Chemical Formula: C18H32O4
Chemical Formula C18H32O4
Found 173 metabolite its formula value is C18H32O4
13-L-Hydroperoxylinoleic acid
(9z,11e)-(13s)-13-hydroperoxyoctadeca-9,11-dienoate, also known as 13s-hydroperoxy-9z,11e-octadecadienoic acid or 13(S)-hpode, belongs to lineolic acids and derivatives class of compounds. Those are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Thus, (9z,11e)-(13s)-13-hydroperoxyoctadeca-9,11-dienoate is considered to be an octadecanoid lipid molecule (9z,11e)-(13s)-13-hydroperoxyoctadeca-9,11-dienoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (9z,11e)-(13s)-13-hydroperoxyoctadeca-9,11-dienoate can be synthesized from octadeca-9,11-dienoic acid (9z,11e)-(13s)-13-hydroperoxyoctadeca-9,11-dienoate can also be synthesized into pinellic acid and 13(S)-HPODE methyl ester (9z,11e)-(13s)-13-hydroperoxyoctadeca-9,11-dienoate can be found in a number of food items such as lingonberry, lemon thyme, watermelon, and agave, which makes (9z,11e)-(13s)-13-hydroperoxyoctadeca-9,11-dienoate a potential biomarker for the consumption of these food products (9z,11e)-(13s)-13-hydroperoxyoctadeca-9,11-dienoate can be found primarily in blood. 13-L-Hydroperoxylinoleic acid (13(S)-HPODE) is one of the primary products of the major polyunsaturated fatty acids (linoleic acid and arachidonic acid) from the 15-lipoxygenase pathway (EC 1.13.11.31). 13(S)-HPODE is a rather unstable metabolite and is rapidly metabolized to more stable secondary products such as diverse forms of hydroxy fatty acids (via reduction of the hydroperoxy group), alkoxy radicals (via homolytic cleavage of the peroxy group), forms of dihydro(pero)xy fatty acids (via lipoxygenase-catalysed double and triple oxygenation), or epoxy leukotrienes (via a hydrogen abstraction from a doubly allylic methylene group and a homolytic cleavage of the hydroperoxy group) (PMID: 9082450). D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides
9(S)-HPODE
9(S)-HPODE is an intermediate in Linoleic acid metabolism(KEGG ID C14827). It is the second to last step in the synthesis of 9-oxoODE, and is converted from linoleate via the enzyme arachidonate 5-lipoxygenase [EC:1.13.11.34]. It is then converted to 9(S)-HODE. D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides
11-HpODE
11-HpODE is also known as (9Z,11S,12Z)-11-Hydroperoxyoctadeca-9,12-dienoate. 11-HpODE is considered to be practically insoluble (in water) and acidic. 11-HpODE is an octadecanoid lipid molecule
8(R)-Hydroperoxylinoleic acid
8(R)-hydroperoxylinoleic acid (8(R)-EPODE) is an oxidized product of linoleic acid. Oxidized lipids such as 8(R)-HPODE can decrease cellular proteoglycan metabolism in endothelial monolayers and alter mRNA levels of major specific proteoglycans in a concentration-dependent manner. This may have implications in lipid-mediated disruption of endothelial barrier function and atherosclerosis. (PMID: 8645361, 9507987).
12,13-Epoxy-9-hydroxy-10-octadecenoate
10R-HpODE
(8E,12Z)-10-hydroperoxy-8,12-octadecadienoic acid with R-configuration at C-10.
15,16-DiHODE
15,16-DiHODE is an oxygenated lipid found in human blood. This fatty acyl belongs to the main class of octadecanoids and the sub class of other octadecanoids. (Lipid Maps) [HMDB] 15,16-DiHODE is an oxygenated lipid found in human blood. This fatty acyl belongs to the main class of octadecanoids and the sub class of other octadecanoids. (Lipid Maps).
9,10-DiHODE
9,10-DiHODE or 9,10-dihydroxy-12Z,15Z- octadecadienoic acid is an oxylipin. It is a double oxidation product of octadeadienoic acid generated through the action of CYP450 on linolenic acid (PMID: 6301473). Specifically cytochrome P-450 catalyzed epoxidation of the omega 3, omega 6 and omega 9 double bonds, followed by enzymatic hydrolysis to 1,2-diols would lead to this compound. [HMDB] 9,10-DiHODE or 9,10-dihydroxy-12Z,15Z- octadecadienoic acid is an oxylipin. It is a double oxidation product of octadeadienoic acid generated through the action of CYP450 on linolenic acid (PMID: 6301473). Specifically cytochrome P-450 catalyzed epoxidation of the omega 3, omega 6 and omega 9 double bonds, followed by enzymatic hydrolysis to 1,2-diols would lead to this compound.
