Page last updated: 2024-12-08

serine o-sulfate

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Description

serine O-sulfate: RN given refers to (L)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

L-serine O-sulfate : A non-proteinogenic L-alpha-amino acid that is the O-sulfo derivative of L-serine. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID164701
CHEMBL ID28885
CHEBI ID15829
SCHEMBL ID4314030
MeSH IDM0110039

Synonyms (32)

Synonym
h-ser(so3h)-oh
CHEBI:15829 ,
serine o-sulfate
o-sulfonato-l-serine
l-serine o-(hydrogen sulfate)
626-69-7
OSE ,
o-sulfo-l-serine
C02703
l-serine o-sulfate
DB03497
sulfoserine
bdbm17663
l-sos
(2s)-2-amino-3-(sulfooxy)propanoic acid
CHEMBL28885
SCHEMBL4314030
(2s)-2-amino-3-sulfooxypropanoic acid
AKOS006271404
81k4vo7fnp ,
l-serine, hydrogen sulfate (ester)
unii-81k4vo7fnp
serine, hydrogen sulfate (ester), l-
DTXSID80211652
mfcd00672378
h-ser(so)-oh
l-serine-o-sulfate
F10969
(s)-2-amino-3-(sulfooxy)propanoic acid
AS-46936
Q27098248
l-serine,o-sulfo-
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
O-sulfoamino acid
L-serine derivativeA proteinogenic amino acid derivative resulting from reaction of L-serine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-serine by a heteroatom.
non-proteinogenic L-alpha-amino acidAny L-alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Excitatory amino acid transporter 1Homo sapiens (human)IC50 (µMol)100.00000.120089.38251,000.0000AID348013
Excitatory amino acid transporter 3Homo sapiens (human)IC50 (µMol)100.00000.800015.9060161.0000AID348015
Glutamate carboxypeptidase 2Homo sapiens (human)IC50 (µMol)438.00000.00030.83169.5000AID1797641; AID291424
Cystine/glutamate transporterHomo sapiens (human)IC50 (µMol)26.00000.14001.14005.0000AID475922
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (106)

