trans-2-Hexenoyl-CoA (BioDeep_00000005769)
Secondary id: BioDeep_00000630390, BioDeep_00001869352
human metabolite Endogenous
代谢物信息卡片
化学式: C27H44N7O17P3S (863.1727164)
中文名称:
谱图信息:
最多检出来源 Macaca mulatta(otcml) 1.16%
分子结构信息
SMILES: CCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@H](n2cnc3c(N)ncnc23)O1)O)OP(=O)(O)O)O
InChI: InChI=1S/C27H44N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h6-7,14-16,20-22,26,37-38H,4-5,8-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/b7-6+/t16-,20-,21-,22+,26-/m1/s1
描述信息
trans-Hexenoyl-CoA is an intermediate in fatty acid metabolism. Beta-oxidation occurs in both mitochondria and peroxisomes. Mitochondria catalyze the beta-oxidation of the bulk of short-, medium-, and long-chain fatty acids derived from diet, and this pathway constitutes the major process by which fatty acids are oxidized to generate energy. Peroxisomes are involved in the beta-oxidation chain shortening of long-chain and very-long-chain fatty acyl-coenzyme (CoAs), long-chain dicarboxylyl-CoAs, the CoA esters of eicosanoids, 2-methyl-branched fatty acyl-CoAs, and the CoA esters of the bile acid intermediates di- and trihydroxycoprostanoic acids, and in the process they generate H2O2. Long-chain and very-long-chain fatty acids (VLCFAs) are also metabolized by the cytochrome P450 CYP4A omega-oxidation system to dicarboxylic acids that serve as substrates for peroxisomal beta-oxidation. The peroxisomal beta-oxidation system consists of (a) a classical peroxisome proliferator-inducible pathway capable of catalyzing straight-chain acyl-CoAs by fatty acyl-CoA oxidase, L-bifunctional protein, and thiolase, and (b) a second noninducible pathway catalyzing the oxidation of 2-methyl-branched fatty acyl-CoAs by branched-chain acyl-CoA oxidase (pristanoyl-CoA oxidase/trihydroxycoprostanoyl-CoA oxidase), D-bifunctional protein, and sterol carrier protein (SCP)x. trans-Hexenoyl-CoA is the substrate of the enzymes enoyl-coenzyme A reductase, acyl-CoA oxidase [EC 1.3.99.2-1.3.3.6], acyl-CoA dehydrogenase, long-chain-acyl-CoA dehydrogenase [EC 1.3.99.3-1.3.99.13], and Oxidoreductases [EC 1.3.99.-]; trans-Hexenoyl-CoA is an intermediate in fatty acid elongation in mitochondria, being the substrate of the enzymes enoyl-CoA hydratase and long-chain-enoyl-CoA hydratase [EC 4.2.1.17-4.2.1.74]. (PMID: 11375435).
trans-Hexenoyl-CoA is an intermediate in fatty acid metabolism. beta-oxidation occurs in both mitochondria and peroxisomes. mitochondria catalyze the beta-oxidation of the bulk of short-, medium-, and long-chain fatty acids derived from diet, and this pathway constitutes the major process by which fatty acids are oxidized to generate energy. Peroxisomes are involved in the beta-oxidation chain shortening of long-chain and very-long-chain fatty acyl-coenzyme (CoAs), long-chain dicarboxylyl-CoAs, the CoA esters of eicosanoids, 2-methyl-branched fatty acyl-CoAs, and the CoA esters of the bile acid intermediates di- and trihydroxycoprostanoic acids, and in the process they generate H2O2. Long-chain and very-long-chain fatty acids (VLCFAs) are also metabolized by the cytochrome P450 CYP4A omega-oxidation system to dicarboxylic acids that serve as substrates for peroxisomal beta-oxidation. The peroxisomal beta-oxidation system consists of (a) a classical peroxisome proliferator-inducible pathway capable of catalyzing straight-chain acyl-CoAs by fatty acyl-CoA oxidase, L-bifunctional protein, and thiolase, and (b) a second noninducible pathway catalyzing the oxidation of 2-methyl-branched fatty acyl-CoAs by branched-chain acyl-CoA oxidase (pristanoyl-CoA oxidase/trihydroxycoprostanoyl-CoA oxidase), D-bifunctional protein, and sterol carrier protein (SCP)x.
