CHEBI:16488 - meso-2,6-diaminopimelic acid

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ChEBI Name meso-2,6-diaminopimelic acid
ChEBI ID CHEBI:16488
ChEBI ASCII Name meso-2,6-diaminopimelic acid
Definition The meso-isomer of 2,6-diaminopimelic acid. It is a key constituent of bacterial peptidoglycan and is often found in human urine due to the breakdown of the gut microbes.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:40838, CHEBI:10598, CHEBI:25204
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Formula C7H14N2O4
Net Charge 0
Average Mass 190.19714
Monoisotopic Mass 190.095
InChI InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5+
InChIKey GMKMEZVLHJARHF-SYDPRGILSA-N
SMILES N[C@@H](CCC[C@@H](N)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 )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via 2,6-diaminopimelic acid )
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ChEBI Ontology
Outgoing meso-2,6-diaminopimelic acid (CHEBI:16488) has role human metabolite (CHEBI:77746)
meso-2,6-diaminopimelic acid (CHEBI:16488) is a 2,6-diaminopimelic acid (CHEBI:23673)
meso-2,6-diaminopimelic acid (CHEBI:16488) is conjugate acid of meso-2,6-diaminopimelate(2−) (CHEBI:30308)
meso-2,6-diaminopimelic acid (CHEBI:16488) is tautomer of meso-2,6-diaminopimelic acid dizwitterion (CHEBI:57791)
Incoming meso-2,6-diaminopimelate(2−) (CHEBI:30308) is conjugate base of meso-2,6-diaminopimelic acid (CHEBI:16488)
meso-2,6-diaminopimelic acid dizwitterion (CHEBI:57791) is tautomer of meso-2,6-diaminopimelic acid (CHEBI:16488)
IUPAC Name
(2R*,6S*)-2,6-diaminoheptanedioic acid
Synonyms Sources
meso-2,6-Diaminopimelic acid KEGG COMPOUND
meso-diaminoheptanedioic acid ChEBI
Database Links Databases
API PDBeChem
C00007595 KNApSAcK
C00680 KEGG COMPOUND
Diaminopimelic_acid Wikipedia
HMDB01370 HMDB
View more database links
Registry Numbers Types Sources
8218693 Reaxys Registry Number Reaxys
8218693 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
11262151 PubMed citation Europe PMC
20803494 PubMed citation Europe PMC
22339732 PubMed citation Europe PMC
23325104 PubMed citation Europe PMC
Last Modified
05 September 2014