Uridine 5'-monophosphate (BioDeep_00000001701)

 

Secondary id: BioDeep_00000400029

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


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

化学式: C9H13N2O9P (324.03586580000007)
中文名称: 尿苷5-单磷酸, 5-尿苷酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.08%

Reviewed

Last reviewed on 2024-07-02.

Cite this Page

Uridine 5'-monophosphate. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/uridine_5-monophosphate (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000001701). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)O
InChI: InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)

描述信息

Uridine 5-monophosphate (UMP), also known as uridylic acid or uridylate, belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety. UMP consists of a phosphate group, a pentose sugar ribose, and the nucleobase uracil; hence, it is a ribonucleotide monophosphate. Uridine 5-monophosphate exists in all living species, ranging from bacteria to plants to humans. UMP is a nucleotide that is primarily used as a monomer in RNA biosynthesis. Uridine monophosphate is formed from Orotidine 5-monophosphate (orotidylic acid) in a decarboxylation reaction catalyzed by the enzyme orotidylate decarboxylase. Within humans, uridine 5-monophosphate participates in a number of enzymatic reactions. In particular, uridine 5-monophosphate can be converted into uridine 5-diphosphate through the action of the enzyme UMP-CMP kinase. In addition, uridine 5-monophosphate can be biosynthesized from uridine 5-diphosphate through its interaction with the enzyme soluble calcium-activated nucleotidase 1. In brain research studies, uridine monophosphate has been used as a convenient delivery compound for uridine. Uridine is present in many foods, mainly in the form of RNA. Non-phosphorylated uridine is not bioavailable beyond first-pass metabolism. In a study, gerbils fed a combination of uridine monophosphate, choline, and docosahexaenoic acid (DHA) were found to have significantly improved performance in running mazes over those not fed the supplements, implying an increase in cognitive function (PMID: 18606862).

5′-UMP. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=58-97-9 (retrieved 2024-07-02) (CAS RN: 58-97-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Uridine 5'-monophosphate (5'-?Uridylic acid), a monophosphate form of UTP, can be acquired either from a de novo pathway or degradation products of nucleotides and nucleic acids in vivo and is a major nucleotide analogue in mammalian milk[1].
Uridine 5'-monophosphate (5'-?Uridylic acid), a monophosphate form of UTP, can be acquired either from a de novo pathway or degradation products of nucleotides and nucleic acids in vivo and is a major nucleotide analogue in mammalian milk[1].
Uridine 5'-monophosphate (5'-?Uridylic acid), a monophosphate form of UTP, can be acquired either from a de novo pathway or degradation products of nucleotides and nucleic acids in vivo and is a major nucleotide analogue in mammalian milk[1].

同义名列表

34 个代谢物同义名

{[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid; [5-(2,4-Dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate; [5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid; Uridine 5-(dihydrogen phosphoric acid); Uridine mono(dihydrogen phosphate); Polyuridylic acid potassium salt; Uridine 5-(dihydrogen phosphate); URIDINE-5-monophosphoric acid; Uridine 5-monophosphoric acid; Uridine monophosphate (UMP); Uridine monophosphoric acid; Uridine 5-phosphoric acid; 5-monoPhosphate, uridine; URIDINE-5-monophosphATE; Uridine 5 monophosphate; Uridine 5-monophosphate; monoPhosphate, uridine; Uridine monophosphate; Uridine 5-phosphorate; Uridine 5-phosphate; Uridine phosphate; Acids, uridylic; 5Uridylic acid; Uridylic acids; Acid, uridylic; Uridylic acid; 5Uridylate; Uridylate; 5-UMP; UMP; pU; Uridine 5'-monophosphate(UMP); 5'-?Uridylic acid; Uridine 5'-monophosphate



数据库引用编号

36 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(1)

BioCyc(4)

PlantCyc(0)

代谢反应

339 个相关的代谢反应过程信息。

Reactome(39)

BioCyc(18)

WikiPathways(2)

Plant Reactome(231)

INOH(2)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(47)

PharmGKB(0)

