MF8

Metformin

Created:	2016-05-25
Last modified:	2020-06-05

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6 entries where MF8 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	20
Chiral Atom Count	0
Bond Count	19
Aromatic Bond Count	0

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Chemical Component Summary
Name	Metformin
Synonyms	N,N-Dimethylimidodicarbonimidic diamide
Systematic Name (OpenEye OEToolkits)	3-carbamimidoyl-1,1-dimethyl-guanidine
Formula	C₄ H₁₁ N₅
Molecular Weight	129.164
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	CACTVS	3.385	CN(C)C(=N)NC(N)=N
SMILES	OpenEye OEToolkits	1.7.6	CN(C)C(=N)NC(=N)N
Canonical SMILES	CACTVS	3.385	CN(C)C(=N)NC(N)=N
Canonical SMILES	OpenEye OEToolkits	1.7.6	[H]/N=C(/N)\N/C(=N\[H])/N(C)C
InChI	InChI	1.03	InChI=1S/C4H11N5/c1-9(2)4(7)8-3(5)6/h1-2H3,(H5,5,6,7,8)
InChIKey	InChI	1.03	XZWYZXLIPXDOLR-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00331 ?
Name	Metformin
Groups	approved
Description	Metformin is a biguanide antihyperglycemic agent and first-line pharmacotherapy used in the management of type II diabetes.[L12207,A176173] Metformin is considered an antihyperglycemic drug because it lowers blood glucose concentrations in type II diabetes without causing hypoglycemia. It is commonly described as an "insulin sensitizer", leading to a decrease in insulin resistance and a clinically significant reduction of plasma fasting insulin levels.[A176173] Another well-known benefit of this drug is modest weight loss, making it an effective choice for obese patients type II diabetes.[A36559] Metformin was first approved in Canada in 1972,[A36552] and received subsequent FDA approval in the US in 1995.[L12207]
Synonyms	Metformin Metformina 1,1-Dimethylbiguanide Dimethylbiguanid Metformin hydrochloride Metforminum Metformine
Brand Names	Glyburide-Metformin Hydrochloride Kombiglyze XR M-metformin XR Sitagliptin/metformin Hydrochloride Accord Sitagliptin and metformin hydrochloride Saxagliptin and Metformin Hydrochloride Pioglitazone Hydrochloride and Metformin Hydrochloride Janumet Pro-metformin Xigduo XR Glyburide (micronized) and Metformin Hydrochloride Pioglitazone and Metformin Hydrochloride Segluromet Competact PMS-metformin - Tab 500mg Mar-metformin Pioglitazone and Metformin Hydrocholride Qternmet XR Metformin ER 750 mg Riva Sitagliptin/metformin Saxagliptin and Metformin Ntp-metformin Glubrava Sitagliptin-metformin Metformin HCl Riva-metformin Sandoz Sitagliptin-metformin Prz-metformin Apo-sitagliptin-metformin Efficib Glumetza (sb) Riva-sitagliptin Tartrate/metformin Apo-sitagliptin Malate / Metformin Hydrochloride Actoplus Met Vildagliptin/metformin Hydrochloride Accord PMS-metformin Sitagliptin and Metformin Hydrochloride Prz-sitagliptin-metformin Invokamet Auro-dapagliflozin / Metformin Metformin Hydrochloride Extended-Release 500mg Ava-metformin Appformin Invokamet XR PMS-sitagliptin Tartrate/metformin Taro-metformin XR Ipg-metformin Metformin-Hcl Auro-metformin Ran-metformin Riomet Metformin Fc Fortamet Metformin Hydrochloride ER Dm2 Vokanamet Icandra Nra-metformin Riomet ER Jentadueto XR Metformin Hydrochloride Extended Release Janumet XR PMS-rosiglitazone-metformin Orb-metformin Gpc-metformin XR Zituvimet Zomarist Komboglyze Glycon Bci Metformin Glipizide and metformin hcl Metfomin Hydrochloride Glyburide and Metformin Hydrochloride Sandoz Metformin Fc GLIPIZIDE and METFORMIN HYDROCHLORIDE Apo-sitagliptin/metformin XR Sitagliptin Metformin Hydrochloride Mylan Metformin Dapagliflozin and Metformin Hydrochloride Sitagliptin/metformin Hydrochloride Sun Ag-metformin Sandoz Sitagliptin-metformin XR Pmsc-metformin Repaglinide and Metformin Hydrochloride Sitagliptin/metfo Rmin Hydrochloride Mylan METFORMIN Hydrochloride Mint-metformin XR PHL-metformin Q-metformin Bio-metformin Pro-sitagliptin Malate / Metformin Hydrochloride Mar-metformin XR Ebymect Avandamet Appformin-D Metformin Tablets 500mg Synjardy XR Velmetia Eucreas Metformin ER 500 mg Pg-metformin Acc-metformin Glipizide and Metformin Hydrochloride GlipiZIDE and Metformin Hydrochloride Metformin hydrochloride Glucophage XR Compresso MF 95P Glyburide-metformin Hydrochloride Metformin-500 - Tab 500mg Ristfor Med Metformin Tablets 500mg Xigduo Mint-metformin Pioglitazone and metformin Pioglitazole and metformin hydrochloride Synjardy M-metformin Glumetza Dom-metformin Reddy-sitagliptin and Metformin Hydrochloride Apo-dapagliflozin-metformin Metformin Hydrochloride Oral Solution Ecl-metformin Glyburide and Metformin Metformin Hydrochloride E/r Sitagliptin - Metformin Metformin Hcl Metaglip Ach-metformin Metformin Hydrochloride Extended-Release Metformin-850 Van-metformin Sitagliptin/metfor Min Hydrochloride Mylan Vipdomet Jentadueto Metformin Tablets Rhoxal-metformin Glipizide and Metformin HCl Alogliptin and Metformin Hydrochloride Metformin hydrochloride ER Metformin Hydrochoride Pro-sitagliptin-metformin Priva-metformin Glucophage Jamp-metformin Blackberry Teva-sitagliptin Malate / Metformin PMS-sitagliptin-metformin Mylan-metformin Kazano Actoplus Met XR Teva-metformin Auro-sitagliptin Hydrochloride and Metformin Hydrochloride Trijardy XR Apo-metformin ER Sitagliptin Phosphate/Metformin Hydrochloride Zituvimet XR Pioglitazone HCL and Metformin HCL Glyburide Micronized and Metformin Hydrochloride Prandimet Septa-metformin Metformin Hydrochloride Jamp Metformin Ratio-metformin Metformin HCl ER Sandoz Metformin XR Glucovance Apo-metformin Vildagliptin/metfo Rmin Hydrochloride Accord
Indication	Metformin immediate-release formulations Metformin is indicated as an adjunct to diet and exercise to improve glycemic control in adults and pediatric patients ≥10 years old with type 2 diabetes mellitus.[L40243] Metformin extended-release tablet (XR) The extended-release formulation of metformin is indicated as an adjunct to diet and exercise to improve glycemic control in adults with type 2 diabetes mellitus. Safety in children has not been determined to this date.[L12207] Metformin combination products Metformin is a component of a variety of combination products with other anti-diabetic agents. It is indicated, along with diet and exercise, to improve glycemic control in adult patients with type 2 diabetes mellitus in combination with DPP-4 inhibitors ([sitagliptin], [linagliptin], [alogliptin], or [saxagliptin]),[L11479,L40248,L40253,L40258,L40263] in combination with SGLT2 inhibitors ([canagliflozin], [empagliflozin], [ertugliflozin], or [dapagliflozin]),[L11479,L30503,L1134,L13679,L38729] or in combination with [pioglitazone].[L11419]
Categories	Alimentary Tract and Metabolism Amidines Biguanides Blood Glucose Lowering Agents Drugs that are Mainly Renally Excreted Drugs Used in Diabetes Guanidines MATE 1 Substrates MATE 2 Substrates MATE substrates OCT1 substrates OCT2 Inhibitors OCT2 Substrates Oral Hypoglycemics
ATC-Code	A10BD23 A10BD02 A10BD18 A10BD11 A10BD25 A10BA02 A10BD22 A10BD14 A10BD16 A10BD17 A10BD05 A10BD15 A10BD07 A10BD10 A10BD13 A10BD28 A10BD26 A10BD20 A10BD08 A10BD27 A10BD03
CAS number	657-24-9

