Cytidine monophosphate (BioDeep_00000002971)

 

Secondary id: BioDeep_00000398706, BioDeep_00000398707, BioDeep_00000400069, BioDeep_00000405199, BioDeep_00001868128

natural product human metabolite PANOMIX_OTCML-2023 Endogenous BioNovoGene_Lab2019


代谢物信息卡片


{[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

化学式: C9H14N3O8P (323.0518)
中文名称: 聚胞苷酸, 5'-胞苷酸, 胞苷-5磷酸, 胞苷酸
谱图信息: 最多检出来源 Homo sapiens(feces) 11.71%

分子结构信息

SMILES: C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=O)(O)O)O)O
InChI: InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)

描述信息

Cytidine monophosphate, also known as 5-cytidylic acid and abbreviated CMP, is a nucleotide. It is an ester of phosphoric acid with the nucleoside cytidine. CMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase cytosine. Cytidine monophosphate (CMP) is derived from cytidine triphosphate (CTP) with subsequent loss of two phosphates. The synthesis of the pyrimidines CTP and UTP occurs in the cytoplasm and starts with the formation of carbamoyl phosphate from glutamine and CO2. Next, aspartate undergoes a condensation reaction with carbamoyl-phosphate to form orotic acid. In a subsequent cyclization reaction, the enzyme Aspartate carbamoyltransferase forms N-carbamoyl-aspartate which is converted into dihydroorotic acid by Dihydroorotase. The latter is converted to orotate by Dihydroorotate oxidase. Orotate is covalently linked with a phosphorylated ribosyl unit with Orotate phosphoribosyltransferase (aka "PRPP transferase") catalyzing reaction, yielding orotidine monophosphate (OMP). Orotidine-5-phosphate is decarboxylated by Orotidine-5-phosphate decarboxylase to form uridine monophosphate (UMP). UMP is phosphorylated by two kinases to uridine triphosphate (UTP) via two sequential reactions with ATP. CTP is subsequently formed by amination of UTP by the catalytic activity of CTP synthetase. Cytosine monophosphate (CMP) and uridine monophosphate (UMP) have been prescribed for the treatment of neuromuscular affections in humans. Patients treated with CMP/UMP recover from altered neurological functions. Additionally, the administration of CMP/UMP appears to favour the entry of glucose in the muscle and CMP/UMP may be important in maintaining the level of hepatic glycogen constant during exercise. [PMID:18663991].
Cytidine monophosphate, also known as cmp or cytidylic acid, is a member of the class of compounds known as pyrimidine ribonucleoside monophosphates. Pyrimidine ribonucleoside monophosphates are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety. Cytidine monophosphate is soluble (in water) and a moderately acidic compound (based on its pKa). Cytidine monophosphate can be found in a number of food items such as elliotts blueberry, small-leaf linden, orange mint, and malabar spinach, which makes cytidine monophosphate a potential biomarker for the consumption of these food products. Cytidine monophosphate can be found primarily in saliva, as well as throughout all human tissues. Cytidine monophosphate exists in all living species, ranging from bacteria to humans. In humans, cytidine monophosphate is involved in several metabolic pathways, some of which include cardiolipin biosynthesis cl(i-13:0/i-18:0/i-17:0/18:2(9z,11z)), cardiolipin biosynthesis cl(i-13:0/i-24:0/a-21:0/i-15:0), cardiolipin biosynthesis cl(i-13:0/i-22:0/i-20:0/i-15:0), and cardiolipin biosynthesis cl(i-12:0/a-17:0/i-20:0/a-21:0). Cytidine monophosphate is also involved in several metabolic disorders, some of which include beta ureidopropionase deficiency, MNGIE (mitochondrial neurogastrointestinal encephalopathy), UMP synthase deficiency (orotic aciduria), and dihydropyrimidinase deficiency.
Acquisition and generation of the data is financially supported in part by CREST/JST.
COVID info from WikiPathways
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Cytidine 5'-monophosphate (5'-Cytidylic acid) is a nucleotide which is used as a monomer in RNA. Cytidine 5'-monophosphate consists of the nucleobase cytosine, the pentose sugar ribose, and the phosphate group[1].
Cytidine 5'-monophosphate (5'-Cytidylic acid) is a nucleotide which is used as a monomer in RNA. Cytidine 5'-monophosphate consists of the nucleobase cytosine, the pentose sugar ribose, and the phosphate group[1].

