mercaptopurine (BioDeep_00000398029)
Main id: BioDeep_00000003406
natural product Volatile Flavor Compounds
代谢物信息卡片
化学式: C5H4N4S (152.0156664)
中文名称: 6-巯基嘌呤 (6-MP), 巯嘌呤, 6-巯基嘌呤
谱图信息:
最多检出来源 Homo sapiens(blood) 0.54%
分子结构信息
SMILES: C1=NC2=C(N1)C(=S)N=CN2
InChI: InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
描述信息
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01B - Antimetabolites > L01BB - Purine analogues
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C272 - Antimetabolite
D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors
D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents
C308 - Immunotherapeutic Agent > C574 - Immunosuppressant
D009676 - Noxae > D000963 - Antimetabolites
D000970 - Antineoplastic Agents
CONFIDENCE standard compound; INTERNAL_ID 2786
KEIO_ID M054
同义名列表
4 个代谢物同义名
6-Mercaptopurine; mercaptopurine; 6-Mercaptopurine; 6-Mercaptopurine
数据库引用编号
38 个数据库交叉引用编号
- ChEBI: CHEBI:94796
- ChEBI: CHEBI:50667
- ChEBI: CHEBI:2208
- KEGG: C01756
- KEGG: C02380
- KEGGdrug: D04931
- PubChem: 667490
- Metlin: METLIN503
- DrugBank: DB01033
- ChEMBL: CHEMBL1425
- MeSH: Mercaptopurine
- CAS: 157930-13-7
- CAS: 157930-11-5
- CAS: 1194-62-3
- CAS: 50-44-2
- CAS: 157930-14-8
- MoNA: AU278606
- MoNA: AU278604
- MoNA: AU278602
- MoNA: AU278601
- MoNA: KO003441
- MoNA: KO003440
- MoNA: KO003439
- MoNA: KO003438
- MoNA: KO003437
- MoNA: KO001416
- MoNA: KO001415
- MoNA: KO001414
- MoNA: KO001413
- MoNA: KO001412
- PubChem: 4889
- PDB-CCD: PM6
- 3DMET: B00345
- NIKKAJI: J2.298E
- PubChem: 5422
- RefMet: Mercaptopurine
- LOTUS: LTS0233990
- KNApSAcK: 2208
分类词条
相关代谢途径
Reactome(10)
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)
19 个相关的物种来源信息
- 4681 - Allium ampeloprasum: 10.1021/NP960657R
- 166816 - Allium obliquum: 10.1021/NP960657R
- 148695 - Entada: LTS0233990
- 2005481 - Entada africana: 10.1021/NP060257W
- 2005481 - Entada africana: LTS0233990
- 2759 - Eukaryota: LTS0233990
- 3803 - Fabaceae: LTS0233990
- 4136 - Lamiaceae: LTS0233990
- 87005 - Lantana: LTS0233990
- 1241420 - Lantana fucata: 10.1021/NP9002383
- 1241420 - Lantana fucata: LTS0233990
- 3398 - Magnoliopsida: LTS0233990
- 39174 - Origanum: LTS0233990
- 497761 - Origanum dictamnus: 10.1016/J.FITOTE.2007.02.005
- 497761 - Origanum dictamnus: LTS0233990
- 35493 - Streptophyta: LTS0233990
- 58023 - Tracheophyta: LTS0233990
- 21910 - Verbenaceae: LTS0233990
- 33090 - Viridiplantae: LTS0233990
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
- Ahmet Doğan Ergin, Çağatay Oltulu, Büşra Koç. Enhanced Cytotoxic Activity of 6-Mercaptopurine-Loaded Solid Lipid Nanoparticles in Hepatic Cancer Treatment.
Assay and drug development technologies.
2023 Jul; ?(?):. doi:
10.1089/adt.2023.007
. [PMID: 37417972] - Yaru Zou, Wei Gao, Huizhen Jin, Chenmei Mao, Yi Zhang, Xiaoling Wang, Dong Mei, Libo Zhao. Cellular Uptake and Transport Mechanism of 6-Mercaptopurine Nanomedicines for Enhanced Oral Bioavailability.
International journal of nanomedicine.
2023; 18(?):79-94. doi:
10.2147/ijn.s394819
. [PMID: 36636639] - . Suspected Drug-induced Liver Injury Due to 6-Mercaptopurine With a Superimposed SARS-CoV-2 Infection in a Patient With B-ALL: Erratum.
Journal of pediatric hematology/oncology.
