Methylurea (BioDeep_00000011139)

 

Secondary id: BioDeep_00001871787

human metabolite blood metabolite Volatile Flavor Compounds


代谢物信息卡片


N-methylcarbamimidic acid

化学式: C2H6N2O (74.0480106)
中文名称: 甲基脲
谱图信息: 最多检出来源 Homo sapiens(blood) 61.36%

分子结构信息

SMILES: CNC(=N)O
InChI: InChI=1S/C2H6N2O/c1-4-2(3)5/h1H3,(H3,3,4,5)



数据库引用编号

13 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 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

  • Nicolai D Jablonowski, Andreas Linden, Stephan Köppchen, Björn Thiele, Diana Hofmann, Werner Mittelstaedt, Thomas Pütz, Peter Burauel. Long-term persistence of various 14C-labeled pesticides in soils. Environmental pollution (Barking, Essex : 1987). 2012 Sep; 168(?):29-36. doi: 10.1016/j.envpol.2012.04.022. [PMID: 22591787]
  • Philipp Dalkmann, Ulrich Menke, Dieter Schäfer, Jürgen Keppler, Stefan Pätzold. Aging of methabenzthiazuron, imidacloprid, and N,N-dimethylsulfamide in silty soils and effects on sorption and dissipation. Environmental toxicology and chemistry. 2012 Mar; 31(3):556-65. doi: 10.1002/etc.1734. [PMID: 22213400]
  • Amornrat Phongdara, Alisa Nakkaew, Sureeporn Nualkaew. Isolation of the detoxification enzyme EgP450 from an oil palm EST library. Pharmaceutical biology. 2012 Jan; 50(1):120-7. doi: 10.3109/13880209.2011.631019. [PMID: 22196587]
  • Yishan Chen, Xulin Pan, He Yan, Ninghua Tan. Multiple hydrogen-bonding interactions between macrocyclic triurea and F-, Cl-, Br-, I- and NO3(-): a theoretical investigation. Physical chemistry chemical physics : PCCP. 2011 Apr; 13(16):7384-95. doi: 10.1039/c0cp02749a. [PMID: 21423984]
  • Michel R Corboz, Maria A Rivelli, Kevin D McCormick, Yuntao Wan, Himanshu Shah, Shelby Umland, Gisela Lieber, Yanlin Jia, Robbie L McLeod, Cynthia Morgan, Geoffrey B Varty, Jie Wu, Kung-I Feng, Christopher W Boyce, Robert G Aslanian, Jai Palamanda, Amin A Nomeir, Walter Korfmacher, John C Hunter, John C Anthes, John A Hey. Pharmacological characterization of a novel α2C-adrenoceptor agonist N-[3,4-dihydro-4-(1H-imidazol-4-ylmethyl)-2H-1, 4-benzoxazin-6-yl]-N-ethyl-N'-methylurea (compound A). The Journal of pharmacology and experimental therapeutics. 2011 Apr; 337(1):256-66. doi: 10.1124/jpet.110.175794. [PMID: 21233198]
  • James Keith Ellis, Toby James Athersuch, Rachel Cavill, Robert Radford, Craig Slattery, Paul Jennings, Tara McMorrow, Michael P Ryan, Timothy Mark David Ebbels, Hector Charles Keun. Metabolic response to low-level toxicant exposure in a novel renal tubule epithelial cell system. Molecular bioSystems. 2011 Jan; 7(1):247-57. doi: 10.1039/c0mb00146e. [PMID: 21103459]
  • Abdul Rashid Bhat, Muhammed Afzal Wani, A R Kirmani. Brain cancer and pesticide relationship in orchard farmers of Kashmir. Indian journal of occupational and environmental medicine. 2010 Sep; 14(3):78-86. doi: 10.4103/0019-5278.75694. [PMID: 21461159]
  • D Collins, D C Winter, A M Hogan, L Schirmer, A W Baird, G S Stewart. Differential protein abundance and function of UT-B urea transporters in human colon. American journal of physiology. Gastrointestinal and liver physiology. 2010 Mar; 298(3):G345-51. doi: 10.1152/ajpgi.00405.2009. [PMID: 19926813]
