Inosine 5'-monophosphate (IMP) (BioDeep_00000002969)

 

Secondary id: BioDeep_00000400015, BioDeep_00000405211

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid

化学式: C10H13N4O8P (348.0470988)
中文名称: 肌苷5-单磷酸, 5-肌苷酸, 肌酐酸, 聚肌苷酸, 5'-肌苷酸
谱图信息: 最多检出来源 Viridiplantae(plant) 0.46%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

Inosine 5'-monophosphate (IMP). BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/inosine_5_-monophosphate_(imp) (retrieved 2024-11-21) (BioDeep RN: BioDeep_00000002969). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=NC(=O)C2=C(N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O
InChI: InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)

描述信息

Inosinic acid, also known as inosine monophosphate, IMP, 5-inosinate or 5-IMP, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. IMP is also classified as a nucleotide (a nucleoside monophosphate). Inosinic acid exists in all living species, ranging from bacteria to plants to humans. IMP is widely used as a flavor enhancer. In the food industry it is known as E number reference E630. Inosinic acid can be converted into various salts including disodium inosinate (E631), dipotassium inosinate (E632), and calcium inosinate (E633). These three inosinate compounds are used as flavor enhancers for the basic taste umami. These inosinate salts are mostly used in soups, sauces, and seasonings for the intensification and balance of the flavor of meat. Inosinic acid is typically obtained from chicken byproducts or other meat industry waste. Inosinic acid or IMP is important in metabolism. It is the ribonucleotide of hypoxanthine and the first nucleotide formed during the synthesis of purine nucleotides. It can also be formed by the deamination of adenosine monophosphate by AMP deaminase. GMP is formed by the inosinate oxidation to xanthylate (XMP). Within humans, inosinic acid participates in a number of enzymatic reactions. In particular, inosinic acid can be converted into phosphoribosyl formamidocarboxamide; which is catalyzed by the bifunctional purine biosynthesis protein. In addition, inosinic acid can be converted into xanthylic acid; which is catalyzed by the enzyme inosine-5-monophosphate dehydrogenase 1.
Origin: Microbe; Formula(Parent): C10H13N4O8P; Bottle Name:Inosine-5-monophosphate; PRIME Parent Name:Inosine-5-monophosphate; PRIME in-house No.:0258, Purines
A purine nucleotide which has hypoxanthine as the base and one phosphate group esterified to the sugar moiety.
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials, COVID-19 Disease Map
Acquisition and generation of the data is financially supported in part by CREST/JST.
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.056
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.057
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
Inosinic acid is an endogenous metabolite.

同义名列表

35 个代谢物同义名

{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid; Ribosylhypoxanthine monophosphoric acid; Hypoxanthosine 5-monophosphoric acid; monoPhosphate, ribosylhypoxanthine; Ribosylhypoxanthine monophosphate; 2-Inosine-5-monophosphoric acid; Hypoxanthosine 5-monophosphate; 5-Inosine monophosphoric acid; Inosine 5-monophosphoric acid; Inosine 5-monophosphate (IMP); Inosine monophosphoric acid; 2-Inosine-5-monophosphate; Inosine 5-phosphoric acid; Inosine 5-monophosphate; 5-Inosine monophosphate; Inosine-5-monophosphate; monoPhosphate, inosine; Inosine monophosphate; Inosine 5-phosphate; Oligoinosinic acid; Inosinate, sodium; Polyinosinic acid; Sodium inosinate; 5-Inosinic Acid; Acids, inosinic; Inosinic acids; Acid, inosinic; Inosinic acid; 5-Inosinate; Inosinate; 5-IMP; IMP; Inosine-monophosphate(IMP); 5'-IMP; Inosine 5'-(dihydrogen phosphate)



数据库引用编号

41 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(7)

PlantCyc(11)

代谢反应

1117 个相关的代谢反应过程信息。

Reactome(26)

BioCyc(11)

WikiPathways(1)

Plant Reactome(237)

INOH(4)

PlantCyc(768)

COVID-19 Disease Map(2)

PathBank(68)

PharmGKB(0)

