Biguanide (BioDeep_00000006576)
Secondary id: BioDeep_00001868910
human metabolite blood metabolite
代谢物信息卡片
化学式: C2H7N5 (101.0701)
中文名称: 双胍
谱图信息:
最多检出来源 Rattus norvegicus(not specific) 2.31%
分子结构信息
SMILES: C(=NC(=N)N)(N)N
InChI: InChI=1S/C2H7N5/c3-1(4)7-2(5)6/h(H7,3,4,5,6,7)
描述信息
D007004 - Hypoglycemic Agents > D001645 - Biguanides
同义名列表
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:3095
- KEGG: C07672
- PubChem: 5939
- HMDB: HMDB0249203
- Metlin: METLIN66712
- DrugBank: DB13100
- ChEMBL: CHEMBL4297654
- Wikipedia: Biguanide
- MeSH: Biguanides
- chemspider: 5726
- CAS: 4911-98-2
- CAS: 56-03-1
- PMhub: MS000019638
- PubChem: 9874
- NIKKAJI: J4.565I
- KNApSAcK: 3095
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)
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
- Bao Tianshu, Zhang Lixuan, Wang Chunhong. The synthesis of thermostable, strongly basic Anion-Exchange resins using Cross-Linked biguanide and its application in the extraction of Sodium copper chlorophyllin.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2022 Nov; 1211(?):123436. doi:
10.1016/j.jchromb.2022.123436
. [PMID: 36252384] - Kampei Shimizu, Tomohiro Aoki, Nima Etminan, Katharina A M Hackenberg, Shoichi Tani, Hirotoshi Imamura, Hiroharu Kataoka, Nobuyuki Sakai. Associations Between Drug Treatments and the Risk of Aneurysmal Subarachnoid Hemorrhage: a Systematic Review and Meta-analysis.
Translational stroke research.
2022 Oct; ?(?):. doi:
10.1007/s12975-022-01097-2
. [PMID: 36242746] - Chul-Min Park, Hyeon-Young Kim, Doin Jeon, Young-Jun Shin, In-Hyeon Kim, Seong-Jin Choi, Ki Cheon Kim, Kyuhong Lee, Sung-Hwan Kim, Min-Seok Kim. Anti-fibrotic effect of pycnogenol® in a polyhexamethylene guanidine-treated mouse model.
Respiratory physiology & neurobiology.
2022 02; 296(?):103802. doi:
10.1016/j.resp.2021.103802
. [PMID: 34653662] - Yikelamu Alimu, Yoko Kusuya, Takako Yamamoto, Kana Arita, Naofumi Shigemune, Hiroki Takahashi, Takashi Yaguchi. Mechanism of Polyhexamethylene Biguanide Resistance in Purpureocillium lilacinum Strains.
Biocontrol science.
2022; 27(3):117-130. doi:
10.4265/bio.27.117
. [PMID: 36216563] - Wahid M Basyouni, Samir Y Abbas, Khairy A M El-Bayouki, Eman A Younis, Sanaa A Ali, Hanan F Aly. Synthesis and hyperglycemic, biochemical and histopathological evaluation of novel sulfonylbiguanide and sulfonylurea derivatives as potent anti-diabetic agents.
Bioorganic chemistry.
2021 12; 117(?):105418. doi:
10.1016/j.bioorg.2021.105418
. [PMID: 34736133] - Ying Xu, Yulong Liu, Taofeng He, Yaqi Zhang, Mingyun Wang, Huaqin Yuan, Mi Yang. Biguanides decorated albumin nanoparticles loading nintedanib for synergic enhanced hepatocellular carcinoma therapy.
Colloids and surfaces. B, Biointerfaces.
2021 Nov; 207(?):112020. doi:
10.1016/j.colsurfb.2021.112020
. [PMID: 34403984] - Ryan Houston, Yusuke Sekine, Mads B Larsen, Kei Murakami, Steven J Mullett, Stacy G Wendell, Derek P Narendra, Bill B Chen, Shiori Sekine. Discovery of bactericides as an acute mitochondrial membrane damage inducer.
