Determine the necessary mass, volume, or concentration for preparing a solution.
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Synonyms | metformin | 657-24-9 | 1,1-Dimethylbiguanide | N,N-dimethylimidodicarbonimidic diamide | Fluamine | Metiguanide | Dimethylbiguanide | Flumamine | Gliguanid | Haurymelin | Metformine | Melbin | Imidodicarbonimidic diamide, N,N-dimethyl- | N,N-Dimethylbiguanide | Islotin | Dimethyldigua |
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Specifications & Purity | Moligand™, 10mM in DMSO |
Storage Temp | Protected from light,Store at -80°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | 3-(diaminomethylidene)-1,1-dimethylguanidine |
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INCHI | InChI=1S/C4H11N5/c1-9(2)4(7)8-3(5)6/h1-2H3,(H5,5,6,7,8) |
InChi Key | XZWYZXLIPXDOLR-UHFFFAOYSA-N |
Canonical SMILES | CN(C)C(=N)N=C(N)N |
Isomeric SMILES | CN(C)C(=N)N=C(N)N |
Alternate CAS | 657-24-9,1115-70-4 |
PubChem CID | 4091 |
MeSH Entry Terms | Dimethylbiguanidine;Dimethylguanylguanidine;Glucophage;HCl, Metformin;Hydrochloride, Metformin;Metformin;Metformin HCl;Metformin Hydrochloride |
Molecular Weight | 129.16 |
Enter Lot Number to search for COA:
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H302:Harmful if swallowed |
Precautionary Statements | P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P301+P317:IF SWALLOWED: Get medical help. |
1. Changsheng Zhong, Yilin Xie, Huifang Wang, Wenxian Chen, Zhenbo Yang, Lei Zhang, Qin Deng, Ting Cheng, Mengyang Li, Jin Ju, Yanyan Liu, Haihai Liang. (2023) Berberine inhibits NLRP3 inflammasome activation by regulating mTOR/mtROS axis to alleviate diabetic cardiomyopathy. EUROPEAN JOURNAL OF PHARMACOLOGY, (176253). [PMID:38096968] [10.1016/j.ejphar.2023.176253] |
2. Wanbo Zhu, Dongdong Xu, Jiawei Mei, Baoliang Lu, Qiaojie Wang, Chen Zhu, Xianzuo Zhang, Xianlong Zhang. (2023) Metformin reverses impaired osteogenesis due to hyperglycemia-induced neutrophil extracellular traps formation. BONE, (116889). [PMID:37660937] [10.1016/j.bone.2023.116889] |
3. Xiang Li, Rongxia Li, Xueyu Wang, Xinying Zhang, Zhiyi Xiao, Haibo Wang, Wenhui Sun, Hao Yang, Peng Yu, Qing Hu, Qinghui Guo, Hua Sun. (2023) Effects and mechanism of action of Chrysanthemum morifolium (Jinsi Huangju) on hyperlipidemia and non-alcoholic fatty liver disease. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 255 (115391). [PMID:37099836] [10.1016/j.ejmech.2023.115391] |
4. Panmei Jiang, Yingxiang Ye, Jian Liu, Fangbin Wang. (2023) Metformin promotes bacterial surface aggregation by inhibiting the swimming motility of flagellated Escherichia coli. JOURNAL OF BASIC MICROBIOLOGY, [PMID:37058007] [10.1002/jobm.202200716] |
5. Zixian He, Zhiwei Liu, Haihuan Xie, Pengjie Luo, Xiangmei Li. (2023) An Ultrasensitive Lateral Flow Immunoassay Based on Metal-Organic Framework-Decorated Polydopamine for Multiple Sulfonylureas Adulteration in Functional Foods. Foods, 12 (3): (539). [PMID:36766067] [10.3390/foods12030539] |
