CHEBI:16523 - D-serine

ChEBI IDCHEBI:16523
ChEBI NameD-serine
Stars
ASCII NameD-serine
DefinitionThe R-enantiomer of serine.
Secondary ChEBI IDsCHEBI:4245, CHEBI:13019, CHEBI:21090, CHEBI:42262, CHEBI:143888
Last Modified25 January 2016
DownloadsMolfile
FormulaC3H7NO3
Net Charge0
Average Mass105.093
Monoisotopic Mass105.04259
SMILESN[C@H](CO)C(=O)O
InChIInChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1
InChIKeyMTCFGRXMJLQNBG-UWTATZPHSA-N
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
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:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
NMDA receptor agonist  An excitatory amino acid agonist which binds to NMDA receptors and triggers a response.
fundamental metabolite  Any metabolite produced by all living cells.
Application:
NMDA receptor agonist  An excitatory amino acid agonist which binds to NMDA receptors and triggers a response.
ChEBI Ontology
Outgoing Relation(s)
D-serine (CHEBI:16523) has role Escherichia coli metabolite (CHEBI:76971)
D-serine (CHEBI:16523) has role human metabolite (CHEBI:77746)
D-serine (CHEBI:16523) has role NMDA receptor agonist (CHEBI:64571)
D-serine (CHEBI:16523) is a D-α-amino acid (CHEBI:16733)
D-serine (CHEBI:16523) is a serine (CHEBI:17822)
D-serine (CHEBI:16523) is conjugate acid of D-serinate (CHEBI:32840)
D-serine (CHEBI:16523) is conjugate base of D-serinium (CHEBI:32841)
D-serine (CHEBI:16523) is enantiomer of L-serine (CHEBI:17115)
D-serine (CHEBI:16523) is tautomer of D-serine zwitterion (CHEBI:35247)
Incoming Relation(s)
D-serine derivative (CHEBI:84133) has functional parent D-serine (CHEBI:16523)
D-serinium (CHEBI:32841) is conjugate acid of D-serine (CHEBI:16523)
D-serinate (CHEBI:32840) is conjugate base of D-serine (CHEBI:16523)
L-serine (CHEBI:17115) is enantiomer of D-serine (CHEBI:16523)
D-serine residue (CHEBI:29998) is substituent group from D-serine (CHEBI:16523)
D-serino group (CHEBI:32843) is substituent group from D-serine (CHEBI:16523)
D-seryl group (CHEBI:32842) is substituent group from D-serine (CHEBI:16523)
D-serine zwitterion (CHEBI:35247) is tautomer of D-serine (CHEBI:16523)
IUPAC Name 
D-serine
Synonyms  Source
(2R)-2-amino-3-hydroxypropanoic acidIUPAC
D-SerineKEGG COMPOUND
D-SERINEPDBeChem
DSNPDBeChem
(R)-2-amino-3-hydroxypropanoic acidChEBI
(R)-2-Amino-3-hydroxy-propionic acidChEMBL
Manual XrefsDatabases
C00740KEGG COMPOUND
DB03929DrugBank
D-SERINEMetaCyc
DSNPDBeChem
ECMDB03406ECMDB
HMDB0003406HMDB
YMDB00284YMDB
Registry NumbersSources
Gmelin:1041392Gmelin
Reaxys:1721403Reaxys
CAS:312-84-5KEGG COMPOUND
CAS:312-84-5NIST Chemistry WebBook
CAS:312-84-5ChemIDplus
Citations