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CHEBI:171656 - 3-methylarginine

ChEBI IDCHEBI:171656
ChEBI Name3-methylarginine
Stars
DefinitionA non-proteinogenic α-amino acid that is arginine carrying a methyl group at position 3. It is a rare amino acid produced by Pseudomonas syringae syringae, with a strong toxicity against Pseudomonas syringae glycinea, two soybean pathogens.
Last Modified13 May 2021
SubmitterMartin Larralde
DownloadsMolfile
FormulaC7H16N4O2
Net Charge0
Average Mass188.231
Monoisotopic Mass188.12733
SMILESCC(CCNC(=N)N)C(N)C(=O)O
InChIInChI=1S/C7H16N4O2/c1-4(5(8)6(12)13)2-3-11-7(9)10/h4-5H,2-3,8H2,1H3,(H,12,13)(H4,9,10,11)
InChIKeyVRWSVIUPXSFVFZ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Pseudomonas syringae pv. syringae (ncbitaxon:321) - PubMed (18655083 ) Strain: 22d/93
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
toxin  Poisonous substance produced by a biological organism such as a microbe, animal or plant.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
ChEBI Ontology
Outgoing Relation(s)
3-methylarginine (CHEBI:171656) has functional parent arginine (CHEBI:29016)
3-methylarginine (CHEBI:171656) has role antibacterial agent (CHEBI:33282)
3-methylarginine (CHEBI:171656) has role bacterial metabolite (CHEBI:76969)
3-methylarginine (CHEBI:171656) has role toxin (CHEBI:27026)
3-methylarginine (CHEBI:171656) is a guanidines (CHEBI:24436)
3-methylarginine (CHEBI:171656) is a non-proteinogenic α-amino acid (CHEBI:83925)
3-methylarginine (CHEBI:171656) is a polar amino acid (CHEBI:26167)
Incoming Relation(s)
(3R)-3-methyl-L-arginine zwitterion (CHEBI:229593) is a 3-methylarginine (CHEBI:171656)
IUPAC Name 
5-carbamimidamidoisoleucine
Synonyms  Source
3-MeArgSUBMITTER
2-amino-5-carbamimidamido-3-methylpentanoic acidIUPAC
2-amino-5-(diaminomethylideneamino)-3-methylpentanoic acidChEBI
3-methyl-ArgChEBI
Manual XrefsDatabases
CPD-12429MetaCyc
Citations