Orotidylic acid (BioDeep_00000001675)

 

Secondary id: BioDeep_00001868636

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid

化学式: C10H13N2O11P (368.0257)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(natural_products) 10.54%

分子结构信息

SMILES: C1=C(N(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)O)C(=O)O
InChI: InChI=1S/C10H13N2O11P/c13-5-1-3(9(16)17)12(10(18)11-5)8-7(15)6(14)4(23-8)2-22-24(19,20)21/h1,4,6-8,14-15H,2H2,(H,16,17)(H,11,13,18)(H2,19,20,21)/t4-,6-,7-,8-/m1/s1

描述信息

Orotidylic acid, also known as 5-(dihydrogen phosphate)orotidine or omp, 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. Orotidylic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Orotidylic acid can be found in a number of food items such as coriander, summer savory, oriental wheat, and sourdough, which makes orotidylic acid a potential biomarker for the consumption of these food products. Orotidylic acid can be found primarily in prostate Tissue, as well as in human prostate tissue. Orotidylic acid exists in all living species, ranging from bacteria to humans. In humans, orotidylic acid is involved in a couple of metabolic pathways, which include glycine and serine metabolism and pyrimidine metabolism. Orotidylic acid is also involved in several metabolic disorders, some of which include dihydropyrimidinase deficiency, dihydropyrimidine dehydrogenase deficiency (DHPD), 3-phosphoglycerate dehydrogenase deficiency, and non ketotic hyperglycinemia. Moreover, orotidylic acid is found to be associated with prostate cancer.
Orotidylic acid (OMP), is a pyrimidine nucleotide which is the last intermediate in the biosynthesis of uridine monophosphate. Decarboxylation by Orotidylate decarboxylase affords Uridine 5-phosphate which is the route to Uridine and its derivatives de novo and consequently one of the most important processes in nucleic acid synthesis (Dictionary of Organic Compounds). In humans, the enzyme UMP synthase converts OMP into uridine 5- monophosphate. If UMP synthase is defective, orotic aciduria can result. (Wikipedia).
KEIO_ID O015; [MS2] KO009132
KEIO_ID O015

同义名列表

33 个代谢物同义名

3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid; 1,2,3,6-tetrahydro-2,6-dioxo-3-(5-O-phosphono-beta-delta-Ribofuranosyl)-4-pyrimidinecarboxylic acid; 2,6-dioxo-3-(5-O-phosphono-beta-delta-Ribofuranosyl)-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid; 1,2,3,6-tetrahydro-2,6-dioxo-3-(5-O-phosphono-beta-delta-Ribofuranosyl)-4-pyrimidinecarboxylate; 1,2,3,6-Tetrahydro-2,6-dioxo-3-(5-O-phosphono-beta-D-ribofuranosyl)-4-pyrimidinecarboxylic acid; 2,6-dioxo-3-(5-O-phosphono-beta-D-Ribofuranosyl)-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid; 1,2,3,6-tetrahydro-2,6-dioxo-3-(5-O-phosphono-b-D-Ribofuranosyl)-4-pyrimidinecarboxylic acid; 1,2,3,6-Tetrahydro-2,6-dioxo-3-(5-O-phosphono-β-D-ribofuranosyl)-4-pyrimidinecarboxylic acid; 1,2,3,6-tetrahydro-2,6-dioxo-3-(5-O-phosphono-b-D-Ribofuranosyl)-4-pyrimidinecarboxylate; 5-(Dihydrogen phosphate) 6-carboxy-uridine; Orotidine 5-(dihydrogen phosphoric acid); 5-(Dihydrogen phosphate) orotidine; Orotidine 5-(dihydrogen phosphate); 5-(Dihydrogen phosphate)orotidine; Orotidine, 5-phosphate (OMP); Orotidine 5’-monophosphate; 6-Carboxy-5-uridylic acid; Orotidine 5-monophosphate; Orotidine-5-monophosphate; Orotidine monophosphate; Orotidine-5-phosphate; Orotidine 5-phosphate; 6-Carboxy-5-uridylate; 5-Phosphate orotidine; OMP (nucleotide); SCHEMBL12727823; Orotidylic acid; Orotidylate; Ometoprim; 5’-OMP; 5-OMP; OMP; Orotidine 5'-phosphate



数据库引用编号

34 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(1)

BioCyc(1)

PlantCyc(0)

代谢反应

67 个相关的代谢反应过程信息。

Reactome(13)

BioCyc(5)

WikiPathways(1)

Plant Reactome(0)

INOH(2)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(46)

