Valdecoxib (BioDeep_00000399170)
Main id: BioDeep_00000001946
natural product
代谢物信息卡片
Valdecoxib
化学式: C16H14N2O3S (314.0725)
中文名称: 伐地考昔
谱图信息:
最多检出来源 Homo sapiens(natural_products) 41.49%
分子结构信息
SMILES: C1=CC=CC(=C1)C2=NOC(=C2C3=CC=C(C=C3)S(N)(=O)=O)C
InChI: InChI=1S/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20)
描述信息
M - Musculo-skeletal system > M01 - Antiinflammatory and antirheumatic products > M01A - Antiinflammatory and antirheumatic products, non-steroids > M01AH - Coxibs
D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors
D004791 - Enzyme Inhibitors > D016861 - Cyclooxygenase Inhibitors > D052246 - Cyclooxygenase 2 Inhibitors
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
C471 - Enzyme Inhibitor > C1323 - Cyclooxygenase Inhibitor
D000893 - Anti-Inflammatory Agents
同义名列表
1 个代谢物同义名
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:63634
- KEGG: C21552
- KEGGdrug: D02709
- PubChem: 119607
- Metlin: METLIN43886
- DrugBank: DB00580
- ChEMBL: CHEMBL865
- CAS: 181695-72-7
- MoNA: FiehnHILIC003045
- MoNA: FiehnHILIC002406
- MoNA: FiehnHILIC001569
- MoNA: FiehnHILIC000842
- MoNA: CCMSLIB00000078640
- PubChem: 336445190
- PDB-CCD: COX
- RefMet: Valdecoxib
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
- Seung Yeon Park, Wonjun Cho, A M Abd El-Aty, Ahmet Hacimuftuoglu, Ji Hoon Jeong, Tae Woo Jung. Valdecoxib attenuates lipid-induced hepatic steatosis through autophagy-mediated suppression of endoplasmic reticulum stress.
Biochemical pharmacology.
2022 05; 199(?):115022. doi:
10.1016/j.bcp.2022.115022. [PMID: 35358477] - Tae Jin Kim, Hyun Jung Lee, Do Hyeon Pyun, A M Abd El-Aty, Ji Hoon Jeong, Tae Woo Jung. Valdecoxib improves lipid-induced skeletal muscle insulin resistance via simultaneous suppression of inflammation and endoplasmic reticulum stress.
Biochemical pharmacology.
2021 06; 188(?):114557. doi:
10.1016/j.bcp.2021.114557. [PMID: 33844985] - Mengchun Chen, Wei Sun, Zhe Wang, Chengke Huang, Guoxin Hu, Yijie Chen, Ledan Wang. Determination of parecoxib and valdecoxib in rat plasma by UPLC-MS/MS and its application to pharmacokinetics studies.
BMC pharmacology & toxicology.
2020 04; 21(1):27. doi:
10.1186/s40360-020-00406-5. [PMID: 32264977] - Shuang-Long Li, Yong-Liang Zhu, Chun-Yang Zhu, Shao-Bin Li, Zi-Heng Li, Xiang-Jun Qiu. Simultaneous Determination of Parecoxib and Its Metabolite Valdecoxib Concentrations in Beagle Plasma by UPLC-MS/MS and Application for Pharmacokinetics Study.
Drug design, development and therapy.
2020; 14(?):1117-1125. doi:
10.2147/dddt.s226349. [PMID: 32214797] - Jie Hu, Bing-Feng Lv, Wen-Jing Guo, Bo-Wen Wang, Di Miao, Xiang-Jun Qiu, Xing-Peng Chen. Effects of Dexmedetomidine on the Pharmacokinetics of Parecoxib and Its Metabolite Valdecoxib in Beagles by UPLC-MS/MS.
BioMed research international.