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Multidrug and toxin extrusion protein 1	MEAPEEPAPVRGGPEATLEVRGSRCLRLSAFREELRALLVLAGPAFLVQL...	unknown	modulator
Acetyl-CoA carboxylase 2	MVLLLCLSCLIFSCLTFSWLKIWGKMTDSKPITKSKSEANLIPSQEPFPA...	unknown	activator
Electron transfer flavoprotein-ubiquinone oxidoreductase, mitochondrial	MLVPLAKLSCLAYQCFHALKIKKNYLPLCATRWSSTSTVPRITTHYTIYP...	unknown	inhibitor
5'-AMP-activated protein kinase subunit beta-1	MGNTSSERAALERHGGHKTPRRDSSGGTKDGDRPKILMDSPEDADLFHSE...	unknown	inducer,activator
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic	MASKKVCIVGSGNWGSAIAKIVGGNAAQLAQFDPRVTMWVFEEDIGGKKL...	unknown	inhibitor
Solute carrier family 22 member 1	MPTVDDILEQVGESGWFQKQAFLILCLLSAAFAPICVGIVFLGFTPDHHC...	unknown	substrate
Solute carrier family 22 member 2	MPTTVDDVLEHGGEFHFFQKQMFFLLALLSATFAPIYVGIVFLGFTPDHR...	unknown	substrate,inhibitor
Solute carrier family 22 member 3	MPSFDEALQRVGEFGRFQRRVFLLLCLTGVTFAFLFVGVVFLGTQPDHYW...	unknown	substrate
Multidrug and toxin extrusion protein 1	MEAPEEPAPVRGGPEATLEVRGSRCLRLSAFREELRALLVLAGPAFLVQL...	unknown	substrate
Equilibrative nucleoside transporter 4	MGSVGSQRLEEPSVAGTPDPGVVMSFTFDSHQLEEAAEAAQGQGLRARGV...	unknown	substrate
Multidrug and toxin extrusion protein 2	MDSLQDTVALDHGGCCPALSRLVPRGFGTEMWTLFALSGPLFLFQVLTFM...	unknown	substrate
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource Name	Reference
Pharos	CHEMBL1431
PubChem	4091, 6373215
ChEMBL	CHEMBL1431
ChEBI	CHEBI:6801
CCDC/CSD	JAMRIY03, KONCAT, YOKWAY, JAMRIY, WOGSUI, JOQTEQ, ETIVUY, JAMRIY01, JOQTIU, JEHLAM, SAFQIB, GOLGIA, PAJCAF, PAJBUY, NOZGOB, OJOSUC02, YOKVUR, HULBUL, HUZLUJ, APOSAB, JAMRIY02, VAPQOU, PAJCAF01, UVIFUD, XAJXAL, JEDGIM, JAMRIY05, FETCEQ, ACUJUH, MAXJII
COD	7218481, 2233344, 2014445, 2014444