31 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。



文献列表

  • Alexis Hinojosa-Cruz, Ángel G Díaz-Sánchez, Adelaida Díaz-Vilchis, Lilian González-Segura. Structural and functional properties of uridine 5'-monophosphate synthase from Coffea arabica. International journal of biological macromolecules. 2024 Jan; 259(Pt 1):129226. doi: 10.1016/j.ijbiomac.2024.129226. [PMID: 38184030]
  • Raffaela M Abbriano, Jestin George, Tim Kahlke, Audrey S Commault, Michele Fabris. Mobilization of a diatom mutator-like element (MULE) transposon inactivates the uridine monophosphate synthase (UMPS) locus in Phaeodactylum tricornutum. The Plant journal : for cell and molecular biology. 2023 08; 115(4):926-936. doi: 10.1111/tpj.16271. [PMID: 37147901]
  • Baihua Zhao, Lieming Wen, Dan Liu, Shanya Huang. The Visualized Urethral Mobility Profile in Stress Urinary Incontinence Described by Four-Dimensional Transperineal Ultrasound. Journal of ultrasound in medicine : official journal of the American Institute of Ultrasound in Medicine. 2022 Jun; 41(6):1439-1445. doi: 10.1002/jum.15828. [PMID: 34515354]
  • Soumendra N Datta, Ramandeep S Chalokia, K W Wing, K Patel, R Solanki, Janak Desai. Ultramini-percutaneous nephrolithotomy versus retrograde intrarenal surgery in the treatment of 10-30 mm calculi: a randomized controlled trial. Urolithiasis. 2022 Jun; 50(3):361-367. doi: 10.1007/s00240-022-01304-7. [PMID: 35107612]
  • Mohamed Abdel-Salam Elgohary, Eman Medhat Hasan, Amany Ahmad Ibrahim, Mohamed Farouk Ahmed Abdelsalam, Raafat Zaher Abdel-Rahman, Ashraf Ibrahim Zaki, Mohamed Bakr Elaatar, Mohamed Thabet Elnagar, Mohamed Emam Emam, Mahmoud Moustafa Hamada, Taimour Mohamed Abdel-Hamid, Ahmad Samir Abdel-Hafez, Mohamed Gomaa Seadawy, Ahmad Rashad Fatoh, Mohamed Ali Elsaied, Marwa Abdel-Rahman Sakr, Ahmed Omar Elkady, Mohamed Muawad Shehata, Osama Mohamed Nawar, Mohamed Abu-Elnaga Selem, Mohamed Saeed Abd-Aal, Hany Hafez Lotfy, Tarek Refaat Elnagdy, Sherine Helmy, Magdy Amin Mubark. Efficacy of Sofosbuvir plus Ledipasvir in Egyptian patients with COVID-19 compared to standard treatment: a randomized controlled trial. Journal of medicine and life. 2022 Mar; 15(3):350-358. doi: 10.25122/jml-2021-0175. [PMID: 35449996]
  • Du Qiao, Luo Cheng, Tian Xiaomei, Shi Baolei, Li Yingyi, Zhang Hui, Bian Shaohua, Liu Wei, Dai Y U, Deng Fangqiong, Liu Jie, Liu Shuangning. Effect of ultra-mini percutaneous nephrolithotomy and ShuoTong ureteroscopy on the stress response, inflammatory indices, and urokinase level in patients with polycystic kidney disease complicated with renal calculus. Cellular and molecular biology (Noisy-le-Grand, France). 2022 Feb; 67(5):309-316. doi: 10.14715/cmb/2021.67.5.42. [PMID: 35818238]
  • Karl-Frédéric Vieux, Katherine P Prothro, Leanne H Kelley, Cameron Palmer, Eleanor M Maine, Isana Veksler-Lublinsky, Katherine McJunkin. Screening by deep sequencing reveals mediators of microRNA tailing in C. elegans. Nucleic acids research. 2021 11; 49(19):11167-11180. doi: 10.1093/nar/gkab840. [PMID: 34586415]
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  • Mark H Eckman, E Steve Woodle, Charuhas V Thakar, Rita R Alloway, Kenneth E Sherman. Cost-effectiveness of Using Kidneys From HCV-Viremic Donors for Transplantation Into HCV-Uninfected Recipients. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2020 06; 75(6):857-867. doi: 10.1053/j.ajkd.2019.11.005. [PMID: 32081494]
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  • Johannes Wiegand, Peter Buggisch, Stefan Mauss, Klaus H W Boeker, Hartwig Klinker, Tobias Müller, Rainer Günther, Yvonne Serfert, Michael P Manns, Stefan Zeuzem, Thomas Berg, Holger Hinrichsen, German Hepatitis C-Registry. Hepatitis C therapy with direct antiviral agents in patients with advanced chronic kidney disease: real-world experience of the German Hepatitis C-Registry (Deutsches Hepatitis C-Register). European journal of gastroenterology & hepatology. 2019 Nov; 31(11):1424-1431. doi: 10.1097/meg.0000000000001426. [PMID: 31589184]
  • Shinjiro Inomata, Akira Anan, Eri Yamauchi, Ryo Yamauchi, Hideo Kunimoto, Kazuhide Takata, Takashi Tanaka, Keiji Yokoyama, Daisuke Morihara, Yasuaki Takeyama, Makoto Irie, Satoshi Shakado, Tetsuro Sohda, Shotaro Sakisaka. Changes in the Serum Hepcidin-to-ferritin Ratio with Erythroferrone after Hepatitis C Virus Eradication Using Direct-acting Antiviral Agents. Internal medicine (Tokyo, Japan). 2019 Oct; 58(20):2915-2922. doi: 10.2169/internalmedicine.2909-19. [PMID: 31243222]
