zomepirac (BioDeep_00000272949)
代谢物信息卡片
zomepirac
化学式: C15H14ClNO3 (291.06621640000003)
中文名称: 佐美酸
谱图信息:
最多检出来源 Astragalus membranaceus(plant) 50%
分子结构信息
SMILES: CC1=C(N(C(=C1)CC(=O)O)C)C(=O)C2=CC=C(C=C2)Cl
InChI: InChI=1S/C15H14ClNO3/c1-9-7-12(8-13(18)19)17(2)14(9)15(20)10-3-5-11(16)6-4-10/h3-7H,8H2,1-2H3,(H,18,19)
描述信息
M - Musculo-skeletal system > M01 - Antiinflammatory and antirheumatic products > M01A - Antiinflammatory and antirheumatic products, non-steroids > M01AB - Acetic acid derivatives and related substances
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
D000893 - Anti-Inflammatory Agents
D018501 - Antirheumatic Agents
同义名列表
1 个代谢物同义名
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:35859
- PubChem: 5733
- Metlin: METLIN44152
- DrugBank: DB04828
- ChEMBL: CHEMBL19490
- CAS: 33369-31-2
- CAS: 64092-49-5
- PMhub: MS000004590
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
- Satoshi Endo, Namiki Miyagi, Toshiyuki Matsunaga, Akira Ikari. Rabbit dehydrogenase/reductase SDR family member 11 (DHRS11): Its identity with acetohexamide reductase with broad substrate specificity and inhibitor sensitivity, different from human DHRS11.
Chemico-biological interactions.
2019 May; 305(?):12-20. doi:
10.1016/j.cbi.2019.03.026. [PMID: 30926317] - Shohei Yamashita, Shingo Oda, Hideko Endo, Koichi Tsuneyama, Tsuyoshi Yokoi. Neutrophil depletion protects against zomepirac-induced acute kidney injury in mice.
Chemico-biological interactions.
2018 Jan; 279(?):102-110. doi:
10.1016/j.cbi.2017.11.011. [PMID: 29154782] - Atsushi Iwamura, Katsuhito Watanabe, Sho Akai, Tsubasa Nishinosono, Koichi Tsuneyama, Shingo Oda, Toshiyuki Kume, Tsuyoshi Yokoi. Zomepirac Acyl Glucuronide Is Responsible for Zomepirac-Induced Acute Kidney Injury in Mice.
Drug metabolism and disposition: the biological fate of chemicals.
2016 07; 44(7):888-96. doi:
10.1124/dmd.116.069575. [PMID: 27112166] - Toshihisa Koga, Ryoichi Fujiwara, Miki Nakajima, Tsuyoshi Yokoi. Toxicological evaluation of acyl glucuronides of nonsteroidal anti-inflammatory drugs using human embryonic kidney 293 cells stably expressing human UDP-glucuronosyltransferase and human hepatocytes.
Drug metabolism and disposition: the biological fate of chemicals.
2011 Jan; 39(1):54-60. doi:
10.1124/dmd.110.035600. [PMID: 20926620] - Trevor Tanner, Sue Aspley, Andrew Munn, Tracy Thomas. The pharmacokinetic profile of a novel fixed-dose combination tablet of ibuprofen and paracetamol.
BMC clinical pharmacology.
2010 Jul; 10(?):10. doi:
10.1186/1472-6904-10-10. [PMID: 20602760] - Gregory S Walker, James Atherton, Jonathan Bauman, Christopher Kohl, Wing Lam, Michael Reily, Zhen Lou, Abdul Mutlib. Determination of degradation pathways and kinetics of acyl glucuronides by NMR spectroscopy.
Chemical research in toxicology.
2007 Jun; 20(6):876-86. doi:
10.1021/tx600297u. [PMID: 17536843] - Zhesheng Chen, Tom G Holt, James V Pivnichny, Kwan Leung. A simple in vitro model to study the stability of acylglucuronides.
Journal of pharmacological and toxicological methods.