6. Wu Yue, Yang Jingjuan, Xu Chengmei, Li Qiuqi, Ma Yage, Zhao Shenglan, Zhuang Jiachen, Shen Fei, Wang Qianqian, Feng Fengqin, Zhang Xi. (2022) Sea cucumber (Acaudina leucoprocta) peptides extended the lifespan and enhanced antioxidant capacity via DAF-16/DAF-2/SOD-3/OLD-1/PEPT-1 in Caenorhabditis elegans. Frontiers in Nutrition, 9 [PMID:36483922] [10.3389/fnut.2022.1065145] |
7. Xueyan Gou, Fenglin Ran, Jinru Yang, Yanrong Ma, Xin’an Wu. (2022) Construction and Evaluation of a Novel Organic Anion Transporter 1/3 CRISPR/Cas9 Double-Knockout Rat Model. Pharmaceutics, 14 (11): (2307). [PMID:36365126] [10.3390/pharmaceutics14112307] |
8. Wenjie Zhong, Xinyan Wang, Lanxin Yang, Yue Wang, Qingyue Xiao, Simin Yu, Richard D. Cannon, Yan Bai, Chuangwei Zhang, Duanjing Chen, Ping Ji, Xiang Gao, Jinlin Song. (2022) Nanocarrier-Assisted Delivery of Metformin Boosts Remodeling of Diabetic Periodontal Tissue via Cellular Exocytosis-Mediated Regulation of Endoplasmic Reticulum Homeostasis. ACS Nano, 16 (11): (19096–19113). [PMID:36259964] [10.1021/acsnano.2c08146] |
9. Hengte Xing, Chuancai Liang, Chenyu Wang, Xiongfeng Xu, Yong Hu, Bo Qiu. (2022) Metformin mitigates cholesterol accumulation via the AMPK/SIRT1 pathway to protect osteoarthritis chondrocytes. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 632 (113). [PMID:36206595] [10.1016/j.bbrc.2022.09.074] |
10. Kezhong Tang, Qing Chen, Yanmo Liu, Lantian Wang, Wenjie Lu. (2022) Combination of Metformin and Sorafenib Induces Ferroptosis of Hepatocellular Carcinoma Through p62-Keap1-Nrf2 Pathway. Journal of Cancer, 13 (11): ( 3234–3243). [PMID:36118519] [10.7150/jca.76618] |
11. Yuxi Guo, Xuefeng Chen, Pin Gong, Jing Guo, Dan Deng, Guanglian He, Chenglong Ji, Ruotong Wang, Hui Long, Jiating Wang, Wenbo Yao, Wenjuan Yang, Fuxin Chen. (2022) Effect of shiitake mushrooms polysaccharide and chitosan coating on softening and browning of shiitake mushrooms (Lentinus edodes) during postharvest storage. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 218 (816). [PMID:35907449] [10.1016/j.ijbiomac.2022.07.193] |
12. Sa Yang, Shijie Cao, Congyu Li, Jichao Zhang, Chang Liu, Feng Qiu, Ning Kang. (2022) Berberrubine, a Main Metabolite of Berberine, Alleviates Non-Alcoholic Fatty Liver Disease via Modulating Glucose and Lipid Metabolism and Restoring Gut Microbiota. Frontiers in Pharmacology, 13 (913378). [PMID:35873595] [10.3389/fphar.2022.913378] |
13. Xiangjuan Wei, Daqian Yang, Boya Zhang, Xingpei Fan, Haining Du, Ruijiao Zhu, Xiaotong Sun, Meimei Zhao, Ning Gu. (2022) Di-(2-ethylhexyl) phthalate increases plasma glucose and induces lipid metabolic disorders via FoxO1 in adult mice. SCIENCE OF THE TOTAL ENVIRONMENT, 842 (156815). [PMID:35750186] [10.1016/j.scitotenv.2022.156815] |
14. Yuxi Guo, Xuefeng Chen, Pin Gong, Mengrao Wang, Wenbo Yao, Wenjuan Yang, Fuxin Chen. (2022) Effects of simulated saliva-gastrointestinal digestion on the physicochemical properties and bioactivities of Siraitia grosvenorii polysaccharides. INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY, 57 (7): (4495-4506). [PMID:] [10.1111/ijfs.15783] |
15. Ying Zhang, Yanna Pan, Jiaqi Li, Zeng Zhang, Yanming He, Hongjie Yang, Ping Zhou. (2022) Inhibition on α-Glucosidase Activity and Non-Enzymatic Glycation by an Anti-Oxidative Proteoglycan from Ganoderma lucidum. MOLECULES, 27 (5): (1457). [PMID:35268560] [10.3390/molecules27051457] |
16. Hu Nan, Zhang Qi, Wang Hui, Yang Xuping, Jiang Yan, Chen Rong, Wang Liying. (2022) Comparative Evaluation of the Effect of Metformin and Insulin on Gut Microbiota and Metabolome Profiles of Type 2 Diabetic Rats Induced by the Combination of Streptozotocin and High-Fat Diet. Frontiers in Pharmacology, 12 [PMID:35046817] [10.3389/fphar.2021.794103] |
17. Li-na Ji, Shan Wu, Dan-qing Fu, Si-jia Fang, Guan-qun Xie, Yong-sheng Fan, Jie Bao. (2022) Jieduquyuziyin Prescription alleviates hepatic gluconeogenesis via PI3K/Akt/PGC-1α pathway in glucocorticoid-induced MRL/lpr mice. JOURNAL OF ETHNOPHARMACOLOGY, 284 (114815). [PMID:34763039] [10.1016/j.jep.2021.114815] |
18. Hong Wen, Yang Fei, Ruisi Cai, Xuemei Yao, Yanan Li, Xuan Wang, Chencheng Xue, Yan Hu, Menghuan Li, Zhong Luo. (2021) Tumor-activatable biomineralized nanotherapeutics for integrative glucose starvation and sensitized metformin therapy. BIOMATERIALS, 278 (121165). [PMID:34649197] [10.1016/j.biomaterials.2021.121165] |
19. Dandan Zheng, Wei Chen, Huitong Ruan, Zhengwei Cai, Xiuyuan Chen, Tongtong Chen, Yuhui Zhang, Wenguo Cui, Hao Chen, Hongxing Shen. (2022) Metformin-hydrogel with glucose responsiveness for chronic inflammatory suppression. CHEMICAL ENGINEERING JOURNAL, 428 (131064). [PMID:] [10.1016/j.cej.2021.131064] |
20. Xian-Mei Song, Bing-Jie Li, Yan-Yan Zhang, Wen-Jing Ge, She-Feng Zhang, Wei-Feng Cui, Geng-Sheng Li, Rui-Feng Liang. (2021) Rutaecarpine enhances the anti-diabetic activity and hepatic distribution of metformin via up-regulation of Oct1 in diabetic rats. XENOBIOTICA, 51 (7): (818-830). [PMID:33952086] [10.1080/00498254.2021.1926573] |
21. Yuan Guan, Hefei Sun, Huiying Chen, Peijun Li, Yang Shan, Xia Li. (2021) Physicochemical characterization and the hypoglycemia effects of polysaccharide isolated from Passiflora edulis Sims peel. Food & Function, 12 (9): (4221-4230). [PMID:33876796] [10.1039/D0FO02965C] |
22. Mei Wang, Shan-Quan Chang, Yu-Shan Tian, Ge-Qiang Zhang, Jin Qi. (2020) Zengye Decoction Ameliorates Insulin Resistance by Promoting Glucose Uptake. REJUVENATION RESEARCH, 23 (5): (367-376). [PMID:31941423] [10.1089/rej.2019.2228] |
23. Na Deng, Ruixue Guo, Bisheng Zheng, Tong Li, Rui Hai Liu. (2020) IRS-1/PI3K/Akt pathway and miRNAs are involved in whole grain highland barley (Hordeum vulgare L.) ameliorating hyperglycemia of db/db mice. Food & Function, 11 (11): (9535-9546). [PMID:33104141] [10.1039/D0FO01990A] |
24. Huang Chunyu, Zhu Chang, Chen Jie, Huang Kaibin, Li Fang, Ding Shunkai, Xia Ligang, Jiang Wei, Li Yang. (2020) Nano-Platelets as an Oxygen Regulator for Augmenting Starvation Therapy Against Hypoxic Tumor. Frontiers in Bioengineering and Biotechnology, 8 (1060). [PMID:33015023] [10.3389/fbioe.2020.571993] |
25. Junping Zheng, Yanlei Guo, Baifei Hu, Lin Zhu, Yong Yang, Shengrong Li, Na Li, Hongtao Liu. (2020) Serum metabolomic profiles reveal the impact of BuZangTongLuo formula on metabolic pathways in diabetic mice with hindlimb ischemia. JOURNAL OF ETHNOPHARMACOLOGY, 258 (112928). [PMID:32371144] [10.1016/j.jep.2020.112928] |