Molecular biology of the cell.
2021 11; 32(21):ar32. doi:
10.1091/mbc.e21-04-0191
. [PMID: 34495738] - Magdalena Markowicz-Piasecka, Karol Sadowski, Johanna Huttunen, Joanna Sikora, Kristiina M Huttunen. Incorporation of Sulfonamide Moiety into Biguanide Scaffold Results in Apoptosis Induction and Cell Cycle Arrest in MCF-7 Breast Cancer Cells.
International journal of molecular sciences.
2021 May; 22(11):. doi:
10.3390/ijms22115642
. [PMID: 34073245] - Takako Yamamoto, Yikelamu Alimu, Hiroki Takahashi, Yoko Kusuya, Kouichi Hosoya, Naofumi Shigemune, Satoshi Nagai, Takashi Yaguchi. Isolation and Characterization of the Polyhexamethylene Biguanide Hydrochloride-Resistant Fungus, Purpureocillium lilacinum.
Biocontrol science.
2021; 26(3):157-166. doi:
10.4265/bio.26.157
. [PMID: 34556618] - Jian-Ming Huang, Pin-Ju Ko, Chao-Li Huang, Po-Wei Wen, Chun-Hsien Chen, Min-Hsiu Shih, Wei-Chen Lin, Fu-Chin Huang. Cytochrome P450 monooxygenase of Acanthamoeba castellanii participates in resistance to polyhexamethylene biguanide treatment.
Parasite (Paris, France).
2021; 28(?):77. doi:
10.1051/parasite/2021074
. [PMID: 34762043] - Maria Loose, Kurt G Naber, Larry Purcell, Manfred P Wirth, Florian M E Wagenlehner. Anti-Biofilm Effect of Octenidine and Polyhexanide on Uropathogenic Biofilm-Producing Bacteria.
Urologia internationalis.
2021; 105(3-4):278-284. doi:
10.1159/000512370
. [PMID: 33401282] - Geetansh Sharma, Sonali K Kalra, Nidhi Tejan, Ujjala Ghoshal. Nanoparticles based therapeutic efficacy against Acanthamoeba: Updates and future prospect.
Experimental parasitology.
2020 Nov; 218(?):108008. doi:
10.1016/j.exppara.2020.108008
. [PMID: 32979343] - Guang Xin, Yue Ming, Chengjie Ji, Zeliang Wei, Shiyi Li, Susan L Morris-Natschke, Xiaoyu Zhang, Kui Yu, Youping Li, Boli Zhang, Junhua Zhang, Zhihua Xing, Yarong He, Zhen Chen, Xijing Yang, Hai Niu, Kuo-Hsiung Lee, Wen Huang. Novel potent antiplatelet thrombotic agent derived from biguanide for ischemic stroke.
European journal of medicinal chemistry.
2020 Aug; 200(?):112462. doi:
10.1016/j.ejmech.2020.112462
. [PMID: 32464472] - Melanie Hornschuh, Paula Zwicker, Thomas Schmidt, Birgit Finke, Axel Kramer, Gerald Müller. Poly (hexamethylene biguanide), adsorbed onto Ti-Al-V alloys, kills slime-producing Staphylococci and Pseudomonas aeruginosa without inhibiting SaOs-2 cell differentiation.
Journal of biomedical materials research. Part B, Applied biomaterials.
2020 07; 108(5):1801-1813. doi:
10.1002/jbm.b.34522
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Scientific reports.
2020 03; 10(1):4792. doi:
10.1038/s41598-020-61728-2
. [PMID: 32179838] - Magdalena Markowicz-Piasecka, Joanna Sikora, Agnieszka Zajda, Kristiina M Huttunen. Novel halogenated sulfonamide biguanides with anti-coagulation properties.
Bioorganic chemistry.
