Metformin
C₄H₁₁N₅·129.167 g/mol·Pharmaceutical·CID 4091
DrugDiabetes
The most widely prescribed oral diabetes medication (~150 million prescriptions/year). A biguanide that reduces hepatic glucose production and improves insulin sensitivity. Under investigation for anti-aging and anti-cancer properties.
IUPAC: 3-(diaminomethylidene)-1,1-dimethylguanidine
Also known as: 657-24-9, 1,1-Dimethylbiguanide, N,N-dimethylimidodicarbonimidic diamide, Metiguanide, Dimethylbiguanide (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
129.160g/mol
Exact Mass
129.101445Da
Monoisotopic Mass
129.101445Da
XLogP
-1.3
Polar Surface Area
91.5Ų
Complexity
132
Formal Charge
0
H-Bond Donors
3
H-Bond Acceptors
1
Rotatable Bonds
2
Heavy Atoms
9
Stereo Centers
0
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 129.2 g/mol
MW ≤ 500
✓ -1.3
LogP ≤ 5
✓ 3
H-bond donors ≤ 5
✓ 1
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Warning
Hazards
H302Harmful if swallowedH315Causes skin irritationH319Causes serious eye irritation
Source: PubChem GHS Classification. Always consult the SDS for handling.
Constituent Elements
Isomers8 compounds with formula C₄H₁₁N₅
2-carbamimidoyl-1,1-dimethylguanidine
CID 155906370 · 129.2 g/mol
2-carbamimidoyl-1,1-dimethylguanidine
CID 152743144 · 129.2 g/mol
3-(diaminomethylidene)-1-methyl-1-(111C)methylguanidine
CID 73388104 · 128.2 g/mol
1-(diaminomethylidene)-2-ethylguanidine
CID 16446 · 129.2 g/mol
1-(diaminomethylidene)-2,3-dimethylguanidine
CID 54558175 · 129.2 g/mol
1-deuterio-1-(N'-deuteriocarbamimidoyl)-3-(deuteriomethyl)-3-methylguanidine
CID 91447464 · 132.2 g/mol
1-carbamimidoyl-1,2-dimethylguanidine
CID 3043660 · 129.2 g/mol
1,1,2,3-tetradeuterio-3-(N'-deuterio-N,N-dimethylcarbamimidoyl)guanidine
CID 138402679 · 134.2 g/mol