2020; 2020(?):1563874. doi:
10.1155/2020/1563874. [PMID: 32832543] - Xiaoliang Jin, Fang Zhou, Yan Liu, Chen Cheng, Lan Yao, Yuanwei Jia, Guangji Wang, Jingwei Zhang. Simultaneous determination of parecoxib and its main metabolites valdecoxib and hydroxylated valdecoxib in mouse plasma with a sensitive LC-MS/MS method to elucidate the decreased drug metabolism of tumor bearing mice.
Journal of pharmaceutical and biomedical analysis.
2018 Sep; 158(?):1-7. doi:
10.1016/j.jpba.2018.05.034. [PMID: 29843006] - Jaya Prabhakaran, Mark Underwood, Francesca Zanderigo, Norman R Simpson, Anna R Cooper, Jeffrey Matthew, Harry Rubin-Falcone, Ramin V Parsey, J John Mann, J S Dileep Kumar. Radiosynthesis and in vivo evaluation of [11C]MOV as a PET imaging agent for COX-2.
Bioorganic & medicinal chemistry letters.
2018 08; 28(14):2432-2435. doi:
10.1016/j.bmcl.2018.06.015. [PMID: 29929881] - Aysun Inan Genç, Seher Gok, Sreeparna Banerjee, Feride Severcan. Valdecoxib Recovers the Lipid Composition, Order and Dynamics in Colon Cancer Cell Lines Independent of COX-2 Expression: An ATR-FTIR Spectroscopy Study.
Applied spectroscopy.
2017 01; 71(1):105-117. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2016 Jun; 1022(?):220-229. doi:
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2014 Oct; 202(1):37-42. doi:
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Toxicological sciences : an official journal of the Society of Toxicology.
2014 Jan; 137(1):234-48. doi:
10.1093/toxsci/kft232. [PMID: 24136188] - Maria V Encinas, Eduardo Lissi, Claudio Vergara. Association of valdecoxib, a nonsteroidal anti-inflammatory drug, with human serum albumin.
Photochemistry and photobiology.
2013 Nov; 89(6):1399-405. doi:
10.1111/php.12158. [PMID: 23952101] - Ghan-Shyam Lohiya, Piyush Lohiya, Vamsi Krishna, Sunita Lohiya. Death related to Ibuprofen, valdecoxib, and medical errors: case report and medicolegal issues.
Journal of occupational and environmental medicine.
2013 Jun; 55(6):601-3. doi:
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Anesthesiology.
2012 May; 116(5):1124-33. doi:
10.1097/aln.0b013e31825154ef. [PMID: 22450476] - Michael J Paech, Sam Salman, Kenneth F Ilett, Sean J O'Halloran, Neil A Muchatuta. Transfer of parecoxib and its primary active metabolite valdecoxib via transitional breastmilk following intravenous parecoxib use after cesarean delivery: a comparison of naive pooled data analysis and nonlinear mixed-effects modeling.
Anesthesia and analgesia.
2012 Apr; 114(4):837-44. doi:
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2012 Mar; 55(5):2287-300. doi:
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Analytical and bioanalytical chemistry.
2011 Sep; 401(5):1677-84. doi:
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British journal of pharmacology.
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Progress in neuro-psychopharmacology & biological psychiatry.
2011 Jun; 35(4):974-81. doi:
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2011 Jan; 10(?):16. doi:
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2010 Oct; 11(4):461-7. doi:
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2010 Oct; 23(5):257-61. doi:
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2010 Feb; 26(1):17-27. doi:
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PloS one.
2008 Apr; 3(4):e1985. doi:
10.1371/journal.pone.0001985. [PMID: 18414668] - V Mehta, A Johnston, R Cheung, A Bello, R M Langford. Intravenous parecoxib rapidly leads to COX-2 inhibitory concentration of valdecoxib in the central nervous system.
Clinical pharmacology and therapeutics.
2008 Mar; 83(3):430-5. doi:
10.1038/sj.clpt.6100304. [PMID: 17687276] - V Molmoori, K Srisailam, V Ciddi. Biotransformation of valdecoxib by plant cell cultures.
Applied biochemistry and biotechnology.