  • Christina Ramel, Micha Tobler, Martin Meyer, Laurent Bigler, Marc-Olivier Ebert, Barbara Schellenberg, Robert Dudler. Biosynthesis of the proteasome inhibitor syringolin A: the ureido group joining two amino acids originates from bicarbonate. BMC biochemistry. 2009 Oct; 10(?):26. doi: 10.1186/1471-2091-10-26. [PMID: 19863801]
  • Tamara M Rodela, Kathleen M Gilmour, Patrick J Walsh, M Danielle McDonald. Cortisol-sensitive urea transport across the gill basolateral membrane of the gulf toadfish (Opsanus beta). American journal of physiology. Regulatory, integrative and comparative physiology. 2009 Aug; 297(2):R313-22. doi: 10.1152/ajpregu.90894.2008. [PMID: 19458274]
  • Yahia Youssef Ismail Mosleh. Assessing the toxicity of herbicide isoproturon on Aporrectodea caliginosa (Oligochaeta) and its fate in soil ecosystem. Environmental toxicology. 2009 Aug; 24(4):396-403. doi: 10.1002/tox.20437. [PMID: 18825701]
  • Xin-Yuan Gao, Hong-Yu Kuang, Xiao-Min Liu, Peng Duan, Yi Yang, Zhi-Bin Ma. Circulating ghrelin/obestatin ratio in subjects with Helicobacter pylori infection. Nutrition (Burbank, Los Angeles County, Calif.). 2009 May; 25(5):506-11. doi: 10.1016/j.nut.2008.11.002. [PMID: 19131215]
  • Geeta Godara, Craig Smith, Janine Bosse, Mark Zeidel, John Mathai. Functional characterization of Actinobacillus pleuropneumoniae urea transport protein, ApUT. American journal of physiology. Regulatory, integrative and comparative physiology. 2009 Apr; 296(4):R1268-73. doi: 10.1152/ajpregu.90726.2008. [PMID: 19144751]
  • Shigehiro Asano, Hitoshi Ban, Kouichi Kino, Katsuhisa Ioriya, Masami Muraoka. Novel 1,4-diarylpiperidine-4-methylureas as anti-hyperlipidemic agents: dual effectors on acyl-CoA:cholesterol O-acyltransferase and low-density lipoprotein receptor expression. Bioorganic & medicinal chemistry letters. 2009 Feb; 19(4):1062-5. doi: 10.1016/j.bmcl.2009.01.020. [PMID: 19167888]
  • Frank F Millenaar, Martijn Van Zanten, Marjolein C H Cox, Ronald Pierik, Laurentius A C J Voesenek, Anton J M Peeters. Differential petiole growth in Arabidopsis thaliana: photocontrol and hormonal regulation. The New phytologist. 2009; 184(1):141-152. doi: 10.1111/j.1469-8137.2009.02921.x. [PMID: 19558423]
  • Bryce Maciver, Craig P Smith, Warren G Hill, Mark L Zeidel. Functional characterization of mouse urea transporters UT-A2 and UT-A3 expressed in purified Xenopus laevis oocyte plasma membranes. American journal of physiology. Renal physiology. 2008 Apr; 294(4):F956-64. doi: 10.1152/ajprenal.00229.2007. [PMID: 18256317]
  • Dan Zhao, N D Sonawane, Marc H Levin, Baoxue Yang. Comparative transport efficiencies of urea analogues through urea transporter UT-B. Biochimica et biophysica acta. 2007 Jul; 1768(7):1815-21. doi: 10.1016/j.bbamem.2007.04.010. [PMID: 17506977]
  • Nobukazu Kakui, Koichi Kitamura. Direct evidence that stimulation of neuropeptide Y Y5 receptor activates hypothalamo-pituitary-adrenal axis in conscious rats via both corticotropin-releasing factor- and arginine vasopressin-dependent pathway. Endocrinology. 2007 Jun; 148(6):2854-62. doi: 10.1210/en.2007-0189. [PMID: 17363455]
  • Gavin S Stewart, Sarah L King, Elizabeth A Potter, Craig P Smith. Acute regulation of mUT-A3 urea transporter expressed in a MDCK cell line. American journal of physiology. Renal physiology. 2007 Apr; 292(4):F1157-63. doi: 10.1152/ajprenal.00183.2006. [PMID: 17148784]
