CHEBI:59271 - γ-D-glutamyl-meso-diaminopimelic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name γ-D-glutamyl-meso-diaminopimelic acid
ChEBI ID CHEBI:59271
ChEBI ASCII Name gamma-D-glutamyl-meso-diaminopimelic acid
Definition The γ-D-glutamyl derivative of meso-diaminopimelic acid. Minimal ligand of NOD1.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Steve Jupe
Supplier Information
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Formula C12H21N3O7
Net Charge 0
Average Mass 319.31100
Monoisotopic Mass 319.13795
InChI InChI=1S/C12H21N3O7/c13-6(10(17)18)2-1-3-8(12(21)22)15-9(16)5-4-7(14)11(19)20/h6-8H,1-5,13-14H2,(H,15,16)(H,17,18)(H,19,20)(H,21,22)/t6-,7+,8+/m0/s1
InChIKey QIFGMZZTJRULMA-XLPZGREQSA-N
SMILES N[C@@H](CCC[C@@H](NC(=O)CC[C@@H](N)C(O)=O)C(O)=O)C(O)=O
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): NOD1 agonist
An agonist that activates NOD1 receptors.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:59271) has role NOD1 agonist (CHEBI:194467)
γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:59271) is a D-α-amino acid (CHEBI:16733)
γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:59271) is a D-glutamic acid derivative (CHEBI:83983)
γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:59271) is a tricarboxylic acid (CHEBI:27093)
Incoming L-alanyl-γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:61564) has functional parent γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:59271)
IUPAC Name
(2S,6R)-2-amino-6-(D-γ-glutamylamino)heptanedioic acid
Synonyms Sources
gamma-D-Glu-mDAP SUBMITTER
iE-DAP SUBMITTER
Last Modified
07 March 2023