Compound
1-methylnicotinamide
A pyridinium ion comprising nicotinamide having a methyl group at the 1-position. It is a metabolite of nicotinamide which was initially considered to be biologically inactive but has emerged as an anti-thrombotic and anti-inflammatory agent.
Definition from ChEBI (CHEBI:16797), read 2026-09-23. CC BY 4.0.
Structure
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- Class
- Organic compound, cation
- Formula
- C7H9N2O
- Mass
- 137.162 g/mol
- Charge
- +1
- InChIKey
- LDHMAVIPBRSVRG-UHFFFAOYSA-O
- SMILES
- C[n+]1cccc(C(N)=O)c1
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
3 entities
3 entities reached.
What the reference databases state
Chemical structure
- 1-methylnicotinamide has the functional parent nicotinamideCompoundChEBI CHEBI:16797Inferred only
Statements
8 statements
8 statements · 2 reference databases · Subject: 1-methylnicotinamide · Sources: Human-GEM, Rhea
- nicotinamide is converted to 1-methylnicotinamideCompoundRhea RHEA:23884Inferred only
- nicotinamide is converted to 1-methylnicotinamideCompoundHuman-GEM MAR07676Inferred only
- 1-methylnicotinamide is metabolised by AOX1ProteinHuman-GEM MAR07677Inferred only
- 1-methylnicotinamide is metabolised by AOX1ProteinHuman-GEM MAR07678Inferred only
- 1-methylnicotinamide is transported by SLC22A1ProteinHuman-GEM MAR09618Inferred only
- 1-methylnicotinamide is transported by SLC22A1ProteinRhea RHEA:73859Inferred only
- 1-methylnicotinamide is transported by SLC22A2ProteinRhea RHEA:73859Inferred only
- 1-methylnicotinamide is transported by SLC22A2ProteinHuman-GEM MAR09618Inferred only
Reactions
8 reactions
nicotinamide+S-adenosyl-L-methionine1-methylnicotinamide+CHEBI:16680
Catalysed by NNMT
Reaction pageLeft to rightBalancedEC 2.1.1.1cytosol
Human-GEM MAR07676CC BY 4.0Reference data
1-methylnicotinamide+water+dioxygenproton+hydrogen peroxide+MAM02506c
Catalysed by AOX1
Reaction pageLeft to rightBalancedEC 1.2.3.1cytosol
Human-GEM MAR07677CC BY 4.0Reference data
1-methylnicotinamide+water+dioxygenproton+hydrogen peroxide+MAM02505c
Catalysed by AOX1
Reaction pageLeft to rightBalancedEC 1.2.3.1cytosol
Human-GEM MAR07678CC BY 4.0Reference data
1-methylnicotinamide+ATP+water1-methylnicotinamide+ADP+proton+phosphate(3-)
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR07679CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR09104CC BY 4.0Reference data
1-methylnicotinamide1-methylnicotinamide
Transported by SLC22A2 or SLC22A1
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR09618CC BY 4.0Reference data
nicotinamide+S-adenosyl-L-methionine1-methylnicotinamide+S-adenosyl-L-homocysteine
Catalysed by NNMT
Reaction pageLeft to rightBalanced
Rhea RHEA:23884CC BY 4.0Reference data
1-methylnicotinamide1-methylnicotinamide
Transported by SLC22A2 or SLC22A1
Reaction pageDirection not assertedBalanced
Rhea RHEA:73859CC BY 4.0Reference data
Where it reaches
1 system, 1 region, 2 tissues, 2 transporter routes — routes, not measurements: transporters known to carry 1-methylnicotinamide are expressed there, and no source reports it arriving.
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Other names
9 names
Resolves to: 1-methylnicotinamide
- Also called
- 1-methyl nicotinamide1-methylnicotinamide cation3-(aminocarbonyl)-1-methylpyridinium3-carbamoyl-1-methylpyridin-1-iumN-1-methylnicotinamideN(1)-MethylnicotinamideN1-methylnicotinamideTrigonellinamide
- Systematic name
- 3-carbamoyl-1-methylpyridinium