  • Nuzhat Gull, Priyankar Sen, Kabir-Ud-Din, Rizwan Hasan Khan. Effect of physiological concentration of urea on the conformation of human serum albumin. Journal of biochemistry. 2007 Feb; 141(2):261-8. doi: 10.1093/jb/mvm027. [PMID: 17172263]
  • Wells A Messersmith, Michelle A Rudek, Sharyn D Baker, Ming Zhao, Connie Collins, A Dimitrios Colevas, Ross C Donehower, Michael A Carducci, Antonio C Wolff. Phase I study of continuous weekly dosing of dimethylamino benzoylphenylurea (BPU) in patients with solid tumours. European journal of cancer (Oxford, England : 1990). 2007 Jan; 43(1):78-86. doi: 10.1016/j.ejca.2006.09.006. [PMID: 17084620]
  • I Cydzik, J R Albert-García, J Martínez Calatayud. Photo-induced fluorescence of fluometuron in a continuous-flow multicommutation assembly. Journal of fluorescence. 2007 Jan; 17(1):29-36. doi: 10.1007/s10895-006-0147-z. [PMID: 17165123]
  • Malathi Srinivasan, Vasanthi Nachiappan, Ram Rajasekharan. Potential application of urea-derived herbicides as cytokinins in plant tissue culture. Journal of biosciences. 2006 Dec; 31(5):599-605. doi: 10.1007/bf02708412. [PMID: 17301498]
  • Lina Panayiota Aristoteli, Mark D P Willcox. The adhesion of Pseudomonas aeruginosa to high molecular weight human tear film species corresponds to glycoproteins reactive with Sambucus nigra lectin. Experimental eye research. 2006 Nov; 83(5):1146-53. doi: 10.1016/j.exer.2006.06.002. [PMID: 16844114]
  • Nuzhat Gull, Sanjeev Kumar, Basir Ahmad, Rizwan Hassan Khan, Kabir-ud-Din. Influence of urea additives on micellar morphology/protein conformation. Colloids and surfaces. B, Biointerfaces. 2006 Aug; 51(1):10-5. doi: 10.1016/j.colsurfb.2006.04.020. [PMID: 16806852]
  • Nobukazu Kakui, Jiro Tanaka, Yuji Tabata, Kenji Asai, Naomi Masuda, Takako Miyara, Yuko Nakatani, Fukuichi Ohsawa, Naoyuki Nishikawa, Masaharu Sugai, Makoto Suzuki, Kozo Aoki, Hiroshi Kitaguchi. Pharmacological characterization and feeding-suppressive property of FMS586 [3-(5,6,7,8-tetrahydro-9-isopropyl-carbazol-3-yl)-1-methyl-1-(2-pyridin-4-yl-ethyl)-urea hydrochloride], a novel, selective, and orally active antagonist for neuropeptide Y Y5 receptor. The Journal of pharmacology and experimental therapeutics. 2006 May; 317(2):562-70. doi: 10.1124/jpet.105.099705. [PMID: 16436501]
  • David S Jones, Jasmina Djokic, Sean P Gorman. Characterization and optimization of experimental variables within a reproducible bladder encrustation model and in vitro evaluation of the efficacy of urease inhibitors for the prevention of medical device-related encrustation. Journal of biomedical materials research. Part B, Applied biomaterials. 2006 Jan; 76(1):1-7. doi: 10.1002/jbm.b.30230. [PMID: 16206254]
  • Michelle A Rudek, Ming Zhao, Ping He, Yelena Zabelina, Runyan Jin, Wells A Messersmith, Antonio C Wolff, Sharyn D Baker. Validation and implementation of a liquid chromatography/tandem mass spectrometry assay to quantitate dimethyl benzoylphenylurea (BPU) and its five metabolites in human plasma and urine for clinical pharmacology studies. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Dec; 828(1-2):41-54. doi: 10.1016/j.jchromb.2005.09.027. [PMID: 16253576]
