hydroorotic acid (BioDeep_00000405293)
Main id: BioDeep_00000027870
PANOMIX_OTCML-2023
代谢物信息卡片
4,5-Dihydroorotic acid
化学式: C5H6N2O4 (158.0327556)
中文名称: 2,6-二氧代六氢嘧啶-4-羧酸, 二氢-DL-乳清酸
谱图信息:
最多检出来源 Anoectochilus roxburghii(viridiplantae) 26.92%
分子结构信息
SMILES: C1C(NC(=O)NC1=O)C(=O)O
InChI: InChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11)
描述信息
同义名列表
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:30865
- PubChem: 648
- Metlin: METLIN320
- ChEMBL: CHEMBL75782
- CAS: 6202-10-4
- CAS: 155-54-4
- MoNA: HMDB0000528_ms_ms_748
- MoNA: HMDB0000528_ms_ms_747
- MoNA: HMDB0000528_ms_ms_746
- LOTUS: LTS0136421
- wikidata: Q2823223
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 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
- Brian J Koos, Jeffrey A Gornbein. Early pregnancy metabolites predict gestational diabetes mellitus: implications for fetal programming.
American journal of obstetrics and gynecology.
2021 02; 224(2):215.e1-215.e7. doi:
10.1016/j.ajog.2020.07.050. [PMID: 32739399] - John A Duley, Michael G Henman, Kevin H Carpenter, Michael J Bamshad, George A Marshall, Chee Y Ooi, Bridget Wilcken, Jason R Pinner. Elevated plasma dihydroorotate in Miller syndrome: Biochemical, diagnostic and clinical implications, and treatment with uridine.
Molecular genetics and metabolism.
2016 09; 119(1-2):83-90. doi:
10.1016/j.ymgme.2016.06.008. [PMID: 27370710] - Joe Rainger, Hemant Bengani, Leigh Campbell, Eve Anderson, Kishan Sokhi, Wayne Lam, Angelika Riess, Morad Ansari, Sarah Smithson, Melissa Lees, Catherine Mercer, Kathryn McKenzie, Tobias Lengfeld, Blanca Gener Querol, Peter Branney, Stewart McKay, Harris Morrison, Bethan Medina, Morag Robertson, Jürgen Kohlhase, Colin Gordon, Jean Kirk, Dagmar Wieczorek, David R Fitzpatrick. Miller (Genee-Wiedemann) syndrome represents a clinically and biochemically distinct subgroup of postaxial acrofacial dysostosis associated with partial deficiency of DHODH.
Human molecular genetics.
2012 Sep; 21(18):3969-83. doi:
10.1093/hmg/dds218. [PMID: 22692683] - Donald F Smee, Brett L Hurst, Craig W Day. D282, a non-nucleoside inhibitor of influenza virus infection that interferes with de novo pyrimidine biosynthesis.
Antiviral chemistry & chemotherapy.
2012 Aug; 22(6):263-72. doi:
10.3851/imp2105. [PMID: 22516927] - Krisztina Rusai, Christoph Schmaderer, Marcus Baumann, Stefan Chmielewski, Agnes Prókai, Eva Kis, Attila J Szabó, Johann Leban, Robert Doblhofer, Aldo Ammendola, Jens Lutz, Uwe Heemann. Immunosuppression with 4SC-101, a novel inhibitor of dihydroorotate dehydrogenase, in a rat model of renal transplantation.
Transplantation.
2012 Jun; 93(11):1101-7. doi:
10.1097/tp.0b013e31824fd861. [PMID: 22609757] - C Balagué, M Pont, N Prats, N Godessart. Profiling of dihydroorotate dehydrogenase, p38 and JAK inhibitors in the rat adjuvant-induced arthritis model: a translational study.
British journal of pharmacology.
2012 Jun; 166(4):1320-32. doi:
10.1111/j.1476-5381.2012.01836.x. [PMID: 22229697] - Francesco Emma, Enrico Bertini, Leonardo Salviati, Giovanni Montini. Renal involvement in mitochondrial cytopathies.
Pediatric nephrology (Berlin, Germany).
2012 Apr; 27(4):539-50. doi:
10.1007/s00467-011-1926-6. [PMID: 21656172] - Violetta Dziedziejko, Mateusz Kurzawski, Krzysztof Safranow, Andrzej Ossowski, Jaroslaw Piatek, Miroslaw Parafiniuk, Dariusz Chlubek, Andrzej Pawlik. Lack of association between CAG repeat polymorphism in the androgen receptor gene and the outcome of rheumatoid arthritis treatment with leflunomide.
European journal of clinical pharmacology.