2007 Jan; 55(1):91-5. doi:
10.1016/j.vascn.2006.03.008. [PMID: 16713308] - Jian Hua Liu, Philip C Smith. Predicting the pharmacokinetics of acyl glucuronides and their parent compounds in disease states.
Current drug metabolism.
2006 Feb; 7(2):147-63. doi:
10.2174/138920006775541589. [PMID: 16472105] - Jørgen Olsen, Chunze Li, Inga Bjørnsdottir, Ulrik Sidenius, Steen Honoré Hansen, Leslie Z Benet. In vitro and in vivo studies on acyl-coenzyme A-dependent bioactivation of zomepirac in rats.
Chemical research in toxicology.
2005 Nov; 18(11):1729-36. doi:
10.1021/tx0501785. [PMID: 16300382] - Loretta Aureli, Gabriele Cruciani, Maria Candida Cesta, Roberto Anacardio, Lucio De Simone, Alessio Moriconi. Predicting human serum albumin affinity of interleukin-8 (CXCL8) inhibitors by 3D-QSPR approach.
Journal of medicinal chemistry.
2005 Apr; 48(7):2469-79. doi:
10.1021/jm049227l. [PMID: 15801837] - Aaron N Hata, Terry P Lybrand, Lawrence J Marnett, Richard M Breyer. Structural determinants of arylacetic acid nonsteroidal anti-inflammatory drugs necessary for binding and activation of the prostaglandin D2 receptor CRTH2.
Molecular pharmacology.
2005 Mar; 67(3):640-7. doi:
10.1124/mol.104.007971. [PMID: 15563582] - Klaus Klarskov, Stephen Naylor. India ink staining after sodium dodecyl sulfate polyacrylamide gel electrophoresis and in conjunction with Western blots for peptide mapping by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
Rapid communications in mass spectrometry : RCM.
2002; 16(1):35-42. doi:
10.1002/rcm.522. [PMID: 11754245] - M Wang, R G Dickinson. Bile duct ligation promotes covalent drug-protein adduct formation in plasma but not in liver of rats given zomepirac.
Life sciences.
2000 Dec; 68(5):525-37. doi:
10.1016/s0024-3205(00)00958-9. [PMID: 11197750] - A R King, R G Dickinson. The utility of the bile-exteriorized rat as a source of reactive acyl glucuronides: studies with zomepirac.
Journal of pharmacological and toxicological methods.
1996 Nov; 36(3):131-6. doi:
10.1016/s1056-8719(96)00106-2. [PMID: 8959578] - M J Bailey, R G Dickinson. Chemical and immunochemical comparison of protein adduct formation of four carboxylate drugs in rat liver and plasma.
Chemical research in toxicology.
1996 Apr; 9(3):659-66. doi:
10.1021/tx960017o. [PMID: 8728513] - P Zia-Amirhosseini, A Ding, A L Burlingame, A F McDonagh, L Z Benet. Synthesis and mass-spectrometric characterization of human serum albumins modified by covalent binding of two non-steroidal anti-inflammatory drugs: tolmetin and zomepirac.
The Biochemical journal.
1995 Oct; 311 ( Pt 2)(?):431-5. doi:
10.1042/bj3110431. [PMID: 7487878] - J C Ojingwa, H Spahn-Langguth, L Z Benet. Reversible binding of tolmetin, zomepirac, and their glucuronide conjugates to human serum albumin and plasma.
Journal of pharmacokinetics and biopharmaceutics.
1994 Feb; 22(1):19-40. doi:
10.1007/bf02353408. [PMID: 8027947] - O Y Hu, K M Chu, H S Liu, S F Chiao, W Ho, S T Ho. Reinduction of the hypnotic effects of thiopental with NSAIDs by decreasing thiopental plasma protein binding in humans.
Acta anaesthesiologica Scandinavica.
1993 Apr; 37(3):258-61. doi:
10.1111/j.1399-6576.1993.tb03711.x. [PMID: 8517101] - P C Smith, A F McDonagh, L Z Benet. Effect of esterase inhibition on the disposition of zomepirac glucuronide and its covalent binding to plasma proteins in the guinea pig.
