H20O (156.151407)


   

5-methylnonanal

5-methylnonanal

C10H20O (156.151407)


   

Citronellol

(+/-)-beta-Citronellol, primary pharmaceutical reference standard

C10H20O (156.151407)


Citronellol is a monoterpenoid that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7. It has a role as a plant metabolite. Citronellol is a natural product found in Xylopia aromatica, Eupatorium cannabinum, and other organisms with data available. 3,7-Dimethyl-6-octen-1-ol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Java citronella oil (part of). A monoterpenoid that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7. Citronellol ((±)-Citronellol) is a monoterpene Pelargonium graveolens. Citronellol ((±)-Citronellol) induces necroptosis of cancer cell via up-regulating TNF-α, RIP1/RIP3 activities, down-regulating caspase-3/caspase-8 activities and increasing ROS (reactive oxygen species) accumulation[1]. Citronellol ((±)-Citronellol) is a monoterpene Pelargonium graveolens. Citronellol ((±)-Citronellol) induces necroptosis of cancer cell via up-regulating TNF-α, RIP1/RIP3 activities, down-regulating caspase-3/caspase-8 activities and increasing ROS (reactive oxygen species) accumulation[1].

   

(+)-Neomenthol

(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol

C10H20O (156.151407)


D,l-menthol is a white crystalline solid with a peppermint odor and taste. (NTP, 1992) (+)-menthol is a p-menthan-3-ol which has (1S,2R,5S)-stereochemistry. In contrast to (-)-menthol, the (+)-enantiomer occurs only rarely in nature. It is an enantiomer of a (-)-menthol. (+)-Menthol is a natural product found in Diaporthe amygdali with data available. A p-menthan-3-ol which has (1S,2R,5S)-stereochemistry. In contrast to (-)-menthol, the (+)-enantiomer occurs only rarely in nature. C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent D003879 - Dermatologic Agents > D000982 - Antipruritics (-)-Menthol is a key component of peppermint oil that binds and activates transient receptor potential melastatin 8 (TRPM8), a Ca2+-permeable nonselective cation channel, to increase [Ca2+]i[1]. Antitumor activity[1]. (-)-Menthol is a key component of peppermint oil that binds and activates transient receptor potential melastatin 8 (TRPM8), a Ca2+-permeable nonselective cation channel, to increase [Ca2+]i[1]. Antitumor activity[1]. (-)-Menthol is a key component of peppermint oil that binds and activates transient receptor potential melastatin 8 (TRPM8), a Ca2+-permeable nonselective cation channel, to increase [Ca2+]i[1]. Antitumor activity[1]. (-)-Menthol is a key component of peppermint oil that binds and activates transient receptor potential melastatin 8 (TRPM8), a Ca2+-permeable nonselective cation channel, to increase [Ca2+]i[1]. Antitumor activity[1]. (+)-Neomenthol is a potent miticide. (+)-Neomenthol shows acaricidal activitie with LD50 values of 0.32, 0.256 μg/mL for Dermatophagoides farinae and Dermatophagoides pteronyssinus, respectively[1]. (+)-Neomenthol is a potent miticide. (+)-Neomenthol shows acaricidal activitie with LD50 values of 0.32, 0.256 μg/mL for Dermatophagoides farinae and Dermatophagoides pteronyssinus, respectively[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. DL-Menthol is a relative configuration of (-)-Menthol. DL-Menthol relates to the activation of GABAA receptor[1]. Menthol is a natural analgesic compound. Menthol could cause a feeling of coolness due to stimulation of ‘cold’ receptors by inhibiting Ca++ currents of neuronal membranes[1]. Menthol is a natural analgesic compound. Menthol could cause a feeling of coolness due to stimulation of ‘cold’ receptors by inhibiting Ca++ currents of neuronal membranes[1].

   

Decanal

4-01-00-03366 (Beilstein Handbook Reference)

C10H20O (156.151407)


A saturated fatty aldehyde formally arising from reduction of the carboxy group of capric acid (decanoic acid). Decyl aldehyde is a simple ten-carbon aldehyde. Decyl aldehyde is a bacterial luciferase substrate. Decyl aldehyde is a simple ten-carbon aldehyde. Decyl aldehyde is a bacterial luciferase substrate.

   
   

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)


   

7-methyl-6E-nonen-3-ol

7-methyl-nona-6E-en-3-ol

C10H20O (156.151407)


   

5-decen-1-ol

decan-5-en-1-ol

C10H20O (156.151407)


   

7E-decen-1-ol

decan-7E-en-1-ol

C10H20O (156.151407)


   

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)


   

3Z-Decen-1-ol

3Z-Decen-1-ol

C10H20O (156.151407)


   

5Z-Decen-1-ol

5Z-Decen-1-ol

C10H20O (156.151407)


   
   

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)


   

neoisomenthol

(1alpha,2alpha,5alpha)-5-methyl-2-(1-methylethyl)cyclohexanol

C10H20O (156.151407)


   

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].

   

(e)-3-Decenol

trans-3-Decen-1-ol

C10H20O (156.151407)


   

Caproylacetone

Nonane-2,4-dione

C9H16O2 (156.1150236)


   

2-Decanone

Decanedioic acid, monoethyl ester

C10H20O (156.151407)


2-decanone, also known as methyl n-octyl ketone or N-c8h17coch3, is a member of the class of compounds known as ketones. Ketones are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, 2-decanone is considered to be an oxygenated hydrocarbon lipid molecule. 2-decanone is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 2-decanone is a fatty, floral, and orange tasting compound found in corn and herbs and spices, which makes 2-decanone a potential biomarker for the consumption of these food products. 2-decanone can be found primarily in feces and saliva.

   

&beta

Nonanoic acid, 5-hydroxy-, delta-lactone

C9H16O2 (156.1150236)


   

5-pentyloxolan-2-one

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

C9H16O2 (156.1150236)


   

cis-4-Decenol

(4Z)-dec-4-en-1-ol

C10H20O (156.151407)


   

3-DECANONE

Ethyl N-heptyl ketone

C10H20O (156.151407)


A ketone that is decane in which the methylene hydrogens at position 3 are replaced by an oxo group.

