azathioprine (BioDeep_00000398954)
Main id: BioDeep_00000001893
natural product
代谢物信息卡片
化学式: C9H7N7O2S (277.0381922)
中文名称: 硫唑嘌呤
谱图信息:
最多检出来源 Ferula hexiensis(natural_products) 83.33%
分子结构信息
SMILES: CN1C=NC(=C1SC1=C2NC=NC2=NC=N1)[N+]([O-])=O
InChI: InChI=1S/C9H7N7O2S/c1-15-4-14-7(16(17)18)9(15)19-8-5-6(11-2-10-5)12-3-13-8/h2-4H,1H3,(H,10,11,12,13)
描述信息
L - Antineoplastic and immunomodulating agents > L04 - Immunosuppressants > L04A - Immunosuppressants
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C272 - Antimetabolite
D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents
C308 - Immunotherapeutic Agent > C574 - Immunosuppressant
D009676 - Noxae > D000963 - Antimetabolites
D000970 - Antineoplastic Agents
D018501 - Antirheumatic Agents
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2581; ORIGINAL_PRECURSOR_SCAN_NO 2579
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2599; ORIGINAL_PRECURSOR_SCAN_NO 2597
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2587; ORIGINAL_PRECURSOR_SCAN_NO 2585
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2583; ORIGINAL_PRECURSOR_SCAN_NO 2581
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2606; ORIGINAL_PRECURSOR_SCAN_NO 2603
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2606; ORIGINAL_PRECURSOR_SCAN_NO 2604
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5597; ORIGINAL_PRECURSOR_SCAN_NO 5595
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5599; ORIGINAL_PRECURSOR_SCAN_NO 5597
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5624; ORIGINAL_PRECURSOR_SCAN_NO 5622
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5605; ORIGINAL_PRECURSOR_SCAN_NO 5603
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5625; ORIGINAL_PRECURSOR_SCAN_NO 5623
CONFIDENCE standard compound; INTERNAL_ID 1262; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5634; ORIGINAL_PRECURSOR_SCAN_NO 5633
CONFIDENCE standard compound; INTERNAL_ID 8328
Azathioprine (BW 57-322) is an orally active immunosuppressive agent. Azathioprine can be converted in vivo to the active metabolite 6-mercaptopurine (6-MP). Azathioprine has myelosuppressive effects and induces apoptosis[1][3].
同义名列表
3 个代谢物同义名
数据库引用编号
27 个数据库交叉引用编号
- ChEBI: CHEBI:2948
- KEGG: C06837
- KEGGdrug: D70170
- KEGGdrug: D00238
- PubChem: 2265
- DrugBank: DB00993
- ChEMBL: CHEMBL1542
- MeSH: Azathioprine
- CAS: 446-86-6
- MoNA: LU126256
- MoNA: LU126255
- MoNA: LU126254
- MoNA: LU126253
- MoNA: LU126252
- MoNA: LU126251
- MoNA: LU126206
- MoNA: LU126205
- MoNA: LU126204
- MoNA: LU126203
- MoNA: LU126202
- MoNA: LU126201
- MoNA: SM832851
- MoNA: CCMSLIB00000078255
- PubChem: 9055
- NIKKAJI: J2.047H
- RefMet: Azathioprine
- medchemexpress: HY-B0256
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
- Ronglin Gao, Jincheng Pu, Yanqing Wang, Zhenzhen Wu, Yuanyuan Liang, Jiamin Song, Shengnan Pan, Fang Han, Lufei Yang, Xianghuai Xu, Jianping Tang, Xuan Wang. Tofacitinib in the treatment of primary Sjögren's syndrome-associated interstitial lung disease: study protocol for a prospective, randomized, controlled and open-label trial.
BMC pulmonary medicine.
2023 Nov; 23(1):473. doi:
10.1186/s12890-023-02774-0
. [PMID: 38007449] - Rojita Akham, Riti Bhatia, Amity Das, Ajeet Singh Bhadoria, Mona Pathak, Neirita Hazarika. Systemic treatments in Parthenium dermatitis: A systematic review and meta-analysis.
Contact dermatitis.
2023 Nov; 89(5):311-322. doi:
10.1111/cod.14406
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International immunopharmacology.
2023 Aug; 123(?):110577. doi:
10.1016/j.intimp.2023.110577
. [PMID: 37567010] - Jiayan Li, Jin Lin, Lili Ma. Azathioprine combined with corticosteroids for recurrent cutaneous necrotizing eosinophilic vasculitis secondary to eosinophilic dermatitis.
Minerva gastroenterology.