2022 05; 44(4):193. doi:
10.1097/mph.0000000000002476
. [PMID: 35452202] - Kory Cablay, Violet M Borowicz, Ryan Fulton. Suspected Drug-induced Liver Injury Due to 6-Mercaptopurine With a Superimposed SARS-CoV-2 Infection in a Patient With B-ALL.
Journal of pediatric hematology/oncology.
2022 04; 44(3):e792-e794. doi:
10.1097/mph.0000000000002407
. [PMID: 35091518] - Mirabella Zhao, Mads Damsgaard Wewer, Jacob Tveiten Bjerrum, Casper Steenholdt, Frank Schiødt, Kent Haderslev, Marianne Kiszka-Kanowitz, Pia Munkholm, Jakob Seidelin, Johan Burisch. [Practical guide to the use of thiopurinesin patients with inflammatory bowel diseases].
Ugeskrift for laeger.
2022 03; 184(11):. doi:
NULL
. [PMID: 35315759] - Rana Salari, Tooba Hallaj. A dual colorimetric and fluorometric sensor based on N, P-CDs and shape transformation of AgNPrs for the determination of 6-mercaptopurine.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
2021 Dec; 262(?):120104. doi:
10.1016/j.saa.2021.120104
. [PMID: 34218180] - Hiromu Morikubo, Taku Kobayashi, Ryo Ozaki, Shinji Okabayashi, Satoshi Kuronuma, Osamu Takeuchi, Tenyo Shiba, Hiroki Kiyohara, Mao Matsubayashi, Shintaro Sagami, Masaru Nakano, Osamu Ikezaki, Tadakazu Hisamatsu, Yoichi Tanaka, Toshifumi Hibi. Differential effects of mesalazine formulations on thiopurine metabolism through thiopurine S-methyltransferase inhibition.
Journal of gastroenterology and hepatology.
2021 Aug; 36(8):2116-2124. doi:
10.1111/jgh.15411
. [PMID: 33470487] - Zahra Alizadeh, Mahdi M Farimani, Valentina Parisi, Stefania Marzocco, Samad N Ebrahimi, Nunziatina De Tommasi. Nor-abietane Diterpenoids from Perovskia abrotanoides Roots with Anti-inflammatory Potential.
Journal of natural products.
2021 04; 84(4):1185-1197. doi:
10.1021/acs.jnatprod.0c01256
. [PMID: 33749273] - Xuanxuan An, Ruchun Chen, Qizhen Chen, Qin Tan, Shuang Pan, Hui Liu, Xiaoli Hu. A MnO2 nanosheet-assisted ratiometric fluorescence probe based on carbon quantum dots and o-phenylenediamine for determination of 6-mercaptopurine.
Mikrochimica acta.
2021 04; 188(5):156. doi:
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Gut.
2021 04; 70(4):725-732. doi:
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Paediatric drugs.
2021 Mar; 23(2):183-194. doi:
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Pediatric blood & cancer.
2021 03; 68(3):e28744. doi:
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. [PMID: 33009874] - Xueying Lu, Yandong Xie, Fengyu Wang. Application and Analysis of 6-Mercaptopurine Nanomedicine in the Treatment of Leukemia.
Journal of nanoscience and nanotechnology.
2021 Feb; 21(2):1001-1007. doi:
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PloS one.
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International journal of nanomedicine.
2021; 16(?):1127-1141. doi:
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Mikrochimica acta.
2020 11; 187(12):665. doi:
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Pediatric blood & cancer.
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Gastroenterology.
2020 10; 159(4):1545-1546.e1. doi:
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Anales de pediatria.
2020 Jul; 93(1):34-40. doi:
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Cancer chemotherapy and pharmacology.
2020 07; 86(1):25-32. doi:
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The Medical journal of Australia.
2020 06; 212(10):490-490.e1. doi:
10.5694/mja2.50613
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Haematologica.
2020 04; 105(4):1013-1020. doi:
10.3324/haematol.2019.224774
. [PMID: 31371414] - Peter Ter Horst, Elise J Smolders, Daphne den Besten-Bertholee. Mercaptopurine and Metabolites in Breast Milk.
Breastfeeding medicine : the official journal of the Academy of Breastfeeding Medicine.
2020 04; 15(4):277-279. doi:
10.1089/bfm.2019.0101
. [PMID: 31414890] - Sandra Bohn Thomsen, Kristine Højgaard Allin, Johan Burisch, Camilla Bjørn Jensen, Susanne Hansen, Lise Lotte Gluud, Klaus Theede, Marianne Kiszka-Kanowitz, Anette Mertz Nielsen, Tine Jess. Outcome of concomitant treatment with thiopurines and allopurinol in patients with inflammatory bowel disease: A nationwide Danish cohort study.