   

tetrahydrocitral

6,7-Dihydrocitronellal

C10H20O (156.151407)


   

ethyl cis-4-heptenoate

Ethyl ester(e)-4-heptenoic acid

C9H16O2 (156.1150236)


   

4-ethyloctanal

(+/-)-4-Ethyloctanal

C10H20O (156.151407)


   

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)


   

Menthanol

trans-(1)-alpha,alpha,4-Trimethylcyclohexanemethanol

C10H20O (156.151407)


   

Quercuslactone a

5-butyl-4-methyloxolan-2-one

C9H16O2 (156.1150236)


   

p-Menthan-4-ol

4-methyl-1-(propan-2-yl)cyclohexan-1-ol

C10H20O (156.151407)


   

Cephrol

(+/-)-3,7-dimethyl-6-octen-1-ol

C10H20O (156.151407)


Citronellol ((±)-Citronellol) is a monoterpene Pelargonium graveolens. Citronellol ((±)-Citronellol) induces necroptosis of cancer cell via up-regulating TNF-α, RIP1/RIP3 activities, down-regulating caspase-3/caspase-8 activities and increasing ROS (reactive oxygen species) accumulation[1]. Citronellol ((±)-Citronellol) is a monoterpene Pelargonium graveolens. Citronellol ((±)-Citronellol) induces necroptosis of cancer cell via up-regulating TNF-α, RIP1/RIP3 activities, down-regulating caspase-3/caspase-8 activities and increasing ROS (reactive oxygen species) accumulation[1].

   

allyl 2-ethylbutyrate

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

C9H16O2 (156.1150236)


   

FEMA 2354

Propionic acid, cyclohexyl ester

C9H16O2 (156.1150236)


   

Dihydroterpineol

Cyclohexane, 1-methyl-4-(1-methylethyl)-, hydroxy deriv.

C10H20O (156.151407)


   

2,6,6-trimethyl-2-hydroxycyclohexanone

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

C9H16O2 (156.1150236)


   

Rhodinol

3,7-Dimethyl-7-octen-1-ol

C10H20O (156.151407)


   

Carvomenthol

(1ALPHA,2BETA,5ALPHA)-5-(ISOPROPYL)-2-METHYLCYCLOHEXAN-1-OL

C10H20O (156.151407)


   

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)


   

Dihydrocitronellal

2,6-dimethyloctanal

C10H20O (156.151407)


   

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)


   

FEMA 3824

dec-1-en-3-ol

C10H20O (156.151407)


   

Allocopen

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

C9H16O2 (156.1150236)


   

E-subaeneol

2,6-Dimethyl-6E-octen-2-ol

C10H20O (156.151407)


   

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)


   
   

4-Methylnonan-3-one

4-Methylnonan-3-one

C10H20O (156.151407)


   

4-Methylnonan-5-one

4-Methylnonan-5-one

C10H20O (156.151407)


   

6-Methylnonan-3-one

6-Methylnonan-3-one

C10H20O (156.151407)


   

8-Methylnonan-2-one

8-Methylnonan-2-one

C10H20O (156.151407)


   

Nonan-2,5-dione

Nonan-2,5-dione

C9H16O2 (156.1150236)


   

FA 9:1

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

C9H16O2 (156.1150236)


   

FOH 10:1

2,6-Dimethyl-6E-octen-2-ol

C10H20O (156.151407)


   

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)


   

Decan-2-one

Decan-2-one

C10H20O (156.151407)


A methyl ketone that is decane in which the methylene hydrogens at position 2 are replaced by an oxo group.

   
   

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)


   

TRANS-N,N-DIETHYL-1,2-CYCLOPENTANEDIAMINE

TRANS-N,N-DIETHYL-1,2-CYCLOPENTANEDIAMINE

C9H20N2 (156.16264)


   

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)


   

1-(2-Methyl-2-propanyl)-4-piperidinamine

1-(2-Methyl-2-propanyl)-4-piperidinamine

C9H20N2 (156.16264)


   

2-Piperidin-1-ylbutan-1-amine

2-Piperidin-1-ylbutan-1-amine

C9H20N2 (156.16264)


   

2-methylbutyl 2-methylprop-2-enoate

2-methylbutyl 2-methylprop-2-enoate

C9H16O2 (156.1150236)


   

(S)-1,5-Diethylpiperazinone

(S)-1,5-Diethylpiperazinone

C8H16N2O (156.1262566)


   

1-isopropyl-[1,4]diazepan-5-one

1-isopropyl-[1,4]diazepan-5-one

C8H16N2O (156.1262566)


   

1-ethyl-n-methylpyrrolidine-2-carboxamide

1-ethyl-n-methylpyrrolidine-2-carboxamide

C8H16N2O (156.1262566)


   

3-oxo-3-piperidin-1-ylpropan-1-amine

3-oxo-3-piperidin-1-ylpropan-1-amine

C8H16N2O (156.1262566)


   

N-methyl-2-(4-methylpiperidin-1-yl)ethanamine

N-methyl-2-(4-methylpiperidin-1-yl)ethanamine

C9H20N2 (156.16264)


   

CHEMBRDG-BB 4011924

CHEMBRDG-BB 4011924

C8H16N2O (156.1262566)


   

1-(4-(METHYLAMINO)PIPERIDIN-1-YL)ETHANONE

1-(4-(METHYLAMINO)PIPERIDIN-1-YL)ETHANONE

C8H16N2O (156.1262566)


   

n-propylpyrrolidine-2-carboxamide

n-propylpyrrolidine-2-carboxamide

C8H16N2O (156.1262566)


   

1,5-Diethyl-2-piperazinone

1,5-Diethyl-2-piperazinone

C8H16N2O (156.1262566)


   

PIPERIDIN-2-YLMETHYL TRIFLUOROMETHANESULFONATE

PIPERIDIN-2-YLMETHYL TRIFLUOROMETHANESULFONATE

C9H20N2 (156.16264)


   

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

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

C9H16O2 (156.1150236)


   

4-Diethylaminopiperidine

4-Diethylamino-piperidine

C9H20N2 (156.16264)


