trimebutine (BioDeep_00000184539)

   

human metabolite blood metabolite Chemicals and Drugs Volatile Flavor Compounds


代谢物信息卡片


2-(Dimethylamino)-2-phenylbutyl 3,4,5-trimethoxybenzoic acid

化学式: C22H29NO5 (387.20456240000004)
中文名称: 曲美布汀
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCC(COC(=O)C1=CC(=C(C(=C1)OC)OC)OC)(C2=CC=CC=C2)N(C)C
InChI: InChI=1S/C22H29NO5/c1-7-22(23(2)3,17-11-9-8-10-12-17)15-28-21(24)16-13-18(25-4)20(27-6)19(14-16)26-5/h8-14H,7,15H2,1-6H3

描述信息

A - Alimentary tract and metabolism > A03 - Drugs for functional gastrointestinal disorders > A03A - Drugs for functional gastrointestinal disorders > A03AA - Synthetic anticholinergics, esters with tertiary amino group
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D010276 - Parasympatholytics
C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist
D005765 - Gastrointestinal Agents
Trimebutine is a drug with antimuscarinic and weak mu opioid agonist effects. Target: Opioid Receptor Trimebutine is an agonist of peripheral mu, kappa and delta opiate receptors, used as spasmolytic agent for treatment of both acute and chronic abdominal pain [1]. The major product from drug metabolism of trimebutine in human beings is nor-trimebutine, which comes from removal of one of the methyl groups attached to nitrogen. Trimebutine exerts its effects in part due to causing a premature activation of phase III of the migrating motor complex in the digestive tract [2, 3].

同义名列表

14 个代谢物同义名

2-(Dimethylamino)-2-phenylbutyl 3,4,5-trimethoxybenzoic acid; 2-(dimethylamino)-2-phenylbutyl 3,4,5-trimethoxybenzoate; Maleate salt, trimebutine; Salt, trimebutine maleate; Trimebutine maleate salt; Maleate, trimebutine; Trimebutine Maleate; Trimebutina; trimebutine; Transacalm; Polibutin; Debridat; Modulon; Trimebutine



数据库引用编号

11 个数据库交叉引用编号

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)

