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

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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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Formulae

C7H14N2O4
C7H14N2O4

Net Charge

Average Mass

190.199

Monoisotopic Mass

190.09536

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 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):	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 )

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	(2R,6S)-2,6-diamino-3ξ-hydroxyheptanedioic acid (CHEBI:144634) has functional parent meso-2,6-diaminopimelic acid (CHEBI:16488) 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

Last Modified

07 March 2023