CHEBI:37550 - sphingosine 1-phosphate

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ChEBI Name sphingosine 1-phosphate
ChEBI ID CHEBI:37550
Definition A phosphosphingolipid that consists of sphingosine having a phospho group attached at position 1
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:26742, CHEBI:9225
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Formula C18H38NO5P
Net Charge 0
Average Mass 379.47180
Monoisotopic Mass 379.249
InChI InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18+/m0/s1
InChIKey DUYSYHSSBDVJSM-KRWOKUGFSA-N
SMILES CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(O)(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) See: MetaboLights Study
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Roles Classification
Biological Role(s): sphingosine-1-phosphate receptor agonist
An agonist that binds to and activates sphingosine 1-phosphate receptors.
signalling molecule
A molecular messenger in which the molecule is specifically involved in transmitting information between cells. Such molecules are released from the cell sending the signal, cross over the gap between cells by diffusion, and interact with specific receptors in another cell, triggering a response in that cell by activating a series of enzyme controlled reactions which lead to changes inside the cell.
T-cell proliferation inhibitor
An inhibitor that interferes with the process of T-cell proliferation.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Application(s): vasodilator agent
A drug used to cause dilation of the blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sphingosine 1-phosphate (CHEBI:37550) has functional parent sphingosine (CHEBI:16393)
sphingosine 1-phosphate (CHEBI:37550) has role mouse metabolite (CHEBI:75771)
sphingosine 1-phosphate (CHEBI:37550) has role signalling molecule (CHEBI:62488)
sphingosine 1-phosphate (CHEBI:37550) has role sphingosine-1-phosphate receptor agonist (CHEBI:63114)
sphingosine 1-phosphate (CHEBI:37550) has role T-cell proliferation inhibitor (CHEBI:63173)
sphingosine 1-phosphate (CHEBI:37550) has role vasodilator agent (CHEBI:35620)
sphingosine 1-phosphate (CHEBI:37550) is a sphingoid 1-phosphate (CHEBI:77068)
sphingosine 1-phosphate (CHEBI:37550) is conjugate acid of sphingosine 1-phosphate(1−) (CHEBI:60119)
Incoming sphingosine 1-phosphate(1−) (CHEBI:60119) is conjugate base of sphingosine 1-phosphate (CHEBI:37550)
IUPAC Name
(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl dihydrogen phosphate
Synonyms Sources
(2-amino-3-hydroxy-octadec-4-enoxy)phosphonic acid HMDB
(2S,3R,4E)-2-amino-4-octadecene-1,3-diol 1-(dihydrogen phosphate) ChemIDplus
C18-Sphingosine 1-phosphate HMDB
D-erythro-sphingosine 1-phosphate HMDB
S1P ChEBI
Sphing-4-enine 1-phosphate KEGG COMPOUND
Sphingosine 1-phosphate KEGG COMPOUND
Sphingosine 1-phosphic acid HMDB
sphingosine-1-phosphate ChemIDplus
Database Links Databases
C06124 KEGG COMPOUND
HMDB0000277 HMDB
LMSP01050001 LIPID MAPS
Sphingosine-1-phosphate Wikipedia
View more database links
Registry Numbers Types Sources
26993-30-6 CAS Registry Number ChemIDplus
5877213 Reaxys Registry Number Reaxys
5877213 Beilstein Registry Number Beilstein
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Last Modified
27 January 2016