Processvia Protein(s)Taxonomy
neurotransmitter uptakeExcitatory amino acid transporter 1Homo sapiens (human)
monoatomic ion transportExcitatory amino acid transporter 1Homo sapiens (human)
neurotransmitter transportExcitatory amino acid transporter 1Homo sapiens (human)
intracellular sodium ion homeostasisExcitatory amino acid transporter 1Homo sapiens (human)
chemical synaptic transmissionExcitatory amino acid transporter 1Homo sapiens (human)
sensory perception of soundExcitatory amino acid transporter 1Homo sapiens (human)
response to xenobiotic stimulusExcitatory amino acid transporter 1Homo sapiens (human)
response to light stimulusExcitatory amino acid transporter 1Homo sapiens (human)
gamma-aminobutyric acid biosynthetic processExcitatory amino acid transporter 1Homo sapiens (human)
response to woundingExcitatory amino acid transporter 1Homo sapiens (human)
neutral amino acid transportExcitatory amino acid transporter 1Homo sapiens (human)
L-glutamate transmembrane transportExcitatory amino acid transporter 1Homo sapiens (human)
cranial nerve developmentExcitatory amino acid transporter 1Homo sapiens (human)
auditory behaviorExcitatory amino acid transporter 1Homo sapiens (human)
response to antibioticExcitatory amino acid transporter 1Homo sapiens (human)
cell morphogenesis involved in neuron differentiationExcitatory amino acid transporter 1Homo sapiens (human)
positive regulation of synaptic transmissionExcitatory amino acid transporter 1Homo sapiens (human)
neuromuscular process controlling balanceExcitatory amino acid transporter 1Homo sapiens (human)
L-glutamate importExcitatory amino acid transporter 1Homo sapiens (human)
transepithelial transportExcitatory amino acid transporter 1Homo sapiens (human)
D-aspartate import across plasma membraneExcitatory amino acid transporter 1Homo sapiens (human)
cellular response to cocaineExcitatory amino acid transporter 1Homo sapiens (human)
potassium ion transmembrane transportExcitatory amino acid transporter 1Homo sapiens (human)
L-glutamate import across plasma membraneExcitatory amino acid transporter 1Homo sapiens (human)
L-aspartate import across plasma membraneExcitatory amino acid transporter 1Homo sapiens (human)
transport across blood-brain barrierExcitatory amino acid transporter 1Homo sapiens (human)
chloride transmembrane transportExcitatory amino acid transporter 1Homo sapiens (human)
maintenance of blood-brain barrierExcitatory amino acid transporter 3Homo sapiens (human)
blood vessel morphogenesisExcitatory amino acid transporter 3Homo sapiens (human)
cellular response to organic cyclic compoundExcitatory amino acid transporter 3Homo sapiens (human)
behavioral fear responseExcitatory amino acid transporter 3Homo sapiens (human)
regulation of protein phosphorylationExcitatory amino acid transporter 3Homo sapiens (human)
response to amphetamineExcitatory amino acid transporter 3Homo sapiens (human)
glutathione biosynthetic processExcitatory amino acid transporter 3Homo sapiens (human)
superoxide metabolic processExcitatory amino acid transporter 3Homo sapiens (human)
monoatomic ion transportExcitatory amino acid transporter 3Homo sapiens (human)
neurotransmitter transportExcitatory amino acid transporter 3Homo sapiens (human)
intracellular zinc ion homeostasisExcitatory amino acid transporter 3Homo sapiens (human)
dopamine receptor signaling pathwayExcitatory amino acid transporter 3Homo sapiens (human)
glutamate receptor signaling pathwayExcitatory amino acid transporter 3Homo sapiens (human)
chemical synaptic transmissionExcitatory amino acid transporter 3Homo sapiens (human)
brain developmentExcitatory amino acid transporter 3Homo sapiens (human)
memoryExcitatory amino acid transporter 3Homo sapiens (human)
grooming behaviorExcitatory amino acid transporter 3Homo sapiens (human)
locomotory behaviorExcitatory amino acid transporter 3Homo sapiens (human)
response to xenobiotic stimulusExcitatory amino acid transporter 3Homo sapiens (human)
positive regulation of heart rateExcitatory amino acid transporter 3Homo sapiens (human)
gene expressionExcitatory amino acid transporter 3Homo sapiens (human)
retina layer formationExcitatory amino acid transporter 3Homo sapiens (human)
L-glutamate transmembrane transportExcitatory amino acid transporter 3Homo sapiens (human)
cytokine-mediated signaling pathwayExcitatory amino acid transporter 3Homo sapiens (human)
neurogenesisExcitatory amino acid transporter 3Homo sapiens (human)
adult behaviorExcitatory amino acid transporter 3Homo sapiens (human)
cellular response to oxidative stressExcitatory amino acid transporter 3Homo sapiens (human)
response to decreased oxygen levelsExcitatory amino acid transporter 3Homo sapiens (human)
dopamine metabolic processExcitatory amino acid transporter 3Homo sapiens (human)
cysteine transportExcitatory amino acid transporter 3Homo sapiens (human)
response to morphineExcitatory amino acid transporter 3Homo sapiens (human)
negative regulation of neuron apoptotic processExcitatory amino acid transporter 3Homo sapiens (human)
response to axon injuryExcitatory amino acid transporter 3Homo sapiens (human)
synapse organizationExcitatory amino acid transporter 3Homo sapiens (human)
L-glutamate importExcitatory amino acid transporter 3Homo sapiens (human)