United European gastroenterology journal.
2020 02; 8(1):68-76. doi:
10.1177/2050640619868387
. [PMID: 32213059] - Jiaqi Han, Shenghui Mei, Jiamin Xu, Dongjie Zhang, Siyao Jin, Zhigang Zhao, Libo Zhao. Simultaneous UPLC-MS/MS Determination of 6-mercaptopurine, 6-methylmercaptopurine and 6-thioguanine in Plasma: Application to the Pharmacokinetic Evaluation of Novel Dosage forms in Beagle Dogs.
Current pharmaceutical design.
2020; 26(46):6013-6020. doi:
10.2174/1381612826999200820161343
. [PMID: 32867649] - Yadi Zhou, Yuan Hou, Jiayu Shen, Yin Huang, William Martin, Feixiong Cheng. Network-based drug repurposing for novel coronavirus 2019-nCoV/SARS-CoV-2.
Cell discovery.
2020; 6(?):14. doi:
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. [PMID: 32194980] - Marzieh Dadkhah Aseman, Shiva Aryamanesh, Zahra Shojaeifard, Bahram Hemmateenejad, S Masoud Nabavizadeh. Cycloplatinated(II) Derivatives of Mercaptopurine Capable of Binding Interactions with HSA/DNA.
Inorganic chemistry.
2019 Dec; 58(23):16154-16170. doi:
10.1021/acs.inorgchem.9b02696
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United European gastroenterology journal.
2019 11; 7(9):1156-1163. doi:
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. [PMID: 31700628] - Ida Sofie Grønningsæter, Hanne Kristin Fredly, Bjørn Tore Gjertsen, Kimberley Joanne Hatfield, Øystein Bruserud. Systemic Metabolomic Profiling of Acute Myeloid Leukemia Patients before and During Disease-Stabilizing Treatment Based on All-Trans Retinoic Acid, Valproic Acid, and Low-Dose Chemotherapy.
Cells.
2019 10; 8(10):. doi:
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. [PMID: 31658693] - Prashanthi Kandavel, Sally J Eder, Noah E Newman, Akbar K Waljee, Emily P Whitfield, Jeremy Adler. Mean Corpuscular Volume to White Blood Cell Ratio for Thiopurine Monitoring in Pediatric Inflammatory Bowel Disease.
Journal of pediatric gastroenterology and nutrition.
2019 07; 69(1):88-94. doi:
10.1097/mpg.0000000000002296
. [PMID: 30747813] - Diana Schmidt, Kim Kristensen, Henrik Schroeder, Peder Skov Wehner, Steen Rosthøj, Jesper Heldrup, Linn Damsgaard, Kjeld Schmiegelow, Torben Stamm Mikkelsen. Plasma creatinine as predictor of delayed elimination of high-dose methotrexate in childhood acute lymphoblastic leukemia: A Danish population-based study.
Pediatric blood & cancer.
2019 06; 66(6):e27637. doi:
10.1002/pbc.27637
. [PMID: 30835935] - Nicholas M Ruel, Khanh H Nguyen, Gonzalo Vilas, James R Hammond. Characterization of 6-Mercaptopurine Transport by the SLC43A3-Encoded Nucleobase Transporter.
Molecular pharmacology.
2019 06; 95(6):584-596. doi:
10.1124/mol.118.114389
. [PMID: 30910793] - Anil Kumar, Purnendu Kumar Pathak, Bhim Bali Prasad. Electrocatalytic Imprinted Polymer of N-Doped Hollow Carbon Nanosphere-Palladium Nanocomposite for Ultratrace Detection of Anticancer Drug 6-Mercaptopurine.
ACS applied materials & interfaces.
2019 May; 11(17):16065-16074. doi:
10.1021/acsami.9b02947
. [PMID: 30990996] - Nicholas A Kennedy, Graham A Heap, Harry D Green, Benjamin Hamilton, Claire Bewshea, Gareth J Walker, Amanda Thomas, Rachel Nice, Mandy H Perry, Sonia Bouri, Neil Chanchlani, Neel M Heerasing, Peter Hendy, Simeng Lin, Daniel R Gaya, J R Fraser Cummings, Christian P Selinger, Charlie W Lees, Ailsa L Hart, Miles Parkes, Shaji Sebastian, John C Mansfield, Peter M Irving, James Lindsay, Richard K Russell, Timothy J McDonald, Dermot McGovern, James R Goodhand, Tariq Ahmad. Predictors of anti-TNF treatment failure in anti-TNF-naive patients with active luminal Crohn's disease: a prospective, multicentre, cohort study.
