3-methylarginine (CHEBI:171656)

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ChEBI Name	3-methylarginine

ChEBI ID	CHEBI:171656

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Martin Larralde

Supplier Information

Download	Molfile XML SDF

Formula

C7H16N4O2

Net Charge

Average Mass

188.231

Monoisotopic Mass

188.12733

InChI

InChI=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)

InChIKey

VRWSVIUPXSFVFZ-UHFFFAOYSA-N

SMILES

CC(CCNC(N)=N)C(N)C(O)=O

Metabolite of Species	Details
Pseudomonas syringae pv. syringae (NCBI:txid321)	of strain 22d/93 See: PubMed

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria. toxin Poisonous substance produced by a biological organism such as a microbe, animal or plant. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

ChEBI Ontology
Outgoing	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	(3R)-3-methyl-L-arginine zwitterion (CHEBI:229593) is a 3-methylarginine (CHEBI:171656)

IUPAC Name

5-carbamimidamidoisoleucine

Synonyms	Sources
2-amino-5-(diaminomethylideneamino)-3-methylpentanoic acid	ChEBI
2-amino-5-carbamimidamido-3-methylpentanoic acid	IUPAC
3-MeArg	SUBMITTER
3-methyl-Arg	ChEBI

Last Modified

13 May 2021