righting reflexExcitatory amino acid transporter 3Homo sapiens (human)
heart contractionExcitatory amino acid transporter 3Homo sapiens (human)
long-term synaptic potentiationExcitatory amino acid transporter 3Homo sapiens (human)
motor behaviorExcitatory amino acid transporter 3Homo sapiens (human)
transepithelial transportExcitatory amino acid transporter 3Homo sapiens (human)
D-aspartate transmembrane transportExcitatory amino acid transporter 3Homo sapiens (human)
L-aspartate transmembrane transportExcitatory amino acid transporter 3Homo sapiens (human)
D-aspartate import across plasma membraneExcitatory amino acid transporter 3Homo sapiens (human)
cellular response to ammonium ionExcitatory amino acid transporter 3Homo sapiens (human)
cellular response to mercury ionExcitatory amino acid transporter 3Homo sapiens (human)
cellular response to cocaineExcitatory amino acid transporter 3Homo sapiens (human)
zinc ion transmembrane transportExcitatory amino acid transporter 3Homo sapiens (human)
response to anestheticExcitatory amino acid transporter 3Homo sapiens (human)
regulation of protein targeting to membraneExcitatory amino acid transporter 3Homo sapiens (human)
intracellular glutamate homeostasisExcitatory amino acid transporter 3Homo sapiens (human)
motor neuron apoptotic processExcitatory amino acid transporter 3Homo sapiens (human)
L-glutamate import across plasma membraneExcitatory amino acid transporter 3Homo sapiens (human)
neurotransmitter receptor transport to plasma membraneExcitatory amino acid transporter 3Homo sapiens (human)
postsynaptic modulation of chemical synaptic transmissionExcitatory amino acid transporter 3Homo sapiens (human)
L-aspartate import across plasma membraneExcitatory amino acid transporter 3Homo sapiens (human)
transport across blood-brain barrierExcitatory amino acid transporter 3Homo sapiens (human)
chloride transmembrane transportExcitatory amino acid transporter 3Homo sapiens (human)
cysteine transmembrane transportExcitatory amino acid transporter 3Homo sapiens (human)
cellular response to bisphenol AExcitatory amino acid transporter 3Homo sapiens (human)
conditioned place preferenceExcitatory amino acid transporter 3Homo sapiens (human)
proteolysisGlutamate carboxypeptidase 2Homo sapiens (human)
folic acid-containing compound metabolic processGlutamate carboxypeptidase 2Homo sapiens (human)
C-terminal protein deglutamylationGlutamate carboxypeptidase 2Homo sapiens (human)
glutathione metabolic processCystine/glutamate transporterHomo sapiens (human)
visual learningCystine/glutamate transporterHomo sapiens (human)
response to toxic substanceCystine/glutamate transporterHomo sapiens (human)
response to organic cyclic compoundCystine/glutamate transporterHomo sapiens (human)
L-cystine transportCystine/glutamate transporterHomo sapiens (human)
L-glutamate transmembrane transportCystine/glutamate transporterHomo sapiens (human)
ventricular system developmentCystine/glutamate transporterHomo sapiens (human)
striatum developmentCystine/glutamate transporterHomo sapiens (human)
adult behaviorCystine/glutamate transporterHomo sapiens (human)
regulation of neutrophil apoptotic processCystine/glutamate transporterHomo sapiens (human)
cellular response to oxidative stressCystine/glutamate transporterHomo sapiens (human)
glutathione transmembrane transportCystine/glutamate transporterHomo sapiens (human)
response to nicotineCystine/glutamate transporterHomo sapiens (human)
regulation of cell population proliferationCystine/glutamate transporterHomo sapiens (human)
regulation of melanin biosynthetic processCystine/glutamate transporterHomo sapiens (human)
lung alveolus developmentCystine/glutamate transporterHomo sapiens (human)
modulation of chemical synaptic transmissionCystine/glutamate transporterHomo sapiens (human)
regulation of synapse organizationCystine/glutamate transporterHomo sapiens (human)
regulation of protein transportCystine/glutamate transporterHomo sapiens (human)
response to redox stateCystine/glutamate transporterHomo sapiens (human)
limb developmentCystine/glutamate transporterHomo sapiens (human)
lens fiber cell differentiationCystine/glutamate transporterHomo sapiens (human)
platelet aggregationCystine/glutamate transporterHomo sapiens (human)
intracellular glutamate homeostasisCystine/glutamate transporterHomo sapiens (human)
L-glutamate import across plasma membraneCystine/glutamate transporterHomo sapiens (human)
negative regulation of ferroptosisCystine/glutamate transporterHomo sapiens (human)
dipeptide import across plasma membraneCystine/glutamate transporterHomo sapiens (human)
L-kynurenine transmembrane transportCystine/glutamate transporterHomo sapiens (human)
regulation of cellular response to oxidative stressCystine/glutamate transporterHomo sapiens (human)
regulation of cysteine metabolic processCystine/glutamate transporterHomo sapiens (human)
regulation of glutathione biosynthetic processCystine/glutamate transporterHomo sapiens (human)
regulation of AMPA glutamate receptor clusteringCystine/glutamate transporterHomo sapiens (human)
regulation of glutamate metabolic processCystine/glutamate transporterHomo sapiens (human)
amino acid transmembrane transportCystine/glutamate transporterHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (22)