2023 May; ?(?):. doi:
10.23736/s2724-5985.23.03424-1
. [PMID: 37133462] - Shanshan Wang, Yan Qin, Qiuyu Wen, Quan Xia, Ruoyu Gu, Sheng Wang, GuanJun Chen, Chao Tan, Chenlin Shen, Shuai Song. Intestinal microbiota-mediated biotransformations alter the pharmacokinetics of the major metabolites of azathioprine in rats after oral administration.
Drug metabolism and pharmacokinetics.
2022 Aug; 45(?):100458. doi:
10.1016/j.dmpk.2022.100458
. [PMID: 35569194] - Jay Erdman, Josephine Wolfram, David Nimke, Richard Croy, Xuegong Wang, Tim Weaver, David Schladt, William E Fitzsimmons. Lung Transplant Outcomes in Adults in the United States: Retrospective Cohort Study Using Real-world Evidence from the SRTR.
Transplantation.
2022 06; 106(6):1233-1242. doi:
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CEN case reports.
2022 05; 11(2):237-241. doi:
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Pediatric rheumatology online journal.
2022 Apr; 20(1):30. doi:
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. [PMID: 35443665] - Shanthi Balani, Sarah J Kizilbash, Anne M Kouri. Antineutrophilic cytoplasmic antibody-associated vasculitis and the kidney.
Current opinion in pediatrics.
2022 04; 34(2):197-202. doi:
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Kidney international.
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Medicine.
2022 Jan; 101(4):e28722. doi:
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. [PMID: 35089243] - Pedro R Chocair, Precil Diego Miranda de Menezes Neves, Sara Mohrbacher, Maurilio Pacheco Neto, Victor A H Sato, Érico S Oliveira, Leonardo V Barbosa, Alessandra M Bales, Fagner Pereira da Silva, Américo L Cuvello-Neto, John A Duley. Case Report: Azathioprine: An Old and Wronged Immunosuppressant.
Frontiers in immunology.
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Transplantation proceedings.
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Einstein (Sao Paulo, Brazil).
2022; 20(?):eAO6500. doi:
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2022 Jan; 42(1):166-168. doi:
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Frontiers in immunology.
2022; 13(?):777134. doi:
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. [PMID: 35401565] - Thilo C von Groote, Gabrielle Williams, Eric H Au, Yizhi Chen, Anna T Mathew, Elisabeth M Hodson, David J Tunnicliffe. Immunosuppressive treatment for primary membranous nephropathy in adults with nephrotic syndrome.
The Cochrane database of systematic reviews.
2021 11; 11(?):CD004293. doi:
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. [PMID: 34778952] - Bruna Klein da Costa, Brenda Louise Banwell, Douglas Kazutoshi Sato. Treatment of MOG-IgG associated disease in paediatric patients: A systematic review.
Multiple sclerosis and related disorders.
2021 Nov; 56(?):103216. doi:
10.1016/j.msard.2021.103216
. [PMID: 34450460] - Andrea Cassinotti, Alberto Corona, Piergiorgio Duca, Manuela Nebuloni, Giovanni Maconi, Paolo Fociani, Sandro Ardizzone. Noninvasive Monitoring After Azathioprine Withdrawal in Patients With Inflammatory Bowel Disease in Deep Remission.
Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association.
2021 11; 19(11):2293-2301.e1. doi:
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Liver international : official journal of the International Association for the Study of the Liver.
2021 10; 41(10):2527-2528. doi:
10.1111/liv.15044
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The American journal of case reports.
2021 Sep; 22(?):e933380. doi:
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Journal of neuroinflammation.
2021 Sep; 18(1):208. doi:
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. [PMID: 34530847] - Élise Vuille-Lessard, Matteo Montani, Jaume Bosch, Nasser Semmo. Autoimmune hepatitis triggered by SARS-CoV-2 vaccination.
Journal of autoimmunity.
2021 09; 123(?):102710. doi:
10.1016/j.jaut.2021.102710
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Medicine.
2021 Aug; 100(34):e26956. doi:
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. [PMID: 34449460] - 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:
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. [PMID: 33470487] - Ben Sprangers, Leonardo V Riella, Daan Dierickx. Posttransplant Lymphoproliferative Disorder Following Kidney Transplantation: A Review.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
2021 08; 78(2):272-281. doi:
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. [PMID: 33774079] - Serhat Sekmek, Tolga Yildirim, Neriman Sila Koc, Ceren Onal, Jabrayil Jabrayilov, Rahmi Yilmaz, Mustafa Arici, Bulent Altun, Yunus Erdem. Efficacy and Safety of Switching to Azathioprine for Mycophenolate-Induced Diarrhea in Renal Transplant Recipients.