2008 Mar; 144(3):201-12. doi:
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American journal of physiology. Heart and circulatory physiology.
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Fundamental & clinical pharmacology.
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Prostaglandins & other lipid mediators.
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BMC musculoskeletal disorders.
2006 Oct; 7(?):79. doi:
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Drug development and industrial pharmacy.
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Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2006 Aug; 60(7):323-8. doi:
10.1016/j.biopha.2006.06.017. [PMID: 16837162] - Michael Bucher, Frieder K Kees, Barbara Messmann, Dirk Lunz, Stephan Rath, Marek Zelenka, Hans J Schlitt, Jonny Hobbhahn. Prostaglandin I2 release following mesenteric traction during abdominal surgery is mediated by cyclooxygenase-1.
European journal of pharmacology.
2006 May; 536(3):296-300. doi:
10.1016/j.ejphar.2006.03.009. [PMID: 16581062] - Lawrence Levine. Cyclooxygenase expression is not required for release of arachidonic acid from cells by some nonsteroidal anti-inflammatory drugs and cancer preventive agents.
BMC pharmacology.
2006 Mar; 6(?):7. doi:
10.1186/1471-2210-6-7. [PMID: 16571133] - S Keshetty, R K Venisetty, V Molmoori, V Ciddi. Determination of valdecoxib in serum using a HPLC-diode array detector and its application in a pharmacokinetic study.
Die Pharmazie.
2006 Mar; 61(3):245-6. doi:
NULL. [PMID: 16599270] - Venkata V Pavan Kumar, Menon C A Vinu, Addepalli V Ramani, Ramesh Mullangi, Nuggehally R Srinivas. Simultaneous quantitation of etoricoxib, salicylic acid, valdecoxib, ketoprofen, nimesulide and celecoxib in plasma by high-performance liquid chromatography with UV detection.
Biomedical chromatography : BMC.
2006 Jan; 20(1):125-32. doi:
10.1002/bmc.539. [PMID: 16013036] - R Preston Mason, Mary F Walter, Hyesun P McNulty, Samuel F Lockwood, Jungsoo Byun, Charles A Day, Robert F Jacob. Rofecoxib increases susceptibility of human LDL and membrane lipids to oxidative damage: a mechanism of cardiotoxicity.
Journal of cardiovascular pharmacology.
2006; 47 Suppl 1(?):S7-14. doi:
10.1097/00005344-200605001-00003. [PMID: 16785833] - Elliot V Hersh, Edward T Lally, Paul A Moore. Update on cyclooxygenase inhibitors: has a third COX isoform entered the fray?.
Current medical research and opinion.
2005 Aug; 21(8):1217-26. doi:
10.1185/030079905x56367. [PMID: 16083531] - Nenad Sarapa, Margaret R Britto, Michelle B Mainka, Kourosh Parivar. The effect of mild and moderate hepatic impairment on the pharmacokinetics of valdecoxib, a selective COX-2 inhibitor.
European journal of clinical pharmacology.
2005 Jun; 61(4):247-56. doi:
10.1007/s00228-005-0909-6. [PMID: 15887009] - R Nageswara Rao, S Meena, D Nagaraju, A Raghu Ram Rao. Development and validation of a reversed-phase liquid chromatographic method for separation and simultaneous determination of COX-2 inhibitors in pharmaceuticals and its application to biological fluids.
Biomedical chromatography : BMC.
2005 Jun; 19(5):362-8. doi:
10.1002/bmc.458. [PMID: 15627281] - Bernard Bannwarth, Francis Berenbaum. Clinical pharmacology of lumiracoxib, a second-generation cyclooxygenase 2 selective inhibitor.
Expert opinion on investigational drugs.
2005 Apr; 14(4):521-33. doi:
10.1517/13543784.14.4.521. [PMID: 15882125] - Ulrike Werner, Dierk Werner, Burkhard Hinz, Christoph Lambrecht, Kay Brune. A liquid chromatography-mass spectrometry method for the quantification of both etoricoxib and valdecoxib in human plasma.