26. Junping Zheng, Man Chen, Cheng Ye, Xiongjie Sun, Nan Jiang, Xiaojuan Zou, Huabing Yang, Hongtao Liu. (2020) BuZangTongLuo decoction improved hindlimb ischemia by activating angiogenesis and regulating gut microbiota in diabetic mice. JOURNAL OF ETHNOPHARMACOLOGY, 248 (112330). [PMID:31654796] [10.1016/j.jep.2019.112330] |
27. Yang Zhang, Dongning Chai, Mengyue Gao, Bin Xu, Guohua Jiang. (2019) Thermal ablation of separable microneedles for transdermal delivery of metformin on diabetic rats. International Journal of Polymeric Materials and Polymeric Biomaterials, [PMID:] [10.1080/00914037.2018.1517347] |
28. Yongsheng Chen, Erpei Wang, Zihao Wei, Yanfang Zheng, Rian Yan, Xiang Ma. (2019) Phytochemical analysis, cellular antioxidant and α-glucosidase inhibitory activities of various herb plant organs. INDUSTRIAL CROPS AND PRODUCTS, 141 (111771). [PMID:] [10.1016/j.indcrop.2019.111771] |
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33. Li Y, Zhao P, Chen Y, Fu Y, Shi K, Liu L, Liu H, Xiong M, Liu QH, Yang G, Xiao Y.. (2017) Depsidone and xanthones from Garcinia xanthochymus with hypoglycemic activity and the mechanism of promoting glucose uptake in L6 myotubes.. Bioorg Med Chem, 25 (24): (6605-6613). [PMID:29128163] [10.1016/j.bmc.2017.10.043] |
1. Changsheng Zhong, Yilin Xie, Huifang Wang, Wenxian Chen, Zhenbo Yang, Lei Zhang, Qin Deng, Ting Cheng, Mengyang Li, Jin Ju, Yanyan Liu, Haihai Liang. (2023) Berberine inhibits NLRP3 inflammasome activation by regulating mTOR/mtROS axis to alleviate diabetic cardiomyopathy. EUROPEAN JOURNAL OF PHARMACOLOGY, (176253). [PMID:38096968] [10.1016/j.ejphar.2023.176253] |
2. Wanbo Zhu, Dongdong Xu, Jiawei Mei, Baoliang Lu, Qiaojie Wang, Chen Zhu, Xianzuo Zhang, Xianlong Zhang. (2023) Metformin reverses impaired osteogenesis due to hyperglycemia-induced neutrophil extracellular traps formation. BONE, (116889). [PMID:37660937] [10.1016/j.bone.2023.116889] |
3. Xiang Li, Rongxia Li, Xueyu Wang, Xinying Zhang, Zhiyi Xiao, Haibo Wang, Wenhui Sun, Hao Yang, Peng Yu, Qing Hu, Qinghui Guo, Hua Sun. (2023) Effects and mechanism of action of Chrysanthemum morifolium (Jinsi Huangju) on hyperlipidemia and non-alcoholic fatty liver disease. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 255 (115391). [PMID:37099836] [10.1016/j.ejmech.2023.115391] |
4. Panmei Jiang, Yingxiang Ye, Jian Liu, Fangbin Wang. (2023) Metformin promotes bacterial surface aggregation by inhibiting the swimming motility of flagellated Escherichia coli. JOURNAL OF BASIC MICROBIOLOGY, [PMID:37058007] [10.1002/jobm.202200716] |
5. Zixian He, Zhiwei Liu, Haihuan Xie, Pengjie Luo, Xiangmei Li. (2023) An Ultrasensitive Lateral Flow Immunoassay Based on Metal-Organic Framework-Decorated Polydopamine for Multiple Sulfonylureas Adulteration in Functional Foods. Foods, 12 (3): (539). [PMID:36766067] [10.3390/foods12030539] |
6. Wu Yue, Yang Jingjuan, Xu Chengmei, Li Qiuqi, Ma Yage, Zhao Shenglan, Zhuang Jiachen, Shen Fei, Wang Qianqian, Feng Fengqin, Zhang Xi. (2022) Sea cucumber (Acaudina leucoprocta) peptides extended the lifespan and enhanced antioxidant capacity via DAF-16/DAF-2/SOD-3/OLD-1/PEPT-1 in Caenorhabditis elegans. Frontiers in Nutrition, 9 [PMID:36483922] [10.3389/fnut.2022.1065145] |
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