Diphenoxylate (BioDeep_00000003118)

 

Secondary id: BioDeep_00000398424

human metabolite PANOMIX_OTCML-2023 blood metabolite Chemicals and Drugs


代谢物信息卡片


Ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxylic acid

化学式: C30H32N2O2 (452.24636519999996)
中文名称: 地芬诺酯, 盐酸地芬诺酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 26.33%

分子结构信息

SMILES: CCOC(=O)C1(c2ccccc2)CCN(CCC(C#N)(c2ccccc2)c2ccccc2)CC1
InChI: InChI=1S/C30H32N2O2/c1-2-34-28(33)29(25-12-6-3-7-13-25)18-21-32(22-19-29)23-20-30(24-31,26-14-8-4-9-15-26)27-16-10-5-11-17-27/h3-17H,2,18-23H2,1H3

描述信息

A meperidine congener used as an antidiarrheal, usually in combination with atropine. At high doses, it acts like morphine. Its unesterified metabolite difenoxin has similar properties and is used similarly. It has little or no analgesic activity. This medication is classified as a Schedule V under the Controlled Substances Act by the Food and Drug Administration (FDA) and the DEA in the United States when used in preparations. When diphenoxylate is used alone, it is classified as a Schedule II.
A - Alimentary tract and metabolism > A07 - Antidiarrheals, intestinal antiinflammatory/antiinfective agents > A07D - Antipropulsives > A07DA - Antipropulsives
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D009294 - Narcotics
C78276 - Agent Affecting Digestive System or Metabolism > C266 - Antidiarrheal Agent
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
D005765 - Gastrointestinal Agents > D000930 - Antidiarrheals

同义名列表

22 个代谢物同义名

Ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxylic acid; ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylate; 1-(3-Cyano-3,3-diphenylpropyl)-4-phenyl-isonipecotic acid ethyl ester; Ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxylate; 4-Ethoxycarbonyl-alpha,alpha,4-triphenyl-1-piperidinebutyronitrile; 1-(3-Cyano-3,3-diphenylpropyl)-4-phenyl-isonipecotate ethyl ester; Ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylisonipecotic acid; 2,2-Diphenyl-4-(4-carbethoxy-4-phenylpiperidino)butyronitrile; Ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylisonipecotate; 4-Ethoxycarbonyl-α,α,4-triphenyl-1-piperidinebutyronitrile; 4-Ethoxycarbonyl-a,a,4-triphenyl-1-piperidinebutyronitrile; Monohydrochloride, diphenoxylate; Diphenoxylate monohydrochloride; Hydrochloride, diphenoxylate; diphenoxylate hydrochloride; Diphenoxylic acid; Diphenoxylatum; Diphenoxylate; Diphenoxalate; Difenossilato; Difenoxilato; Dea no. 9170