The Journal of pharmacology and experimental therapeutics.
1990 Jan; 252(1):218-24. doi:
NULL. [PMID: 2299592] - P C Smith, A F McDonagh, L Z Benet. Irreversible binding of zomepirac to plasma protein in vitro and in vivo.
The Journal of clinical investigation.
1986 Mar; 77(3):934-9. doi:
10.1172/jci112392. [PMID: 3949982] - S J Bander. Reversible renal failure and nephrotic syndrome without interstitial nephritis from zomepirac.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
1985 Oct; 6(4):233-6. doi:
10.1016/s0272-6386(85)80178-5. [PMID: 3901736] - W B Reeves, R J Foley, E J Weinman. Nephrotoxicity from nonsteroidal anti-inflammatory drugs.
Southern medical journal.
1985 Mar; 78(3):318-22. doi:
10.1097/00007611-198503000-00021. [PMID: 3975749] - H Müller, H W Zulliger. Continuous body fluid monitoring for zomepirac by fully automated high-performance liquid chromatography.
Arzneimittel-Forschung.
1985; 35(1):152-4. doi:
NULL. [PMID: 4039145] - P C Smith, J Hasegawa, P N Langendijk, L Z Benet. Stability of acyl glucuronides in blood, plasma, and urine: studies with zomepirac.
Drug metabolism and disposition: the biological fate of chemicals.
1985 Jan; 13(1):110-2. doi:
NULL. [PMID: 2858367] - R S Stern, M Bigby. An expanded profile of cutaneous reactions to nonsteroidal anti-inflammatory drugs. Reports to a specialty-based system for spontaneous reporting of adverse reactions to drugs.
JAMA.
1984 Sep; 252(11):1433-7. doi:
NULL. [PMID: 6236306] - R K Desiraju, R K Nayak, J F Pritchard. Zomepirac--aspirin interactions in man.
Journal of clinical pharmacology.
1984 Aug; 24(8-9):371-80. doi:
10.1002/j.1552-4604.1984.tb02789.x. [PMID: 6480878] - W L Bender, A Whelton, W E Beschorner, M O Darwish, M Hall-Craggs, K Solez. Interstitial nephritis, proteinuria, and renal failure caused by nonsteroidal anti-inflammatory drugs. Immunologic characterization of the inflammatory infiltrate.
The American journal of medicine.
1984 Jun; 76(6):1006-12. doi:
10.1016/0002-9343(84)90849-0. [PMID: 6375363] - R Darwish, N D Vaziri, S Gupta, H Novey, G S Spear, K Licorish, D Powers, T Cesario. Focal renal cortical necrosis associated with zomepirac.
The American journal of medicine.
1984 Jun; 76(6):1113-7. doi:
10.1016/0002-9343(84)90867-2. [PMID: 6731466] - P N Langendijk, P C Smith, J Hasegawa, L Z Benet. Simultaneous determination of zomepirac and its major metabolite zomepirac glucuronide in human plasma and urine.
Journal of chromatography.
1984 May; 307(2):371-9. doi:
10.1016/s0378-4347(00)84108-0. [PMID: 6610684] - H Schütz, S Suphachearabhan. [Screening and detection of the analgesic zomepirac].
Arzneimittel-Forschung.
1984; 34(3):293-7. doi:
NULL. [PMID: 6539609] - J F Pritchard, P J O'Neill, M B Affrime, D T Lowenthal. Influence of uremia, hemodialysis, and nonesterified fatty acids on zomepirac plasma protein binding.
Clinical pharmacology and therapeutics.
1983 Nov; 34(5):681-8. doi:
10.1038/clpt.1983.232. [PMID: 6627828] - K T Ng, J J Kalbron. Sensitive gas chromatographic quantitation of zomepirac in plasma using an electron-capture detector.
Journal of chromatography.
1983 Sep; 276(2):311-8. doi:
10.1016/s0378-4347(00)85097-5. [PMID: 6630380] - H Nakamura, C Imazu, K Ishii, Y Yokoyama, T Kadokawa, M Shimizu. Site of analgesic action of zomepirac sodium, a potent non-narcotic analgesic in experimental animals.
