A dual SPHK1 and SPHK2 inhibitor
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SLC5111312 (hydrochloride)

Item No. 23288

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,3S)-3-hydroxy-2-[3-[6-(pentyloxy)-2-naphthalenyl]-1,2,4-oxadiazol-5-yl]-1-pyrrolidinecarboximidamide, monohydrochloride
CAS Number
1870811-01-0
Molecular Formula
C22H27N5O3 • HCl
Formula Weight
445.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 3 mg/mlEthanol: 14 mg/mlEthanol:PBS (pH 7.2) (1:4): 0.20 mg/ml
λmax
237 nm
SMILES
CCCCCOC1=CC=C2C(C=CC(C3=NOC([C@@H]4[C@@H](O)CCN4C(N)=N)=N3)=C2)=C1.Cl
InChi Code
InChI=1S/C22H27N5O3.ClH/c1-2-3-4-11-29-17-8-7-14-12-16(6-5-15(14)13-17)20-25-21(30-26-20)19-18(28)9-10-27(19)22(23)24;/h5-8,12-13,18-19,28H,2-4,9-11H2,1H3,(H3,23,24);1H/t18-,19-;/m0./s1
InChi Key
SYUYODDXPKNMOE-HLRBRJAUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $63

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    1 mg

    $110

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    5 mg

    $481

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    Product Description

    SLC5111312 is a dual inhibitor of sphingosine kinase 1 (SPHK1) and SPHK2 (Kis = 0.73 and 0.9 µM, respectively, using human recombinant kinases).1 SLC5111312 binding is selective for Sphk2 over Sphk1 in mice (Kis = 1 and 20 µM, respectively) but not rat (Kis = 1.1 and 0.8 µM, respectively).2 It decreases cell-associated sphingosine-1-phosphate (S1P) and increases sphingosine in U937 monocytic leukemia cells at concentrations of 0.1 and 0.3 µM. SLC5111312 (10 mg/kg) also decreases S1P in vivo in Sphk1-/- but not in Sphk2-/- mice and in rat, showing a functional selectivity for Sphk2 in mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Congdon, M.D., Kharel, Y., Brown, A.M., et al. Structure-activity relationship studies and molecular modeling of naphthalene-based sphingosine kinase 2 inhibitors. ACS Med. Chem. Lett. 7(3), 229-234 (2016).

    2. Kharel, Y., Morris, E.A., Congdon, M.D., et al. Sphingosine kinase 2 inhibition and blood sphingosine 1-phosphate levels. J. Pharmacol. Exp. Ther. 355(1), 23-31 (2015).