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

  • Amira Motawea, Walaa Ebrahim Abd El Hady, Ghada Ahmed El-Emam. The protective impact of adapted trimebutine maleate-loaded nanostructured lipid carriers for alleviating the severity of acute colitis. Drug delivery. 2022 Dec; 29(1):906-924. doi: 10.1080/10717544.2022.2050847. [PMID: 35297699]
  • Islam Amine Larabi, Charlotte Duverneuil-Mayer, Emuri Abe, Frédéric Baud, Jean-Claude Alvarez. An Automated Method for the Determination of Trimebutine and N-Mono-Desmethyl Trimebutine by On-Line Turbulent Flow Coupled with Liquid Chromatography-Tandem Mass Spectrometry in Human Plasma: Application to a Fatal Poisoning Case with Toxicokinetic Study. Journal of analytical toxicology. 2015 Nov; 39(9):720-5. doi: 10.1093/jat/bkv098. [PMID: 26342056]
  • Hélène Montpetit, Maxime Ranger, Patrick Colin, Milton Furtado, Fabio Garofolo. Discovery of a novel trimebutine metabolite and its impact on N-desmethyltrimebutine quantification by LC-MS/MS. Bioanalysis. 2015; 7(8):1007-15. doi: 10.4155/bio.15.31. [PMID: 25966011]
  • S J Tozer, S B Lambert, C L Strong, H E Field, T P Sloots, M D Nissen. Potential animal and environmental sources of Q fever infection for humans in Queensland. Zoonoses and public health. 2014 Mar; 61(2):105-12. doi: 10.1111/zph.12051. [PMID: 23663407]
  • I S Lembrik. [Effectiveness of treatment of pancreatic disorders in children (based on catamnesis)]. Likars'ka sprava. 2013 Jun; ?(4):61-6. doi: NULL. [PMID: 25095687]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • Kyung Hee Choi, Ah Jeong Kim, In Ja Son, Kyung-Hwan Kim, Ki-Bong Kim, Hyuk Ahn, Eun Bong Lee. Risk factors of drug interaction between warfarin and nonsteroidal anti-inflammatory drugs in practical setting. Journal of Korean medical science. 2010 Mar; 25(3):337-41. doi: 10.3346/jkms.2010.25.3.337. [PMID: 20191029]
  • Alexander C Ford, Nicholas J Talley, Brennan M R Spiegel, Amy E Foxx-Orenstein, Lawrence Schiller, Eamonn M M Quigley, Paul Moayyedi. Effect of fibre, antispasmodics, and peppermint oil in the treatment of irritable bowel syndrome: systematic review and meta-analysis. BMJ (Clinical research ed.). 2008 Nov; 337(?):a2313. doi: 10.1136/bmj.a2313. [PMID: 19008265]
  • Ok Hwa Jhee, Yun Sik Lee, Leslie M Shaw, Yong Cheol Jeon, Min Ho Lee, Seung Hoon Lee, Ju Seop Kang. Pharmacokinetic and bioequivalence evaluation of two formulations of 100 mg trimebutine maleate (Recutin and Polybutin) in healthy male volunteers using the LC-MS/MS method. Clinica chimica acta; international journal of clinical chemistry. 2007 Jan; 375(1-2):69-75. doi: 10.1016/j.cca.2006.06.006. [PMID: 16854404]
  • Shiho Okano, Hideaki Nagaya, Nobuhiro Inatomi. Novelty stress increases fecal pellet output in mongolian gerbils: effects of several drugs. Journal of pharmacological sciences. 2005 Aug; 98(4):411-8. doi: 10.1254/jphs.fp0050353. [PMID: 16079466]
  • Eric Chevalier, Francine Pétoux, Maria Chovet, Annik Langlois. Beneficial effect of trimebutine and N-monodesmethyl trimebutine on trinitrobenzene sulfonic acid-induced colitis in rats. Life sciences. 2004 Dec; 76(3):319-29. doi: 10.1016/j.lfs.2004.08.011. [PMID: 15531383]
  • Hong Jiang, Li Ding, Jin Yang, Xin Huang, Guang-yu Liu, Zheng-xing Zhang. [Pharmacokinetics and bioequivalence of trimebutine dispersive tablet in healthy subjects]. Yao xue xue bao = Acta pharmaceutica Sinica. 2004 Mar; 39(3):208-11. doi: NULL. [PMID: 15171657]
  • Hongyun Wang, Hui Zhou, Shingo Horimoto, Ji Jiang, Tsuyoshi Mayumi, Pei Hu. Quantitative determination of trimebutine maleate and its three metabolites in human plasma by liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2002 Nov; 779(2):173-87. doi: 10.1016/s1570-0232(02)00369-0. [PMID: 12361732]
  • Yuji Iwanaga. [Physicochemical and pharmacological characteristic and clinical efficacy of an anti-irritable bowel syndrome agent, polycarbophil calcium (Polyful)]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica. 2002 Mar; 119(3):185-90. doi: 10.1254/fpj.119.185. [PMID: 11915521]
  • S Okano, H Nagaya, Y Ikeura, H Natsugari, N Inatomi. Effects of TAK-637, a novel neurokinin-1 receptor antagonist, on colonic function in vivo. The Journal of pharmacology and experimental therapeutics. 2001 Aug; 298(2):559-64. doi: NULL. [PMID: 11454917]
  • F Li, L Yu. Determination of trimebutine maleate in rat plasma and tissues by using capillary zone electrophoresis. Biomedical chromatography : BMC. 2001 Jun; 15(4):248-51. doi: 10.1002/bmc.52. [PMID: 11438965]
