dihydrosphingosine 1-phosphate   Click here for help

GtoPdb Ligand ID: 2921

Synonyms: dihydroS1P | sphinganine 1-phosphate | sphinganine-phosphate
Compound class: Synthetic organic
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 18
Topological polar surface area 122.82
Molecular weight 381.26
XLogP 5.04
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCCCCCCCCCCCCCCC(C(COP(=O)(O)O)N)O
Isomeric SMILES CCCCCCCCCCCCCCC[C@H]([C@H](COP(=O)(O)O)N)O
InChI InChI=1S/C18H40NO5P/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/h17-18,20H,2-16,19H2,1H3,(H2,21,22,23)/t17-,18+/m0/s1
InChI Key YHEDRJPUIRMZMP-ZWKOTPCHSA-N
Natural/Endogenous Targets
Target
GPR63
S1P1 receptor
S1P2 receptor
S1P3 receptor
S1P4 receptor
S1P5 receptor
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
5'(3')-nucleotidase
sphingosine kinase 1
sphingosine kinase 2
sphingosine-1-phosphate phosphatase 1
Mitochondrial 5'-nucleotidase
sphingosine-1-phosphate phosphatase 2
sphingosine-1-phosphate lyase 1
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPR63 Ligand is endogenous in the given species Hs Agonist Full agonist 6.2 pEC50 - 4
pEC50 6.2 (EC50 6.8x10-7 M) [4]
S1P4 receptor Hs Agonist Agonist 8.0 pIC50 - 2
pIC50 8.0 [2]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference