(6Z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-CoA (BioDeep_00000226558)
human metabolite
代谢物信息卡片
化学式: C39H64N7O18P3S (1043.3241)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCC1OC1CC=CCC=CCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
InChI: InChI=1S/C39H64N7O18P3S/c1-4-5-12-15-26-27(61-26)16-13-10-8-6-7-9-11-14-17-30(48)68-21-20-41-29(47)18-19-42-37(51)34(50)39(2,3)23-60-67(57,58)64-66(55,56)59-22-28-33(63-65(52,53)54)32(49)38(62-28)46-25-45-31-35(40)43-24-44-36(31)46/h6-7,10,13,24-28,32-34,38,49-50H,4-5,8-9,11-12,14-23H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)
描述信息
(6z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (6Z)-11-(3-pentyloxiran-2-yl)undeca-6_9-dienoic acid thioester of coenzyme A. (6z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-coa is an acyl-CoA with 18 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. (6z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-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. (6z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-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, (6Z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (6Z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (6Z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-CoA into (6Z)-11-(3-pentyloxiran-2-yl)undeca-6_9-dienoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (6Z)-11-(3-pentyloxiran-2-yl)undeca-6_9-dienoylcarnitine is converted back to (6Z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (6Z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-CoA occurs in four steps. First, since (6Z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-CoA is a long chain acyl-CoA it is the substrate for a ...
同义名列表
6 个代谢物同义名
4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl]sulphanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidic acid; 4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl]sulphanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidate; 4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidate; {[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[3-hydroxy-2,2-dimethyl-3-({2-[(2-{[11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid; [5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy(3-hydroxy-2,2-dimethyl-3-({2-[(2-{[11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid; (6Z)-11-(3-pentyloxiran-2-yl)undeca-6,9-dienoyl-CoA
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