  • L N Yu, F M Li. [HPCE determination of trimebutine maleate in rat plasma and its pharmacokinetics]. Yao xue xue bao = Acta pharmaceutica Sinica. 2001 Feb; 36(2):131-3. doi: NULL. [PMID: 12579881]
  • S Saivin, M Lavit, F Michel, J P Labaune, A Martin, G Cahiez, C Donazzolo, J M Chomard, G Houin. Pharmacokinetics and bioequivalence of two trimebutine formulations in healthy volunteers using desmethyl-trimebutine levels. Arzneimittel-Forschung. 2000 Aug; 50(8):717-21. doi: 10.1055/s-0031-1300278. [PMID: 10994155]
  • M Lavit, S Saivin, H Boudra, F Michel, A Martin, G Cahiez, J P Labaune, J M Chomard, G Houin. Determination of trimebutine and desmethyl-trimebutine in human plasma by HPLC. Arzneimittel-Forschung. 2000 Jul; 50(7):640-4. doi: 10.1055/s-0031-1300264. [PMID: 10965422]
  • E H Joo, W I Chang, I Oh, S C Shin, H K Na, Y B Lee. High-performance liquid chromatographic determination of trimebutine and its major metabolite, N-monodesmethyl trimebutine, in rat and human plasma. Journal of chromatography. B, Biomedical sciences and applications. 1999 Feb; 723(1-2):239-46. doi: 10.1016/s0378-4347(98)00516-7. [PMID: 10080651]
  • T Hayakawa, T Arakawa, Y Kase, S Akiyama, A Ishige, S Takeda, H Sasaki, H Uno, T Fukuda, K Higuchi, K Kobayashi. Liu-Jun-Zi-Tang, a kampo medicine, promotes adaptive relaxation in isolated guinea pig stomachs. Drugs under experimental and clinical research. 1999; 25(5):211-8. doi: ". [PMID: 10568209]
  • K Yamada, Y Onoda. [Effects of trimebutine on colonic propulsion in mice]. Journal of smooth muscle research = Nihon Heikatsukin Gakkai kikanshi. 1992 Jun; 28(3):87-93. doi: 10.1540/jsmr.28.87. [PMID: 1457960]
  • H D Allescher, S Ahmad, M Classen, E E Daniel. Interaction of trimebutine and Jo-1196 (fedotozine) with opioid receptors in the canine ileum. The Journal of pharmacology and experimental therapeutics. 1991 May; 257(2):836-42. doi: . [PMID: 1851839]
  • S Grandjouan, S Chaussade, D Couturier, D Thierman-Duffaud, J F Henry. A comparison of metoclopramide and trimebutine on small bowel motility in humans. Alimentary pharmacology & therapeutics. 1989 Aug; 3(4):387-93. doi: 10.1111/j.1365-2036.1989.tb00226.x. [PMID: 2518853]
  • P Poitras, M Boivin, R G Lahaie, L Trudel. Regulation of plasma motilin by opioids in the dog. The American journal of physiology. 1989 Jul; 257(1 Pt 1):G41-5. doi: 10.1152/ajpgi.1989.257.1.g41. [PMID: 2546442]
  • Y Miura, S Takeyama, M Yoshikawa, H Endo, S Furuuchi, S Harigaya. [Metabolism of trimebutine maleate, a gastrointestinal tract motility regulator in rats and mice: characterization and quantification of metabolites in urine, bile and plasma]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 1988 Oct; 108(10):989-1000. doi: 10.1248/yakushi1947.108.10_989. [PMID: 3246643]
  • Y Hamada, K Kamiya, M Koyama, M Asaka, T Matsushima, T Myazaki, T Kamiya. [Studies on the clinical significance concerning the changes in serum pepsinogen-I and gastrin levels in aged patients with chronic gastritis]. [Hokkaido igaku zasshi] The Hokkaido journal of medical science. 1988 Mar; 63(2):178-85. doi: NULL. [PMID: 2898425]
  • P Poitras, C Hondé, R Goyer, J L Junien, X Pascaud, G R Greenberg. [Effect of trimebutine on the plasma postprandial release of gastrointestinal hormones in the dog]. Gastroenterologie clinique et biologique. 1987; 11(3 Pt 2):94B-96B. doi: NULL. [PMID: 3301510]
  • S Chaussade, S Grandjouan, D Couturier, D Thierman-Duffaud, J F Henry. [Effect of trimebutine on the motility of the normal human small intestines: mechanism of action]. Gastroenterologie clinique et biologique. 1987; 11(3 Pt 2):97B-101B. doi: NULL. [PMID: 3609631]
  • P Poitras, C Honde, J Havrankova, R G Lahaie, L Trudel, R Goyer, J L Junien, X Pascaud. Effect of trimebutine on intestinal motility and plasma motilin in the dog. The American journal of physiology. 1986 Sep; 251(3 Pt 1):G349-53. doi: 10.1152/ajpgi.1986.251.3.g349. [PMID: 3529986]
  • A Astier, A M Deutsch. Quantitative high-performance liquid chromatographic determination of antispasmodic trimebutine in human plasma: pharmacokinetic studies after intravenous administration in humans. Journal of chromatography. 1981 Jun; 224(1):149-55. doi: 10.1016/s0378-4347(00)80150-4. [PMID: 7263813]
  • H J Hilderson, M J De Wolf, A R Lagrou, W S Dierick. Subcellular structure of bovine thyroid gland. A study on bovine thyroid membranes by buoyant-density-gradient centrifugation in a B-XIV zonal rotor. The Biochemical journal. 1975 Dec; 152(3):601-7. doi: 10.1042/bj1520601. [PMID: 5997]