CHEBI:15811 - O-phospho-L-serine

ChEBI IDCHEBI:15811
ChEBI NameO-phospho-L-serine
Stars
ASCII NameO-phospho-L-serine
DefinitionThe L-enantiomer of O-phosphoserine.
Secondary ChEBI IDsCHEBI:7692, CHEBI:12718, CHEBI:21966
Last Modified12 May 2025
DownloadsMolfile
FormulaC3H8NO6P
Net Charge0
Average Mass185.072
Monoisotopic Mass185.00892
SMILESN[C@@H](COP(=O)(O)O)C(=O)O
InChIInChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1
InChIKeyBZQFBWGGLXLEPQ-REOHCLBHSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Escherichia coli (ncbitaxon:562)
- PubMed (17765195)
- PubMed (21988831)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (8017107)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
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:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
EC 2.5.1.49 (O-acetylhomoserine aminocarboxypropyltransferase) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of O-acetylhomoserine aminocarboxypropyltransferase (EC 2.5.1.49).
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
EC 1.4.7.1 [glutamate synthase (ferredoxin)] inhibitor  An EC 1.4.* (oxidoreductase acting on donor CH-NH2 group) inhibitor that interferes with the action of any glutamate synthase.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor  An EC 4.3.1.* (ammonia-lyase) inhibitor that interferes with the action of serine-sulfate ammonia-lyase (EC 4.3.1.10).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
O-phospho-L-serine (CHEBI:15811) has role Escherichia coli metabolite (CHEBI:76971)
O-phospho-L-serine (CHEBI:15811) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
O-phospho-L-serine (CHEBI:15811) has role EC 1.4.7.1 [glutamate synthase (ferredoxin)] inhibitor (CHEBI:62089)
O-phospho-L-serine (CHEBI:15811) has role EC 2.5.1.49 (O-acetylhomoserine aminocarboxypropyltransferase) inhibitor (CHEBI:77089)
O-phospho-L-serine (CHEBI:15811) has role EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor (CHEBI:77090)
O-phospho-L-serine (CHEBI:15811) has role human metabolite (CHEBI:77746)
O-phospho-L-serine (CHEBI:15811) has role mouse metabolite (CHEBI:75771)
O-phospho-L-serine (CHEBI:15811) is a O-phosphoserine (CHEBI:37712)
O-phospho-L-serine (CHEBI:15811) is conjugate acid of O-phosphonato-L-serine(2−) (CHEBI:57524)
O-phospho-L-serine (CHEBI:15811) is enantiomer of O-phospho-D-serine (CHEBI:37713)
Incoming Relation(s)
O-phospho-L-serine-P-ethyl ester (CHEBI:234276) has functional parent O-phospho-L-serine (CHEBI:15811)
O-phospho-L-serine-P-methyl ester (CHEBI:234278) has functional parent O-phospho-L-serine (CHEBI:15811)
O-phosphonato-L-serine(2−) (CHEBI:57524) is conjugate base of O-phospho-L-serine (CHEBI:15811)
O-phospho-D-serine (CHEBI:37713) is enantiomer of O-phospho-L-serine (CHEBI:15811)
O-phospho-L-serine residue (CHEBI:45522) is substituent group from O-phospho-L-serine (CHEBI:15811)
IUPAC Name 
O-phosphono-L-serine
INN  Source
dexfosfoserineChemIDplus
Synonyms  Source
O-Phospho-L-serineKEGG COMPOUND
L-O-PhosphoserineKEGG COMPOUND
3-PhosphoserineKEGG COMPOUND
(S)-2-amino-3-hydroxypropanoic acid 3-phosphateChEBI
(2S)-2-amino-3-(phosphonooxy)propanoic acidIUPAC
O-phosphoserineChemIDplus
Manual XrefsDatabases
C01005KEGG COMPOUND
3-P-SERINEMetaCyc
3-phosphoserineWikipedia
HMDB0000272HMDB
EP2444481Patent
SEPPDBeChem
C00007287KNApSAcK
4120DrugCentral
Registry NumbersSources
Gmelin:675662Gmelin
Reaxys:1726826Reaxys
CAS:407-41-0KEGG COMPOUND
CAS:407-41-0ChemIDplus
Citations