同义名列表
11 个代谢物同义名
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-{[({[(3-{[2-({2-[(2E)-hex-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; [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-({[(3-{[2-({2-[(2E)-hex-2-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl)oxy(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxyphosphonic acid; trans-2,3-Dehydrohexanoyl-coenzyme A; trans-2,3-Dehydrohexanoyl-CoA; trans-Hex-2-enoyl-coenzyme A; (2E)-Hexenoyl-coenzyme A; trans-D2,3-Hexenoyl-CoA; trans-hex-2-enoyl-CoA; trans-2-Hexenoyl-CoA; (2E)-Hexenoyl-CoA; 2E-hexenoyl-CoA
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:28706
- KEGG: C05271
- PubChem: 11966204
- PubChem: 5118009
- PubChem: 5280765
- HMDB: HMDB0003944
- Metlin: METLIN36651
- Metlin: METLIN454
- foodb: FDB023263
- chemspider: 4444331
- CAS: 10018-93-6
- PMhub: MS000018635
- PubChem: 7658
- LipidMAPS: LMFA07050393
- PDB-CCD: TC6
- 3DMET: B04999
- NIKKAJI: J2.755.178E
- RefMet: 2E-Hexenoyl-CoA
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
61 个相关的代谢反应过程信息。
Reactome(7)
- Beta oxidation of hexanoyl-CoA to butanoyl-CoA:
H2O + trans-Hex-2-enoyl-CoA ⟶ (S)-Hydroxyhexanoyl-CoA
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Mitochondrial Fatty Acid Beta-Oxidation:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- mitochondrial fatty acid beta-oxidation of saturated fatty acids:
H+ + TPNH + tdec2-CoA ⟶ DEC-CoA + TPN
- Beta oxidation of hexanoyl-CoA to butanoyl-CoA:
3-Oxohexanoyl-CoA + CoA ⟶ Ac-CoA + BT-CoA
BioCyc(0)
WikiPathways(2)
- Metabolism overview:
NH3 ⟶ Glutamic acid
- Mitochondrial beta oxidation:
5Z,8Z-tetradecadienoyl-CoA ⟶ 2E,5Z,8Z-tetradecatrienoyl-CoA
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(52)
- Fatty Acid Elongation in Mitochondria:
(2E)-Hexenoyl-CoA + NADPH ⟶ Hexanoyl-CoA + NADP
- Ethylmalonic Encephalopathy:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Glutaric Aciduria Type I:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Short-Chain Acyl-CoA Dehydrogenase Deficiency (SCAD Deficiency):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids:
Adenosine triphosphate + Caproic acid + Coenzyme A ⟶ Adenosine monophosphate + Hexanoyl-CoA + Pyrophosphate
- Carnitine Palmitoyl Transferase Deficiency I:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Long Chain Acyl-CoA Dehydrogenase Deficiency (LCAD):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Very-Long-Chain Acyl-CoA Dehydrogenase Deficiency (VLCAD):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Carnitine Palmitoyl Transferase Deficiency II:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Medium Chain Acyl-CoA Dehydrogenase Deficiency (MCAD):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Long-Chain-3-Hydroxyacyl-CoA Dehydrogenase Deficiency (LCHAD):
(2E)-Hexenoyl-CoA + NADPH ⟶ Hexanoyl-CoA + NADP
- Trifunctional Protein Deficiency:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Short-Chain 3-Hydroxyacyl-CoA Dehydrogenase Deficiency (SCHAD):
Adenosine triphosphate + Caproic acid + Coenzyme A ⟶ Adenosine monophosphate + Hexanoyl-CoA + Pyrophosphate
- Fatty Acid Metabolism:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Fatty Acid Elongation In Mitochondria:
(2E)-Hexenoyl-CoA + NADPH ⟶ Hexanoyl-CoA + NADP
- Fatty Acid Metabolism:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Fatty Acid Elongation In Mitochondria:
Palmityl-CoA + Water ⟶ Coenzyme A + Palmitic acid
- Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids:
Adenosine triphosphate + Caproic acid + Coenzyme A ⟶ Adenosine monophosphate + Hexanoyl-CoA + Pyrophosphate
