Reaction Process: Reactome:R-GGA-77288

mitochondrial fatty acid beta-oxidation of unsaturated fatty acids related metabolites

find 11 related metabolites which is associated with chemical reaction(pathway) mitochondrial fatty acid beta-oxidation of unsaturated fatty acids

(2E,4Z)-deca-2,4-dienoyl-CoA + H+ + NADH ⟶ 3-trans-decenoyl-CoA + NAD

(2E)-Decenoyl-CoA

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-{[({[(3-{[2-({2-[(2E)-dec-2-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-3-hydroxy-2,2-dimethylpropoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

C31H52N7O17P3S (919.2353132)


(2E)-Decenoyl-CoA is a beta-oxidation intermediate, the substrate of the enzyme peroxisomal acyl-CoA thioesterase 2 (PTE-2, 3.1.2.2), which is localized in the peroxisome. The peroxisomal beta-oxidation system contains two sets of enzymes, one of which is involved in the oxidation of branched chain fatty acids and intermediates in the hepatic bile acid biosynthetic pathway and consists of one or two branched-chain acyl-CoA oxidase(s), a D-specific bifunctional protein and the sterol carrier-like protein x (SCPx). Peroxisomes are cellular organelles present in all eukaryotic cells. They play an indispensable role in the metabolism of a variety of lipids including very long-chain fatty acids, dicarboxylic fatty acids, bile acids, prostaglandins, leukotrienes, thromboxanes, pristanic acid, and xenobiotic fatty acids. (PMID: 11673457) [HMDB] (2E)-Decenoyl-CoA is a beta-oxidation intermediate, the substrate of the enzyme peroxisomal acyl-CoA thioesterase 2 (PTE-2, 3.1.2.2), which is localized in the peroxisome. The peroxisomal beta-oxidation system contains two sets of enzymes, one of which is involved in the oxidation of branched chain fatty acids and intermediates in the hepatic bile acid biosynthetic pathway and consists of one or two branched-chain acyl-CoA oxidase(s), a D-specific bifunctional protein and the sterol carrier-like protein x (SCPx). Peroxisomes are cellular organelles present in all eukaryotic cells. They play an indispensable role in the metabolism of a variety of lipids including very long-chain fatty acids, dicarboxylic fatty acids, bile acids, prostaglandins, leukotrienes, thromboxanes, pristanic acid, and xenobiotic fatty acids. (PMID: 11673457).

   

(2-trans,6-cis)-dodeca-2,6-dienoyl-CoA

(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-[2-({2-[(2E,6Z)-dodeca-2,6-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanimidic acid

C33H54N7O17P3S (945.2509624)


(2-trans,6-cis)-dodeca-2,6-dienoyl-CoA is also known as (2t,6C)-Dodecadienoyl-coenzyme A or trans,cis-2,6-Laurodienoyl-coenzyme A. (2-trans,6-cis)-dodeca-2,6-dienoyl-CoA is considered to be slightly soluble (in water) and acidic. (2-trans,6-cis)-dodeca-2,6-dienoyl-CoA is a fatty ester lipid molecule

   

cis,cis-3,6-Dodecadienoyl-CoA

4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-[2-({2-[(3Z,6Z)-dodeca-3,6-dienoylsulphanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanimidic acid

C33H54N7O17P3S (945.2509624)


cis,cis-3,6-Dodecadienoyl-CoA is an intermediate in Fatty acid metabolism. cis,cis-3,6-Dodecadienoyl-CoA is produced from trans,cis-Lauro-2,6-dienoyl-CoA via the enzyme dodecenoyl-CoA delta-isomerase (EC 5.3.3.8). [HMDB] cis,cis-3,6-Dodecadienoyl-CoA is an intermediate in Fatty acid metabolism. cis,cis-3,6-Dodecadienoyl-CoA is produced from trans,cis-Lauro-2,6-dienoyl-CoA via the enzyme dodecenoyl-CoA delta-isomerase (EC 5.3.3.8).

   

Hydrogen Ion

Hydrogen cation

H+ (1.0078246)