12,13-DiHODE
12,13-DiHODE is an oxygenated lipid found in human blood. This compound belongs to the octadecanoid class of fatty acyls. (Lipid Maps) [HMDB] 12,13-DiHODE is an oxygenated lipid found in human blood. This compound belongs to the octadecanoid class of fatty acyls. (Lipid Maps).
(±)-(E)-13-Hydroxy-10-oxo-11-octadecenoic acid
(±)-(E)-13-Hydroxy-10-oxo-11-octadecenoic acid is found in cereals and cereal products. (±)-(E)-13-Hydroxy-10-oxo-11-octadecenoic acid is isolated from corn. Isolated from corn. (±)-(E)-13-Hydroxy-10-oxo-11-octadecenoic acid is found in cereals and cereal products.
(10E,12Z)-(9S)-9-Hydroperoxyoctadeca-10,12-dienoic acid
(9s,10e,12z,15z)-9-hydroperoxy-10,12,15-octadecadienoate, also known as 9(S)-hpod or 9-hydroperoxy-11,12-octadecadienoic acid, belongs to lineolic acids and derivatives class of compounds. Those are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Thus, (9s,10e,12z,15z)-9-hydroperoxy-10,12,15-octadecadienoate is considered to be an octadecanoid lipid molecule (9s,10e,12z,15z)-9-hydroperoxy-10,12,15-octadecadienoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (9s,10e,12z,15z)-9-hydroperoxy-10,12,15-octadecadienoate can be found in a number of food items such as burdock, oat, parsnip, and cocoa bean, which makes (9s,10e,12z,15z)-9-hydroperoxy-10,12,15-octadecadienoate a potential biomarker for the consumption of these food products. (10E,12Z)-(9S)-9-Hydroperoxyoctadeca-10,12-dienoic acid, also known as 9(S)-HPOD or (9S,10E,12Z)-9-Hydroperoxy-10,12-octadecadienoate, is classified as a lineolic acid or a Lineolic acid derivative. Lineolic acids are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. (10E,12Z)-(9S)-9-Hydroperoxyoctadeca-10,12-dienoic acid is considered to be practically insoluble (in water) and acidic. (10E,12Z)-(9S)-9-Hydroperoxyoctadeca-10,12-dienoic acid is an octadecanoid lipid molecule. (10E,12Z)-(9S)-9-Hydroperoxyoctadeca-10,12-dienoic acid can be found throughout numerous foods such as Barley, Prunus (Cherry, Plum), Cherimoya, and Prairie turnips D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides
13-HPODE(1-)
13-HPODE(1-) is also known as 13-Hydroperoxy-(9Z,11E)-octadecadienoate. 13-HPODE(1-) is considered to be practically insoluble (in water) and acidic
Octadecendioic acid
Octadecendioic acid, also known as 1,16-hexadecanedicarboxylate or 1,18-octadecanedioate, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Octadecendioic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Octadecendioic acid can be found in potato, which makes octadecendioic acid a potential biomarker for the consumption of this food product.
octadecenedioate
Octadecenedioate is also known as octadecenedioic acid. Octadecenedioate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Octadecenedioate can be found in a number of food items such as buffalo currant, pepper (c. pubescens), lemon grass, and common grape, which makes octadecenedioate a potential biomarker for the consumption of these food products.
(2E)-2-dodecylidene-3-hydroxy-4-methoxy-4-methylbutanolide|(2E,3R,4S)-2-dodecylidene-3-hydroxy-4-methoxy-4-methylbutanolide|litseakolide H
methyl 2-[4-ethyl-6-(2-ethylhex-3-enyl)-6-methyldioxan-3-yl]acetate
4,5-trans-4.5-dihydroxy-5-(1-hydroxytridecyl)-2-cyclopenten-1-one|hygrophoron A12|Hygrophorone A12
(8E,12Z)-10,11-dihydroxyoctadeca-8,12-dienoic acid
1beta,2beta,3alpha-cyclopent-4-ene-1,2,3-triol 2-O-tridecanoic acid ester
(2R,8S,6E)-14-((5S)-2-oxo-tetrahydrofuran-5-yl)-tetradec-6-en-2,8-diol|13R-Hydroxy-Dihydro-5-(7-hydroxy-8-tetradecenyl)-2(3H)-furanone|piliferolide C
4,6-Diethyl-6-(2-methylhexyl)-3,6-dihydro-1,2-dioxin-3-acetic acid methyl ester
9(S)-HPODE
9(S)-HPODE is an intermediate in Linoleic acid metabolism(KEGG ID C14827). It is the second to last step in the synthesis of 9-oxoODE, and is converted from linoleate via the enzyme arachidonate 5-lipoxygenase [EC:1.13.11.34]. It is then converted to 9(S)-HODE. (10E,12Z)-9-Hydroperoxy-10,12-octadecadienoic acid is an octadecadienoic acid and a hydroperoxy polyunsaturated fatty acid.
