Cimetidine (BioDeep_00000001856)

 

Secondary id: BioDeep_00000408872

human metabolite blood metabolite


代谢物信息卡片


(Z)-N-cyano-N-methyl-N-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine

化学式: C10H16N6S (252.1157)
中文名称: 西咪替丁
谱图信息: 最多检出来源 Homo sapiens(plant) 14.78%

分子结构信息

SMILES: CC1=C(CSCC/N=C(NC)/NC#N)NC=N1
InChI: InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)

描述信息

A histamine congener, it competitively inhibits histamine binding to histamine H2 receptors. Cimetidine has a range of pharmacological actions. It inhibits gastric acid secretion, as well as pepsin and gastrins output. It also blocks the activity of cytochrome P-450 which might explain proposals for use in neoadjuvant therapy. [PubChem]
A - Alimentary tract and metabolism > A02 - Drugs for acid related disorders > A02B - Drugs for peptic ulcer and gastro-oesophageal reflux disease (gord) > A02BA - H2-receptor antagonists
C78276 - Agent Affecting Digestive System or Metabolism > C29701 - Anti-ulcer Agent > C29702 - Histamine-2 Receptor Antagonist
D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065609 - Cytochrome P-450 CYP1A2 Inhibitors
D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D006633 - Histamine Antagonists
D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3722
KEIO_ID C208; [MS2] KO008913
KEIO_ID C208
Cimetidine (SKF-92334) is an orally active and inverse histamine H2 receptor antagonist with a Ki of 0.6 μM. Cimetidine is a gastric acid reducer, and can be used for duodenal and gastric ulcers research. Cimetidine has anti-cancer and anti-inflammatory activity[1][2][5].

同义名列表

30 个代谢物同义名

(Z)-N-cyano-N-methyl-N-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine; N-Cyano-n-methyl-n-(2-([(5-methyl-1H-imidazol-4-yl)methyl]sulphanyl)ethyl)guanidine; N-Cyano-n-methyl-n-(2-([(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl)ethyl)guanidine; N-Cyano-n-methyl-n-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)guanidine; N-cyano-N-methyl-n-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine; 2-Cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine; 1-Cyano-2-methyl-3-(2-(((5-methyl-4-imidazolyl)methyl)thio)ethyl)guanidine; Hydrochloride, cimetidine; Cimetidine hydrochloride; HCL, Cimetidine; SK And F-92334; Cimetidine HCL; Tagamet HB 200; SK And F 92334; SK And F92334; Cimetidinum; tagamet HB; Cimetidine; Cimetidina; Eureceptor; Biomet400; Altramet; Ulcerfen; Histodil; Cimetag; Tagamet; Biomet; SKF-92334; Cimetidine; Cimetidine



数据库引用编号

54 个数据库交叉引用编号

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)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 5 ABCB1, CAT, CYP2C19, CYP2D6, CYP3A4
Endoplasmic reticulum membrane 4 CYP1A2, CYP2C19, CYP2D6, CYP3A4
Nucleus 1 MPO
cytosol 2 ATP12A, CAT
dendrite 1 HRH2
nucleoplasm 1 MPO
Cell membrane 7 ABCB1, HRH2, SELE, SLC22A1, SLC47A1, SLC47A2, TNF
Multi-pass membrane protein 8 ABCB1, ATP12A, HRH2, SLC22A1, SLC22A2, SLC22A6, SLC47A1, SLC47A2
Synapse 1 HRH2
cell surface 2 ABCB1, TNF
Golgi membrane 1 INS
neuronal cell body 1 TNF
Lysosome 1 MPO
Presynapse 2 SLC22A1, SLC22A2
plasma membrane 13 ABCB1, ATP12A, CYP2C19, HRH2, IFNLR1, IGHE, SELE, SLC22A1, SLC22A2, SLC22A6, SLC47A1, SLC47A2, TNF
Membrane 10 ABCB1, CAT, CYP2D6, CYP3A4, IFNLR1, SLC22A1, SLC22A2, SLC22A6, SLC47A1, SLC47A2
apical plasma membrane 6 ABCB1, ATP12A, SLC22A1, SLC22A2, SLC47A1, SLC47A2
basolateral plasma membrane 5 ATP12A, SLC22A1, SLC22A2, SLC22A6, SLC47A1
caveola 2 SELE, SLC22A6
extracellular exosome 5 ABCB1, CAT, MPO, SLC22A2, SLC22A6
endoplasmic reticulum 1 CYP2D6
extracellular space 6 GAST, IGHE, INS, MPO, SELE, TNF
perinuclear region of cytoplasm 1 SELE
mitochondrion 2 CAT, CYP2D6
protein-containing complex 2 CAT, SLC22A6
intracellular membrane-bounded organelle 6 CAT, CYP1A2, CYP2C19, CYP2D6, CYP3A4, MPO
Microsome membrane 3 CYP1A2, CYP2D6, CYP3A4
Single-pass type I membrane protein 3 IFNLR1, IGHE, SELE
Secreted 2 GAST, INS
extracellular region 6 CAT, GAST, IGHE, INS, MPO, TNF
Single-pass membrane protein 1 CYP2D6
mitochondrial matrix 1 CAT
external side of plasma membrane 2 SELE, TNF
actin cytoskeleton 1 ATP12A
clathrin-coated pit 1 SELE
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 6 ABCB1, ATP12A, SLC22A1, SLC22A2, SLC47A1, SLC47A2
Membrane raft 2 SELE, TNF
focal adhesion 1 CAT
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
secretory granule 1 MPO
lateral plasma membrane 1 SLC22A1
IgE immunoglobulin complex 1 IGHE
phagocytic cup 1 TNF
Basolateral cell membrane 3 SLC22A1, SLC22A2, SLC22A6
[Isoform 2]: Cell membrane 1 IGHE
endosome lumen 1 INS
basal plasma membrane 3 SLC22A1, SLC22A2, SLC22A6
azurophil granule 1 MPO
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
transport vesicle 1 INS
azurophil granule lumen 1 MPO
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
phagocytic vesicle lumen 1 MPO
Basal cell membrane 3 SLC22A1, SLC22A2, SLC22A6
Lateral cell membrane 1 SLC22A1
external side of apical plasma membrane 1 ABCB1
[Isoform 3]: Cell membrane 1 IGHE
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
cortical cytoskeleton 1 SELE
catalase complex 1 CAT
potassium:proton exchanging ATPase complex 1 ATP12A
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[Isoform 6]: Apical cell membrane 1 SLC47A2


