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Sphingosine 1-phosphate (PC001225)

Record Information
Version1.0
Creation date2018-05-02 12:56:49 UTC
Update date2018-05-04 14:11:53 UTC
FoodComEx IDPC001225
FoodDB RecordFDB021927
Chemical Information
NameSphingosine 1-phosphate
DescriptionSphingosine 1-phosphate (S1P) is a phosphorylated sphingolipid metabolite with potent bioactive actions in the Sphingolipid metabolism, Calcium signaling pathway and Neuroactive ligand-receptor interaction. Generated by sphingosine kinases and ceramide kinase, S1P control numerous aspects of cell physiology, including cell survival and mammalian inflammatory responses. S1P is involved in cyclooxygenase-2 induction (COX-2), and regulate production of eicosanoids (important inflammatory mediators). S1P functions mainly via G-protein-coupled receptors and probably also has intracellular targets. (PMID 16219683) [HMDB]
CAS Number26993-30-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(2S,3R,4e)-1-(Dihydrogen ate)2-amino-4-octadecene-1,3-diolHMDB
(2S,3R,4E)-1-(dihydrogen phosphate)2-amino-4-Octadecene-1,3-diolhmdb
C18-Sphingosine 1-ateHMDB
C18-Sphingosine 1-phosphatehmdb
D-erythro-Sphingosine-1-ateHMDB
D-erythro-Sphingosine-1-phosphatehmdb
Sphingosine 1-phosphic acidhmdb
Chemical FormulaC18H38NO5P
IUPAC name{[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}phosphonic acid
InChI IdentifierInChI=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+
InChI KeyDUYSYHSSBDVJSM-CCEZHUSRSA-N
Isomeric SMILESCCCCCCCCCCCCC\C=C\C(O)C(N)COP(O)(O)=O
Average Molecular Weight379.4718
Monoisotopic Molecular Weight379.248759843
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSphingolipids
Sub ClassPhosphosphingolipids
Direct ParentPhosphosphingolipids
Alternative Parents
Substituents
  • Sphingoid-1-phosphate or derivatives
  • Phosphoethanolamine
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Secondary alcohol
  • Amine
  • Organic oxygen compound
  • Primary amine
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Primary aliphatic amine
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 2 mg
Delivery Time2 weeks
Storage Formpowder
Storage Conditions-18°C
StabilityNot Available
Purityunknown
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Augustin ScalbertInternational Agency for Research on Cancer (IARC), Biomarkers Group, 150 cours Albert Thomas, Lyon, FR, 69372scalberta@iarc.fr
Commercial Vendors
AKSci 1712AH
Cayman Chemical 62570
Toronto Research Chemicals S681500