8 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

  • Xiangli He, Jiayan Cui, Hui Ma, Naijipu Abuduaini, Ying Huang, Lu Tang, Wanyan Wang, Yuanyuan Zhang, Yang Wang, Weiqiang Lu, Bo Feng, Jin Huang. Berberrubine is a novel and selective IMPDH2 inhibitor that impairs the growth of colorectal cancer. Biochemical pharmacology. 2023 Oct; 218(?):115868. doi: 10.1016/j.bcp.2023.115868. [PMID: 37871880]
  • Anamika Gupta, Rumana Ahmad, Sahabjada Siddiqui, Kusum Yadav, Aditi Srivastava, Anchal Trivedi, Bilal Ahmad, Mohsin Ali Khan, Amit Kumar Shrivastava, Girish Kumar Singh. Flavonol morin targets host ACE2, IMP-α, PARP-1 and viral proteins of SARS-CoV-2, SARS-CoV and MERS-CoV critical for infection and survival: a computational analysis. Journal of biomolecular structure & dynamics. 2022 08; 40(12):5515-5546. doi: 10.1080/07391102.2021.1871863. [PMID: 33526003]
  • Joseph P Dewulf, Sandrine Marie, Marie-Cécile Nassogne. Disorders of purine biosynthesis metabolism. Molecular genetics and metabolism. 2022 07; 136(3):190-198. doi: 10.1016/j.ymgme.2021.12.016. [PMID: 34998670]
  • H Ara, S K Paul, N Kobayashi, S A Nasreen, F Ahmed, S S Nila. Molecular Detection of MBL Encoding Genes in Acinetobacter baumannii strains Isolated from Various Samples at a Tertiary Care Hospital in Mymensingh. Mymensingh medical journal : MMJ. 2022 Jul; 31(3):666-672. doi: . [PMID: 35780348]
  • Sasikan Katemala, Amonrat Molee, Kanjana Thumanu, Jirawat Yongsawatdigul. A comparative study of meat quality and vibrational spectroscopic properties of different chicken breeds. Poultry science. 2022 Jun; 101(6):101829. doi: 10.1016/j.psj.2022.101829. [PMID: 35385823]
  • Lucas P Bonagurio, Alice E Murakami, Camila A Moreira, Jurandir F Comar, Paulo C Pozza. Dietary supplementation with inosine-5'-monophosphate improves the functional, energetic, and antioxidant status of liver and muscle growth in pigs. Scientific reports. 2022 01; 12(1):350. doi: 10.1038/s41598-021-04023-y. [PMID: 35013384]
  • M P Freire, C H Camargo, A Y Yamada, F O Nagamori, J O Reusing Junior, F Spadão, A P Cury, F Rossi, W C Nahas, E David-Neto, L C Pierrotti. Critical points and potential pitfalls of outbreak of IMP-1-producing carbapenem-resistant Pseudomonas aeruginosa among kidney transplant recipients: a case-control study. The Journal of hospital infection. 2021 Sep; 115(?):83-92. doi: 10.1016/j.jhin.2021.05.006. [PMID: 34033889]
  • Jae Jung Lee, Jung Han Yoon, Sang Jin Kim, Han Soo Yoo, Seok Jong Chung, Yang Hyun Lee, Suk Yun Kang, Hae-Won Shin, Sook Keun Song, Jin Yong Hong, MunKyung Sunwoo, Ji Eun Lee, Jong Sam Baik, Young H Sohn, Phil Hyu Lee. Inosine 5'-Monophosphate to Raise Serum Uric Acid Level in Multiple System Atrophy (IMPROVE-MSA study). Clinical pharmacology and therapeutics. 2021 05; 109(5):1274-1281. doi: 10.1002/cpt.2082. [PMID: 33064299]
  • Takeaki Wajima, Yuji Hirai, Takayuki Otake, Yui Momose, Hidemasa Nakaminami, Norihisa Noguchi. First isolation of an IMP-1 metallo-β-lactamase-producing Kluyvera ascorbata in Japan. Journal of global antimicrobial resistance. 2020 12; 23(?):228-231. doi: 10.1016/j.jgar.2020.09.026. [PMID: 33065331]
  • Shu Iwata, Tatsuya Tada, Tomomi Hishinuma, Mari Tohya, Satoshi Oshiro, Kyoko Kuwahara-Arai, Miho Ogawa, Masahiro Shimojima, Teruo Kirikae. Emergence of Carbapenem-Resistant Providencia rettgeri and Providencia stuartii Producing IMP-Type Metallo-β-Lactamase in Japan. Antimicrobial agents and chemotherapy. 2020 10; 64(11):. doi: 10.1128/aac.00382-20. [PMID: 32816727]
  • Wenjun Chang, Heng Li, Hanqing Chen, Fan Qiao, Huicai Zeng. Identification of mimp-associated effector genes in Fusarium oxysporum f. sp. cubense race 1 and race 4 and virulence confirmation of a candidate effector gene. Microbiological research. 2020 Feb; 232(?):126375. doi: 10.1016/j.micres.2019.126375. [PMID: 31783262]
