A soft-drug agonist of S1P1
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CAY10739

Item No. 27837

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2Z,5Z)-5-[[4-(acetyloxy)-3-methylphenyl]methylene]-3-(2-methylphenyl)-2-(propylimino)-4-thiazolidinone
CAS Number
2328109-05-1
Molecular Formula
C23H24N2O3S
Formula Weight
408.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS (pH 7.2) (1:2): 0.3 mg/mlDMSO: 5 mg/mlEthanol: 0.3 mg/ml
λmax
333 nm
SMILES
CC1=CC(/C=C2S/C(N(C3=C(C)C=CC=C3)C\2=O)=N\CCC)=CC=C1OC(C)=O
InChi Code
InChI=1S/C23H24N2O3S/c1-5-12-24-23-25(19-9-7-6-8-15(19)2)22(27)21(29-23)14-18-10-11-20(16(3)13-18)28-17(4)26/h6-11,13-14H,5,12H2,1-4H3/b21-14-,24-23-
InChi Key
KZNIDEPMBGHFQK-PZUCIDFCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    5 mg

    $106

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    10 mg

    $176

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    25 mg

    $363

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    50 mg

    $602

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    Product Description

    CAY10739 is a soft-drug agonist of the sphingosine-1-phosphate receptor 1 (S1P1; IC50 = 25.12 nM in a β-arrestin recruitment assay) that was designed to prevent systemic effects following topical application.1 It is selective for S1P1 over S1P2, S1P3, and S1P4 (IC50s = 1,000, >10,000, >10,000 nM, respectively, in a β-arrestin recruitment assay). In human S9 skin subcellular fractions, an ester group that protects an unstable phenol group is cleaved to release the active soft drug. The active soft drug and its nonenzymatically formed isomers are rapidly metabolized in isolated human hepatocytes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bell, M., Foley, D., Naylor, C., et al. Discovery of soft-drug topical tool modulators of sphingosine-1-phosphate receptor 1 (S1PR1). ACS Med. Chem. Lett. 10(3), 341-347 (2019).