2020 01; 94(?):103444. doi:
10.1016/j.bioorg.2019.103444
. [PMID: 31776031] - George Sam Wang, Christopher Hoyte. Review of Biguanide (Metformin) Toxicity.
Journal of intensive care medicine.
2019 Nov; 34(11-12):863-876. doi:
10.1177/0885066618793385
. [PMID: 30126348] - Haonan Xing, Lin Cheng, Mei Lu, Hui Liu, Lang Lang, Tianzhi Yang, Xiaoyun Zhao, Hui Xu, Li Yang, Pingtian Ding. A biodegradable poly(amido amine) based on the antimicrobial polymer polyhexamethylene biguanide for efficient and safe gene delivery.
Colloids and surfaces. B, Biointerfaces.
2019 Oct; 182(?):110355. doi:
10.1016/j.colsurfb.2019.110355
. [PMID: 31306828] - Young-Suk Kim, Hyunju Cha, Hyo-Jin Kim, Joong-Myung Cho, Hak-Ryul Kim. The Anti-Fibrotic Effects of CG-745, an HDAC Inhibitor, in Bleomycin and PHMG-Induced Mouse Models.
Molecules (Basel, Switzerland).
2019 Jul; 24(15):. doi:
10.3390/molecules24152792
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The Journal of small animal practice.
2019 Jun; 60(6):348-355. doi:
10.1111/jsap.12971
. [PMID: 30536970] - О А Safonova, T N Popova, T N Shestakova. Effect of 4-Methyl-Phenyl Biguanide on Free Radical Homeostasis and Activity of Oxidative Metabolism Enzymes in Rats with Cardiovascular Pathology Developing against the Background of Rheumatoid Arthritis.
Bulletin of experimental biology and medicine.
2019 Mar; 166(5):606-609. doi:
10.1007/s10517-019-04401-7
. [PMID: 30903494] - Yong Joo Park, Mi Ho Jeong, In Jae Bang, Ha Ryong Kim, Kyu Hyuck Chung. Guanidine-based disinfectants, polyhexamethylene guanidine-phosphate (PHMG-P), polyhexamethylene biguanide (PHMB), and oligo(2-(2-ethoxy)ethoxyethyl guanidinium chloride (PGH) induced epithelial-mesenchymal transition in A549 alveolar epithelial cells.
Inhalation toxicology.
2019 03; 31(4):161-166. doi:
10.1080/08958378.2019.1624896
. [PMID: 31179775] - Alina Yu Babenko, Daria A Savitskaya, Yulia A Kononova, Aleksandra Yu Trofimova, Anna V Simanenkova, Elena Yu Vasilyeva, Evgeny V Shlyakhto. Predictors of Effectiveness of Glucagon-Like Peptide-1 Receptor Agonist Therapy in Patients with Type 2 Diabetes and Obesity.
Journal of diabetes research.
2019; 2019(?):1365162. doi:
10.1155/2019/1365162
. [PMID: 30944827] - S Hafner, M Ehrenfeld, A-C Neumann, Andreas Wieser. Comparison of the bactericidal effect of cold atmospheric pressure plasma (CAPP), antimicrobial photodynamic therapy (aPDT), and polihexanide (PHX) in a novel wet surface model to mimic oral cavity application.
Journal of cranio-maxillo-facial surgery : official publication of the European Association for Cranio-Maxillo-Facial Surgery.
2018 Dec; 46(12):2197-2202. doi:
10.1016/j.jcms.2018.09.006
. [PMID: 30316654] - Peter Arner, Agné Kulyté, Kenneth Batchelor, Jurga Laurencikiene, James Livingston, Mikael Rydén. Mapping of biguanide transporters in human fat cells and their impact on lipolysis.
Diabetes, obesity & metabolism.
2018 10; 20(10):2416-2425. doi:
10.1111/dom.13395
. [PMID: 29862627] - Kentaro Oh-Hashi, Shiori Matsumoto, Takayuki Sakai, Yuki Nomura, Kensuke Okuda, Hideko Nagasawa, Yoko Hirata. Elucidating the rapid action of 2-(2-chlorophenyl)ethylbiguanide on HT-29 cells under a serum- and glucose-deprived condition.