The lancet. Gastroenterology & hepatology.
2019 05; 4(5):341-353. doi:
10.1016/s2468-1253(19)30012-3
. [PMID: 30824404] - Miriam Saiz-Rodríguez, Dolores Ochoa, Carmen Belmonte, Manuel Román, Cristina Martínez-Ingelmo, Lucía Ortega-Ruíz, Carmen Sarmiento-Iglesias, Coral Herrador, Francisco Abad-Santos. Influence of thiopurine S-methyltransferase polymorphisms in mercaptopurine pharmacokinetics in healthy volunteers.
Basic & clinical pharmacology & toxicology.
2019 Apr; 124(4):449-455. doi:
10.1111/bcpt.13153
. [PMID: 30346660] - Anne Grosen, Jacob Nersting, Mona Bungum, Lisbet Ambrosius Christensen, Kjeld Schmiegelow, Marcello Spanò, Mette Julsgaard, Eugenia Cordelli, Giorgio Leter, Peter Braad Larsen, Christian Lodberg Hvas, Jens Kelsen. Sperm DNA Integrity is Unaffected by Thiopurine Treatment in Men With Inflammatory Bowel Disease.
Journal of Crohn's & colitis.
2019 Jan; 13(1):3-11. doi:
10.1093/ecco-jcc/jjy086
. [PMID: 29917107] - Feng Zhang, Hua Liu, Qing Liu, Xingguang Su. An enzymatic ratiometric fluorescence assay for 6-mercaptopurine by using MoS2 quantum dots.
Mikrochimica acta.
2018 11; 185(12):540. doi:
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Alimentary pharmacology & therapeutics.
2018 10; 48(7):761-767. doi:
10.1111/apt.14939
. [PMID: 30109891] - Sandra Bohn Thomsen, Marianne Kiszka-Kanowitz, Klaus Theede, Lise Lotte Gluud, Anette Mertz Nielsen. Optimized thiopurine therapy before withdrawal of anti-tumour necrosis factor-α in patients with Crohn's disease.
European journal of gastroenterology & hepatology.
2018 10; 30(10):1155-1158. doi:
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Expert opinion on drug discovery.
2018 09; 13(9):815-824. doi:
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Toxicology and applied pharmacology.
2018 08; 353(?):102-108. doi:
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Journal of chromatography. A.
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World journal of gastroenterology.
2018 May; 24(18):2036-2046. doi:
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2018 Apr; 12(5):546-558. doi:
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Pediatric blood & cancer.
2017 Aug; 64(8):. doi:
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BMC neurology.
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Biosensors & bioelectronics.
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Annales de dermatologie et de venereologie.
2017 Apr; 144(4):268-274. doi:
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Journal of drugs in dermatology : JDD.
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Journal of pediatric hematology/oncology.
2017 01; 39(1):e36-e38. doi:
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Biosensors & bioelectronics.
2016 Dec; 86(?):879-884. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2016 Dec; 1038(?):88-94. doi:
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Interdisciplinary sciences, computational life sciences.
2016 Jun; 8(2):150-155. doi:
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Transplantation proceedings.
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Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
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FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2016 Feb; 30(2):544-54. doi:
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Drug design, development and therapy.
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Digestive diseases and sciences.
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Biosensors & bioelectronics.
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Pharmacological research.
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Biosensors & bioelectronics.
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British journal of clinical pharmacology.
2015 Jul; 80(1):86-100. doi:
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2015 May; 37(4):290-4. doi:
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Cancer chemotherapy and pharmacology.
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Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
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2014 Dec; 8(12):1743-4. doi:
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Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association.
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Pediatric blood & cancer.
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Clinical biochemistry.
2014 Apr; 47(6):427-31. doi:
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Acta poloniae pharmaceutica.
2014 Mar; 71(2):343-9. doi:
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PloS one.
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Colloids and surfaces. B, Biointerfaces.
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Biochemical pharmacology.
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Nanoscale.
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Bioanalysis.
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Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association.
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Clinical and experimental rheumatology.
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Drug testing and analysis.
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The protein journal.
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Pakistan journal of pharmaceutical sciences.
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Medical gas research.
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Toxicological sciences : an official journal of the Society of Toxicology.
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Case reports in gastrointestinal medicine.
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International journal of rheumatology.
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Histology and histopathology.
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