An RAR agonist
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Ch 55

Item No. 18658

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[(1E)-3-[3,5-bis(1,1-dimethylethyl)phenyl]-3-oxo-1-propen-1-yl]-benzoic acid
CAS Number
110368-33-7
Molecular Formula
C24H28O3
Formula Weight
364.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.2 mg/mlEthanol: 5 mg/ml
λmax
308 nm
SMILES
CC(C)(C)C1=CC(C(C)(C)C)=CC(C(/C=C/C2=CC=C(C(O)=O)C=C2)=O)=C1
InChi Code
InChI=1S/C24H28O3/c1-23(2,3)19-13-18(14-20(15-19)24(4,5)6)21(25)12-9-16-7-10-17(11-8-16)22(26)27/h7-15H,1-6H3,(H,26,27)/b12-9+
InChi Key
FOUVTBKPJRMLPE-FMIVXFBMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    25 mg

    $389

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    Cayman Chemical
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    Product Description

    Ch 55 is a synthetic analog of retinoic acid (Item No. 11017) that binds to retinoic acid receptors with similar efficiency as retinoic acid (Kis in the nM range) yet does not display affinity for cellular retinoic acid-binding protein (Ki = 540 µM).1 Ch 55 has been shown to inhibit squamous cell differentiation of rabbit tracheal epithelial cells by inhibiting type I transglutaminase activity (EC50 = 0.02 nM) and increasing cholesterol sulfate levels (EC50 = 0.03 nM).1 In contrast, it has also been shown to induce differentiation of embryonic carcinoma F9 cells and melanoma S91 cells (EC50s = 0.26 and 0.5 nM, respectively), as well as inhibit the induction of ornithine decarboxylase activity in 3T6 fibroblasts (EC50 = 1 nM).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jetten, A.M., Anderson, K., Deas, M.A., et al. New benzoic acid derivatives with retinoid activity: Lack of direct correlation between biological activity and binding to cellular retinoic acid binding protein. Cancer Res. 47(13), 3523-3527 (1987).