文献列表

  • Sunday Aderemi Adelakun, Babatunde Ogunlade, Olalekan Wasiu Akintunde, Victoria Ojima Omilachi. Long-term exposure to cimetidine induced gonado-toxicity in male rats: Modulating role of Ocimum gratissimum. Revista internacional de andrologia. 2022 10; 20 Suppl 1(?):S2-S16. doi: 10.1016/j.androl.2020.10.012. [PMID: 35101366]
  • Ahmed A Ishola, Tanuja Joshi, Suliat I Abdulai, Habibu Tijjani, Hemlata Pundir, Subhash Chandra. Molecular basis for the repurposing of histamine H2-receptor antagonist to treat COVID-19. Journal of biomolecular structure & dynamics. 2022 08; 40(13):5785-5802. doi: 10.1080/07391102.2021.1873191. [PMID: 33491579]
  • Sherihan Salaheldin Abdelhamid Ibrahim, Sarah A Abd El-Aal, Ahmed M Reda, Samar El Achy, Yasmine Shahine. Anti-neoplastic action of Cimetidine/Vitamin C on histamine and the PI3K/AKT/mTOR pathway in Ehrlich breast cancer. Scientific reports. 2022 07; 12(1):11514. doi: 10.1038/s41598-022-15551-6. [PMID: 35798765]
  • Omolbanin Oladpour, Fereshteh Taghipour, Zuhair Mohammad Hassan, Mohammad Taghi Rezayati, Maryam Nemati, Zahra Taghipour, Abdollah Jafarzadeh. Cimetidine and Ibuprofen Modulate T Cell Responses in a Mouse Model of Breast Cancer. Asian Pacific journal of cancer prevention : APJCP. 2022 Jun; 23(6):1847-1858. doi: 10.31557/apjcp.2022.23.6.1847. [PMID: 35763623]
  • Nasrin Abbasi Gharibkandi, Sajjad Molavipordanjani, Alireza Mardanshahi, Seyed Jalal Hosseinimehr. The Influence of Kidneys Ion Transport Inhibitors on the Pharmacokinetic and Tumor Uptake Behaviors of a HER2-targeted Small Size Radiolabeled Peptide. Current drug metabolism. 2022; 23(1):82-87. doi: 10.2174/1389200223666220113101004. [PMID: 35049428]
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  • Keita Morimoto, Go Kanzaki, Takahito Niikura, Kentaro Koike, Nanae Matsuo, Yukio Maruyama, Nobuo Tsuboi, Takashi Yokoo. Acute tubulointerstitial nephritis associated with antineutrophil cytoplasmic antibody following cimetidine treatment: a case report. BMC nephrology. 2021 08; 22(1):294. doi: 10.1186/s12882-021-02502-y. [PMID: 34461843]
  • 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: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Hiroyuki Takita, Daniel Scotcher, Rajkumar Chinnadurai, Philip A Kalra, Aleksandra Galetin. Physiologically-Based Pharmacokinetic Modelling of Creatinine-Drug Interactions in the Chronic Kidney Disease Population. CPT: pharmacometrics & systems pharmacology. 2020 12; 9(12):695-706. doi: 10.1002/psp4.12566. [PMID: 33049120]
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  • Sabrina T Wiebe, Thomas Giessmann, Kathrin Hohl, Sven Schmidt-Gerets, Edith Hauel, Alen Jambrecina, Kerstin Bader, Naoki Ishiguro, Mitchell E Taub, Ashish Sharma, Thomas Ebner, Gerd Mikus, Martin F Fromm, Fabian Müller, Peter Stopfer. Validation of a Drug Transporter Probe Cocktail Using the Prototypical Inhibitors Rifampin, Probenecid, Verapamil, and Cimetidine. Clinical pharmacokinetics. 2020 12; 59(12):1627-1639. doi: 10.1007/s40262-020-00907-w. [PMID: 32504272]
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  • Marta Kantauskaitė, Anna Hucke, Moritz Reike, Sara Ahmed Eltayeb, Chuyan Xiao, Vivien Barz, Giuliano Ciarimboli. Rapid Regulation of Human Multidrug and Extrusion Transporters hMATE1 and hMATE2K. International journal of molecular sciences. 2020 Jul; 21(14):. doi: 10.3390/ijms21145157. [PMID: 32708212]
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  • Liping Li, Yayun Weng, Wei Wang, Mengru Bai, Hongmei Lei, Hui Zhou, Huidi Jiang. Multiple organic cation transporters contribute to the renal transport of sulpiride. Biopharmaceutics & drug disposition. 2017 Dec; 38(9):526-534. doi: 10.1002/bdd.2104. [PMID: 28926871]
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