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 10 ADA, ALG2, APRT, DCK, DHFR, DPYD, ELANE, EMP2, HPS1, PNP
Peripheral membrane protein 2 ADA, ALG2
Endoplasmic reticulum membrane 2 ACSL1, ALG2
Nucleus 6 ADK, ALG2, DCK, DUT, EMP2, OMP
cytosol 16 ADA, ADK, ALG2, APRT, CDA, DCK, DHFR, DHODH, DPYD, ELANE, HPS1, OMP, PNP, PPCDC, TYMP, UPP1
phagocytic vesicle 1 ELANE
nucleoplasm 7 ADK, ALG2, APRT, DCK, DHODH, DUT, UPP1
Cell membrane 2 ADA, EMP2
Multi-pass membrane protein 1 EMP2
Golgi apparatus membrane 1 EMP2
Synapse 1 OMP
cell junction 1 ADA
cell surface 3 ADA, ELANE, EMP2
Golgi apparatus 1 EMP2
Golgi membrane 1 EMP2
mitochondrial inner membrane 2 DHODH, OTC
neuronal cell body 1 OMP
Lysosome 2 ADA, HPS1
endosome 1 ALG2
plasma membrane 3 ADA, ADK, EMP2
Membrane 5 ACSL1, ADA, ALG2, DHODH, EMP2
apical plasma membrane 1 EMP2
axon 1 OMP
extracellular exosome 5 ALG2, APRT, DUT, ELANE, PNP
endoplasmic reticulum 2 ACSL1, ALG2
extracellular space 2 ELANE, PNP
perinuclear region of cytoplasm 2 ALG2, EMP2
mitochondrion 6 ACSL1, DCK, DHFR, DHODH, DUT, OTC
Microsome membrane 1 ACSL1
Secreted 1 PNP
extracellular region 4 APRT, CDA, ELANE, PNP
Mitochondrion outer membrane 1 ACSL1
Single-pass membrane protein 3 ACSL1, ALG2, DHODH
mitochondrial outer membrane 1 ACSL1
Mitochondrion matrix 1 OTC
mitochondrial matrix 1 OTC
Extracellular side 1 ADA
Cytoplasmic vesicle lumen 1 ADA
anchoring junction 1 ADA
external side of plasma membrane 1 ADA
cytoplasmic vesicle 3 ALG2, EMP2, HPS1
apical part of cell 1 EMP2
Apical cell membrane 1 EMP2
Cytoplasm, perinuclear region 1 EMP2
Mitochondrion inner membrane 1 DHODH
Membrane raft 1 EMP2
peroxisomal membrane 1 ACSL1
collagen-containing extracellular matrix 1 ELANE
secretory granule 1 ELANE
Cul3-RING ubiquitin ligase complex 1 ALG2
Peroxisome membrane 1 ACSL1
ficolin-1-rich granule lumen 2 CDA, PNP
secretory granule lumen 3 APRT, CDA, PNP
transcription repressor complex 1 ELANE
specific granule lumen 1 ELANE
tertiary granule lumen 1 CDA
Single-pass type III membrane protein 1 ACSL1
azurophil granule lumen 1 ELANE
endoplasmic reticulum exit site 1 ALG2
[Isoform 2]: Cytoplasm 1 ADK
[Isoform 2]: Nucleus 1 DUT
[Isoform 1]: Nucleus 1 ADK
[Isoform 3]: Mitochondrion 1 DUT
Cytoplasmic vesicle, phagosome 1 ELANE
Cytoplasmic vesicle, COPII-coated vesicle membrane 1 ALG2
COPII vesicle coat 1 ALG2
cytoplasmic side of endoplasmic reticulum membrane 1 ALG2
BLOC-3 complex 1 HPS1
phosphopantothenoylcysteine decarboxylase complex 1 PPCDC


文献列表

  • Fan Yang, Sufang Zhang, Wei Tang, Zongbao K Zhao. Identification of the orotidine-5'-monophosphate decarboxylase gene of the oleaginous yeast Rhodosporidium toruloides. Yeast (Chichester, England). 2008 Sep; 25(9):623-30. doi: 10.1002/yea.1607. [PMID: 18698583]
  • Robert Terkeltaub, David A Bushinsky, Michael A Becker. Recent developments in our understanding of the renal basis of hyperuricemia and the development of novel antihyperuricemic therapeutics. Arthritis research & therapy. 2006; 8 Suppl 1(?):S4. doi: 10.1186/ar1909. [PMID: 16820043]
  • H Asamer, F Schmalzl, H Braunsteiner. [Diagnostic and pronostic significance of mura midase (lyzozyme) determination in leukocyte lysates, serum and urine in leukemia patients]. Klinische Wochenschrift. 1971 May; 49(10):587-93. doi: 10.1007/bf01485331. [PMID: 5280933]