2012 Apr; 68(4):371-7. doi:
10.1007/s00228-011-1131-3. [PMID: 21997404] - Bo Zhu, Qing Zhou, Guanlin Xie, Guoqing Zhang, Xiaowei Zhang, Yanli Wang, Gunchang Sun, Bin Li, Gulei Jin. Interkingdom gene transfer may contribute to the evolution of phytopathogenicity in botrytis cinerea.
Evolutionary bioinformatics online.
2012; 8(?):105-17. doi:
10.4137/ebo.s8486. [PMID: 22346340] - Gabor Gyetvai, Mads Sønderkær, Ulrike Göbel, Rico Basekow, Agim Ballvora, Maren Imhoff, Birgit Kersten, Kåre-Lehman Nielsen, Christiane Gebhardt. The transcriptome of compatible and incompatible interactions of potato (Solanum tuberosum) with Phytophthora infestans revealed by DeepSAGE analysis.
PloS one.
2012; 7(2):e31526. doi:
10.1371/journal.pone.0031526. [PMID: 22328937] - Catarina M Quinzii, Saba Tadesse, Ali Naini, Michio Hirano. Effects of inhibiting CoQ10 biosynthesis with 4-nitrobenzoate in human fibroblasts.
PloS one.
2012; 7(2):e30606. doi:
10.1371/journal.pone.0030606. [PMID: 22359546] - Steven Maranz. An alternative paradigm for the role of antimalarial plants in Africa.
TheScientificWorldJournal.
2012; 2012(?):978913. doi:
10.1100/2012/978913. [PMID: 22593717] - Laila Castro Schnellrath, Clarissa R Damaso. Potent antiviral activity of brequinar against the emerging Cantagalo virus in cell culture.
International journal of antimicrobial agents.
2011 Nov; 38(5):435-41. doi:
10.1016/j.ijantimicag.2011.07.002. [PMID: 21840180] - Heike Riegler, Claudia Geserick, Rita Zrenner. Arabidopsis thaliana nucleosidase mutants provide new insights into nucleoside degradation.
The New phytologist.
2011 Jul; 191(2):349-359. doi:
10.1111/j.1469-8137.2011.03711.x. [PMID: 21599668] - Ramesh Gujjar, Farah El Mazouni, Karen L White, John White, Sharon Creason, David M Shackleford, Xiaoyi Deng, William N Charman, Ian Bathurst, Jeremy Burrows, David M Floyd, David Matthews, Frederick S Buckner, Susan A Charman, Margaret A Phillips, Pradipsinh K Rathod. Lead optimization of aryl and aralkyl amine-based triazolopyrimidine inhibitors of Plasmodium falciparum dihydroorotate dehydrogenase with antimalarial activity in mice.
Journal of medicinal chemistry.
2011 Jun; 54(11):3935-49. doi:
10.1021/jm200265b. [PMID: 21517059] - Toshiro Sakaguchi, Kensuke Nakajima, Yusuke Matsuda. Identification of the UMP synthase gene by establishment of uracil auxotrophic mutants and the phenotypic complementation system in the marine diatom Phaeodactylum tricornutum.
Plant physiology.
2011 May; 156(1):78-89. doi:
10.1104/pp.110.169631. [PMID: 21367966] - Wayne Chadwick, Randall Brenneman, Bronwen Martin, Stuart Maudsley. Complex and multidimensional lipid raft alterations in a murine model of Alzheimer's disease.
International journal of Alzheimer's disease.
2010 Dec; 2010(?):604792. doi:
10.4061/2010/604792. [PMID: 21151659] - Pere Domingo, Javier Torres-Torronteras, Virginia Pomar, Marta Giralt, Joan Carles Domingo, Maria Del Mar Gutierrez, José M Gallego-Escuredo, Maria Gracia Mateo, Pedro Cano-Soldado, Irene Fernandez, Marçal Pastor-Anglada, Francesc Vidal, Francesc Villarroya, Antoni Andreu, Ramon Marti. Uridine metabolism in HIV-1-infected patients: effect of infection, of antiretroviral therapy and of HIV-1/ART-associated lipodystrophy syndrome.
PloS one.
2010 Nov; 5(11):e13896. doi:
10.1371/journal.pone.0013896. [PMID: 21085568] - Numsen Hail, Ping Chen, Jadwiga J Kepa, Lane R Bushman, Colin Shearn. Dihydroorotate dehydrogenase is required for N-(4-hydroxyphenyl)retinamide-induced reactive oxygen species production and apoptosis.
Free radical biology & medicine.
2010 Jul; 49(1):109-16. doi:
10.1016/j.freeradbiomed.2010.04.006. [PMID: 20399851] - Bożena Targońska-Stępniak, Magdalena Dryglewska, Maria Majdan. Influence of long-term leflunomide treatment on serum amyloid concentration in rheumatoid arthritis patients.