数据库引用编号

16 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

  • Xiu-Min Wang, Li-Xia Lv, Yue-Si Qin, Yu-Zhu Zhang, Ni Yang, Shu Wu, Xiu-Wen Xia, Hong Yang, Hong Xu, Ying Liu, Wei-Jun Ding. Ji-Chuan decoction ameliorates slow transit constipation via regulation of intestinal glial cell apoptosis. World journal of gastroenterology. 2022 Sep; 28(34):5007-5022. doi: 10.3748/wjg.v28.i34.5007. [PMID: 36160643]
  • Zhitong Deng, Zhuotao Fu, Wen Yan, Kechao Nie, Lingli Ding, Duanhua Ma, Haodong Huang, Tao Li, Jianxing Xie, Linchun Fu. The different effects of Chinese Herb Solid Drink and lactulose on gut microbiota in rats with slow transit constipation induced by compound diphenoxylate. Food research international (Ottawa, Ont.). 2021 05; 143(?):110273. doi: 10.1016/j.foodres.2021.110273. [PMID: 33992373]
  • S U Xu, Jinhai Zhai, K E Xu, Xingguo Zuo, Chenghua Wu, Tao Lin, L I Zeng. M1 macrophages-derived exosomes miR-34c-5p regulates interstitial cells of Cajal through targeting SCF. Journal of biosciences. 2021; 46(?):. doi: . [PMID: 34544909]
  • Qian Tan, Jing Hu, Yujing Zhou, Yunxiao Wan, Chuanlan Zhang, Xin Liu, Xingyao Long, Fang Tan, Xin Zhao. Inhibitory Effect of Lactococcus lactis subsp. lactis HFY14 on Diphenoxylate-Induced Constipation in Mice by Regulating the VIP-cAMP-PKA-AQP3 Signaling Pathway. Drug design, development and therapy. 2021; 15(?):1971-1980. doi: 10.2147/dddt.s309675. [PMID: 34007157]
  • Junhong Lan, Kangli Wang, Guangyong Chen, Guangtian Cao, Caimei Yang. Effects of inulin and isomalto-oligosaccharide on diphenoxylate-induced constipation, gastrointestinal motility-related hormones, short-chain fatty acids, and the intestinal flora in rats. Food & function. 2020 Oct; 11(10):9216-9225. doi: 10.1039/d0fo00865f. [PMID: 33030479]
  • Teng-Gen Hu, Peng Wen, Hui-Zhan Fu, Guang-Yue Lin, Sen-Tai Liao, Yu-Xiao Zou. Protective effect of mulberry (Morus atropurpurea) fruit against diphenoxylate-induced constipation in mice through the modulation of gut microbiota. Food & function. 2019 Mar; 10(3):1513-1528. doi: 10.1039/c9fo00132h. [PMID: 30785176]
  • Xichuan Zhai, Dehui Lin, Yan Zhao, Xingbin Yang. Bacterial Cellulose Relieves Diphenoxylate-Induced Constipation in Rats. Journal of agricultural and food chemistry. 2018 Apr; 66(16):4106-4117. doi: 10.1021/acs.jafc.8b00385. [PMID: 29627986]
  • I Maxwell Ezeja, Ihechiluru I Ezeigbo, Kelechi G Madubuike, Nkiru E Udeh, Iheanacho A Ukweni, Stella C Akomas, Daniel C Ifenkwe. Antidiarrheal activity of Pterocarpus erinaceus methanol leaf extract in experimentally-induced diarrhea. Asian Pacific journal of tropical medicine. 2012 Feb; 5(2):147-50. doi: 10.1016/s1995-7645(12)60014-5. [PMID: 22221760]
  • Lucky Lebgosi Nwidu, Grace Emannuel Essien, Paul Alozie Nwafor, Wagner Vilegas. Antidiarrheal mechanism of Carpolobia lutea leaf fractions in rats. Pharmaceutical biology. 2011 Dec; 49(12):1249-56. doi: 10.3109/13880209.2011.589854. [PMID: 21846171]
  • J J Shan, Y Zhang, Y L Diao, W S Qu, X N Zhao. Effect of an antidiabetic polysaccharide from Inula japonica on constipation in normal and two models of experimental constipated mice. Phytotherapy research : PTR. 2010 Nov; 24(11):1734-8. doi: 10.1002/ptr.3212. [PMID: 20564501]
  • Gerald Ngo Teke, Jules-Roger Kuiate, Victor Kueté, Rémy Bertrand Teponno, Léon Azefack Tapondjou, Gerard Vilarem. Antidiarrheal activity of extracts and compound from Trilepisium madagascariense stem bark. Indian journal of pharmacology. 2010 Jun; 42(3):157-63. doi: 10.4103/0253-7613.66839. [PMID: 20871767]
  • Suvra Mandal, Anupam Nayak, Manoj Kar, Samir K Banerjee, Ashes Das, S N Upadhyay, R K Singh, Avijit Banerji, Julie Banerji. Antidiarrhoeal activity of carbazole alkaloids from Murraya koenigii Spreng (Rutaceae) seeds. Fitoterapia. 2010 Jan; 81(1):72-4. doi: 10.1016/j.fitote.2009.08.016. [PMID: 19695314]
  • B Seruga, H K Gan, J J Knox. Managing toxicities and optimal dosing of targeted drugs in advanced kidney cancer. Current oncology (Toronto, Ont.). 2009 May; 16 Suppl 1(?):S52-9. doi: 10.3747/co.v16i0.402. [PMID: 19478903]
  • Marci L Chew, Benoit H Mulsant, Bruce G Pollock, Mark E Lehman, Andrew Greenspan, Ramy A Mahmoud, Margaret A Kirshner, Denise A Sorisio, Robert R Bies, Georges Gharabawi. Anticholinergic activity of 107 medications commonly used by older adults. Journal of the American Geriatrics Society. 2008 Jul; 56(7):1333-41. doi: 10.1111/j.1532-5415.2008.01737.x. [PMID: 18510583]
