Azathioprine (BioDeep_00000001893)
Secondary id: BioDeep_00000398954
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
6-[(1-methyl-4-nitro-1H-imidazol-5-yl)sulfanyl]-7H-purine
化学式: C9H7N7O2S (277.0381922)
中文名称: 硫唑嘌呤
谱图信息:
最多检出来源 Homo sapiens(blood) 69.67%
分子结构信息
SMILES: CN1C=NC(=C1SC1=NC=NC2=C1NC=N2)[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
Azathioprine is only found in individuals that have used or taken this drug. It is an immunosuppressive pro-drug. It is converted into 6-mercaptopurine in the body where it blocks purine metabolism and DNA synthesis.Azathioprine antagonizes purine metabolism and may inhibit synthesis of DNA, RNA, and proteins. It may also interfere with cellular metabolism and inhibit mitosis. Its mechanism of action is likely due to incorporation of thiopurine analogues into the DNA structure, causing chain termination and cytotoxicity.
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
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
16 个代谢物同义名
6-[(1-methyl-4-nitro-1H-imidazol-5-yl)sulfanyl]-7H-purine; 6-((1-Methyl-4-nitro-1H-imidazol-5-yl)thio)-1H-purine; 6-(1-Methyl-4-nitro-5-imidazolyl)-mercaptopurine; Azathioprine sodium salt; Sodium, azathioprine; Azathioprine sulfate; Azathioprine sodium; Azothioprine; azathioprine; Azathioprin; Azatioprin; Immuran; Imuran; Imurel; Azasan; BW 57-322
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:2948
- KEGG: C06837
- KEGGdrug: D70170
- KEGGdrug: D00238
- PubChem: 2265
- HMDB: HMDB0015128
- Metlin: METLIN721
- DrugBank: DB00993
- ChEMBL: CHEMBL1542
- Wikipedia: Azathioprine
- MeSH: Azathioprine
- chemspider: 2178
- CAS: 446-86-6
- PMhub: MS000001402
- 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
2 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(2)
- Azathioprine Action Pathway:
Deoxyadenosine + Phosphate ⟶ Adenine + Deoxyribose 1-phosphate - Azathioprine Metabolism Pathway:
Azathioprine ⟶ 1-Methyl-4-nitroimidazole + Mercaptopurine
PharmGKB(0)
1 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.
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Contact dermatitis.
2023 Nov; 89(5):311-322. doi:
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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:
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Drug metabolism and pharmacokinetics.
2022 Aug; 45(?):100458. doi:
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Clinical journal of the American Society of Nephrology : CJASN.
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Presse medicale (Paris, France : 1983).
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Gastroenterology.
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Annals of the rheumatic diseases.
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The New England journal of medicine.
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Arquivos de gastroenterologia.
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Rheumatology (Oxford, England).
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Annals of the rheumatic diseases.
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Gut and liver.
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Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver.
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Gastroenterology.
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Arthritis & rheumatology (Hoboken, N.J.).
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Transplantation.
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Molecular pharmacology.
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