CHEBI:16523 - D-serine

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ChEBI Name D-serine
ChEBI ID CHEBI:16523
ChEBI ASCII Name D-serine
Definition The R-enantiomer of serine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42262, CHEBI:143888, CHEBI:4245, CHEBI:13019, CHEBI:21090
Supplier Information
Download Molfile XML SDF
Formula C3H7NO3
Net Charge 0
Average Mass 105.09262
Monoisotopic Mass 105.043
InChI InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1
InChIKey MTCFGRXMJLQNBG-UWTATZPHSA-N
SMILES N[C@H](CO)C(O)=O
Metabolite of Species Details
Escherichia coli (NCBI:562) See: PubMed
Homo sapiens (NCBI:9606) See: DOI
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): 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.
(via serine )
Application(s): NMDA receptor agonist
An excitatory amino acid agonist which binds to NMDA receptors and triggers a response.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
(2R)-2-amino-3-hydroxypropanoic acid IUPAC
(R)-2-Amino-3-hydroxy-propionic acid ChEMBL
(R)-2-amino-3-hydroxypropanoic acid ChEBI
D-Serin ChEBI
D-Serine KEGG COMPOUND
D-SERINE PDBeChem
DSN PDBeChem
Database Links Databases
C00740 KEGG COMPOUND
D-SERINE MetaCyc
DB03929 DrugBank
DSN PDBeChem
ECMDB03406 ECMDB
HMDB0003406 HMDB
YMDB00284 YMDB
View more database links
Registry Numbers Types Sources
1041392 Gmelin Registry Number Gmelin
1721403 Beilstein Registry Number Beilstein
1721403 Reaxys Registry Number Reaxys
312-84-5 CAS Registry Number KEGG COMPOUND
312-84-5 CAS Registry Number NIST Chemistry WebBook
312-84-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11864625 PubMed citation Europe PMC
12850593 PubMed citation Europe PMC
19212759 PubMed citation Europe PMC
19217074 PubMed citation Europe PMC
21295046 PubMed citation Europe PMC
21914633 PubMed citation Europe PMC
21956571 PubMed citation Europe PMC
22117694 PubMed citation Europe PMC
22128843 PubMed citation Europe PMC
22266400 PubMed citation Europe PMC
22280157 PubMed citation Europe PMC
22362148 PubMed citation Europe PMC
22369458 PubMed citation Europe PMC
22445805 PubMed citation Europe PMC
22465696 PubMed citation Europe PMC
22486999 PubMed citation Europe PMC
Last Modified
25 January 2016