Hydrogen ion, also known as proton or h+, is a member of the class of compounds known as other non-metal hydrides. Other non-metal hydrides are inorganic compounds in which the heaviest atom bonded to a hydrogen atom is belongs to the class of other non-metals. Hydrogen ion can be found in a number of food items such as lowbush blueberry, groundcherry, parsley, and tarragon, which makes hydrogen ion a potential biomarker for the consumption of these food products. Hydrogen ion exists in all living organisms, ranging from bacteria to humans. In humans, hydrogen ion is involved in several metabolic pathways, some of which include cardiolipin biosynthesis cl(i-13:0/a-25:0/a-21:0/i-15:0), cardiolipin biosynthesis cl(a-13:0/a-17:0/i-13:0/a-25:0), cardiolipin biosynthesis cl(i-12:0/i-13:0/a-17:0/a-15:0), and cardiolipin biosynthesis CL(16:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)). Hydrogen ion is also involved in several metabolic disorders, some of which include de novo triacylglycerol biosynthesis TG(20:3(8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:5(7Z,10Z,13Z,16Z,19Z)), de novo triacylglycerol biosynthesis TG(18:2(9Z,12Z)/20:0/20:4(5Z,8Z,11Z,14Z)), de novo triacylglycerol biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/18:3(9Z,12Z,15Z)/18:4(6Z,9Z,12Z,15Z)), and de novo triacylglycerol biosynthesis TG(24:0/20:5(5Z,8Z,11Z,14Z,17Z)/24:0). A hydrogen ion is created when a hydrogen atom loses or gains an electron. A positively charged hydrogen ion (or proton) can readily combine with other particles and therefore is only seen isolated when it is in a gaseous state or a nearly particle-free space. Due to its extremely high charge density of approximately 2×1010 times that of a sodium ion, the bare hydrogen ion cannot exist freely in solution as it readily hydrates, i.e., bonds quickly. The hydrogen ion is recommended by IUPAC as a general term for all ions of hydrogen and its isotopes. Depending on the charge of the ion, two different classes can be distinguished: positively charged ions and negatively charged ions . Hydrogen ion is recommended by IUPAC as a general term for all ions of hydrogen and its isotopes. Depending on the charge of the ion, two different classes can be distinguished: positively charged ions and negatively charged ions. Under aqueous conditions found in biochemistry, hydrogen ions exist as the hydrated form hydronium, H3O+, but these are often still referred to as hydrogen ions or even protons by biochemists. [Wikipedia])

   

trans-3-Decenoyl-CoA

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-{[2-({2-[(3E)-dec-3-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

C31H52N7O17P3S (919.2353132)


trans-3-Decenoyl-CoA is an intermediate in fatty acid metabolism. trans-3-Decenoyl-CoA is the substrate of medium-chain acyl-CoA dehydrogenase (MCAD, EC 1.3.99.3) MCAD acts on C4-C16 acyl-CoAs with its peak activity toward medium-chain (C6-C12) substrates. MCAD is a key enzyme for the beta-oxidation of fatty acids. MCAD deficiency is caused by mutation in the medium-chain acyl-CoA dehydrogenase gene (ACADM; OMIM 607008). Inherited deficiency of medium-chain acyl-CoA dehydrogenase is characterized by intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels. The disorder may be severe, and even fatal, in young patients. It has been reported that between 19 and 25\\% of patients with undiagnosed deficiency of MCAD die during their first episode of metabolic decompensation. (PMID: 15850406) [HMDB] trans-3-Decenoyl-CoA is an intermediate in fatty acid metabolism. trans-3-Decenoyl-CoA is the substrate of medium-chain acyl-CoA dehydrogenase (MCAD, EC 1.3.99.3) MCAD acts on C4-C16 acyl-CoAs with its peak activity toward medium-chain (C6-C12) substrates. MCAD is a key enzyme for the beta-oxidation of fatty acids. MCAD deficiency is caused by mutation in the medium-chain acyl-CoA dehydrogenase gene (ACADM; OMIM 607008). Inherited deficiency of medium-chain acyl-CoA dehydrogenase is characterized by intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels. The disorder may be severe, and even fatal, in young patients. It has been reported that between 19 and 25\\% of patients with undiagnosed deficiency of MCAD die during their first episode of metabolic decompensation. (PMID: 15850406).

   

2-trans-4-cis-decadienoyl-CoA

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-{[2-({2-[(2E,4Z)-deca-2,4-dienoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

C31H50N7O17P3S (917.2196640000001)


2-trans-4-cis-decadienoyl-CoA is also known as (2-trans,4-cis)-Deca-2,4-dienoyl-coenzyme A or 2,4-Decadienoyl-CoA. 2-trans-4-cis-decadienoyl-CoA is considered to be slightly soluble (in water) and acidic. 2-trans-4-cis-decadienoyl-CoA is a fatty ester lipid molecule

   

Nicotinamide adenine dinucleotide

Nicotinamide adenine dinucleotide

C21H26N7O14P2- (662.1012936000001)


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beta-NADH

beta-NADH

C21H27N7O14P2-2 (663.1091182000001)


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FADH2 dianion

FADH2 dianion

C27H33N9O15P2-2 (785.1571288000001)


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FAD trianion

FAD trianion

C27H30N9O15P2-3 (782.1336550000001)


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