Chemical Formula: C41H64N7O18P3S

Chemical Formula C41H64N7O18P3S

Found 13 metabolite its formula value is C41H64N7O18P3S

(8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(8Z,11Z,14Z,17Z)-3-oxoicosa-8,11,14,17-tetraenoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

C41H64N7O18P3S (1067.3241234000002)

(8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA, also known as 3-keto-eicosa-8,11,14,17-all-cis-tetraenoyl-CoA, belongs to the class of organic compounds known as long-chain 3-oxoacyl CoAs. These are organic compounds containing a coenzyme A derivative which has a 3-oxo acylated long aliphatic chain of 13 to 21 carbon atoms. (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule.

(5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoyl-CoA

4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-[2-({2-[(12-hydroxyicosa-5,8,10,14,17-pentaenoyl)sulphanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidic acid

C41H64N7O18P3S (1067.3241234000002)

(5z,8z,10e,14z,17z)-12-hydroxyicosa-5,8,10,14,17-pentaenoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (5Z_8Z_10E_14Z_17Z)-12-hydroxyicosa-5_8_10_14_17-pentaenoic acid thioester of coenzyme A. (5z,8z,10e,14z,17z)-12-hydroxyicosa-5,8,10,14,17-pentaenoyl-coa is an acyl-CoA with 20 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoAs are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (5z,8z,10e,14z,17z)-12-hydroxyicosa-5,8,10,14,17-pentaenoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (5z,8z,10e,14z,17z)-12-hydroxyicosa-5,8,10,14,17-pentaenoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoyl-CoA into (5Z_8Z_10E_14Z_17Z)-12-hydroxyicosa-5_8_10_14_17-pentaenoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (5Z_8Z_10E_14Z_17Z)-12-hydroxyicosa-5_8_10_14_17-pentaenoylcarnitine is converted back to (5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoy...

3-hydroxy-eicosatrienoyl-CoA

(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(11Z,14Z,17Z)-3-hydroxyicosa-11,14,17-trienoyl]sulphanyl}ethyl)carboximidato]ethyl}-3,3-dimethylbutanecarboximidic acid

C41H64N7O18P3S (1067.3241234000002)

3-hydroxy-eicosatrienoyl-coa is practically insoluble (in water) and an extremely strong acidic compound (based on its pKa). 3-hydroxy-eicosatrienoyl-coa can be found in a number of food items such as coriander, sour cherry, radish, and alpine sweetvetch, which makes 3-hydroxy-eicosatrienoyl-coa a potential biomarker for the consumption of these food products.

Chemical Formula: C41H64N7O18P3S