SKI-I, Sphingosine Kinase Inhibitor

Key facts

CAS number

306301-68-8

Purity

>90%

Form

Solid

form

Molecular weight

410.5 Da

Molecular formula

C₂₅H₂₂N₄O₂

PubChem

137269090

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Biochemical name

SKI-I, Sphingosine Kinase Inhibitor

Biological description

Specific non-lipid sphingosine kinase (SK) inhibitor. Inhibits SK1 and SK2. Inhibits sphingosine 1-phosphate (S1P) production and pro-apoptotic. Induces autophagy. Cell permeable and active in vivo and in vitro.

Canonical smiles

C1C(NNC1C(=O)NN=CC2=C(C=CC3=CC=CC=C32)O)C4=CC5=CC=CC=C5C=C4

Isomeric smiles

C1C(NNC1C(=O)N/N=C/C2=C(C=CC3=CC=CC=C32)O)C4=CC5=CC=CC=C5C=C4

InChi

InChI=1S/C25H22N4O2/c30-24-12-11-17-6-3-4-8-20(17)21(24)15-26-29-25(31)23-14-22(27-28-23)19-10-9-16-5-1-2-7-18(16)13-19/h1-13,15,22-23,27-28,30H,14H2,(H,29,31)/b26-15+

InChiKey

LMCALHGHWCFFHD-CVKSISIWSA-N

IUPAC Name

N-[(E)-(2-hydroxynaphthalen-1-yl)methylideneamino]-5-naphthalen-2-ylpyrazolidine-3-carboxamide