Orotidylic acid (BioDeep_00000001675)
Secondary id: BioDeep_00001868636
human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds
代谢物信息卡片
化学式: C10H13N2O11P (368.02569580000005)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(natural_products) 2.49%
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
- ChEBI: CHEBI:15842
- KEGG: C01103
- PubChem: 160617
- PubChem: 968
- HMDB: HMDB0000218
- Metlin: METLIN3507
- DrugBank: DB02957
- ChEMBL: CHEMBL1207358
- Wikipedia: Orotidine 5-monophosphate
- MetaCyc: OROTIDINE-5-PHOSPHATE
- KNApSAcK: C00007583
- foodb: FDB031073
- chemspider: 141140
- CAS: 2149-82-8
- MoNA: KO003659
- MoNA: KO001558
- MoNA: KO003658
- MoNA: KO001559
- MoNA: KO009134
- MoNA: KO003657
- MoNA: KO001560
- MoNA: KO001562
- MoNA: KO009133
- MoNA: KO009132
- MoNA: KO001561
- MoNA: KO009135
- MoNA: KO003660
- PMhub: MS000000962
- PubChem: 4337
- PDB-CCD: OMP
- 3DMET: B01381
- NIKKAJI: J13.801K
- RefMet: Orotidylic acid
- KNApSAcK: 15842
分类词条
相关代谢途径
PlantCyc(0)
代谢反应
67 个相关的代谢反应过程信息。
Reactome(13)
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Nucleotide metabolism:
H2O + XTP ⟶ PPi + XMP
- Nucleobase biosynthesis:
ATP + H2O + L-Gln + XMP ⟶ AMP + GMP + L-Glu + PPi
- Pyrimidine biosynthesis:
CAP + L-Asp ⟶ N-carbamoyl-L-aspartate + Pi
- De novo synthesis of UMP:
CAP + L-Asp ⟶ N-carbamoyl-L-aspartate + Pi
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Nucleotide metabolism:
H2O + XTP ⟶ PPi + XMP
- Nucleobase biosynthesis:
ATP + H2O + L-Gln + XMP ⟶ AMP + GMP + L-Glu + PPi
- Pyrimidine biosynthesis:
CAP + L-Asp ⟶ N-carbamoyl-L-aspartate + Pi
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Nucleotide metabolism:
H2O + XTP ⟶ PPi + XMP
- Nucleobase biosynthesis:
ATP + H2O + L-Gln + XMP ⟶ AMP + GMP + L-Glu + PPi
- Pyrimidine biosynthesis:
orotidylic acid ⟶ UMP + carbon dioxide
BioCyc(5)
- uridine-5'-phosphate biosynthesis:
H+ + orotidine-5'-phosphate ⟶ CO2 + UMP
- pyrimidine ribonucleotides de novo biosynthesis:
H+ + orotidine-5'-phosphate ⟶ CO2 + UMP
- superpathway of histidine, purine, and pyrimidine biosynthesis:
glt + imidazole acetol-phosphate ⟶ 2-oxoglutarate + L-histidinol-phosphate
- pyrimidine ribonucleotides de novo biosynthesis:
H+ + orotidine-5'-phosphate ⟶ CO2 + UMP
- uridine-5'-phosphate biosynthesis:
H+ + orotidine-5'-phosphate ⟶ CO2 + UMP
Plant Reactome(0)
INOH(2)
- Pyrimidine Nucleotides and Nucleosides metabolism ( Pyrimidine Nucleotides and Nucleosides metabolism ):
Deoxy-cytidine + H2O ⟶ Deoxy-uridine + NH3
- 5'-Orotidylic acid + Pyrophosphate = Orotic acid + D-5-Phospho-ribosyl 1-diphosphate ( Pyrimidine Nucleotides and Nucleosides metabolism ):
D-5-Phospho-ribosyl 1-diphosphate + Orotic acid ⟶ 5'-Orotidylic acid + Pyrophosphate
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(46)
- UMP Synthase Deficiency (Orotic Aciduria):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- Dihydropyrimidinase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- Pyrimidine Metabolism:
Hydrogen Ion + N-carbamoyl-L-aspartate ⟶ 4,5-Dihydroorotic acid + Water
- Pyrimidine Metabolism:
Hydrogen Ion + N-carbamoyl-L-aspartate ⟶ 4,5-Dihydroorotic acid + Water
- Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- beta-Ureidopropionase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- Dihydropyrimidinase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- UMP Synthase Deficiency (Orotic Aciduria):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- beta-Ureidopropionase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- Dihydropyrimidinase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- UMP Synthase Deficiency (Orotic Aciduria):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- Pyrimidine Metabolism:
Hydrogen Ion + N-carbamoyl-L-aspartate ⟶ 4,5-Dihydroorotic acid + Water
- Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Dimethylglycine Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Dihydropyrimidine Dehydrogenase Deficiency (DHPD):
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Sarcosinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Non-Ketotic Hyperglycinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Dimethylglycine Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Hyperglycinemia, Non-Ketotic:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- 3-Phosphoglycerate Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- 3-Phosphoglycerate Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Dihydropyrimidine Dehydrogenase Deficiency (DHPD):
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Dimethylglycine Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Sarcosinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Non-Ketotic Hyperglycinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Hyperglycinemia, Non-Ketotic:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- 3-Phosphoglycerate Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- beta-Ureidopropionase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine
- Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Dihydropyrimidine Dehydrogenase Deficiency (DHPD):
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Dimethylglycine Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Sarcosinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Non-Ketotic Hyperglycinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
- Hyperglycinemia, Non-Ketotic:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine
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。
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]