  • Manrong Yu, Hui Chen, Pan Liu, Mei Yang, Leqin Zou, Dingfu Xiao. Antioxidant Function and Metabolomics Study in Mice after Dietary Supplementation with Methionine. BioMed research international. 2020; 2020(?):9494528. doi: 10.1155/2020/9494528. [PMID: 33145362]
  • Baixing Wu, Dong Zhang, Hongbo Nie, Senlin Shen, Yan Li, Sisi Li. Structure of Arabidopsis thaliana N6-methyl-AMP deaminase ADAL with bound GMP and IMP and implications for N6-methyl-AMP recognition and processing. RNA biology. 2019 10; 16(10):1504-1512. doi: 10.1080/15476286.2019.1642712. [PMID: 31318636]
  • Md Sakhawat Hossain, Shunsuke Koshio, Manabu Ishikawa, Saichiro Yokoyama, Nadia Mahjabin Sony, Md Jakiul Islam. Fishmeal replacement by soya protein concentrate with inosine monophosphate supplementation influences growth, digestibility, immunity, blood health, and stress resistance of red sea bream, Pagrus major. Fish physiology and biochemistry. 2019 Apr; 45(2):613-629. doi: 10.1007/s10695-018-0581-2. [PMID: 30367428]
  • Peiyu Zhang, Lele Fu, Haokun Liu, Noor-Ul Huda, Xiaoming Zhu, Dong Han, Junyan Jin, Yunxia Yang, Yang-Su Kim, Shouqi Xie. Effects of inosine 5'-monophosphate supplementation in high fishmeal and high soybean diets on growth, immune-related gene expression in gibel carp (Carassius auratus gibelio var. CAS Ⅲ), and its challenge against Aeromonas hydrophila infection. Fish & shellfish immunology. 2019 Mar; 86(?):913-921. doi: 10.1016/j.fsi.2018.12.016. [PMID: 30550991]
  • Hideharu Hagiya, Norihisa Yamamoto, Ryuji Kawahara, Yukihiro Akeda, Rathina Kumar Shanmugakani, Akiko Ueda, Isao Nishi, Rumiko Asada, Hisao Yoshida, Kazunori Tomono. Risk factors for fecal carriage of IMP-6-producing Enterobacteriaceae at a long-term care hospital in Japan: A follow-up report from the northern Osaka multicentre study group. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2018 Sep; 24(9):769-772. doi: 10.1016/j.jiac.2018.03.009. [PMID: 29656900]
  • Shigetoshi Takaya, Nobukatsu Sawamoto, Tomohisa Okada, Gosuke Okubo, Sei Nishida, Kaori Togashi, Hidenao Fukuyama, Ryosuke Takahashi. Differential diagnosis of parkinsonian syndromes using dopamine transporter and perfusion SPECT. Parkinsonism & related disorders. 2018 02; 47(?):15-21. doi: 10.1016/j.parkreldis.2017.11.333. [PMID: 29157745]
  • Yuichi Yasutake, Kengo Tomita, Masaaki Higashiyama, Hirotaka Furuhashi, Kazuhiko Shirakabe, Takeshi Takajo, Koji Maruta, Hirokazu Sato, Kazuyuki Narimatsu, Kenichi Yoshikawa, Yoshikiyo Okada, Chie Kurihara, Chikako Watanabe, Shunsuke Komoto, Shigeaki Nagao, Hirotaka Matsuo, Soichiro Miura, Ryota Hokari. Uric acid ameliorates indomethacin-induced enteropathy in mice through its antioxidant activity. Journal of gastroenterology and hepatology. 2017 Nov; 32(11):1839-1845. doi: 10.1111/jgh.13785. [PMID: 28295549]
  • Norihisa Yamamoto, Ryuji Kawahara, Yukihiro Akeda, Rathina Kumar Shanmugakani, Hisao Yoshida, Hideharu Hagiya, Naohiro Hara, Isao Nishi, Satomi Yukawa, Rumiko Asada, Yumi Sasaki, Kazuhiro Maeda, Noriko Sakamoto, Shigeyuki Hamada, Kazunori Tomono. Development of selective medium for IMP-type carbapenemase-producing Enterobacteriaceae in stool specimens. BMC infectious diseases. 2017 03; 17(1):229. doi: 10.1186/s12879-017-2312-1. [PMID: 28340557]
  • Bethany R Baumgart, Faye Wang, Jae Kwagh, Chris Storck, Catherine Euler, Megan Fuller, Damir Simic, Suresh Sharma, Jamie J Arnold, Craig E Cameron, Terry R Van Vleet, Oliver Flint, Roderick T Bunch, Marc H Davies, Michael J Graziano, Thomas P Sanderson. Effects of BMS-986094, a Guanosine Nucleotide Analogue, on Mitochondrial DNA Synthesis and Function. Toxicological sciences : an official journal of the Society of Toxicology. 2016 10; 153(2):396-408. doi: 10.1093/toxsci/kfw135. [PMID: 27466212]
  • Y Hamano, Y Kurimoto. Effects of acetylated wood powder on growth performance, hepatic and muscular free amino acid profiles, and inosine 5'-monophosphate concentration of breast meat in broiler chickens. British poultry science. 2016 Oct; 57(5):643-654. doi: 10.1080/00071668.2016.1190809. [PMID: 27185488]
