Adapalene
Biological Activity
Retinoic acid analog that is a RARβ and RARγ agonist (AC50 values are 2.2, 9.3, 22 and > 1000 nM for RARβ, RARγ, RARα and RXRα receptors respectively). Inhibits proliferation and induces apoptosis in colorectal cancer cell in vitro. Displays comedolytic activity.
Compound Libraries
Adapalene is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.
Technical Data
| M. Wt | 412.52 |
| Formula | C28H28O3 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 106685-40-9 |
| PubChem ID | 60164 |
| InChI Key | LZCDAPDGXCYOEH-UHFFFAOYSA-N |
| Smiles | COC1=CC=C(C3=CC=C(C=C(C(O)=O)C=C4)C4=C3)C=C1C25CC(C6)CC(CC6C5)C2 |
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 | 10.31 | 25 |
Preparing Stock Solutions
The following data is based on the product molecular weight 412.52. 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 | 2.42 mL | 12.12 mL | 24.24 mL |
| 5 mM | 0.48 mL | 2.42 mL | 4.85 mL |
| 10 mM | 0.24 mL | 1.21 mL | 2.42 mL |
| 50 mM | 0.05 mL | 0.24 mL | 0.48 mL |
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Product Datasheets
References
References are publications that support the products' biological activity.
Shroot et al (1997) Pharmacology and chemistry of adapalene. J.Am.Acad.Dermatol. 36 S96 PMID: 9204085
Millikan (2000) Adapalene: an update on newer comparative studies between the various retinoids. Int.J.Dermatol. 39 784 PMID: 11095202
Ocker et al (2003) The synthetic retinoid adapalene inhibits proliferation and induces apoptosis in colorectal cancer cells in vitro. Int.J.Cancer 107 453 PMID: 14506747
If you know of a relevant reference for Adapalene, please let us know.
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Keywords: RARβ RARbeta RARγ RARgamma agonists Retinoic Acid Receptors CD271 CD 271 Differin Retinoic Acid Receptors
1 Citation for Adapalene
Citations are publications that use Tocris products. Selected citations for Adapalene include:
Dhandapani et al (2011) Retinoic acid enhances TRAIL-induced apoptosis in cancer cells by upregulating TRAIL receptor 1 expression. Drug Des Devel Ther 71 5245 PMID: 21685476
Do you know of a great paper that uses Adapalene from Tocris? If so please let us know.
Literature in this Area
Cancer Research Product Guide
A collection of over 750 products for cancer research, the guide includes research tools for the study of:
- Cancer Metabolism
- Epigenetics in Cancer
- Receptor Signaling
- Cell Cycle and DNA Damage Repair
- Angiogenesis
- Invasion and Metastasis
Nuclear Receptors Product Listing
A collection of over 150 products for key nuclear receptors, the listing includes research tools for the study of:
- Androgen Receptors
- Estrogen Receptors
- Retinoic Acid Receptors
- Retinoid X Receptors
- Vitamin D Receptors
Retinoid Receptors Scientific Review
Written by Alexander Moise, this review summarizes the nature of retinoid receptors, their isotype and isoform variants and modulation of retinoid signaling. Compounds available from Tocris are listed.