Japanese journal of pharmacology.
1983 Aug; 33(4):875-83. doi:
10.1254/jjp.33.875. [PMID: 6685202] - G L Dunn, D H Morison, A M Fargas-Babjak. Zomepirac as an analgesic premedication: a comparison of three dosage regimens.
Canadian Anaesthetists' Society journal.
1983 Jul; 30(4):331-6. doi:
10.1007/bf03007852. [PMID: 6871773] - P Pietta, A Calatroni. High-performance liquid chromatographic assay for zomepirac and its main metabolite in urine.
Journal of chromatography.
1983 Jun; 275(1):217-22. doi:
10.1016/s0378-4347(00)84365-0. [PMID: 6874867] - F C Miller, W J Schorr, J W Lacher. Zomepirac-induced renal failure.
Archives of internal medicine.
1983 Jun; 143(6):1171-3. doi:
NULL. [PMID: 6222714] - R Kiani, M Kushner. Zomepirac-induced serum sickness. A report of two cases.
JAMA.
1983 May; 249(20):2812-3. doi:
NULL. [PMID: 6842791] - F Witassek, J Bircher, P Huguenin, R Preisig. Abnormal glucuronidation of zomepirac in patients with cirrhosis of the liver.
Hepatology (Baltimore, Md.).
1983 May; 3(3):415-22. doi:
10.1002/hep.1840030322. [PMID: 6840687] - W H Lisker. Nonoliguric renal failure associated with zomepirac.
JAMA.
1983 Apr; 249(13):1706-7. doi:
10.1001/jama.1983.03330370020008. [PMID: 6827751] - S E Warren, C Mosley. Renal failure and tubular dysfunction due to zomepirac therapy.
JAMA.
1983 Jan; 249(3):396-7. doi:
NULL. [PMID: 6848832] - J M Grindel, J F Hills, N L Renzi. Reversed-phase high-performance liquid chromatographic assay for zomepirac in urine.
Journal of chromatography.
1983 Jan; 272(1):210-5. doi:
10.1016/s0378-4347(00)86121-6. [PMID: 6841543] - S C Boike, M J Rybak, J E Tintinalli, R Veneri. Zomepirac-related acute renal failure.
Drug intelligence & clinical pharmacy.
1983 Jan; 17(1):56-7. doi:
10.1177/106002808301700117. [PMID: 6825559] - J L Blackshear. Drug-induced failure.
Mayo Clinic proceedings.
1982 Oct; 57(10):670-71. doi:
NULL. [PMID: 7121076] - P J O'Neill, K A Yorgey, N L Renzi, R L Williams, L Z Benet. Disposition of zomepirac sodium in man.
Journal of clinical pharmacology.
1982 Oct; 22(10):470-6. doi:
10.1002/j.1552-4604.1982.tb02637.x. [PMID: 7174855] - P J Mease, A J Ellsworth, P D Killen, R F Willkens. Zomepirac, interstitial nephritis, and renal failure.
Annals of internal medicine.
1982 Sep; 97(3):454. doi:
10.7326/0003-4819-97-3-454_1. [PMID: 7114649] - M Dettwiler, S Rippstein, A Jeger. A rapid sensitive determination of carprofen and zomepirac using thin-layer chromatography and gas chromatography--mass spectrometry.
Journal of chromatography.
1982 Jul; 244(1):153-8. doi:
10.1016/s0021-9673(00)80133-8. [PMID: 7119074] - J T McCarthy, G L Schwartz, T J Blair, A M Pierides, C J Van den Berg. Reversible nonoliguric acute renal failure associated with zomepirac therapy.
Mayo Clinic proceedings.
1982 Jun; 57(6):351-4. doi:
NULL. [PMID: 7078269] - S J Ratner. Zomepirac and renal failure.
Annals of internal medicine.
