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

ChEBI IDCHEBI:16488
ChEBI Namemeso-2,6-diaminopimelic acid
Stars
ASCII Namemeso-2,6-diaminopimelic acid
DefinitionThe 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.
Secondary ChEBI IDsCHEBI:10598, CHEBI:25204, CHEBI:40838
Last Modified7 March 2023
DownloadsMolfile
FormulaC7H14N2O4
Net Charge0
Average Mass190.199
Monoisotopic Mass190.09536
SMILESN[C@H](CCC[C@H](N)C(=O)O)C(=O)O
InChIInChI=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+
InChIKeyGMKMEZVLHJARHF-SYDPRGILSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
(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  Source
meso-2,6-Diaminopimelic acidKEGG COMPOUND
meso-diaminoheptanedioic acidChEBI
Manual XrefsDatabases
C00680KEGG COMPOUND
Diaminopimelic_acidWikipedia
APIPDBeChem
C00007595KNApSAcK
Registry NumbersSources
Reaxys:8218693Reaxys
CAS:922-54-3ChemIDplus
Citations