Transplantation proceedings.
2021 Jul; 53(6):1951-1956. doi:
10.1016/j.transproceed.2021.06.020
. [PMID: 34274119] - Piero Ruggenenti, Paolo Cravedi, Eliana Gotti, Annarita Plati, Maddalena Marasà, Silvio Sandrini, Nicola Bossini, Franco Citterio, Enrico Minetti, Domenico Montanaro, Ettore Sabadini, Regina Tardanico, Davide Martinetti, Flavio Gaspari, Alessandro Villa, Annalisa Perna, Francesco Peraro, Giuseppe Remuzzi. Mycophenolate mofetil versus azathioprine in kidney transplant recipients on steroid-free, low-dose cyclosporine immunosuppression (ATHENA): A pragmatic randomized trial.
PLoS medicine.
2021 06; 18(6):e1003668. doi:
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. [PMID: 34166370] - Bridgette B McNally, Elizabeth J Carey. Azathioprine Monotherapy Is Equivalent to Dual Therapy in Maintaining Remission in Autoimmune Hepatitis.
Digestive diseases and sciences.
2021 05; 66(5):1715-1719. doi:
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Multiple sclerosis (Houndmills, Basingstoke, England).
2021 05; 27(6):973-976. doi:
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. [PMID: 32909895] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
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International journal of molecular sciences.
2021 Apr; 22(9):. doi:
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Gut.
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. [PMID: 33082265] - Lorenza Maria Argolini, Giulia Frontini, Elena Elefante, Francesca Saccon, Valentina Binda, Chiara Tani, Isabella Scotti, Linda Carli, Mariele Gatto, Ciro Esposito, Maria Gerosa, Roberto Caporali, Andrea Doria, Piergiorgio Messa, Marta Mosca, Gabriella Moroni. Multicentric study comparing cyclosporine, mycophenolate mofetil and azathioprine in the maintenance therapy of lupus nephritis: 8 years follow up.
Journal of nephrology.
2021 04; 34(2):389-398. doi:
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. [PMID: 32462476] - Hélène Céruti, Gilles Kayem, Lucie Guilbaud, Chloé Dussaux, Anne Gervais, Aurélie Beaufrère, Benoit Coffin, Laurent Mandelbrot, Emeline Maisonneuve. Intrahepatic cholestasis of pregnancy associated with azathioprine: A case series.
Journal of gynecology obstetrics and human reproduction.
2021 Apr; 50(4):102083. doi:
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. [PMID: 33601075] - Jeong Yeon Kim, Ja-Hyun Jang, Heeyeon Cho. Refractory ascites induced by mycophenolate in a pediatric kidney transplant patient.
Clinical nephrology.
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Gut.
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The Cochrane database of systematic reviews.
2021 03; 3(?):CD007478. doi:
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BMC pulmonary medicine.
2021 Mar; 21(1):76. doi:
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. [PMID: 33663455] - Anthony T Reder, Diego Centonze, Maria L Naylor, Anjali Nagpal, Rajani Rajbhandari, Arman Altincatal, Michelle Kim, Aaron Berdofe, Maha Radhakrishnan, Eunice Jung, Alfred W Sandrock, Karen Smirnakis, Catrinel Popescu, Carl de Moor. COVID-19 in Patients with Multiple Sclerosis: Associations with Disease-Modifying Therapies.
CNS drugs.
2021 03; 35(3):317-330. doi:
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. [PMID: 33743151] - Kristyna Pospisilova, Jitka Siroka, Eva Karaskova, Ondrej Hradsky, Tereza Lerchova, Kristyna Zarubova, Ivana Copova, Lucie Gonsorcikova, Maria Velganova-Veghova, Irena Francova, Lubor Urbanek, Milos Geryk, Vladimir Mihal, Jiri Bronsky. Is It Useful to Monitor Thiopurine Metabolites in Pediatric Patients with Crohn's Disease on Combination Therapy? A Multicenter Prospective Observational Study.
Paediatric drugs.
2021 Mar; 23(2):183-194. doi:
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. [PMID: 33709340] - Celia Castaño-Amores, Pelayo Nieto-Gómez. Cerebral toxoplasmosis associated with treatment with rituximab, azathioprine and prednisone for dermatomyositis.
British journal of clinical pharmacology.
2021 03; 87(3):1525-1528. doi:
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Seminars in arthritis and rheumatism.
2021 02; 51(1):49-71. doi:
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2021 01; 5(1):156-161. doi:
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