  • Michelle A Rudek, Ming Zhao, Nicola F Smith, Robert W Robey, Ping He, Gurulingappa Hallur, Saeed Khan, Manuel Hidalgo, Antonio Jimeno, A Dimitrios Colevas, Wells A Messersmith, Antonio C Wolff, Sharyn D Baker. In vitro and in vivo clinical pharmacology of dimethyl benzoylphenylurea, a novel oral tubulin-interactive agent. Clinical cancer research : an official journal of the American Association for Cancer Research. 2005 Dec; 11(23):8503-11. doi: 10.1158/1078-0432.ccr-05-1037. [PMID: 16322314]
  • Lemma W Mengistu, Michael J Christoffers, Rodney G Lym. A psbA mutation in Kochia scoparia (L) Schrad from railroad rights-of-way with resistance to diuron, tebuthiuron and metribuzin. Pest management science. 2005 Nov; 61(11):1035-42. doi: 10.1002/ps.1079. [PMID: 15952238]
  • Michelle A Rudek, Yelena Zabelina, Ming Zhao, Antonio C Wolff, Sharyn D Baker. A method for determination of dimethyl benzoylphenyl urea (BPU) in human plasma by using LC/UV. Biomedical chromatography : BMC. 2004 Jun; 18(5):282-7. doi: 10.1002/bmc.314. [PMID: 15236435]
  • G Haesaert, V Derycke, B Deroo, J Latré. Effect of different chemical and mechanical defolation methods on the skin quality of potatoes. Communications in agricultural and applied biological sciences. 2004; 69(4):757-63. doi: . [PMID: 15756866]
  • Fadwa I Y Mostafa, Charles S Helling. Impact of four pesticides on the growth and metabolic activities of two photosynthetic algae. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2002 Sep; 37(5):417-44. doi: 10.1081/pfc-120014873. [PMID: 12369760]
  • Gerard Merlin, Maryline Vuillod, Thierry Lissolo, Bernard Clement. Fate and bioaccumulation of isoproturon in outdoor aquatic microcosms. Environmental toxicology and chemistry. 2002 Jun; 21(6):1236-42. doi: 10.1002/etc.5620210617. [PMID: 12069308]
  • Stefan Pfuhler, Hans Uwe Wolf. Effects of the formaldehyde releasing preservatives dimethylol urea and diazolidinyl urea in several short-term genotoxicity tests. Mutation research. 2002 Feb; 514(1-2):133-46. doi: 10.1016/s1383-5718(01)00335-7. [PMID: 11815252]
  • Ying Feng, Zhi Wu Yu, Peter J Quinn. Effect of urea, dimethylurea, and tetramethylurea on the phase behavior of dioleoylphosphatidylethanolamine. Chemistry and physics of lipids. 2002 Feb; 114(2):149-57. doi: 10.1016/s0009-3084(01)00198-0. [PMID: 11934396]
  • Julian O D Coleman, Carla Frova, Peter Schroder, Michel Tissut. Exploiting plant metabolism for the phytoremediation of persistent herbicides. Environmental science and pollution research international. 2002; 9(1):18-28. doi: 10.1007/bf02987314. [PMID: 11885415]
  • F I Mostafa, C S Helling. Isoproturon degradation as affected by the growth of two algal species at different concentrations and pH values. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2001 Nov; 36(6):709-27. doi: 10.1081/pfc-100107406. [PMID: 11757732]
  • A J O'Neill, J F Hansen, G S Elliott, G L Kennedy. Inhalation toxicity of tetramethylurea in rats. Drug and chemical toxicology. 2001 Nov; 24(4):301-14. doi: 10.1081/dct-100106261. [PMID: 11665645]
  • P Ramirez-Victoria, J Guzman-Rincon, J J Espinosa-Aguirre, S Murillo-Romero. Antimutagenic effect of one variety of green pepper (Capsicum spp.) and its possible interference with the nitrosation process. Mutation research. 2001 Sep; 496(1-2):39-45. doi: 10.1016/s1383-5718(01)00217-0. [PMID: 11551479]
