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

ChEBI IDCHEBI:59271
ChEBI Nameγ-D-glutamyl-meso-diaminopimelic acid
Stars
ASCII Namegamma-D-glutamyl-meso-diaminopimelic acid
DefinitionThe γ-D-glutamyl derivative of meso-diaminopimelic acid. Minimal ligand of NOD1.
Last Modified7 March 2023
Submittersjupe
DownloadsMolfile
FormulaC12H21N3O7
Net Charge0
Average Mass319.314
Monoisotopic Mass319.13795
SMILESN[C@H](CCC(=O)N[C@H](CCC[C@H](N)C(=O)O)C(=O)O)C(=O)O
InChIInChI=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
InChIKeyQIFGMZZTJRULMA-XLPZGREQSA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
NOD1 agonist  An agonist that activates NOD1 receptors.
ChEBI Ontology
Outgoing Relation(s)
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-glutamic acid derivative (CHEBI:83983)
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 tricarboxylic acid (CHEBI:27093)
Incoming Relation(s)
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  Source
iE-DAPSUBMITTER
gamma-D-Glu-mDAPSUBMITTER