   

Piperazine, 1-(3-methylbutyl)- (9CI)

Piperazine, 1-(3-methylbutyl)- (9CI)

C9H20N2 (156.16264)


   

Dihydromyrcenol

6,10-dihydromyrcenol

C10H20O (156.151407)


A monoterpenoid that is oct-7-en-2-ol substituted by methyl groups at positions 2 and 6 respectively. Flavouring compound [Flavornet]

   

Cyclohexanepropionic acid

3-Cyclohexylpropanoic acid

C9H16O2 (156.1150236)


   

dihydrolinalool

3,7-DIMETHYLOCT-6-EN-3-OL

C10H20O (156.151407)


   

2-Methylcyclohexyl Acetate

acetic acid,2-methylcyclohexan-1-ol

C9H16O2 (156.1150236)


   

N,N-Dimethyl-2-(3-piperidinyl)-1-ethanamine

N,N-Dimethyl-2-(3-piperidinyl)-1-ethanamine

C9H20N2 (156.16264)


   

(E)-1,1,1,3,4-pentadeuterio-4-(2,3,4,5,6-pentadeuteriophenyl)but-3-en-2-one

(E)-1,1,1,3,4-pentadeuterio-4-(2,3,4,5,6-pentadeuteriophenyl)but-3-en-2-one

C10D10O (156.13593278)


   

2-(3,5-Dimethylpiperidin-1-yl)ethanamine

2-(3,5-Dimethylpiperidin-1-yl)ethanamine

C9H20N2 (156.16264)


   

1-butyl-1,4-diazepane

1-butyl-1,4-diazepane

C9H20N2 (156.16264)


   

Cycloheptylacetic Acid

Cycloheptylacetic Acid

C9H16O2 (156.1150236)


   

2-cyclohexylethylboronic acid

2-cyclohexylethylboronic acid

C8H17BO2 (156.1321532)


   

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

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

C9H16O2 (156.1150236)


   

1-cyclopentyl-2,2-dimethylpropan-1-ol

1-cyclopentyl-2,2-dimethylpropan-1-ol

C10H20O (156.151407)


   

2-METHOXY-5-NITROPHENOL,SODIUMSALT

2-METHOXY-5-NITROPHENOL,SODIUMSALT

C10H20O (156.151407)


   

trans-4-Butylcyclohexanol

trans-4-Butylcyclohexanol

C10H20O (156.151407)


   

(1,2,4-Trimethylcyclohexyl)methanol

(1,2,4-Trimethylcyclohexyl)methanol

C10H20O (156.151407)


   

4-oxa-1,9-diazaspiro[5.5]undecane

4-oxa-1,9-diazaspiro[5.5]undecane

C8H16N2O (156.1262566)


   

4-(Dimethoxymethyl)cyclohexene

4-(Dimethoxymethyl)cyclohexene

C9H16O2 (156.1150236)


   

PENT-1-EN-3-YL ISOBUTYRATE

PENT-1-EN-3-YL ISOBUTYRATE

C9H16O2 (156.1150236)


   

3-METHYL-3-TRIMETHYLSILYLOXY-1-BUTYNE

[(1,1-Dimethyl-2-propynyl)oxy]trimethylsilane

C8H16OSi (156.09703660000002)


   

1-(3-aminopropyl)-2-pipecoline

1-(3-aminopropyl)-2-pipecoline

C9H20N2 (156.16264)


   

1,2-Epoxydecane

Oxirane, 2-octyl-

C10H20O (156.151407)


   

1-Cyclohexyl-1-butanol

1-Cyclohexyl-1-butanol

C10H20O (156.151407)


   

1-(4-methylpiperazin-1-yl)acetone

1-(4-methylpiperazin-1-yl)acetone

C8H16N2O (156.1262566)


   

DI-N-BUTYLACETALDEHYDE

DI-N-BUTYLACETALDEHYDE

C10H20O (156.151407)


   

Ethyl cyclopentylacetate

Ethyl cyclopentylacetate

C9H16O2 (156.1150236)


   

4-Pentenoic acid,1,1-dimethylethyl ester

4-Pentenoic acid,1,1-dimethylethyl ester

C9H16O2 (156.1150236)


   

(1-HYDROXY-CYCLOHEXYL)-ACETONITRILE

(1-HYDROXY-CYCLOHEXYL)-ACETONITRILE

C9H20N2 (156.16264)


   

N-(2-aminoethyl)-N-methylcyclohexanamine

N-(2-aminoethyl)-N-methylcyclohexanamine

C9H20N2 (156.16264)


   

1-(Dimethylamino)cyclohexanemethylamine

1-(Dimethylamino)cyclohexanemethylamine

C9H20N2 (156.16264)


   

4-METHYLCYCLOHEXANEACETIC ACID

4-METHYLCYCLOHEXANEACETIC ACID

C9H16O2 (156.1150236)


   
   

1-Pyrrolidinepropanamine,beta,beta-dimethyl-(9CI)

1-Pyrrolidinepropanamine,beta,beta-dimethyl-(9CI)

C9H20N2 (156.16264)


   

1-(2-aminoethyl)azepan-2-one

1-(2-aminoethyl)azepan-2-one

C8H16N2O (156.1262566)


   

1-Isobutylpiperidin-4-amine

1-Isobutylpiperidin-4-amine

C9H20N2 (156.16264)


   

(-)-TETRAPHOS

(-)-TETRAPHOS

C10H20O (156.151407)


   

Pyrrolo[1,2-a]pyrazine-3-methanol, octahydro-, (3R-trans)- (9CI)

Pyrrolo[1,2-a]pyrazine-3-methanol, octahydro-, (3R-trans)- (9CI)

C8H16N2O (156.1262566)


   

Pyrrolo[1,2-a]pyrazine-3-methanol, octahydro-, (3S-cis)- (9CI)

Pyrrolo[1,2-a]pyrazine-3-methanol, octahydro-, (3S-cis)- (9CI)

C8H16N2O (156.1262566)


   

N,N-DIMETHYL-3-PIPERIDINECARBOXAMIDE

N,N-DIMETHYL-3-PIPERIDINECARBOXAMIDE

C8H16N2O (156.1262566)