Pharmacological reports : PR.
2010 Jul; 62(4):719-25. doi:
10.1016/s1734-1140(10)70329-7. [PMID: 20885012] - Sally Hamour, Alan D Salama, Charles D Pusey. Management of ANCA-associated vasculitis: Current trends and future prospects.
Therapeutics and clinical risk management.
2010 Jun; 6(?):253-64. doi:
10.2147/tcrm.s6112. [PMID: 20596502] - Onkar P Kulkarni, Sufyan G Sayyed, Claudia Kantner, Mi Ryu, Max Schnurr, Miklós Sárdy, Johann Leban, Ruediger Jankowsky, Aldo Ammendola, Robert Doblhofer, Hans-Joachim Anders. 4SC-101, a novel small molecule dihydroorotate dehydrogenase inhibitor, suppresses systemic lupus erythematosus in MRL-(Fas)lpr mice.
The American journal of pathology.
2010 Jun; 176(6):2840-7. doi:
10.2353/ajpath.2010.091227. [PMID: 20413687] - Margaret A Phillips, Pradipsinh K Rathod. Plasmodium dihydroorotate dehydrogenase: a promising target for novel anti-malarial chemotherapy.
Infectious disorders drug targets.
2010 Jun; 10(3):226-39. doi:
10.2174/187152610791163336. [PMID: 20334617] - Kanitha Patarakul, Miranda Lo, Ben Adler. Global transcriptomic response of Leptospira interrogans serovar Copenhageni upon exposure to serum.
BMC microbiology.
2010 Jan; 10(?):31. doi:
10.1186/1471-2180-10-31. [PMID: 20113507] - Wen-Ying Liu, Mei-Mei Wang, Ji Huang, Hai-Juan Tang, Hong-Xia Lan, Hong-Sheng Zhang. The OsDHODH1 gene is involved in salt and drought tolerance in rice.
Journal of integrative plant biology.
2009 Sep; 51(9):825-33. doi:
10.1111/j.1744-7909.2009.00853.x. [PMID: 19723241] - Abdullah Olgun. Converting NADH to NAD+ by nicotinamide nucleotide transhydrogenase as a novel strategy against mitochondrial pathologies during aging.
Biogerontology.
2009 Aug; 10(4):531-4. doi:
10.1007/s10522-008-9190-2. [PMID: 18932012] - Christopher J Alteri, Sara N Smith, Harry L T Mobley. Fitness of Escherichia coli during urinary tract infection requires gluconeogenesis and the TCA cycle.
PLoS pathogens.
2009 May; 5(5):e1000448. doi:
10.1371/journal.ppat.1000448. [PMID: 19478872] - Ramesh Gujjar, Alka Marwaha, Farah El Mazouni, John White, Karen L White, Sharon Creason, David M Shackleford, Jeffrey Baldwin, William N Charman, Frederick S Buckner, Susan Charman, Pradipsinh K Rathod, Margaret A Phillips. Identification of a metabolically stable triazolopyrimidine-based dihydroorotate dehydrogenase inhibitor with antimalarial activity in mice.
Journal of medicinal chemistry.
2009 Apr; 52(7):1864-72. doi:
10.1021/jm801343r. [PMID: 19296651] - Rita Zrenner, Heike Riegler, Cathleen R Marquard, Peter R Lange, Claudia Geserick, Caren E Bartosz, Celine T Chen, Robert D Slocum. A functional analysis of the pyrimidine catabolic pathway in Arabidopsis.
The New phytologist.
2009; 183(1):117-132. doi:
10.1111/j.1469-8137.2009.02843.x. [PMID: 19413687] - James A Lake, Jacqueline A Servin, Craig W Herbold, Ryan G Skophammer. Evidence for a new root of the tree of life.
Systematic biology.
2008 Dec; 57(6):835-43. doi:
10.1080/10635150802555933. [PMID: 19085327] - Frances M Dupont. Metabolic pathways of the wheat (Triticum aestivum) endosperm amyloplast revealed by proteomics.
BMC plant biology.
2008 Apr; 8(?):39. doi:
10.1186/1471-2229-8-39. [PMID: 18419817] - Bernhard Setzer, Dirk Lebrecht, Ulrich A Walker. Pyrimidine nucleoside depletion sensitizes to the mitochondrial hepatotoxicity of the reverse transcriptase inhibitor stavudine.
The American journal of pathology.
2008 Mar; 172(3):681-90. doi:
10.2353/ajpath.2008.070613. [PMID: 18276780] - Shalaka Samant, Hyunwoo Lee, Mahmood Ghassemi, Juan Chen, James L Cook, Alexander S Mankin, Alexander A Neyfakh. Nucleotide biosynthesis is critical for growth of bacteria in human blood.