(9Z,12E)-15,16-dihydroxyoctadeca-9,12-dienoic acid
(9Z,12E)-15,16-dihydroxyoctadeca-9,12-dienoic acid_major
13-HpODE
An HPODE (hydroperoxyoctadecadienoic acid) in which the double bonds are at positions 9 and 11 (E and Z geometry, respectively) and the hydroperoxy group is at position 13. D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides
9-HpODE
D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors
(9Z,11E,13R)-13-hydroperoxyoctadeca-9,11-dienoic acid
9(R)-HpODE
An HPODE (hydroperoxy-octadecadienoic acid) in which the double bonds are at positions 10 and 12 (E and Z geometry, respectively) and the hydroperoxy group is at position 9 (R configuration).
13-Hydroperoxy-9,11-octadecadienoic acid
D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides
(5S,6E,8Z)-5,18-Dihydroxyoctadeca-6,8-dienoic acid
(7S,8R,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoic acid
(trans-12,13-Epoxy)-11-hydroxy-9(Z)-octadecenoic acid
(Z)-11-hydroxy-11-(3-pentyloxiran-2-yl)undec-9-enoic acid
(9Z)-11-[3-(5-hydroxypentyl)oxiran-2-yl]undec-9-enoic acid
8-[(2S,3S)-3-[(Z,1S)-1-hydroxyoct-2-enyl]oxiran-2-yl]octanoic acid
(Z,11R)-11-hydroxy-11-[(2S,3S)-3-pentyloxiran-2-yl]undec-9-enoic acid
8-[(2S,3S)-3-[(Z,1R)-1-hydroxyoct-2-enyl]oxiran-2-yl]octanoic acid
(9S)-9-[(2R,3R)-3-[(Z)-hept-1-enyl]oxiran-2-yl]-9-hydroxynonanoic acid
(E,10R)-10-hydroxy-11-[(2S,3R)-3-pentyloxiran-2-yl]undec-8-enoic acid
(9E,15E)-12,13-dihydroxyoctadeca-9,15-dienoic acid
13(S)-HPODE
D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides The (S)-enantiomer of 13-HPODE
(9Z,12Z)-(7S,8S)-Dihydroxyoctadeca-9,12-dienoic acid
(9Z,12Z)-(11S)-11-Hydroperoxyoctadeca-9,12-dienoic acid
(8E,12Z)-10-hydroperoxy-8,12-octadecadienoic acid
A C18 long-chain hydroperoxy fatty acid having E and Z double bonds at C-8 and C-12, respectively, and a hydroperoxy group at C-10.
11-hydroxy-(12S,13S)-epoxy-(9Z)-octadecenoic acid
An epoxy fatty acid that is (9Z)-11-hydroxyoctadecenoic acid in which the epoxy group is located across positions 12 and 13.
(8E,10S,12Z)-10-hydroperoxyoctadeca-8,12-dienoic acid
(8E,12Z)-10-hydroperoxy-8,12-octadecadienoic acid with S-configuration at C-10.
Octadecanedioate
A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of octadecanedioic acid.
9(S)-HPODE
An HPODE (hydroperoxy-octadecadienoic acid) in which the double bonds are at positions 10 and 12 (E and Z geometry, respectively) and the hydroperoxy group is at position 9 (S configuration). It is an intermediate in the metabolic pathway for linoleic acid.
5(S),8(R)-DiHODE
A dihydroxy monocarboxylic acid that is the (5S,8R)-dihydroxy derivative of linoleic acid.
(11S)-11-hydroperoxylinoleic acid
The 11-hydroperoxy derivative of linoleic acid having (S)-configuration.
7(S),8(S)-DiHODE
A dihydroxy monocarboxylic acid that is the 7(S),8(S)-dihydroxy derivative of linoleic acid.