   

N-piperidin-4-ylpropanamide

N-piperidin-4-ylpropanamide

C8H16N2O (156.1262566)


   

3-azepan-1-yl-propylamine

3-azepan-1-yl-propylamine

C9H20N2 (156.16264)


   

4-(1-Pyrrolidinyl)piperidine

4-(1-Pyrrolidinyl)piperidine

C9H20N2 (156.16264)


   

3-Butyn-2-ol,2-methyl-4-(trimethylsilyl)-

3-Butyn-2-ol,2-methyl-4-(trimethylsilyl)-

C8H16OSi (156.09703660000002)


   

4-tert-Butylcyclohexanol

trans-4-tert-Butylcyclohexanol

C10H20O (156.151407)


   

VINYL ISO-OCTYL ETHER

VINYL ISO-OCTYL ETHER

C10H20O (156.151407)


   

TRANS-(4-METHYL-CYCLOHEXYL)-ACETICACID

TRANS-(4-METHYL-CYCLOHEXYL)-ACETICACID

C9H16O2 (156.1150236)


   

trans-5-Decen-1-ol

trans-5-Decen-1-ol

C10H20O (156.151407)


   

N-Methyl-N-(3-piperidinyl)acetamide

N-Methyl-N-(3-piperidinyl)acetamide

C8H16N2O (156.1262566)


   

1,5-DIAMIDINOPENTANE

1,5-DIAMIDINOPENTANE

C7H16N4 (156.1374896)


   

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

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

C9H16O2 (156.1150236)


   

1,1-DIMETHYL-2-PIPERIDIN-1-YL-ETHYLAMINE

1,1-DIMETHYL-2-PIPERIDIN-1-YL-ETHYLAMINE

C9H20N2 (156.16264)


   

N-(piperidin-4-ylmethyl)acetamide

N-(piperidin-4-ylmethyl)acetamide

C8H16N2O (156.1262566)


   

4-Nonanone, 2-methyl-

4-Nonanone, 2-methyl-

C10H20O (156.151407)


   

2-CYCLOHEXYL-2-METHYL-1-PROPANOL

2-CYCLOHEXYL-2-METHYL-1-PROPANOL

C10H20O (156.151407)


   

2-METHYL-5-NONANONE

2-METHYL-5-NONANONE

C10H20O (156.151407)


   

2-butylcyclohexan-1-ol

2-butylcyclohexan-1-ol

C10H20O (156.151407)


   

(S)-3-amino-1-ethylazepan-2-one

(S)-3-amino-1-ethylazepan-2-one

C8H16N2O (156.1262566)


   

2,2,4,5,5-PENTAMETHYL-3-IMIDAZOLINE-3-OXIDE

2,2,4,5,5-PENTAMETHYL-3-IMIDAZOLINE-3-OXIDE

C8H16N2O (156.1262566)


   

(-)-(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)


   

N,N-dimethylpiperidine-4-carboxamide

N,N-dimethylpiperidine-4-carboxamide

C8H16N2O (156.1262566)


   

2-methyloctanedial

2-methyloctanedial

C9H16O2 (156.1150236)


   

4-Cyclohexyl-1-butanol

4-Cyclohexyl-1-butanol

C10H20O (156.151407)


   

3-Acetylaminomethyl piperidine

3-Acetylaminomethyl piperidine

C8H16N2O (156.1262566)


   

4-Methylcyclohexanol acetate

Cyclohexanol,4-methyl-, 1-acetate

C9H16O2 (156.1150236)


   

N-[(1-aminocyclopentyl)methyl]acetamide

N-[(1-aminocyclopentyl)methyl]acetamide

C8H16N2O (156.1262566)


   

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.

   

3,5-DIMETHYL-2-OCTANONE

3,5-DIMETHYL-2-OCTANONE

C10H20O (156.151407)


   

4-ethyl Hexahydrobenzoic Acid

4-ethyl Hexahydrobenzoic Acid

C9H16O2 (156.1150236)


   

3-(Piperidin-1-yl)butan-1-amine

3-(Piperidin-1-yl)butan-1-amine

C9H20N2 (156.16264)


   

e-1-octenylboronic acid

e-1-octenylboronic acid

C8H17BO2 (156.1321532)


   

3-cyclohexyl-1-methyl-urea

3-cyclohexyl-1-methyl-urea

C8H16N2O (156.1262566)


   

1-(3-FLUORO-BENZYL)-1H-PYRAZOL-4-YLAMINE

1-(3-FLUORO-BENZYL)-1H-PYRAZOL-4-YLAMINE

C9H20N2 (156.16264)


   

Ethyl 6-heptenoate

Ethyl 6-heptenoate

C9H16O2 (156.1150236)


   
   

2-Butylcyclopropanecarboxylic acid methyl ester

2-Butylcyclopropanecarboxylic acid methyl ester

C9H16O2 (156.1150236)


   

(3R)-3-Amino-1-ethyl-2-azepanone

(3R)-3-Amino-1-ethyl-2-azepanone

C8H16N2O (156.1262566)


   

1-Piperazinecarboximidamide,2,5-dimethyl-

1-Piperazinecarboximidamide,2,5-dimethyl-

C7H16N4 (156.1374896)


   

Ethylboronic acid pinacol ester

Ethylboronic acid pinacol ester

C8H17BO2 (156.1321532)


   

Cyclohexanecarboxylic acid, 4-methyl-, hydrazide (9CI)

Cyclohexanecarboxylic acid, 4-methyl-, hydrazide (9CI)

C8H16N2O (156.1262566)


   

2-ethylbutyl acrylate

2-ethylbutyl acrylate

C9H16O2 (156.1150236)


   

N,N-Dimethyl-2-(4-Piperidinyl)Ethanamine

N,N-Dimethyl-2-(4-Piperidinyl)Ethanamine

C9H20N2 (156.16264)


   

UNII:ZBS49DF5S4

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

C9H16O2 (156.1150236)


   

2-Amino-N-cyclohexyl-acetamide

2-Amino-N-cyclohexyl-acetamide

C8H16N2O (156.1262566)