1982 Jun; 96(6 Pt 1):793. doi:
10.7326/0003-4819-96-6-793_1. [PMID: 6979965] - D W Joubert. Zomepirac overdose and review of literature on acute toxicity of nonsteroidal antiinflammatory agents.
Drug intelligence & clinical pharmacy.
1982 Apr; 16(4):328-30. doi:
10.1177/106002808201600410. [PMID: 6121697] - C L Welch, T M Annesley, H S Luthra, T P Moyer. Liquid-chromatographic determination of zomepirac in serum and plasma.
Clinical chemistry.
1982 Mar; 28(3):481-4. doi:
10.1093/clinchem/28.3.481. [PMID: 7067091] - V T Smith. Anaphylactic shock, acute renal failure, and disseminated intravascular coagulation. Suspected complications of zomepirac.
JAMA.
1982 Feb; 247(8):1172-3. doi:
NULL. [PMID: 7057609] - P J O'Neill, K A Yorgey, L A McKown. Dose-dependent pharmacokinetics and renal handling of zomepirac in rhesus monkeys.
The Journal of pharmacology and experimental therapeutics.
1981 Dec; 219(3):665-8. doi:
NULL. [PMID: 7299689] - S K Fellner, H B Affarah, C Wolfe. Acute renal failure and zomepirac.
Archives of internal medicine.
1981 Dec; 141(13):1846. doi:
10.1001/archinte.141.13.1846a. [PMID: 7316629] - G K Moore, B Noordewier, J B Hook, K A Yorgey, P J O'Neill. Effects of zomepirac and indomethacin on renal blood flow and electrolyte excretion in anesthetized monkeys.
Life sciences.
1981 Sep; 29(13):1309-15. doi:
10.1016/0024-3205(81)90673-1. [PMID: 7289783] - P J O'Neill. Plasma protein binding of zomepirac sodium.
Journal of pharmaceutical sciences.
1981 Jul; 70(7):818-9. doi:
10.1002/jps.2600700733. [PMID: 7264940] - W N Wu, L E Weaner, J Kalbron, P J O'Neill, J M Grindel. The metabolism of zomepirac sodium. II. Isolation and identification of the urinary metabolites in rat, mouse, rhesus monkey, and man.
Drug metabolism and disposition: the biological fate of chemicals.
1980 Sep; 8(5):349-52. doi:
NULL. [PMID: 6107234] - J M Grindel, P J O'Neill, K A Yorgey, M H Schwartz, L A McKown, B H Migdalof, W N Wu. The metabolism of zomepirac sodium. I. Disposition in laboratory animals and man.
Drug metabolism and disposition: the biological fate of chemicals.
1980 Sep; 8(5):343-8. doi:
NULL. [PMID: 6107233] - C H Mielke, S B Kahn, L D Muschek, J J Tighe, K T Ng, F L Minn. Effects of zomepirac on hemostasis in healthy adults and on platelet function in vitro.
Journal of clinical pharmacology.
1980 May; 20(5-6 Pt 2):409-17. doi:
NULL. [PMID: 7400378] - L D Muschek, J M Grindel. Review of the pharmacokinetics and metabolism of zomepirac in man and animals.
Journal of clinical pharmacology.
1980 04; 20(4):223-9. doi:
10.1002/j.1552-4604.1980.tb01702.x. [PMID: 6769977] - R K Nayak, K T Ng, S Gottlieb, J Plostnieks. Zomepirac kinetics in healthy males.
Clinical pharmacology and therapeutics.
1980 Mar; 27(3):395-401. doi:
10.1038/clpt.1980.53. [PMID: 7357796] - K T Ng, T Snyderman. Determination of zomepirac in plasma by high-pressure liquid chromatography.
Journal of chromatography.
1979 Oct; 178(1):241-7. doi:
10.1016/s0021-9673(00)89712-5. [PMID: 528653] - P J O'Neill, K A Yorgey, B H Migdalof, R Z Gussin. Renal handling of zomepirac sodium (McN-2783-21-98) in the rat.
The Journal of pharmacology and experimental therapeutics.
1979 Jun; 209(3):366-70. doi:
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