Cell biology and toxicology.
2018 08; 34(4):279-290. doi:
10.1007/s10565-017-9410-0
. [PMID: 28871429] - Emily K Pugach, McKenna Feltes, Randal J Kaufman, Daniel S Ory, Anne G Bang. High-content screen for modifiers of Niemann-Pick type C disease in patient cells.
Human molecular genetics.
2018 06; 27(12):2101-2112. doi:
10.1093/hmg/ddy117
. [PMID: 29659804] - E I Gorina, T N Popova, K K Shulgin, S S Popov, L F Panchenko, O A Safonova. [The effect of biguanide derivatives on oxidative stress in rats with hyperglycemia].
Biomeditsinskaia khimiia.
2018 Jun; 64(3):261-267. doi:
10.18097/pbmc20186403261
. [PMID: 29964263] - Xiao-Bo Yu, Kai Hao, Jing Li, Xiao-Hui Chen, Gao-Xue Wang, Fei Ling. Effects of moroxydine hydrochloride and ribavirin on the cellular growth and immune responses by inhibition of GCRV proliferation.
Research in veterinary science.
2018 Apr; 117(?):37-44. doi:
10.1016/j.rvsc.2017.11.007
. [PMID: 29175011] - Selina Winter, Mirja Christine Nolff, Sven Reese, Andrea Meyer-Lindenberg. [Comparison of the antibacterial efficacy of polyhexanide, cold atmospheric argon plasma and saline in the treatment of canine bite wounds].
Tierarztliche Praxis. Ausgabe K, Kleintiere/Heimtiere.
2018 04; 46(2):73-82. doi:
10.15654/tpk-170713
. [PMID: 29727894] - Aparajita Chowdhury, Lora L Arnold, Zemin Wang, Karen L Pennington, Puttappa Dodmane, Ana Paula Farragut-Cardoso, James E Klaunig, Daniel Cros, Edmond E Creppy, Samuel M Cohen. Effect of polyhexamethylene biguanide on rat liver.
Toxicology letters.
2018 Mar; 285(?):94-103. doi:
10.1016/j.toxlet.2017.12.032
. [PMID: 29305328] - Anas Alshishani, Salizawati Muhamad Salhimi, Bahruddin Saad. Salting-out assisted liquid-liquid extraction coupled with hydrophilic interaction chromatography for the determination of biguanides in biological and environmental samples.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2018 Jan; 1073(?):51-59. doi:
10.1016/j.jchromb.2017.12.013
. [PMID: 29241085] - Chensu Wang, Hanspeter Niederstrasser, Peter M Douglas, Rueyling Lin, Juan Jaramillo, Yang Li, Nathaniel W Oswald, Anwu Zhou, Elizabeth A McMillan, Saurabh Mendiratta, Zhaohui Wang, Tian Zhao, Zhiqaing Lin, Min Luo, Gang Huang, Rolf A Brekken, Bruce A Posner, John B MacMillan, Jinming Gao, Michael A White. Small-molecule TFEB pathway agonists that ameliorate metabolic syndrome in mice and extend C. elegans lifespan.
Nature communications.
2017 12; 8(1):2270. doi:
10.1038/s41467-017-02332-3
. [PMID: 29273768] - Erika J Gutiérrez-Lara, Gabriel Navarrete-Vázquez, Araceli Sánchez-López, David Centurión. Pharmacological evaluation of metformin and N-benzylbiguanide, a novel analogue of metformin, on the vasopressor responses to adrenergic system stimulation in pithed rats with fructose-induced insulin resistance.
European journal of pharmacology.