  • Y Hamano. Alteration of fatty acid profile and nucleotide-related substances in post-mortem breast meat of α-lipoic acid-fed broiler chickens. British poultry science. 2016 Aug; 57(4):501-14. doi: 10.1080/00071668.2016.1184227. [PMID: 27138100]
  • Orrapun Selamassakul, Natta Laohakunjit, Orapin Kerdchoechuen, Khanok Ratanakhanokchai. A novel multi-biofunctional protein from brown rice hydrolysed by endo/endo-exoproteases. Food & function. 2016 Jun; 7(6):2635-44. doi: 10.1039/c5fo01344e. [PMID: 27186602]
  • M T Ortega, B Jeffery, J E Riviere, N A Monteiro-Riviere. Toxicological effects of pet food ingredients on canine bone marrow-derived mesenchymal stem cells and enterocyte-like cells. Journal of applied toxicology : JAT. 2016 Feb; 36(2):189-98. doi: 10.1002/jat.3158. [PMID: 25976427]
  • Jing Wang, Xiao-jian Dai, Yi-fan Zhang, Da-fang Zhong, Yu-lin Wu, Xiao-yan Chen. [Simultaneous determination of sivelestat and its metabolite XW-IMP-A in human plasma using HPLC-MS/MS]. Yao xue xue bao = Acta pharmaceutica Sinica. 2015 Oct; 50(10):1318-23. doi: NULL. [PMID: 26837180]
  • J Koči, B Jeffery, J E Riviere, N A Monteiro-Riviere. In vitro safety assessment of food ingredients in canine renal proximal tubule cells. Toxicology in vitro : an international journal published in association with BIBRA. 2015 Mar; 29(2):289-98. doi: 10.1016/j.tiv.2014.11.002. [PMID: 25458622]
  • Kodai Nishi, Asuka Mizutani, Naoto Shikano, Ken-Ichi Fujita, Masato Kobayashi, Masahiro Ono, Ryuichi Nishii, Yasutuna Sasaki, Seigo Kinuya, Keiichi Kawai. In vivo radioactive metabolite analysis for individualized medicine: a basic study of a new method of CYP activity assay using (123)I-IMP. Nuclear medicine and biology. 2015 Feb; 42(2):171-6. doi: 10.1016/j.nucmedbio.2014.08.015. [PMID: 25441254]
  • Hong Li, Donald E Mager, Brenda M Sandmaier, Barry E Storer, Michael J Boeckh, Meagan J Bemer, Brian R Phillips, Linda J Risler, Jeannine S McCune. Pharmacokinetic and pharmacodynamic analysis of inosine monophosphate dehydrogenase activity in hematopoietic cell transplantation recipients treated with mycophenolate mofetil. Biology of blood and marrow transplantation : journal of the American Society for Blood and Marrow Transplantation. 2014 Aug; 20(8):1121-9. doi: 10.1016/j.bbmt.2014.03.032. [PMID: 24727337]
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  • Jennifer Williamson, Donna Ryland, Miyoung Suh, Michel Aliani. The effect of chilled conditioning at 4°C on selected water and lipid-soluble flavor precursors in Bison bison longissimus dorsi muscle and their impact on sensory characteristics. Meat science. 2014 Jan; 96(1):136-46. doi: 10.1016/j.meatsci.2013.06.023. [PMID: 23896147]
  • Juan Miguel Cabello-Díaz, Francisco Antonio Quiles, Rocío Lambert, Manuel Pineda, Pedro Piedras. Identification of a novel phosphatase with high affinity for nucleotides monophosphate from common bean (Phaseolus vulgaris). Plant physiology and biochemistry : PPB. 2012 Apr; 53(?):54-60. doi: 10.1016/j.plaphy.2012.01.012. [PMID: 22322249]
  • Chao Tan, Hui Wang, Yue Zhang, Bin Qi, Guoxin Xu, Huiqiong Zheng. A proteomic approach to analyzing responses of Arabidopsis thaliana root cells to different gravitational conditions using an agravitropic mutant, pin2 and its wild type. Proteome science. 2011 Nov; 9(?):72. doi: 10.1186/1477-5956-9-72. [PMID: 22085406]
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  • Sofie Haglund, Svante Vikingsson, Jan Söderman, Ulf Hindorf, Christer Grännö, Margareta Danelius, Sally Coulthard, Curt Peterson, Sven Almer. The role of inosine-5'-monophosphate dehydrogenase in thiopurine metabolism in patients with inflammatory bowel disease. Therapeutic drug monitoring. 2011 Apr; 33(2):200-8. doi: 10.1097/ftd.0b013e31820b42bb. [PMID: 21311411]
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