Biological Activity
Highly potent synthetic retinoid that has high affinity for RAR-α and RAR-β receptors and low affinity for cellular retinoic acid binding protein (CRABP). Inhibits rabbit tracheal epithelial cell differentiation by inhibiting transglutaminase and increasing cholesterol sulfate (EC50 values are 0.02 and 0.03 nM respectively). Induces differentiation of embryonic carcinoma F9 and melanoma S91 cells (EC50 values are 0.26 and 0.5 nM respectively) and inhibits the induction of ornithine decarboxylase activity in 3T6 fibroblasts (EC50 = 1 nM).
Compound Libraries
Ch 55 is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.
Technical Data
| M. Wt | 364.47 |
| Formula | C24H28O3 |
| Storage | Store at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 110368-33-7 |
| PubChem ID | 6184667 |
| InChI Key | FOUVTBKPJRMLPE-FMIVXFBMSA-N |
| Smiles | CC(C)(C)C1=CC(=CC(=C1)C(=O)C=CC1=CC=C(C=C1)C(O)=O)C(C)(C)C |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 36.45 | 100 | |
| ethanol | 18.22 | 50 |
Preparing Stock Solutions
The following data is based on the product molecular weight 364.47. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.74 mL | 13.72 mL | 27.44 mL |
| 5 mM | 0.55 mL | 2.74 mL | 5.49 mL |
| 10 mM | 0.27 mL | 1.37 mL | 2.74 mL |
| 50 mM | 0.05 mL | 0.27 mL | 0.55 mL |
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Product Datasheets
References
References are publications that support the products' biological activity.
Jetten et al (1987) 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 3523 PMID: 2884032
Sato et al (1988) Functional studies of newly sythesized benzoic acid derivatives: identification of highly potent retinoid-like activity. J.Cell.Physiol. 135 179 PMID: 2836439
Hashimoto et al (1990) Expression of retinoic acid receptor genes and the ligand-binding selectivity of retinoic acid receptors (RAR's). Biochem.Biophys.Res.Comm. 166 1300 PMID:
Keywords: Ch 55, supplier, Potent, retinoic, acid, receptors, RAR, agonists, Ch55, Retinoic, Acid, Receptors, Retinoic, Acid, Receptors, Tocris Bioscience