  • Takeshi Hatanaka, Atsushi Naganuma, Yumeo Tateyama, Fukiko Yoshinari, Takashi Hoshino, Ken Sato, Su Su Hmwe, Hideki Aizaki, Takaji Wakita, Satoru Kakizaki, Toshio Uraoka. Ledipasvir and Sofosbuvir for Acute Hepatitis C Virus Monoinfection Associated with a High Risk of Acute Liver Failure. Internal medicine (Tokyo, Japan). 2019 Oct; 58(20):2969-2975. doi: 10.2169/internalmedicine.2982-19. [PMID: 31243225]
  • Chun-Yan Xie, Qinhua Wang, Guanya Li, Zhiyong Fan, Hong Wang, Xin Wu. Dietary supplement with nucleotides in the form of uridine monophosphate or uridine stimulate intestinal development and promote nucleotide transport in weaned piglets. Journal of the science of food and agriculture. 2019 Oct; 99(13):6108-6113. doi: 10.1002/jsfa.9850. [PMID: 31177538]
  • Leyla de Avila, Ali A Weinstein, J Michael Estep, Michael P Curry, Pegah Golabi, Carey Escheik, Aybike Birerdinc, Maria Stepanova, Lynn Gerber, Zobair M Younossi. Cytokine balance is restored as patient-reported outcomes improve in patients recovering from chronic hepatitis C. Liver international : official journal of the International Association for the Study of the Liver. 2019 09; 39(9):1631-1640. doi: 10.1111/liv.14115. [PMID: 30959554]
  • Ramazan Idilman, Mehmet Demir, Murat Aladag, Cihan Erol, Bilger Cavus, Raim Iliaz, Hayrettin Koklu, Yilmaz Cakaloglu, Memduh Sahin, Galip Ersoz, İftihar Koksal, Zeki Karasu, Meric Ozgenel, İlker Turan, Feyza Gunduz, Huseyin Ataseven, Meral Akdogan, Murat Kiyici, Aydın Seref Koksal, Sila Akhan, Fulya Gunsar, Fehmi Tabak, Sabahattin Kaymakoglu, Ulus S Akarca. Low recurrence rate of hepatocellular carcinoma following ledipasvir and sofosbuvir treatment in a real-world chronic hepatitis C patients cohort. Journal of viral hepatitis. 2019 06; 26(6):666-674. doi: 10.1111/jvh.13075. [PMID: 30740820]
  • Lucia Parlati, Laura Sirmai, Claire-Antoinette Dupuy, Denis Glotz, Stanislas Pol. Evidence of HCV recovery after therapy of hepatitis C virus infection by direct acting antivirals. Clinics and research in hepatology and gastroenterology. 2019 04; 43(2):e18-e19. doi: 10.1016/j.clinre.2018.09.002. [PMID: 30293896]
  • Neil Gupta, Aimable Mbituyumuremyi, Jules Kabahizi, Fabien Ntaganda, Claude Mambo Muvunyi, Fabienne Shumbusho, Emmanuel Musabeyezu, Constance Mukabatsinda, Cyprien Ntirenganya, Jennifer Ilo Van Nuil, Fredrick Kateera, Gregory Camus, Makuza Jean Damascene, Sabin Nsanzimana, Joia Mukherjee, Philip M Grant. Treatment of chronic hepatitis C virus infection in Rwanda with ledipasvir-sofosbuvir (SHARED): a single-arm trial. The lancet. Gastroenterology & hepatology. 2019 02; 4(2):119-126. doi: 10.1016/s2468-1253(18)30382-0. [PMID: 30552056]
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  • Marco Ladino, David Roth. Hepatitis C Virus Infection in ESKD Patients. Clinical journal of the American Society of Nephrology : CJASN. 2018 11; 13(11):1735-1737. doi: 10.2215/cjn.03700318. [PMID: 30065068]
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  • Samia M El-Gizawy, Salwa R El-Shaboury, Noha N Atia, Mohammad Nabil Abo-Zeid. New, simple and sensitive HPTLC method for simultaneous determination of anti-hepatitis C sofosbuvir and ledipasvir in rabbit plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2018 Aug; 1092(?):432-439. doi: 10.1016/j.jchromb.2018.06.033. [PMID: 29945107]
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  • Qili Fei, Yu Yu, Li Liu, Yu Zhang, Patricia Baldrich, Qing Dai, Xuemei Chen, Blake C Meyers. Biogenesis of a 22-nt microRNA in Phaseoleae species by precursor-programmed uridylation. Proceedings of the National Academy of Sciences of the United States of America. 2018 07; 115(31):8037-8042. doi: 10.1073/pnas.1807403115. [PMID: 30012624]
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  • Akira Kawano, Hirohisa Shigematsu, Koichiro Miki, Yasunori Ichiki, Chie Morita, Kimihiko Yanagita, Kazuhiro Takahashi, Kazufumi Dohmen, Hideyuki Nomura, Hiromi Ishibashi, Shinji Shimoda. Diabetes Mellitus Prevents an Improvement in the Serum Albumin Level During Interferon-free Sofosbuvir-based Therapy for Chronic Hepatitis C Patients: A Multi-institutional Joint Study. Internal medicine (Tokyo, Japan). 2018 Jun; 57(11):1533-1542. doi: 10.2169/internalmedicine.9857-17. [PMID: 29321441]
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