- Ethylmalonic Encephalopathy:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Short-Chain Acyl-CoA Dehydrogenase Deficiency (SCAD Deficiency):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Carnitine Palmitoyl Transferase Deficiency I:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Long Chain Acyl-CoA Dehydrogenase Deficiency (LCAD):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Very-Long-Chain Acyl-CoA Dehydrogenase Deficiency (VLCAD):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Carnitine Palmitoyl Transferase Deficiency II:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Medium Chain Acyl-CoA Dehydrogenase Deficiency (MCAD):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Long-Chain-3-Hydroxyacyl-CoA Dehydrogenase Deficiency (LCHAD):
Palmityl-CoA + Water ⟶ Coenzyme A + Palmitic acid
- Trifunctional Protein Deficiency:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Short-Chain 3-Hydroxyacyl-CoA Dehydrogenase Deficiency (SCHAD):
Adenosine triphosphate + Caproic acid + Coenzyme A ⟶ Adenosine monophosphate + Hexanoyl-CoA + Pyrophosphate
- Fatty Acid Metabolism:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Fatty Acid Elongation in Mitochondria:
Palmityl-CoA + Water ⟶ Coenzyme A + Palmitic acid
- Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids:
Adenosine triphosphate + Caproic acid + Coenzyme A ⟶ Adenosine monophosphate + Hexanoyl-CoA + Pyrophosphate
- Fatty Acid Metabolism:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Fatty Acid Elongation in Mitochondria:
Palmityl-CoA + Water ⟶ Coenzyme A + Palmitic acid
- Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids:
Adenosine triphosphate + Caproic acid + Coenzyme A ⟶ Adenosine monophosphate + Hexanoyl-CoA + Pyrophosphate
- Fatty Acid Metabolism:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids:
Adenosine triphosphate + Caproic acid + Coenzyme A ⟶ Adenosine monophosphate + Hexanoyl-CoA + Pyrophosphate
- Fatty Acid Metabolism:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids:
Adenosine triphosphate + Caproic acid + Coenzyme A ⟶ Adenosine monophosphate + Hexanoyl-CoA + Pyrophosphate
- Ethylmalonic Encephalopathy:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Short-Chain Acyl-CoA Dehydrogenase Deficiency (SCAD Deficiency):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Carnitine Palmitoyl Transferase Deficiency I:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Long Chain Acyl-CoA Dehydrogenase Deficiency (LCAD):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Very-Long-Chain Acyl-CoA Dehydrogenase Deficiency (VLCAD):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Carnitine Palmitoyl Transferase Deficiency II:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Medium Chain Acyl-CoA Dehydrogenase Deficiency (MCAD):
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Long-Chain-3-Hydroxyacyl-CoA Dehydrogenase Deficiency (LCHAD):
Palmityl-CoA + Water ⟶ Coenzyme A + Palmitic acid
- Trifunctional Protein Deficiency:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- Short-Chain 3-Hydroxyacyl-CoA Dehydrogenase Deficiency (SCHAD):
Adenosine triphosphate + Caproic acid + Coenzyme A ⟶ Adenosine monophosphate + Hexanoyl-CoA + Pyrophosphate
- Fatty Acid Elongation:
Water + hexadecanoyl-CoA ⟶ Coenzyme A + Palmitic acid
- Fatty Acid Oxidation (Hexanoate):
Adenosine triphosphate + Caproic acid + Coenzyme A ⟶ Adenosine monophosphate + Hexanoyl-CoA
- Fatty Acid Metabolism:
Adenosine triphosphate + Coenzyme A + Palmitic acid ⟶ Adenosine monophosphate + Palmityl-CoA + Pyrophosphate
- fatty acid oxidation (hexanoate):
Adenosine triphosphate + Caproic acid + Coenzyme A ⟶ Adenosine monophosphate + Hexanoyl-CoA
PharmGKB(0)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。