Methacrylyl-CoA (BioDeep_00000005214)

Main id: BioDeep_00000630358

 

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


{[(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-[(2-methylprop-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

化学式: C25H40N7O17P3S (835.1414)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C=C(C)C(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC1OC(n2cnc3c(N)ncnc32)C(O)C1OP(=O)(O)O
InChI: InChI=1S/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1

描述信息

Methacrylyl-CoA, also known as methacryloyl-CoA, belongs to the class of organic compounds known as organic pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O. Thus, methacrylyl-CoA is considered to be a fatty ester lipid molecule. Methacrylyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Methacrylyl-CoA has been detected, but not quantified in, several different foods, such as beechnuts, hyacinth beans, devilfish, eggplants, and cupuaçus. This could make methacrylyl-CoA a potential biomarker for the consumption of these foods. Methacrylyl-CoA is a metabolite in the valine, leucine, and isoleucine degradation pathway and highly reacts with free thiol compounds (PMID: 14684172). Cirrhosis results in a significant decrease in 3-hydroxyisobutyryl-CoA hydrolase activity, a key enzyme in the valine catabolic pathway that plays an important role in the catabolism of a potentially toxic compound, methacrylyl-CoA, formed as an intermediate in the catabolism of valine and isobutyrate (PMID: 8938168).
Methacrylyl-coenzyme a, also known as methylacrylyl-coa or 2-methylprop-2-enoyl-coa, is a member of the class of compounds known as acyl coas. Acyl coas are organic compounds containing a coenzyme A substructure linked to an acyl chain. Thus, methacrylyl-coenzyme a is considered to be a fatty ester lipid molecule. Methacrylyl-coenzyme a is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). Methacrylyl-coenzyme a can be found in a number of food items such as tea leaf willow, mexican groundcherry, new zealand spinach, and parsnip, which makes methacrylyl-coenzyme a a potential biomarker for the consumption of these food products.

同义名列表

13 个代谢物同义名

{[(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-[(2-methylprop-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid; Methacrylyl-CoA (not stereospecified); S-Methacryloyl-coenzyme A; Methylacrylyl-coenzyme A; 2-Methylprop-2-enoyl-CoA; Methacryloyl-coenzyme A; coenzyme A, Methacrylyl; Methacrylyl coenzyme A; Methacrylyl-coenzyme A; S-Methacryloyl-CoA; Methylacrylyl-CoA; Methacryloyl-CoA; Methacrylyl-CoA



数据库引用编号

19 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(3)

BioCyc(0)

PlantCyc(0)

代谢反应

285 个相关的代谢反应过程信息。

Reactome(39)

BioCyc(2)

  • valine degradation I: (S)-methylmalonate-semialdehyde + H2O + NAD+ + coenzyme A ⟶ H+ + NADH + bicarbonate + propanoyl-CoA
  • valine degradation I: (S)-methylmalonate-semialdehyde + H2O + NAD+ + coenzyme A ⟶ H+ + NADH + bicarbonate + propanoyl-CoA

WikiPathways(0)

Plant Reactome(240)

INOH(4)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 个相关的物种来源信息

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。

亚细胞结构定位 关联基因列表
Cytoplasm 4 ACADL, HPGDS, MMUT, SIRT2
Nucleus 3 HAT1, MGA, SIRT2
cytosol 2 HPGDS, SIRT2
mitochondrial membrane 2 ACADL, IVD
centrosome 1 SIRT2
nucleoplasm 4 HAT1, HPGDS, IVD, MGA
Cell projection, growth cone 1 SIRT2
cell surface 1 TNR
glutamatergic synapse 1 TNR
growth cone 1 SIRT2
plasma membrane 2 MGA, SIRT2
apical plasma membrane 1 MGA
extracellular exosome 1 MGA
extracellular space 1 TNR
perinuclear region of cytoplasm 1 SIRT2
Schaffer collateral - CA1 synapse 1 TNR
mitochondrion 10 ACAD8, ACADL, ECHS1, GCDH, HAT1, HIBADH, HIBCH, IVD, MMUT, SIRT2
protein-containing complex 1 HAT1
intracellular membrane-bounded organelle 1 HPGDS
chromatin silencing complex 1 SIRT2
extracellular region 1 TNR
Mitochondrion matrix 4 ACADL, GCDH, IVD, MMUT
mitochondrial matrix 8 ACAD8, ACADL, ECHS1, GCDH, HIBADH, HIBCH, IVD, MMUT
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 SIRT2
Secreted, extracellular space, extracellular matrix 1 TNR
perikaryon 1 SIRT2
nucleolus 1 SIRT2
midbody 1 SIRT2
Cytoplasm, perinuclear region 1 SIRT2
heterochromatin 1 SIRT2
Membrane raft 1 TNR
Cytoplasm, cytoskeleton 1 SIRT2
Cytoplasm, cytoskeleton, spindle 1 SIRT2
microtubule 1 SIRT2
spindle 1 SIRT2
collagen-containing extracellular matrix 1 TNR
chromatin 2 HAT1, MGA
cell projection 1 SIRT2
mitotic spindle 1 SIRT2
Chromosome 1 SIRT2
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome, centriole 1 SIRT2
centriole 1 SIRT2
[Isoform 5]: Cytoplasm 1 SIRT2
chromosome, telomeric region 2 HAT1, SIRT2
Nucleus, nucleoplasm 1 HAT1
tertiary granule membrane 1 MGA
myelin sheath 1 SIRT2
[Isoform 1]: Cytoplasm 1 SIRT2
MLL1 complex 1 MGA
nuclear matrix 1 HAT1
paranode region of axon 1 SIRT2
Schmidt-Lanterman incisure 1 SIRT2
perineuronal net 1 TNR
Nucleus matrix 1 HAT1
[Isoform 2]: Cytoplasm 1 SIRT2
[Isoform A]: Nucleus matrix 1 HAT1
[Isoform B]: Cytoplasm 1 HAT1
meiotic spindle 1 SIRT2
paranodal junction 1 SIRT2
ficolin-1-rich granule membrane 1 MGA
glial cell projection 1 SIRT2
juxtaparanode region of axon 1 SIRT2
tenascin complex 1 TNR
Myelin membrane 1 SIRT2
lateral loop 1 SIRT2


文献列表

  • Heidi Peters, Nicole Buck, Ronald Wanders, Jos Ruiter, Hans Waterham, Janet Koster, Joy Yaplito-Lee, Sacha Ferdinandusse, James Pitt. ECHS1 mutations in Leigh disease: a new inborn error of metabolism affecting valine metabolism. Brain : a journal of neurology. 2014 Nov; 137(Pt 11):2903-8. doi: 10.1093/brain/awu216. [PMID: 25125611]
  • T Ooiwa, H Goto, Y Tsukamoto, T Hayakawa, S Sugiyama, N Fujitsuka, Y Shimomura. Regulation of valine catabolism in canine tissues: tissue distributions of branched-chain aminotransferase and 2-oxo acid dehydrogenase complex, methacrylyl-CoA hydratase and 3-hydroxyisobutyryl-CoA hydrolase. Biochimica et biophysica acta. 1995 Feb; 1243(2):216-20. doi: 10.1016/0304-4165(94)00061-2. [PMID: 7873565]