  • L K Chauhan, P N Saxena, S K Gupta. Evaluation of cytogenetic effects of isoproturon on the root meristem cells of Allium sativum. Biomedical and environmental sciences : BES. 2001 Sep; 14(3):214-9. doi: . [PMID: 11723721]
  • A Hazarika, S N Sarkar. Effect of isoproturon pretreatment on the biochemical toxicodynamics of anilofos in male rats. Toxicology. 2001 Aug; 165(2-3):87-95. doi: 10.1016/s0300-483x(01)00411-5. [PMID: 11522367]
  • M R Curry, B Shachar-Hill, A E Hill. Single water channels of aquaporin-1 do not obey the Kedem-Katchalsky equations. The Journal of membrane biology. 2001 May; 181(2):115-23. doi: 10.1007/s00232-001-0015-3. [PMID: 11420598]
  • R W Grunewald, C H Reisse, G A Müller. Characteristics of urea transport of cells derived from rabbit thick ascending limb of Henle's loop. Kidney international. 1998 Jul; 54(1):152-9. doi: 10.1046/j.1523-1755.1998.00980.x. [PMID: 9648073]
  • Z Kranjc, S Lapanje. Solvation of human serum albumin in aqueous alkylurea solutions. International journal of peptide and protein research. 1993 Oct; 42(4):320-5. doi: 10.1111/j.1399-3011.1993.tb00501.x. [PMID: 8244627]
  • A J Streeter, R W Nims, P R Sheffels, J A Hrabie, L Ohannesian, Y H Heur, B A Mico, L K Keefer. Deuterium isotope effect on the toxicokinetics of monomethylamine in the rat. Drug metabolism and disposition: the biological fate of chemicals. 1990 Jul; 18(4):447-52. doi: NULL. [PMID: 1976066]
  • T Gichner, J Velemínský. Inhibitory effects of para-aminobenzoic acid on the formation and mutagenicity of N-nitroso compounds. Mutagenesis. 1988 Jul; 3(4):329-31. doi: 10.1093/mutage/3.4.329. [PMID: 3062321]
  • H F Stich, M P Rosin, L Bryson. Inhibition of mutagenicity of a model nitrosation reaction by naturally occurring phenolics, coffee and tea. Mutation research. 1982 Aug; 95(2-3):119-28. doi: 10.1016/0027-5107(82)90251-2. [PMID: 6750379]
  • W K Paik, S Kim. Determination of N-methylurea: comparison of two colorimetric methods using diacetyl monoxime or alpha-isonitropropiophenone. Analytical biochemistry. 1982 May; 122(1):194-8. doi: 10.1016/0003-2697(82)90270-6. [PMID: 7103082]
  • M Kodama, H Saito, Z Yamaizumi. Formation of alkylureas in the environment. IARC scientific publications. 1982; ?(41):131-6. doi: NULL. [PMID: 7141523]
  • L Rabinowitz, R A Gunther. Renal concentrating ability in sheep during urea, mannitol, and methylurea diuresis. The American journal of physiology. 1972 Apr; 222(4):801-6. doi: 10.1152/ajplegacy.1972.222.4.801. [PMID: 5027086]
  • L RABINOWITZ. MECHANISM OF RENAL EXCRETION OF METHYLUREA AND ACETAMIDE IN THE DOG. The American journal of physiology. 1965 Jul; 209(?):188-94. doi: 10.1152/ajplegacy.1965.209.1.188. [PMID: 14343758]
  • B SCHMIDT-NIELSEN, L RABINOWITZ. METHYLUREA AND ACETAMIDE: ACTIVE REABSORPTION BY ELASMOBRANCH RENAL TUBULES. Science (New York, N.Y.). 1964 Dec; 146(3651):1587-8. doi: 10.1126/science.146.3651.1587. [PMID: 14224503]
  • H V MURDAUGH, E D ROBIN, C D HEARN. UREA: APPARENT CARRIER-MEDIATED TRANSPORT BY FACILITATED DIFFUSION IN DOGFISH ERYTHROCYTES. Science (New York, N.Y.). 1964 Apr; 144(3614):52-3. doi: 10.1126/science.144.3614.52. [PMID: 14107461]