Ch 55

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Cat.No. 2020 - Ch 55 | C24H28O3 | CAS No. 110368-33-7
Description: Potent RAR agonist
Chemical Name: 4-[(1E)-3-[3,5-bis(1,1-Dimethylethyl)phenyl]-3-oxo-1-propenyl]benzoic acid
Purity: ≥98% (HPLC)
Datasheet
Citations (1)
Literature

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=C\C1=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.

Select a batch to recalculate based on the batch molecular weight:
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

Safety Datasheet

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:


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Keywords: Ch 55, supplier, Potent, retinoic, acid, receptors, RAR, agonists, Ch55, Retinoic, Acid, Receptors, Tocris Bioscience

1 Citation for Ch 55

Citations are publications that use Tocris products. Selected citations for Ch 55 include:

Dhandapani et al (2011) Retinoic acid enhances TRAIL-induced apoptosis in cancer cells by upregulating TRAIL receptor 1 expression. PLoS One 71 5245 PMID: 21685476


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Pathways for Ch 55

Protocols

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