2017 Nov; 814(?):313-323. doi:
10.1016/j.ejphar.2017.08.044
. [PMID: 28870455] - Wahid M Basyouni, Samir Y Abbas, Mohamed F El Shehry, Khairy A M El-Bayouki, Hanan F Aly, Azza Arafa, Mahmoud S Soliman. New Biguanides as Anti-Diabetic Agents, Part II: Synthesis and Anti-Diabetic Properties Evaluation of 1-Arylamidebiguanide Derivatives as Agents of Insulin Resistant Type II Diabetes.
Archiv der Pharmazie.
2017 Nov; 350(11):. doi:
10.1002/ardp.201700183
. [PMID: 29027251] - Samir Y Abbas, Wahid M Basyouni, Khairy A M El-Bayouk, Wael M Tohamy, Hanan F Aly, Azza Arafa, Mahmoud S Soliman. New Biguanides as Anti-Diabetic Agents Part I: Synthesis and Evaluation of 1-Substituted Biguanide Derivatives as Anti-Diabetic Agents of Type II Diabetes Insulin Resistant.
Drug research.
2017 Oct; 67(10):557-563. doi:
10.1055/s-0043-102692
. [PMID: 28651259] - Angel S Galabov, Vesselina Vassileva, Vera Karabasheva. Inhibitory Effect of Abitylguanide on Adenovirus Replication.
Drug research.
2017 Oct; 67(10):583-590. doi:
10.1055/s-0043-111014
. [PMID: 28586925] - Elizabeth Sanchez-Rangel, Silvio E Inzucchi. Metformin: clinical use in type 2 diabetes.
Diabetologia.
2017 09; 60(9):1586-1593. doi:
10.1007/s00125-017-4336-x
. [PMID: 28770321] - Ane B Iversen, Michael R Horsman, Steen Jakobsen, Jonas B Jensen, Christian Garm, Niels Jessen, Peter Breining, Jørgen Frøkiær, Morten Busk. Results from 11C-metformin-PET scans, tissue analysis and cellular drug-sensitivity assays questions the view that biguanides affects tumor respiration directly.
Scientific reports.
2017 08; 7(1):9436. doi:
10.1038/s41598-017-10010-z
. [PMID: 28842630] - Saeed Amiri Gheshlaghi, Razieh Mohammad Jafari, Mohammad Algazo, Nastaran Rahimi, Hussein Alshaib, Ahmad Reza Dehpour. Genistein modulation of seizure: involvement of estrogen and serotonin receptors.
Journal of natural medicines.
2017 Jul; 71(3):537-544. doi:
10.1007/s11418-017-1088-3
. [PMID: 28439683] - Verena Christen, Susanne Faltermann, Nadja Rebecca Brun, Petra Y Kunz, Karl Fent. Cytotoxicity and molecular effects of biocidal disinfectants (quaternary ammonia, glutaraldehyde, poly(hexamethylene biguanide) hydrochloride PHMB) and their mixtures in vitro and in zebrafish eleuthero-embryos.
The Science of the total environment.
2017 May; 586(?):1204-1218. doi:
10.1016/j.scitotenv.2017.02.114
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Wound repair and regeneration : official publication of the Wound Healing Society [and] the European Tissue Repair Society.
2017 05; 25(3):423-431. doi:
10.1111/wrr.12528
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Journal of wound care.
2017 Apr; 26(4):184-187. doi:
10.12968/jowc.2017.26.4.184
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PloS one.
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2016 Aug; 39(4):398-404. doi:
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Antiviral research.
2016 07; 131(?):156-65. doi:
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. [PMID: 27188236] - S Y Abbas, W M Basyouni, K A M El-Bayouki, R F Abdel-Rahman. Synthesis and Evaluation of 1-Substituted-Biguanide Derivatives as Anti-Diabetic Agents for Type II Diabetes Insulin Resistant.
Drug research.
2016 Jul; 66(7):377-83. doi:
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Journal of hazardous materials.
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Materials science & engineering. C, Materials for biological applications.
2016 May; 62(?):152-9. doi:
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Life sciences.
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The journal of physical chemistry. B.
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Diabetes, obesity & metabolism.
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Toxicon : official journal of the International Society on Toxinology.
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