Processvia Protein(s)Taxonomy
L-glutamate transmembrane transporter activityExcitatory amino acid transporter 1Homo sapiens (human)
high-affinity L-glutamate transmembrane transporter activityExcitatory amino acid transporter 1Homo sapiens (human)
protein bindingExcitatory amino acid transporter 1Homo sapiens (human)
glutamate:sodium symporter activityExcitatory amino acid transporter 1Homo sapiens (human)
glutamate bindingExcitatory amino acid transporter 1Homo sapiens (human)
metal ion bindingExcitatory amino acid transporter 1Homo sapiens (human)
neutral L-amino acid transmembrane transporter activityExcitatory amino acid transporter 1Homo sapiens (human)
monoatomic anion channel activityExcitatory amino acid transporter 3Homo sapiens (human)
L-glutamate transmembrane transporter activityExcitatory amino acid transporter 3Homo sapiens (human)
high-affinity L-glutamate transmembrane transporter activityExcitatory amino acid transporter 3Homo sapiens (human)
protein bindingExcitatory amino acid transporter 3Homo sapiens (human)
chloride transmembrane transporter activityExcitatory amino acid transporter 3Homo sapiens (human)
L-aspartate transmembrane transporter activityExcitatory amino acid transporter 3Homo sapiens (human)
glutamate:sodium symporter activityExcitatory amino acid transporter 3Homo sapiens (human)
glutamate bindingExcitatory amino acid transporter 3Homo sapiens (human)
cysteine transmembrane transporter activityExcitatory amino acid transporter 3Homo sapiens (human)
identical protein bindingExcitatory amino acid transporter 3Homo sapiens (human)
metal ion bindingExcitatory amino acid transporter 3Homo sapiens (human)
D-aspartate transmembrane transporter activityExcitatory amino acid transporter 3Homo sapiens (human)
metallocarboxypeptidase activityGlutamate carboxypeptidase 2Homo sapiens (human)
peptidase activityGlutamate carboxypeptidase 2Homo sapiens (human)
dipeptidase activityGlutamate carboxypeptidase 2Homo sapiens (human)
metal ion bindingGlutamate carboxypeptidase 2Homo sapiens (human)
Ac-Asp-Glu bindingGlutamate carboxypeptidase 2Homo sapiens (human)
tetrahydrofolyl-poly(glutamate) polymer bindingGlutamate carboxypeptidase 2Homo sapiens (human)
carboxypeptidase activityGlutamate carboxypeptidase 2Homo sapiens (human)
protein bindingCystine/glutamate transporterHomo sapiens (human)
cystine:glutamate antiporter activityCystine/glutamate transporterHomo sapiens (human)
L-kynurenine transmembrane transporter activityCystine/glutamate transporterHomo sapiens (human)
L-amino acid transmembrane transporter activityCystine/glutamate transporterHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (38)