   

N,N,N-Triethylethanaminium cyanide

N,N,N-Triethylethanaminium cyanide

C9H20N2 (156.16264)


   

c-(1-isopropyl-piperidin-3-yl)-methylamine

c-(1-isopropyl-piperidin-3-yl)-methylamine

C9H20N2 (156.16264)


   

4-(PIPERIDIN-1-YL)BUTAN-2-AMINE

4-(PIPERIDIN-1-YL)BUTAN-2-AMINE

C9H20N2 (156.16264)


   

2-Amino-1-piperidin-1-yl-propan-1-one

2-Amino-1-piperidin-1-yl-propan-1-one

C8H16N2O (156.1262566)


   

4-Ethylcyclohexanecarboxylic acid

4-Ethylcyclohexanecarboxylic acid

C9H16O2 (156.1150236)


   

Allyl(dimethyl)(2-methyl-2-propanyl)silane

Allyl(dimethyl)(2-methyl-2-propanyl)silane

C9H20Si (156.13342)


   

Allyl(triethyl)silane

Allyl(triethyl)silane

C9H20Si (156.13342)


   
   

1,2-Cyclohexanediamine, N,N,N-triMethyl-, trans-

1,2-Cyclohexanediamine, N,N,N-triMethyl-, trans-

C9H20N2 (156.16264)


   

2,4-Pentanedione,3-butyl-

2,4-Pentanedione,3-butyl-

C9H16O2 (156.1150236)


   
   

3-Octanone,2,2-dimethyl-

3-Octanone,2,2-dimethyl-

C10H20O (156.151407)


   

3,5-DIMETHYL-4-OCTANONE

3,5-DIMETHYL-4-OCTANONE

C10H20O (156.151407)


   

Cyclohexanecarboxamide, 4-amino-N-methyl-, trans- (9CI)

Cyclohexanecarboxamide, 4-amino-N-methyl-, trans- (9CI)

C8H16N2O (156.1262566)


   

N-Methyl-3-(1-piperidinyl)-1-propanamine

N-Methyl-3-(1-piperidinyl)-1-propanamine

C9H20N2 (156.16264)


   

N-Methyl-N-[(3R)-pyrrolidin-3-ylmethyl]acetamide

N-Methyl-N-[(3R)-pyrrolidin-3-ylmethyl]acetamide

C8H16N2O (156.1262566)


   

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)


   

1-(3-AZETIDINYL)-4-PIPERIDINOL

1-(3-AZETIDINYL)-4-PIPERIDINOL

C8H16N2O (156.1262566)


   

2,2-DIMETHYL-6-HEPTENOIC ACID

2,2-DIMETHYL-6-HEPTENOIC ACID

C9H16O2 (156.1150236)


   

4-(3-Pyrrolidinyl)morpholine

4-(3-Pyrrolidinyl)morpholine

C8H16N2O (156.1262566)


   

2-(1,4-diazabicyclo[2.2.2]octan-3-yl)ethanol

2-(1,4-diazabicyclo[2.2.2]octan-3-yl)ethanol

C8H16N2O (156.1262566)


   

N-Ethyl-N-(3-pyrrolidinyl)acetamide

N-Ethyl-N-(3-pyrrolidinyl)acetamide

C8H16N2O (156.1262566)


   

2-cyclohexylacetohydrazide

2-cyclohexylacetohydrazide

C8H16N2O (156.1262566)


   

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

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

C9H16O2 (156.1150236)


   

(3S)-N,N-Dimethyl-3-piperidinecarboxamide

(3S)-N,N-Dimethyl-3-piperidinecarboxamide

C8H16N2O (156.1262566)


   

ETHYL 5-METHYL-5-HEXENOATE

ETHYL 5-METHYL-5-HEXENOATE

C9H16O2 (156.1150236)


   

4-Piperidinamine,N-methyl-1-(1-methylethyl)-(9CI)

4-Piperidinamine,N-methyl-1-(1-methylethyl)-(9CI)

C9H20N2 (156.16264)


   

Piperazinone, 6-(2-methylpropyl)-, (6R)- (9CI)

Piperazinone, 6-(2-methylpropyl)-, (6R)- (9CI)

C8H16N2O (156.1262566)


   

(8AS)-7-METHOXY-OCTAHYDROPYRROLO[1,2-A]PYRAZINE

(8AS)-7-METHOXY-OCTAHYDROPYRROLO[1,2-A]PYRAZINE

C8H16N2O (156.1262566)


   

Pyrrolo[1,2-a]pyrazine-7-methanol, octahydro-, (7S,8aS)- (9CI)

Pyrrolo[1,2-a]pyrazine-7-methanol, octahydro-, (7S,8aS)- (9CI)

C8H16N2O (156.1262566)


   

trans-4-(1-pyrrolidinyl)tetrahydro-3-furanamine(SALTDATA: FREE)

trans-4-(1-pyrrolidinyl)tetrahydro-3-furanamine(SALTDATA: FREE)

C8H16N2O (156.1262566)


   

(3-CHLORO-QUINOXALIN-2-YL)-ISOPROPYL-AMINE

(3-CHLORO-QUINOXALIN-2-YL)-ISOPROPYL-AMINE

C9H20N2 (156.16264)


   

2-CHLORO-4-ETHOXY-6-METHYL-PYRIMIDINE

2-CHLORO-4-ETHOXY-6-METHYL-PYRIMIDINE

C9H20N2 (156.16264)


   

2,2,4,4,6-pentamethyl-1,3-diazinane

2,2,4,4,6-pentamethyl-1,3-diazinane

C9H20N2 (156.16264)


   

4-N-PROPYL-1-HEPTEN-4-OL

4-N-PROPYL-1-HEPTEN-4-OL

C10H20O (156.151407)


   

3-Nonanone, 2-methyl-

3-Nonanone, 2-methyl-

C10H20O (156.151407)


   

1-(2,2-dimethylpropyl)piperazine

1-(2,2-dimethylpropyl)piperazine

C9H20N2 (156.16264)


   

