CHEBI:15811 - O-phospho-L-serine

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ChEBI Name O-phospho-L-serine
ChEBI ID CHEBI:15811
ChEBI ASCII Name O-phospho-L-serine
Definition The L-enantiomer of O-phosphoserine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:21966, CHEBI:12718, CHEBI:7692
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Formula C3H8NO6P
Net Charge 0
Average Mass 185.07252
Monoisotopic Mass 185.00892
InChI InChI=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
InChIKey BZQFBWGGLXLEPQ-REOHCLBHSA-N
SMILES N[C@@H](COP(O)(O)=O)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
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): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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).
(via O-phosphoserine )
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 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).
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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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
dexfosfoserine ChemIDplus
Synonyms Sources
(+)-L-serine dihydrogen phosphate (ester) ChemIDplus
(2S)-2-amino-3-(phosphonooxy)propanoic acid IUPAC
(S)-2-amino-3-hydroxypropanoic acid 3-phosphate ChEBI
3-Phosphoserine KEGG COMPOUND
Dexfosfoserine KEGG COMPOUND
L-O-Phosphoserine KEGG COMPOUND
O-Phospho-L-serine KEGG COMPOUND
O-phosphoserine ChemIDplus
phosphoserine ChEBI
Manual Xrefs Databases
3-P-SERINE MetaCyc
3-phosphoserine Wikipedia
4120 DrugCentral
C00007287 KNApSAcK
C01005 KEGG COMPOUND
EP2444481 Patent
HMDB0000272 HMDB
SEP PDBeChem
View more database links
Registry Numbers Types Sources
1726826 Reaxys Registry Number Reaxys
1726826 Beilstein Registry Number Beilstein
407-41-0 CAS Registry Number KEGG COMPOUND
407-41-0 CAS Registry Number ChemIDplus
675662 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
1368590 PubMed citation Europe PMC
1550070 PubMed citation Europe PMC
16665799 PubMed citation Europe PMC
17765195 PubMed citation Europe PMC
20696157 PubMed citation Europe PMC
2190623 PubMed citation Europe PMC
22581076 PubMed citation Europe PMC
3924662 PubMed citation Europe PMC
5583990 PubMed citation Europe PMC
6526818 PubMed citation Europe PMC
8017107 PubMed citation Europe PMC
Last Modified
22 February 2017