  • Hui-Fang Li, Jia-Bo Wang, Yi Qu, Cheng Jin, Qiang Wang, Xiao-He Xiao, Zu-Lun Li. [Methodological study on quality evaluation of rhubarb based on purgative bioassay]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Jun; 33(11):1309-12. doi: NULL. [PMID: 18831215]
  • Vern C Juel, Janice M Massey. Myasthenia gravis. Orphanet journal of rare diseases. 2007 Nov; 2(?):44. doi: 10.1186/1750-1172-2-44. [PMID: 17986328]
  • Sekhar K Bose, Saikat Dewanjee, Avijit Sen Gupta, Kartick C Samanta, Mintu Kundu, Subhash C Mandal. In vivo evaluation of antidiarrhoeal activity of Rhus semialata fruit extract in rats. African journal of traditional, complementary, and alternative medicines : AJTCAM. 2007 Oct; 5(1):97-102. doi: ". [PMID: 20162061]
  • Jason Sklerov, Barry Levine, Karla A Moore, Carol Allan, David Fowler. Tissue distribution of loperamide and N-desmethylloperamide following a fatal overdose. Journal of analytical toxicology. 2005 Oct; 29(7):750-4. doi: 10.1093/jat/29.7.750. [PMID: 16419413]
  • Lenika Sagar, Rajesh Sehgal, Sudarshan Ojha. Evaluation of antimotility effect of Lantana camara L. var. acuelata constituents on neostigmine induced gastrointestinal transit in mice. BMC complementary and alternative medicine. 2005 Sep; 5(?):18. doi: 10.1186/1472-6882-5-18. [PMID: 16168064]
  • Markus B Frenz, Paul Dunckley, Luigi Camporota, Derek P Jewell, Simon P L Travis. Comparison between prospective and retrospective evaluation of Crohn's disease activity index. The American journal of gastroenterology. 2005 May; 100(5):1117-20. doi: 10.1111/j.1572-0241.2005.30487.x. [PMID: 15842587]
  • Mohd Aleem Khan, Naeem Ahmad Khan, Iqbal Ahmad Qasmi, Ghufran Ahmad, Shadab Zafar. Protective effect of Arque-Ajeeb on acute experimental diarrhoea in rats. BMC complementary and alternative medicine. 2004 Jul; 4(?):8. doi: 10.1186/1472-6882-4-8. [PMID: 15238156]
  • Ronald J Hogg, Robert J Wyatt. A randomized controlled trial of mycophenolate mofetil in patients with IgA nephropathy [ISRCTN62574616]. BMC nephrology. 2004 Mar; 5(?):3. doi: 10.1186/1471-2369-5-3. [PMID: 15043759]
  • Sarita Das, R Prakash, S Niranjali Devaraj. Antidiarrhoeal effects of methanolic root extract of Hemidesmus indicus (Indian sarsaparilla)--an in vitro and in vivo study. Indian journal of experimental biology. 2003 Apr; 41(4):363-6. doi: NULL. [PMID: 15255649]
  • T L Pierce, A G Murray, W Hope. Determination of methadone and its metabolites by high performance liquid chromatography following solid-phase extraction in rat plasma. Journal of chromatographic science. 1992 Nov; 30(11):443-7. doi: 10.1093/chromsci/30.11.443. [PMID: 1474132]
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  • W V Harford, G J Krejs, C A Santa Ana, J S Fordtran. Acute effect of diphenoxylate with atropine (Lomotil) in patients with chronic diarrhea and fecal incontinence. Gastroenterology. 1980 Mar; 78(3):440-3. doi: . [PMID: 7351282]
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  • N Thurnherr, P Spring. [Double-blind study on the influence of difenoxin hydrochloride on intestinal passage time in healthy volunteers (author's transl)]. Arzneimittel-Forschung. 1979; 29(3):559-62. doi: NULL. [PMID: 582746]
  • H Pece. [Treatment of diarrhea with difenoxin hydrochloride in children (author's transl)]. Arzneimittel-Forschung. 1979; 29(5):849-51. doi: . [PMID: 582988]
  • G N Mir, R L Alioto, J W Sperow, J R Eash, J B Krebs, J Yelnosky. In vivo antimotility and antidiarrheal activity of lidamidine hydrochloride (WHR-1142A), a novel antidiarrheal agent. Comparison with diphenoxylate and loperamide. Arzneimittel-Forschung. 1978; 28(8a):1448-54. doi: . [PMID: 582536]
  • B L Portnoy, H L DuPont, D Pruitt, J A Abdo, J T Rodriguez. Antidiarrheal agents in the treatment of acute diarrhea in children. JAMA. 1976 Aug; 236(7):844-6. doi: NULL. [PMID: 781336]
  • W Pelemans, F Vantrappen. A double blind crossover comparison of loperamide with diphenoxylate in the symptomatic treatment of chronic diarrhea. Gastroenterology. 1976 Jun; 70(6):1030-4. doi: . [PMID: 773736]
  • G C Ford, N J Haskins, R F Palmer, M J Tidd, P H Buckley. The measurement of diphenoxylic acid in plasma following administration of diphenoxylate. Biomedical mass spectrometry. 1976 Feb; 3(1):45-7. doi: 10.1002/bms.1200030109. [PMID: 1260116]
  • N H Lauersen, K H Wilson. Induction of midtrimester abortion by serial intravaginal administration of 15(S)-15-methyl-prostaglandin F2alpha (THAM) suppositories. Prostaglandins. 1975 Dec; 10(6):1037-45. doi: 10.1016/s0090-6980(75)80051-7. [PMID: 1208882]