(3-FORMYL-4-NITROPHENOXY)ACETICACID

(3-FORMYL-4-NITROPHENOXY)ACETICACID

C9H16O2 (156.1150236)


   

3-piperidin-4-ylpropanamide

3-piperidin-4-ylpropanamide

C8H16N2O (156.1262566)


   

5-(1-Pyrrolidinyl)-1-pentanamine

5-(1-Pyrrolidinyl)-1-pentanamine

C9H20N2 (156.16264)


   

tripropylaluminium

tripropylaluminium

C9H21Al (156.1458576)


   

4-Piperidinemethanamine,1-(1-methylethyl)-(9CI)

4-Piperidinemethanamine,1-(1-methylethyl)-(9CI)

C9H20N2 (156.16264)


   

(S)-N,N-DIMETHYLPIPERIDINE-3-CARBOXAMIDE

(S)-N,N-DIMETHYLPIPERIDINE-3-CARBOXAMIDE

C8H16N2O (156.1262566)


   

4-propoxycyclohexanone

4-propoxycyclohexanone

C9H16O2 (156.1150236)


   

2,6-dimethyl-3,5-heptanedione

2,6-dimethyl-3,5-heptanedione

C9H16O2 (156.1150236)


   

muguet shiseol

muguet shiseol

C10H20O (156.151407)


   

2-METHOXYMETHYL-3-METHYLCYCLOHEXAN-1-ONE

2-METHOXYMETHYL-3-METHYLCYCLOHEXAN-1-ONE

C9H16O2 (156.1150236)


   

3-(4-METHYLPIPERIDIN-1-YL)PROPAN-1-AMINE

3-(4-METHYLPIPERIDIN-1-YL)PROPAN-1-AMINE

C9H20N2 (156.16264)


   

Heptane,3-[(ethenyloxy)methyl]-

Heptane,3-[(ethenyloxy)methyl]-

C10H20O (156.151407)


   

3-(4-CHLOROPHENOXY)PIPERIDINE HYDROCHLORIDE

3-(4-CHLOROPHENOXY)PIPERIDINE HYDROCHLORIDE

C9H20N2 (156.16264)


   

N-(3-Aminopropyl)cyclohexylamine

N-(3-Aminopropyl)cyclohexylamine

C9H20N2 (156.16264)


   

8-Methylnonanal

8-Methylnonanal

C10H20O (156.151407)


   

3,3,5,5-TETRAMETHYLCYCLOHEXANOL

3,3,5,5-TETRAMETHYLCYCLOHEXANOL

C10H20O (156.151407)


   

Acetamide, N-cyclopentyl-2-(methylamino)-

Acetamide, N-cyclopentyl-2-(methylamino)-

C8H16N2O (156.1262566)


   

1-trimethylsiloxycyclopentene

Silane, (1-cyclopenten-1-yloxy)trimethyl-

C8H16OSi (156.09703660000002)


   

(E)-4-Nonenoic acid

(E)-4-Nonenoic acid

C9H16O2 (156.1150236)


   

3-piperidin-1-ylpropanamide

3-piperidin-1-ylpropanamide

C8H16N2O (156.1262566)


   

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

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

C9H16O2 (156.1150236)


   

4-(PIPERIDIN-1-YL)BUTAN-1-AMINE

4-(PIPERIDIN-1-YL)BUTAN-1-AMINE

C9H20N2 (156.16264)


   

3,7-dimethyloct-2-en-1-ol

3,7-dimethyloct-2-en-1-ol

C10H20O (156.151407)


   

dihydrorose oxide

dihydrorose oxide

C10H20O (156.151407)


   

3-ETHYL-4-OCTANONE

3-ETHYL-4-OCTANONE

C10H20O (156.151407)


   
   

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)


   

Piperazine, 1-methyl-4-(2-methylpropyl)- (9CI)

Piperazine, 1-methyl-4-(2-methylpropyl)- (9CI)

C9H20N2 (156.16264)


   

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)


   

2,7-Dimethylocean-4-one

2,7-Dimethylocean-4-one

C10H20O (156.151407)


   

(2E)-3-Methyl-2-nonen-4-one

(2E)-3-Methyl-2-nonen-4-one

C10H20O (156.151407)


   

Ethenyloxy-isooctane

Ethenyloxy-isooctane

C10H20O (156.151407)


   

(R)-N-Methyl-N-piperidin-3-yl-acetamide

(R)-N-Methyl-N-piperidin-3-yl-acetamide

C8H16N2O (156.1262566)


   

1-Butyl-3-MethyliMidazoliuM hydroxide

1-Butyl-3-MethyliMidazoliuM hydroxide

C8H16N2O (156.1262566)


   

1-hydroxy-2,2,4,5,5-pentamethylimidazole

1-hydroxy-2,2,4,5,5-pentamethylimidazole

C8H16N2O (156.1262566)


   

4-Isopropoxycyclohexanone

4-Isopropoxycyclohexanone

C9H16O2 (156.1150236)


   

trans-4-Propylcyclohexanemethanol

trans-4-Propylcyclohexanemethanol

C10H20O (156.151407)


   

Isobutyl Tiglate

Isobutyl Tiglate

C9H16O2 (156.1150236)


   

2,6-dimethyloct-6-en-2-ol

2,6-dimethyloct-6-en-2-ol

C10H20O (156.151407)


   

1-oxa-4,9-diazaspiro[5.5]undecane

1-oxa-4,9-diazaspiro[5.5]undecane

C8H16N2O (156.1262566)


   

3-cyclopentylpropanehydrazide

3-cyclopentylpropanehydrazide

C8H16N2O (156.1262566)


   

3-Methyl-4-nonanone

3-Methyl-4-nonanone

C10H20O (156.151407)


   

Cyclohexanol,1,2-diethyl-

Cyclohexanol,1,2-diethyl-

C10H20O (156.151407)


   

Piperazine,1-(tetrahydro-2-furanyl)-

Piperazine,1-(tetrahydro-2-furanyl)-

C8H16N2O (156.1262566)


   

4-Butylcyclohexanol

4-Butylcyclohexanol

C10H20O (156.151407)


   

