An inhibitor of p38 MAPK
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Skepinone-L

Item No. 16974

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(2,4-difluorophenyl)amino]-7-[(2R)-2,3-dihydroxypropoxy]-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one
CAS Number
1221485-83-1
Molecular Formula
C24H21F2NO4
Formula Weight
425.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 15 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2) (1:4): 0.2 mg/ml
λmax
246, 358, 362 nm
SMILES
FC1=CC=C(NC2=CC(CCC(C=CC(OC[C@H](O)CO)=C3)=C3C4=O)=C4C=C2)C(F)=C1
InChi Code
InChI=1S/C24H21F2NO4/c25-16-4-8-23(22(26)10-16)27-17-5-7-20-15(9-17)2-1-14-3-6-19(11-21(14)24(20)30)31-13-18(29)12-28/h3-11,18,27-29H,1-2,12-13H2/t18-/m1/s1
InChi Key
HXMGCTFLLWPVFM-GOSISDBHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $54

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    1 mg

    $102

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    5 mg

    $418

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    10 mg

    $732

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    Product Description

    Skepinone-L is an ATP-competitive inhibitor of p38 MAPK isoform p38α (IC50s = 5 nM) and p38β (97% inhibition at 1 µM).1,2 It has little effect on a range of other kinases, including p38γ and p38δ. Skepinone-L dose-dependently blocks the phosphorylation of heat shock protein 27 (HSP27), a p38 MAPK substrate, in response to stimulation with anisomycin (Item No. 11308) in HeLa cells (IC50 = 25 nM) or TNF-α in THP-1 cells.1,2 At 1 µM, it prevents phosphorylation of cytosolic phospholipase A2 in platelets in response to collagen-related peptide or thrombin (Item No. 13188), blunting platelet secretion and aggregation.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Suzuki, O., Katsumata, Y., and Oya, M. Oxidation of β-phenylethylamine by both types of monoamine oxidase: Examination of enzymes in brain and liver mitochondria of eight species. J. Neurochem. 36(3), 1298-1301 (1981).

    2. Yang, H.Y., and Neff, N.H. β-Phenylethylamine: A specific substrate for type B monoamine oxidase of brain. J. Pharmacol. Exp. Ther. 187(2), 365-371 (1973).

    3. Kim, D., Kowalchick, J.E., Edmondson, S.D., et al. Triazolopiperazine-amides as dipeptidyl peptidase IV inhibitors: Close analogs of JANUVIAT (sitagliptin phosphate). Bioorg. Med. Chem. Lett. 17(12), 3373-3377 (2007).