Biomedical chromatography : BMC.
2005 Mar; 19(2):113-8. doi:
10.1002/bmc.423. [PMID: 15473012] - A S Mühlfeld, J Floege. COX-2 inhibitor induced anuric renal failure in a previously healthy young woman.
Clinical nephrology.
2005 Mar; 63(3):221-4. doi:
10.5414/cnp63221. [PMID: 15786824] - Gregory Dembo, Sang B Park, Evan D Kharasch. Central nervous system concentrations of cyclooxygenase-2 inhibitors in humans.
Anesthesiology.
2005 Feb; 102(2):409-15. doi:
10.1097/00000542-200502000-00026. [PMID: 15681959] - Giuseppe D Norata, Alberico L Catapano. Molecular mechanisms responsible for the antiinflammatory and protective effect of HDL on the endothelium.
Vascular health and risk management.
2005; 1(2):119-29. doi:
10.2147/vhrm.1.2.119.64083. [PMID: 17315398] - Mary F Walter, Robert F Jacob, Charles A Day, Rachel Dahlborg, Yujia Weng, R Preston Mason. Sulfone COX-2 inhibitors increase susceptibility of human LDL and plasma to oxidative modification: comparison to sulfonamide COX-2 inhibitors and NSAIDs.
Atherosclerosis.
2004 Dec; 177(2):235-43. doi:
10.1016/j.atherosclerosis.2004.10.001. [PMID: 15530895] - James F Knudsen, Uno Carlsson, Per Hammarström, Gerald H Sokol, Louis R Cantilena. The cyclooxygenase-2 inhibitor celecoxib is a potent inhibitor of human carbonic anhydrase II.
Inflammation.
2004 Oct; 28(5):285-90. doi:
10.1007/s10753-004-6052-1. [PMID: 16134002] - Jonna M Lehtonen, Seppo Parkkila, Daniela Vullo, Angela Casini, Andrea Scozzafava, Claudiu T Supuran. Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design.
Bioorganic & medicinal chemistry letters.
2004 Jul; 14(14):3757-62. doi:
10.1016/j.bmcl.2004.04.106. [PMID: 15203157] - Timothy D Warner, Jane A Mitchell. Cyclooxygenases: new forms, new inhibitors, and lessons from the clinic.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2004 May; 18(7):790-804. doi:
10.1096/fj.03-0645rev. [PMID: 15117884] - N V S Ramakrishna, K N Vishwottam, S Wishu, M Koteshwara. Quantitation of Valdecoxib in human plasma by high-performance liquid chromatography with ultraviolet absorbance detection using liquid-liquid extraction.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2004 Apr; 802(2):271-5. doi:
10.1016/j.jchromb.2003.11.039. [PMID: 15018787] - Sean P Curtis, Jennifer Ng, Qinfen Yu, Sumiko Shingo, Gina Bergman, Calogera L McCormick, Alise S Reicin. Renal effects of etoricoxib and comparator nonsteroidal anti-inflammatory drugs in controlled clinical trials.
Clinical therapeutics.
2004 Jan; 26(1):70-83. doi:
10.1016/s0149-2918(04)90007-0. [PMID: 14996519] - Ji Y Zhang, Douglas M Fast, Alan P Breau. Development and validation of an automated SPE-LC-MS/MS assay for valdecoxib and its hydroxylated metabolite in human plasma.
Journal of pharmaceutical and biomedical analysis.
2003 Sep; 33(1):61-72. doi:
10.1016/s0731-7085(03)00349-2. [PMID: 12946532] - Philip T Leese, David P Recker, Jeffrey D Kent. The COX-2 selective inhibitor, valdecoxib, does not impair platelet function in the elderly: results of a randomized controlled trial.
Journal of clinical pharmacology.
2003 May; 43(5):504-13. doi:
10.1177/0091270003252234. [PMID: 12751271] - Andra E Ibrahim, Jennifer Feldman, Aziz Karim, Evan D Kharasch. Simultaneous assessment of drug interactions with low- and high-extraction opioids: application to parecoxib effects on the pharmacokinetics and pharmacodynamics of fentanyl and alfentanil.