N,N-dimethyl-2-(2-piperidyl)ethanamine

N,N-dimethyl-2-(2-piperidyl)ethanamine

C9H20N2 (156.16264)


   

(4-ACETYL-PIPERIDIN-1-YL)-ACETICACID

(4-ACETYL-PIPERIDIN-1-YL)-ACETICACID

C7H14N3O (156.1136814)


   

4-Piperidinamine,1-(1-oxopropyl)-(9CI)

4-Piperidinamine,1-(1-oxopropyl)-(9CI)

C8H16N2O (156.1262566)


   

ETHYL2-(HYDROXYIMINO-3-OXOBUTANOATE

ETHYL2-(HYDROXYIMINO-3-OXOBUTANOATE

C8H16N2O (156.1262566)


   

2-PENTYNAL DIETHYL ACETAL

2-PENTYNAL DIETHYL ACETAL

C9H16O2 (156.1150236)


   

Cyclohexanol,1-(1,1-dimethylethyl)-

Cyclohexanol,1-(1,1-dimethylethyl)-

C10H20O (156.151407)


   

1-pentylcyclopentan-1-ol

1-pentylcyclopentan-1-ol

C10H20O (156.151407)


   

1-Acetyl-3-ethylaminopyrrolidine

1-Acetyl-3-ethylaminopyrrolidine

C8H16N2O (156.1262566)


   

1-(2-methylpropanoyl)-piperazine

1-(2-methylpropanoyl)-piperazine

C8H16N2O (156.1262566)


   

1-(2-NITROPHENYL)PIPERIDINE

1-(2-NITROPHENYL)PIPERIDINE

C9H20N2 (156.16264)


   

1-(3-NITRO-PHENYL)-BUTANE-1,3-DIONE

1-(3-NITRO-PHENYL)-BUTANE-1,3-DIONE

C9H20N2 (156.16264)


   

1-(2-[(2-PYRIDYLSULFONYL)METHYL]-1,3-THIAZOL-4-YL)ETHAN-1-ONE

1-(2-[(2-PYRIDYLSULFONYL)METHYL]-1,3-THIAZOL-4-YL)ETHAN-1-ONE

C9H20N2 (156.16264)


   

Cyclobutanecarboxylicacid,1-ethyl-,ethylester

Cyclobutanecarboxylicacid,1-ethyl-,ethylester

C9H16O2 (156.1150236)


   

cis-4-(isopropyl)cyclohexanemethanol

cis-4-(isopropyl)cyclohexanemethanol

C10H20O (156.151407)


   

2-tert-Butylcyclohexanol

Cyclohexanol,2-(1,1-dimethylethyl)-

C10H20O (156.151407)


   

1-butylpiperidin-4-amine

1-butylpiperidin-4-amine

C9H20N2 (156.16264)


   

Cyclohexanol, 1-butyl-

Cyclohexanol, 1-butyl-

C10H20O (156.151407)


   

ethyl-3-methyl-2-hexenoate

ethyl-3-methyl-2-hexenoate

C9H16O2 (156.1150236)


   

1-CYCLOHEXYL-2-METHYL-2-PROPANOL

1-CYCLOHEXYL-2-METHYL-2-PROPANOL

C10H20O (156.151407)


   

5-(Trimethylsilyl)-4-pentyn-1-ol

5-(Trimethylsilyl)-4-pentyn-1-ol

C8H16OSi (156.09703660000002)


   

Methyl cyclohexylacetate

methyl cyclohexaneacetate

C9H16O2 (156.1150236)


   
   

isoamyl crotonate

isoamyl crotonate

C9H16O2 (156.1150236)


   

4-Amino-2,2,6,6-tetramethylpiperidine

4-Amino-2,2,6,6-tetramethylpiperidine

C9H20N2 (156.16264)


   

2-(azocan-1-yl)ethanamine

2-(azocan-1-yl)ethanamine

C9H20N2 (156.16264)


   

N,2-DIMETHYL-3-(PYRROLIDIN-1-YL)PROPAN-1-AMINE

N,2-DIMETHYL-3-(PYRROLIDIN-1-YL)PROPAN-1-AMINE

C9H20N2 (156.16264)


   

2,3-DIHYDRO-1H-INDOLE-5-SULFONIC ACID AMIDE

2,3-DIHYDRO-1H-INDOLE-5-SULFONIC ACID AMIDE

C9H20N2 (156.16264)


   

3-tert-butylpentane-2,4-dione

3-tert-butylpentane-2,4-dione

C9H16O2 (156.1150236)


   

(1-HYDROXYETHYLIDENE)BIS-PHOSPHONICACIDTETRASODIUMSALT

(1-HYDROXYETHYLIDENE)BIS-PHOSPHONICACIDTETRASODIUMSALT

C9H20N2 (156.16264)


   

6,6-DIMETHYL-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL

6,6-DIMETHYL-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL

C10H20O (156.151407)


   

N-(2-aminoethyl)-N-methyl cyclohexan amine

N-(2-aminoethyl)-N-methyl cyclohexan amine

C9H20N2 (156.16264)


   
   

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)


   

Tempo

Tempo

C9H18NO (156.1388318)


D020011 - Protective Agents > D000975 - Antioxidants

   

Isomenthol

(±)-isomenthol

C10H20O (156.151407)


   

(E)-Hex-3-enyl propionate

(E)-Hex-3-enyl propionate

C9H16O2 (156.1150236)


   

2-Nonenoic acid

2-Nonenoic acid

C9H16O2 (156.1150236)


   

trans-7-Decenol

trans-7-Decenol

C10H20O (156.151407)


   
   

2,5-Nonanedione

2,5-Nonanedione

C9H16O2 (156.1150236)


   

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

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

C9H16O2 (156.1150236)


   

(E)-dec-3-en-2-ol

(E)-dec-3-en-2-ol

C10H20O (156.151407)


A fatty alcohol that is (3E)-dec-3-ene substituted by a hydroxy group at position 2.

   

(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)


   

2-sec-Butylcyclohexanol

2-sec-Butylcyclohexanol

C10H20O (156.151407)


   

Cyclohexanol, 4-sec-butyl-

Cyclohexanol, 4-sec-butyl-

C10H20O (156.151407)


   

(E)-3,3-Dimethyl-1-trimethylsilyl-1-butene

(E)-3,3-Dimethyl-1-trimethylsilyl-1-butene

C9H20Si (156.13342)


   

Propanal, dipropylhydrazone

Propanal, dipropylhydrazone

C9H20N2 (156.16264)


   

Acetone diisopropylhydrazone

Acetone diisopropylhydrazone

C9H20N2 (156.16264)


   

3-Hexenyltrimethylsilane

3-Hexenyltrimethylsilane

C9H20Si (156.13342)


   

(6S)-2,6-dimethyloct-7-en-2-ol

(6S)-2,6-dimethyloct-7-en-2-ol

C10H20O (156.151407)


   

LS-2078

Citronellol (ex. Java citronella oil) (natural)

C10H20O (156.151407)


   

AI3-33797

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

C9H16O2 (156.1150236)


   

31642-67-8

8-nonylenic acid

C9H16O2 (156.1150236)


   

6812-78-8

7-Octen-1-ol, 3,7-dimethyl-, (3S)-

C10H20O (156.151407)


   

104-61-0

(S)-gamma-Pentyl-gamma-butyrolactone

C9H16O2 (156.1150236)


   

693-54-9

4-01-00-03367 (Beilstein Handbook Reference)

C10H20O (156.151407)


   

cis-3-Heptenyl acetate

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

C9H16O2 (156.1150236)


   

AI3-34645

EPA Pesticide Chemical Code 078038

C10H20O (156.151407)


   

AI3-36045

TRANS-2-DECEN-1-OL

C10H20O (156.151407)


   

(±)-Isomenthol

(1R,2S,5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol

C10H20O (156.151407)


(¬±)-isomenthol is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes (¬±)-isomenthol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (¬±)-isomenthol can be found in a number of food items such as cabbage, peppermint, sunflower, and white cabbage, which makes (¬±)-isomenthol a potential biomarker for the consumption of these food products. (±)-isomenthol is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes (±)-isomenthol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (±)-isomenthol can be found in a number of food items such as cabbage, peppermint, sunflower, and white cabbage, which makes (±)-isomenthol a potential biomarker for the consumption of these food products.

   

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].

   

1-Ethyl-3-(3-dimethylaminopropyl)-carbodiimide

1-Ethyl-3-(3-dimethylaminopropyl)-carbodiimide

C8H18N3+ (156.1500648)


   

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

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

C9H16O2 (156.1150236)


   

(1R,8R)-7-(hydroxymethyl)-1,2,3,4,5,8-hexahydropyrrolizin-4-ium-1-ol

(1R,8R)-7-(hydroxymethyl)-1,2,3,4,5,8-hexahydropyrrolizin-4-ium-1-ol

C8H14NO2+ (156.10244840000001)


   

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)


   

2-Methyl-4-methoxy-1-octene

2-Methyl-4-methoxy-1-octene

C10H20O (156.151407)


   

Acetic acid 5-methyl-4-hexenyl ester

Acetic acid 5-methyl-4-hexenyl ester

C9H16O2 (156.1150236)


   

Silane, [(2-cyclopropylethenyl)oxy]trimethyl-

Silane, [(2-cyclopropylethenyl)oxy]trimethyl-

C8H16OSi (156.09703660000002)


   

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)


   

(-)-Citronellol

(S)-3,7-dimethyloct-6-en-1-ol

C10H20O (156.151407)


   

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)


   

p-Menthan-1-ol

p-Menthan-1-ol

C10H20O (156.151407)


A p-menthane monoterpenoid that is p-menthane carrying a hydroxy group at position 1.

   

CIS-4-DECEN-1-OL

CIS-4-DECEN-1-OL

C10H20O (156.151407)


   

(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)


   

(E)-3-decen-1-ol

(E)-3-decen-1-ol

C10H20O (156.151407)


   

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.

   

(R)-(+)-Citronellol

(R)-(+)-Citronellol

C10H20O (156.151407)


A citronellol that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7 (the 3R-enantiomer).

   

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

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

C9H16O2 (156.1150236)


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

   

(S)-(-)-Citronellol

(S)-(-)-Citronellol

C10H20O (156.151407)


A citronellol that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7 (the 3S-enantiomer).

   

(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.

   
   
   
   

Tempo

Tempo

C9H18NO (156.1388318)


Tempo is a nitric oxide radical and a selective scavenger of ROS in mitochondria. Tempo is also an organocatalyst that disproportionates superoxide and oxidizes primary alcohols to aldehydes in a catalytic cycle. Tempo has mutagenic and antioxidant effects and can induceDNA strand breaks. Tempo also exerts cytotoxic and mutagenic properties in mouse lymphoma cells[1][2][3][4].

   

(1s,3r)-3-methylcyclohexyl acetate

(1s,3r)-3-methylcyclohexyl acetate

C9H16O2 (156.1150236)


   

bicyclo[3.3.1]nonane-2,6-diol

bicyclo[3.3.1]nonane-2,6-diol

C9H16O2 (156.1150236)


   

citronellol, (+-)-

citronellol, (+-)-

C10H20O (156.151407)


   

(2s,3s)-2,3,6-trimethylhept-5-en-1-ol

(2s,3s)-2,3,6-trimethylhept-5-en-1-ol

C10H20O (156.151407)


   

3,7-dimethyloct-7-en-3-ol

3,7-dimethyloct-7-en-3-ol

C10H20O (156.151407)


   

1-methylcyclohexyl acetate

1-methylcyclohexyl acetate

C9H16O2 (156.1150236)


   

(2r,3r)-2,3,6-trimethylhept-5-en-1-ol

(2r,3r)-2,3,6-trimethylhept-5-en-1-ol

C10H20O (156.151407)


   

1-isopropyl-4-methoxycyclohexane

1-isopropyl-4-methoxycyclohexane

C10H20O (156.151407)


   

(2s)-2-[(1s,4r)-4-methylcyclohexyl]propan-1-ol

(2s)-2-[(1s,4r)-4-methylcyclohexyl]propan-1-ol

C10H20O (156.151407)