Compound
N(omega)-methyl-L-arginine
The zwitterionic form of Nω-methyl-L-arginine in which the imino nitrogen has been protonated.
Definition from ChEBI (CHEBI:114953), read 2026-09-23. CC BY 4.0.
Structure
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- Class
- Organic compound, cation
- Formula
- C7H17N4O2
- Mass
- 189.239 g/mol
- Charge
- +1
- InChIKey
- NTNWOCRCBQPEKQ-YFKPBYRVSA-O
- SMILES
- CNC(=[NH2+])NCCC[C@H]([NH3+])C(=O)[O-]
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
4 entities
4 entities reached.
0 reported hops4 assembled from the scaffold
- L-arginineCompoundCHEBI:16467converted toInferred only31 paths22 endpoints
- SLC25A29ProteinUNIPROT:Q8N8R3transported byInferred only24 paths24 endpoints
- AGXT2ProteinUNIPROT:Q9BYV1substrate ofInferred only16 paths8 endpoints
- DDAH1ProteinUNIPROT:O94760substrate ofInferred only6 paths6 endpoints
What the reference databases state
Statements
6 statements
6 statements · 1 reference database · Subject: N(omega)-methyl-L-arginine · Sources: Rhea
- N(omega)-methyl-L-arginine is converted to L-arginineCompoundRhea RHEA:59756Inferred only
- L-arginine is converted to N(omega)-methyl-L-arginineCompoundRhea RHEA:59756Inferred only
- N(omega)-methyl-L-arginine is a substrate of AGXT2ProteinRhea RHEA:77319Inferred only
- N(omega)-methyl-L-arginine is a substrate of AGXT2ProteinRhea RHEA:77323Inferred only
- N(omega)-methyl-L-arginine is a substrate of DDAH1ProteinRhea RHEA:25173Inferred only
- N(omega)-methyl-L-arginine is transported by SLC25A29ProteinRhea RHEA:72803Inferred only
Reactions
7 reactions
N(omega)-methyl-L-arginine+waterL-citrulline+methylamine
Catalysed by DDAH1
Reaction pageLeft to rightBalanced
Rhea RHEA:25173CC BY 4.0Reference data
L-arginine+S-adenosyl-L-methionineN(omega)-methyl-L-arginine+S-adenosyl-L-homocysteine+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:59756CC BY 4.0Reference data
N(omega)-methyl-L-arginine+2NADH(2-)+3dioxygen+hydronCHEBI:143209+2NAD(1-)+3water
Reaction pageDirection not assertedBalanced
Rhea RHEA:69052CC BY 4.0Reference data
N(omega)-methyl-L-arginine+NADH(2-)+dioxygen+hydronCHEBI:143207+NAD(1-)+water
Reaction pageDirection not assertedBalanced
Rhea RHEA:69056CC BY 4.0Reference data
N(omega)-methyl-L-arginine+L-arginineN(omega)-methyl-L-arginine+L-arginine
Transported by SLC25A29
Reaction pageDirection not assertedBalanced
Rhea RHEA:72803CC BY 4.0Reference data
N(omega)-methyl-L-arginine+pyruvate5-(3-methylguanidino)-2-oxopentanoate+L-alanine
Catalysed by AGXT2
Reaction pageDirection not assertedBalanced
Rhea RHEA:77319CC BY 4.0Reference data
N(omega)-methyl-L-arginine+glyoxylate5-(3-methylguanidino)-2-oxopentanoate+glycine
Catalysed by AGXT2
Reaction pageDirection not assertedBalanced
Rhea RHEA:77323CC BY 4.0Reference data
Where it reaches
6 systems, 11 regions, 24 tissues, 24 transporter routes — routes, not measurements: transporters known to carry N(omega)-methyl-L-arginine are expressed there, and no source reports it arriving.
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Other names
2 names
Resolves to: N(omega)-methyl-L-arginine
- Also called
- N(omega)-methyl-L-arginine zwitterion(1+)Nω-methyl-L-arginine zwitterion(1+)