4-Hydroxydiclofenac (BioDeep_00000397862)
代谢物信息卡片
4`-Hydroxy Diclofenac
化学式: C14H11Cl2NO3 (311.0116)
中文名称: 2-((2,6-二氯-4-羟基苯基)氨基)苯乙酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C(C(=C1)CC(=O)O)NC2=C(C=C(C=C2Cl)O)Cl
InChI: InChI=1S/C14H11Cl2NO3/c15-10-6-9(18)7-11(16)14(10)17-12-4-2-1-3-8(12)5-13(19)20/h1-4,6-7,17-18H,5H2,(H,19,20)
描述信息
A monocarboxylic acid that is the 4-hydroxylated metabolite of diclofenac.
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3397
同义名列表
数据库引用编号
24 个数据库交叉引用编号
- ChEBI: CHEBI:59613
- PubChem: 116545
- Metlin: METLIN1996
- ChEMBL: CHEMBL1030
- CAS: 64118-84-9
- MoNA: EQ339759
- MoNA: EQ339758
- MoNA: EQ339757
- MoNA: EQ339756
- MoNA: EQ339755
- MoNA: EQ339754
- MoNA: EQ339753
- MoNA: EQ339752
- MoNA: EQ339751
- MoNA: EQ339709
- MoNA: EQ339708
- MoNA: EQ339707
- MoNA: EQ339706
- MoNA: EQ339705
- MoNA: EQ339704
- MoNA: EQ339703
- MoNA: EQ339702
- MoNA: EQ339701
- MetaboLights: MTBLC59613
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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Hassan Salhab, James Barker. Development and Validation of an HPLC-UV Method for the Quantification of 4'-Hydroxydiclofenac Using Salicylic Acid: Future Applications for Measurement of In Vitro Drug-Drug Interaction in Rat Liver Microsomes.
Molecules (Basel, Switzerland).
2022 Jun; 27(11):. doi:
10.3390/molecules27113587. [PMID: 35684519] - Weifan Jiang, Tianming Dai, Shuilin Xie, Lan Ding, Lizhen Huang, Renke Dai. Roles of diclofenac and its metabolites in immune activation associated with acute hepatotoxicity in TgCYP3A4/hPXR-humanized mice.
International immunopharmacology.
2020 Sep; 86(?):106723. doi:
10.1016/j.intimp.2020.106723. [PMID: 32615451] - Tomonori Miura, Shotaro Uehara, Makiko Shimizu, Norie Murayama, Masahiro Utoh, Hiroshi Suemizu, Hiroshi Yamazaki. Different Roles of Human Cytochrome P450 2C9 and 3A Enzymes in Diclofenac 4'- and 5-Hydroxylations Mediated by Metabolically Inactivated Human Hepatocytes in Previously Transplanted Chimeric Mice.
Chemical research in toxicology.
2020 02; 33(2):634-639. doi:
10.1021/acs.chemrestox.9b00446. [PMID: 31854189] - Satish Kumar Bedada, Prasad Neerati. Evaluation of the effect of quercetin treatment on CYP2C9 enzyme activity of diclofenac in healthy human volunteers.
Phytotherapy research : PTR.
2018 Feb; 32(2):305-311. doi:
10.1002/ptr.5978. [PMID: 29168292] - Luc R A Rougée, Michael A Mohutsky, David W Bedwell, Kenneth J Ruterbories, Stephen D Hall. The Impact of the Hepatocyte-to-Plasma pH Gradient on the Prediction of Hepatic Clearance and Drug-Drug Interactions for CYP2C9 and CYP3A4 Substrates.
Drug metabolism and disposition: the biological fate of chemicals.
2017 09; 45(9):1008-1018. doi:
10.1124/dmd.117.076331. [PMID: 28679672] - Miklós Poór, Gabriella Boda, Paul W Needs, Paul A Kroon, Beáta Lemli, Tímea Bencsik. Interaction of quercetin and its metabolites with warfarin: Displacement of warfarin from serum albumin and inhibition of CYP2C9 enzyme.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2017 Apr; 88(?):574-581. doi:
10.1016/j.biopha.2017.01.092. [PMID: 28135601] - Eunyoung Kim, Chunhwa Ihm, Wonku Kang. Modeling of aceclofenac metabolism to major metabolites in healthy volunteers.
Drug metabolism and pharmacokinetics.
2016 Dec; 31(6):458-463. doi:
10.1016/j.dmpk.2016.10.001. [PMID: 27839691] - Misato Uraki, Atsushi Kawase, Yuka Matsushima, Masahiro Iwaki. Effects of dose, flow rate, and bile acid on diclofenac disposition in the perfused rat liver.
European journal of drug metabolism and pharmacokinetics.
2016 Jun; 41(3):301-7. doi:
10.1007/s13318-015-0259-4. [PMID: 25656736] - Katsuhiro Ohyama, Norie Murayama, Makiko Shimizu, Hiroshi Yamazaki. Drug interactions of diclofenac and its oxidative metabolite with human liver microsomal cytochrome P450 1A2-dependent drug oxidation.