Processvia Protein(s)Taxonomy
plasma membraneExcitatory amino acid transporter 1Homo sapiens (human)
basal plasma membraneExcitatory amino acid transporter 1Homo sapiens (human)
cell surfaceExcitatory amino acid transporter 1Homo sapiens (human)
membraneExcitatory amino acid transporter 1Homo sapiens (human)
cytoplasmic vesicleExcitatory amino acid transporter 1Homo sapiens (human)
neuron projectionExcitatory amino acid transporter 1Homo sapiens (human)
neuronal cell bodyExcitatory amino acid transporter 1Homo sapiens (human)
synapseExcitatory amino acid transporter 1Homo sapiens (human)
perinuclear region of cytoplasmExcitatory amino acid transporter 1Homo sapiens (human)
membrane protein complexExcitatory amino acid transporter 1Homo sapiens (human)
plasma membraneExcitatory amino acid transporter 1Homo sapiens (human)
plasma membraneExcitatory amino acid transporter 3Homo sapiens (human)
endoplasmic reticulumExcitatory amino acid transporter 3Homo sapiens (human)
plasma membraneExcitatory amino acid transporter 3Homo sapiens (human)
cell surfaceExcitatory amino acid transporter 3Homo sapiens (human)
membraneExcitatory amino acid transporter 3Homo sapiens (human)
apical plasma membraneExcitatory amino acid transporter 3Homo sapiens (human)
axonExcitatory amino acid transporter 3Homo sapiens (human)
dendriteExcitatory amino acid transporter 3Homo sapiens (human)
early endosome membraneExcitatory amino acid transporter 3Homo sapiens (human)
late endosome membraneExcitatory amino acid transporter 3Homo sapiens (human)
asymmetric synapseExcitatory amino acid transporter 3Homo sapiens (human)
neuronal cell bodyExcitatory amino acid transporter 3Homo sapiens (human)
synaptic cleftExcitatory amino acid transporter 3Homo sapiens (human)
dendritic spineExcitatory amino acid transporter 3Homo sapiens (human)
dendritic shaftExcitatory amino acid transporter 3Homo sapiens (human)
perikaryonExcitatory amino acid transporter 3Homo sapiens (human)
axon terminusExcitatory amino acid transporter 3Homo sapiens (human)
membrane raftExcitatory amino acid transporter 3Homo sapiens (human)
recycling endosome membraneExcitatory amino acid transporter 3Homo sapiens (human)
extracellular exosomeExcitatory amino acid transporter 3Homo sapiens (human)
cell peripheryExcitatory amino acid transporter 3Homo sapiens (human)
glial cell projectionExcitatory amino acid transporter 3Homo sapiens (human)
apical dendriteExcitatory amino acid transporter 3Homo sapiens (human)
Schaffer collateral - CA1 synapseExcitatory amino acid transporter 3Homo sapiens (human)
presynapseExcitatory amino acid transporter 3Homo sapiens (human)
perisynaptic spaceExcitatory amino acid transporter 3Homo sapiens (human)
distal dendriteExcitatory amino acid transporter 3Homo sapiens (human)
proximal dendriteExcitatory amino acid transporter 3Homo sapiens (human)
cytoplasmGlutamate carboxypeptidase 2Homo sapiens (human)
plasma membraneGlutamate carboxypeptidase 2Homo sapiens (human)
cell surfaceGlutamate carboxypeptidase 2Homo sapiens (human)
membraneGlutamate carboxypeptidase 2Homo sapiens (human)
extracellular exosomeGlutamate carboxypeptidase 2Homo sapiens (human)
plasma membraneGlutamate carboxypeptidase 2Homo sapiens (human)
plasma membraneCystine/glutamate transporterHomo sapiens (human)
cell surfaceCystine/glutamate transporterHomo sapiens (human)
membraneCystine/glutamate transporterHomo sapiens (human)
brush border membraneCystine/glutamate transporterHomo sapiens (human)
microvillus membraneCystine/glutamate transporterHomo sapiens (human)
apical part of cellCystine/glutamate transporterHomo sapiens (human)
astrocyte projectionCystine/glutamate transporterHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID1797641Determination of Inhibition Concentration Values (IC50) from Article 10.1021/jm070133w: \\Structural insight into the pharmacophore pocket of human glutamate carboxypeptidase II.\\2007Journal of medicinal chemistry, Jul-12, Volume: 50, Issue:14
Structural insight into the pharmacophore pocket of human glutamate carboxypeptidase II.
AID475922Inhibition of amino acid transport system xc-2010Bioorganic & medicinal chemistry letters, Apr-15, Volume: 20, Issue:8
Conformationally-restricted amino acid analogues bearing a distal sulfonic acid show selective inhibition of system x(c)(-) over the vesicular glutamate transporter.
AID348015Displacement of [3H]D-Asp from human EAAT3 receptor expressed in HEK293 cells2009Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4
Discovery of the first selective inhibitor of excitatory amino acid transporter subtype 1.
AID291424Inhibition of human recombinant glutamate carboxypeptidase 2 by radioenzymatic assay2007Journal of medicinal chemistry, Jul-12, Volume: 50, Issue:14
Structural insight into the pharmacophore pocket of human glutamate carboxypeptidase II.
AID348013Displacement of [3H]D-Asp from human EAAT1 receptor expressed in HEK293 cells2009Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4
Discovery of the first selective inhibitor of excitatory amino acid transporter subtype 1.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (25)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (28.00)18.7374
1990's6 (24.00)18.2507
2000's9 (36.00)29.6817
2010's3 (12.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.09

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.09 (24.57)
Research Supply Index3.30 (2.92)
Research Growth Index4.39 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.09)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other26 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]