CHEBI:17249 - D-nopaline

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ChEBI Name D-nopaline
ChEBI ID CHEBI:17249
ChEBI ASCII Name D-nopaline
Definition An amino acid opine resulting from the formal reductive condensation of the amino group of L-arginine with the keto group of 2-oxopentanedioic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:12630, CHEBI:7620, CHEBI:21809, CHEBI:7365, CHEBI:4216
Supplier Information
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Formula C11H20N4O6
Net Charge 0
Average Mass 304.29970
Monoisotopic Mass 304.13828
InChI InChI=1S/C11H20N4O6/c12-11(13)14-5-1-2-6(9(18)19)15-7(10(20)21)3-4-8(16)17/h6-7,15H,1-5H2,(H,16,17)(H,18,19)(H,20,21)(H4,12,13,14)/t6-,7+/m0/s1
InChIKey LMKYZBGVKHTLTN-NKWVEPMBSA-N
SMILES NC(=N)NCCC[C@H](N[C@H](CCC(O)=O)C(O)=O)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via opine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing D-nopaline (CHEBI:17249) is a D-glutamic acid derivative (CHEBI:83983)
D-nopaline (CHEBI:17249) is a L-arginine derivative (CHEBI:83965)
D-nopaline (CHEBI:17249) is a amino acid opine (CHEBI:83229)
D-nopaline (CHEBI:17249) is a guanidines (CHEBI:24436)
D-nopaline (CHEBI:17249) is a secondary amino compound (CHEBI:50995)
D-nopaline (CHEBI:17249) is a tricarboxylic acid (CHEBI:27093)
D-nopaline (CHEBI:17249) is conjugate acid of D-nopalinate(1−) (CHEBI:58074)
Incoming D-nopalinate(1−) (CHEBI:58074) is conjugate base of D-nopaline (CHEBI:17249)
IUPAC Names
(2R)-2-{[(1S)-4-carbamimidamido-1-carboxybutyl]amino}pentanedioic acid
N-[(1S)-4-carbamimidamido-1-carboxybutyl]-D-glutamic acid
Synonyms Sources
(S)-N-(4-((Aminoiminomethyl)amino)-1-carboxybutyl)-D-glutamic acid ChemIDplus
D-Nopaline KEGG COMPOUND
D-Nopaline KEGG COMPOUND
N-[(1S)-4-carbamimidamido-1-carboxybutyl]-D-glutamic acid KEGG COMPOUND
N-[4-[(Aminoiminomethyl)amino]-1-carboxybutyl]-D-glutamic acid(ECL) KEGG COMPOUND
N2-(D-1,3-Dicarboxypropyl)-L-arginine KEGG COMPOUND
N2-(D-1,3-Dicarboxypropyl)-L-arginine KEGG COMPOUND
N2-(D-1,3-dicarboxypropyl)-L-arginine IUBMB
Nopaline KEGG COMPOUND
Manual Xrefs Databases
C00001548 KNApSAcK
C01682 KEGG COMPOUND
C08508 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
22350-70-5 CAS Registry Number KEGG COMPOUND
22350-70-5 CAS Registry Number ChemIDplus
Last Modified
03 December 2014