Xenobiotica; the fate of foreign compounds in biological systems.
2014 Jan; 44(1):10-6. doi:
10.3109/00498254.2013.806837. [PMID: 23777257] - Susanne Ramm, Angela Mally. Role of drug-independent stress factors in liver injury associated with diclofenac intake.
Toxicology.
2013 Oct; 312(?):83-96. doi:
10.1016/j.tox.2013.08.002. [PMID: 23939143] - Eunyoung Kim, Byoungki Ahn, Keumhan Noh, Wonku Kang, Hye sun Gwak. Quantitative determination of aceclofenac and its three major metabolites in rat plasma by HPLC-MS/MS.
Journal of separation science.
2012 Sep; 35(17):2219-22. doi:
10.1002/jssc.201200367. [PMID: 22807412] - Andrea Harrer, Roland Lang, Robert Grims, Michaela Braitsch, Thomas Hawranek, Werner Aberer, Lothar Vogel, Walther Schmid, Fatima Ferreira, Martin Himly. Diclofenac hypersensitivity: antibody responses to the parent drug and relevant metabolites.
PloS one.
2010 Oct; 5(10):e13707. doi:
10.1371/journal.pone.0013707. [PMID: 21060839] - Jurjen S Lagas, Rolf W Sparidans, Els Wagenaar, Jos H Beijnen, Alfred H Schinkel. Hepatic clearance of reactive glucuronide metabolites of diclofenac in the mouse is dependent on multiple ATP-binding cassette efflux transporters.
Molecular pharmacology.
2010 Apr; 77(4):687-94. doi:
10.1124/mol.109.062364. [PMID: 20086033] - Dele Stülten, Sebastian Zühlke, Marc Lamshöft, Michael Spiteller. Occurrence of diclofenac and selected metabolites in sewage effluents.
The Science of the total environment.
2008 Nov; 405(1-3):310-6. doi:
10.1016/j.scitotenv.2008.05.036. [PMID: 18640705] - Sandra Pérez, Damià Barceló. First evidence for occurrence of hydroxylated human metabolites of diclofenac and aceclofenac in wastewater using QqLIT-MS and QqTOF-MS.
Analytical chemistry.
2008 Nov; 80(21):8135-45. doi:
10.1021/ac801167w. [PMID: 18821734] - Dele Stülten, Marc Lamshöft, Sebastian Zühlke, Michael Spiteller. Isolation and characterization of a new human urinary metabolite of diclofenac applying LC-NMR-MS and high-resolution mass analyses.
Journal of pharmaceutical and biomedical analysis.
2008 Jun; 47(2):371-6. doi:
10.1016/j.jpba.2008.01.024. [PMID: 18314292] - Wonku Kang, Eun-Young Kim. Simultaneous determination of aceclofenac and its three metabolites in plasma using liquid chromatography-tandem mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2008 Feb; 46(3):587-91. doi:
10.1016/j.jpba.2007.11.009. [PMID: 18096348] - Lata Kaphalia, Bhupendra S Kaphalia, Santosh Kumar, Mary F Kanz, Mary Treinen-Moslen. Efficient high performance liquid chromatograph/ultraviolet method for determination of diclofenac and 4'-hydroxydiclofenac in rat serum.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2006 Jan; 830(2):231-7. doi:
10.1016/j.jchromb.2005.10.045. [PMID: 16301007] - Ulrich J H Sachs, Sentot Santoso, Lida Röder, Elizabeth Smart, Gregor Bein, Hartmut Kroll. Diclofenac-induced antibodies against red blood cells are heterogeneous and recognize different epitopes.
Transfusion.
2004 Aug; 44(8):1226-30. doi:
10.1111/j.1537-2995.2004.04025.x. [PMID: 15265128] - Caroline D van der Marel, Brian J Anderson, Janne Rømsing, Evelyne Jacqz-Aigrain, Dick Tibboel. Diclofenac and metabolite pharmacokinetics in children.
Paediatric anaesthesia.
2004 Jun; 14(6):443-51. doi:
10.1111/j.1460-9592.2004.01232.x. [PMID: 15153204] - Julia Kirchheiner, Ingolf Meineke, Nadine Steinbach, Christian Meisel, Ivar Roots, Jürgen Brockmöller. Pharmacokinetics of diclofenac and inhibition of cyclooxygenases 1 and 2: no relationship to the CYP2C9 genetic polymorphism in humans.
British journal of clinical pharmacology.
2003 Jan; 55(1):51-61. doi:
10.1046/j.1365-2125.2003.01712.x. [PMID: 12534640] - J Shimamoto, I Ieiri, A Urae, M Kimura, S Irie, T Kubota, K Chiba, T Ishizaki, K Otsubo, S Higuchi. Lack of differences in diclofenac (a substrate for CYP2C9) pharmacokinetics in healthy volunteers with respect to the single CYP2C9*3 allele.
European journal of clinical pharmacology.
2000 Apr; 56(1):65-8. doi:
10.1007/s002280050722. [PMID: 10853880]