PLoS pathogens.
2008 Feb; 4(2):e37. doi:
10.1371/journal.ppat.0040037. [PMID: 18282099] - Nicholas A Malmquist, Jeffrey Baldwin, Margaret A Phillips. Detergent-dependent kinetics of truncated Plasmodium falciparum dihydroorotate dehydrogenase.
The Journal of biological chemistry.
2007 Apr; 282(17):12678-86. doi:
10.1074/jbc.m609893200. [PMID: 17329250] - Rolando A G Garcia, Liansheng Liu, Zhongyi Hu, Alexis Gonzalez, Reid W von Borstel, Joel A Saydoff. Severe cytochrome c oxidase inhibition in vivo does not induce a pyrimidine deficiency; neuroprotective action of oral uridine prodrug PN401 requires supraphysiological levels of uridine.
Brain research.
2005 Dec; 1066(1-2):164-71. doi:
10.1016/j.brainres.2005.10.056. [PMID: 16330000] - Frederic D Sigoillot, Damian H Kotsis, Valerie Serre, Severine M Sigoillot, David R Evans, Hedeel I Guy. Nuclear localization and mitogen-activated protein kinase phosphorylation of the multifunctional protein CAD.
The Journal of biological chemistry.
2005 Jul; 280(27):25611-20. doi:
10.1074/jbc.m504581200. [PMID: 15890648] - David L Evers, Xin Wang, Shu-Mei Huong, Kenneth A Andreoni, Eng-Shang Huang. Inhibition of human cytomegalovirus signaling and replication by the immunosuppressant FK778.
Antiviral research.
2005 Jan; 65(1):1-12. doi:
10.1016/j.antiviral.2004.03.007. [PMID: 15652966] - André B P van Kuilenburg, Henk van Lenthe, Monika Löffler, Albert H van Gennip. Analysis of pyrimidine synthesis "de novo" intermediates in urine and dried urine filter- paper strips with HPLC-electrospray tandem mass spectrometry.
Clinical chemistry.
2004 Nov; 50(11):2117-24. doi:
10.1373/clinchem.2004.038869. [PMID: 15375016] - Valéria G Tudella, Carlos Curti, Frederico M Soriani, Antonio C Santos, Sergio A Uyemura. In situ evidence of an alternative oxidase and an uncoupling protein in the respiratory chain of Aspergillus fumigatus.
The international journal of biochemistry & cell biology.
2004 Jan; 36(1):162-72. doi:
10.1016/s1357-2725(03)00194-8. [PMID: 14592541] - E A Carrey, C Dietz, D M Glubb, M Löffler, J M Lucocq, P F Watson. Detection and location of the enzymes of de novo pyrimidine biosynthesis in mammalian spermatozoa.
Reproduction (Cambridge, England).
2002 Jun; 123(6):757-68. doi:
. [PMID: 12052230] - Chee-Leong Soong, Jun Ogawa, Eiji Sakuradani, Sakayu Shimizu. Barbiturase, a novel zinc-containing amidohydrolase involved in oxidative pyrimidine metabolism.
The Journal of biological chemistry.
2002 Mar; 277(9):7051-8. doi:
10.1074/jbc.m110784200. [PMID: 11748240] - Shelley D Copley, Jasvinder K Dhillon. Lateral gene transfer and parallel evolution in the history of glutathione biosynthesis genes.
Genome biology.
2002; 3(5):research0025. doi:
10.1186/gb-2002-3-5-research0025. [PMID: 12049666] - K Kobayashi, A Nakashima, H Nagata, H Nakajima, K Yamaguchi, S Sato, I Miki. Anti-arthritic effects of KF20444, a new immunosuppressive compound inhibiting dihydroorotate dehydrogenase, on rat collagen-induced arthritis.
Inflammation research : official journal of the European Histamine Research Society ... [et al.].
2001 Jan; 50(1):24-31. doi:
10.1007/s000110050720. [PMID: 11235018] - E S Cleaveland, D W Zaharevitz, J A Kelley, K Paull, D A Cooney, H Ford. Identification of a novel inhibitor (NSC 665564) of dihydroorotate dehydrogenase with a potency equivalent to brequinar.
Biochemical and biophysical research communications.
1996 Jun; 223(3):654-9. doi:
10.1006/bbrc.1996.0950. [PMID: 8687451] - R P Durschlag, J L Robinson. Orotic acid-induced metabolic changes in the rat.
The Journal of nutrition.
1980 Apr; 110(4):816-21. doi:
10.1093/jn/110.4.816. [PMID: 7365548] - . .
.
. doi:
. [PMID: 12372626] - . .
.
. doi:
. [PMID: 16024685] - . .
.
. doi:
. [PMID: 12369616]