同义名列表

38 个代谢物同义名

{[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid; Cytidine-5-monophosphate disodium salt,from Saccharomyces cerevisiae, crystalline; Cytidine-5-monophosphate monohydrate; Cytidine mono(dihydrogen phosphate); Cytosine arabinoside monophosphate; Cytidine 5’-monophosphoric acid; Cytidine 5-monophosphoric acid; Cytidine-5-monophosphoric acid; 5-Cytidylic acid, homopolymer; Cytidine monophosphoric acid; Cytidine 5’-phosphoric acid; Cytidine 5-monophosphorate; Cytidine 5-phosphoric acid; Cytidine 5’-monophosphate; Cytosine 5’-monophosphate; Cytosine 5-monophosphate; Cytidine 5-monophosphate; Cytidine-5-monophosphate; monoPhosphate, cytidine; Cytidine 5-phosphorate; Cytidine monophosphate; Cytidine 5’-phosphate; Cytidine 5-phosphate; 5-Cytidylic acid; Acid, cytidylic; Cytidylic acid; 5-Cytidylate; Cytidylate; 5’-CMP; 5-CMP; C-5-P; CMP; pC; Cytidine monophosphate(CMP); 5'-Cytidylic acid; 5'-CMP; Cytidine 5'-monophosphate; CMP



数据库引用编号

59 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(3)

BioCyc(4)

PlantCyc(0)

代谢反应

34958 个相关的代谢反应过程信息。

Reactome(39)

BioCyc(14)

WikiPathways(0)

Plant Reactome(388)

INOH(2)

PlantCyc(0)

COVID-19 Disease Map(1)

PathBank(34514)

PharmGKB(0)

44 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 6 IL18, MYD88, NLRP3, TLR3, TLR9, UCK2
Endosome membrane 3 MYD88, TLR3, TLR9
Endoplasmic reticulum membrane 3 CD4, TLR3, TLR9
Nucleus 2 MYD88, NLRP3
cytosol 5 CDA, IL18, MYD88, NLRP3, UCK2
phagocytic vesicle 1 TLR9
Cell membrane 5 CD4, CD86, CD8A, FCGR3B, TNF
Early endosome membrane 1 TLR9
Multi-pass membrane protein 1 SLC35A1
Golgi apparatus membrane 3 NLRP3, SLC35A1, TLR9
cell surface 3 CD86, MYD88, TNF
Golgi apparatus 1 SLC35A1
Golgi membrane 5 INS, NLRP3, SLC35A1, TLR3, TLR9
lysosomal membrane 1 TLR3
neuronal cell body 1 TNF
Cytoplasm, cytosol 2 IL18, NLRP3
Lysosome 1 TLR9
endosome 1 TLR9
plasma membrane 10 CD4, CD86, CD8A, FCGR3B, IFNLR1, MYD88, SLC35A1, TLR3, TLR9, TNF
Membrane 6 CD86, IFNLR1, NLRP3, SLC35A1, TLR3, TLR9
apical plasma membrane 1 TLR9
basolateral plasma membrane 1 TLR9
extracellular exosome 2 CD86, FCGR3B
endoplasmic reticulum 2 NLRP3, TLR9
extracellular space 9 CXCL8, IFNA1, IL10, IL18, IL2, IL6, INS, TLR3, TNF
mitochondrion 1 NLRP3
protein-containing complex 1 MYD88
Single-pass type I membrane protein 6 CD4, CD86, CD8A, IFNLR1, TLR3, TLR9
Secreted 8 CXCL8, IFNA1, IL10, IL18, IL2, IL6, INS, NLRP3
extracellular region 12 CD8A, CDA, CXCL8, FCGR3B, IL10, IL18, IL2, IL6, INS, NLRP3, TLR9, TNF
Single-pass membrane protein 2 FCGR3B, TLR3
[Isoform 2]: Secreted 1 CD8A
centriolar satellite 1 CD86
external side of plasma membrane 5 CD4, CD86, CD8A, FCGR3B, TNF
Early endosome 2 CD4, TLR3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 CD4, TNF
extracellular matrix 1 TLR3
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
receptor complex 1 CD8A
phagocytic cup 1 TNF
Lipid-anchor, GPI-anchor 1 FCGR3B
Endomembrane system 1 NLRP3
endosome lumen 1 INS
microtubule organizing center 1 NLRP3
plasma membrane raft 1 CD8A
ficolin-1-rich granule lumen 1 CDA
secretory granule lumen 2 CDA, INS
secretory granule membrane 1 FCGR3B
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 CD4, IL6, INS
tertiary granule lumen 1 CDA
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
clathrin-coated endocytic vesicle membrane 1 CD4
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
endolysosome membrane 2 TLR3, TLR9
[Isoform 1]: Cell membrane 1 CD8A
early phagosome 1 TLR9
Cytoplasmic vesicle, phagosome 1 TLR9
extrinsic component of plasma membrane 1 MYD88
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 2 CD4, CD8A
interleukin-6 receptor complex 1 IL6
endolysosome 1 TLR9
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

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  • Paola Rota, Federica Cirillo, Marco Piccoli, Antonio Gregorio, Guido Tettamanti, Pietro Allevi, Luigi Anastasia. Synthesis and biological evaluation of several dephosphonated analogues of CMP-Neu5Ac as inhibitors of GM3-synthase. Chemistry (Weinheim an der Bergstrasse, Germany). 2015 Oct; 21(41):14614-29. doi: 10.1002/chem.201501770. [PMID: 26397189]
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