Anesthesiology.
2003 Apr; 98(4):853-61. doi:
10.1097/00000542-200304000-00011. [PMID: 12657846] - Ji Y Zhang, Josh J Yuan, Yue-Fen Wang, Roy H Bible, Alan P Breau. Pharmacokinetics and metabolism of a COX-2 inhibitor, valdecoxib, in mice.
Drug metabolism and disposition: the biological fate of chemicals.
2003 Apr; 31(4):491-501. doi:
10.1124/dmd.31.4.491. [PMID: 12642477] - Franciszek Burdan, Agnieszka Korobowicz. [Coxibs: highly selective cyclooxygenase-2 inhibitors. Part II. Side effects].
Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego.
2003 Apr; 14(82):352-5. doi:
NULL. [PMID: 12868201] - Ji Y Zhang, Douglas M Fast, Alan P Breau. Determination of valdecoxib and its metabolites in human urine by automated solid-phase extraction-liquid chromatography-tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2003 Feb; 785(1):123-34. doi:
10.1016/s1570-0232(02)00863-2. [PMID: 12535845] - S Alsalameh, M Burian, G Mahr, B G Woodcock, G Geisslinger. Review article: The pharmacological properties and clinical use of valdecoxib, a new cyclo-oxygenase-2-selective inhibitor.
Alimentary pharmacology & therapeutics.
2003 Feb; 17(4):489-501. doi:
10.1046/j.1365-2036.2003.01460.x. [PMID: 12622757] - Andra Ibrahim, Aziz Karim, Jennifer Feldman, Evan Kharasch. The influence of parecoxib, a parenteral cyclooxygenase-2 specific inhibitor, on the pharmacokinetics and clinical effects of midazolam.
Anesthesia and analgesia.
2002 Sep; 95(3):667-73, table of contents. doi:
10.1097/00000539-200209000-00032. [PMID: 12198057] - Josh J Yuan, Dai-Chang Yang, Ji Y Zhang, Roy Bible, Aziz Karim, John W A Findlay. Disposition of a specific cyclooxygenase-2 inhibitor, valdecoxib, in human.
Drug metabolism and disposition: the biological fate of chemicals.
2002 Sep; 30(9):1013-21. doi:
10.1124/dmd.30.9.1013. [PMID: 12167567] - Raymond Sinatra. Role of COX-2 inhibitors in the evolution of acute pain management.
Journal of pain and symptom management.
2002 Jul; 24(1 Suppl):S18-27. doi:
10.1016/s0885-3924(02)00410-4. [PMID: 12204484] - Philip T Leese, Sheela Talwalker, Jeffrey D Kent, David P Recker. Valdecoxib does not impair platelet function.
The American journal of emergency medicine.
2002 Jul; 20(4):275-81. doi:
10.1053/ajem.2002.32635. [PMID: 12098171] - NULL. Valdecoxib (Bextra)--a new cox-2 inhibitor.
The Medical letter on drugs and therapeutics.
2002 Apr; 44(1129):39-40. doi:
NULL. [PMID: 11981510] - Andra Ibrahim, Sang Park, Jennifer Feldman, Aziz Karim, Evan D Kharasch. Effects of parecoxib, a parenteral COX-2-specific inhibitor, on the pharmacokinetics and pharmacodynamics of propofol.
Anesthesiology.
2002 Jan; 96(1):88-95. doi:
10.1097/00000542-200201000-00020. [PMID: 11753007] - Stefania Tacconelli, Marta L Capone, Maria G Sciulli, Emanuela Ricciotti, Paola Patrignani. The biochemical selectivity of novel COX-2 inhibitors in whole blood assays of COX-isozyme activity.
Current medical research and opinion.
2002; 18(8):503-11. doi:
10.1185/030079902125001335. [PMID: 12564662]
