| CAS |
106685-40-9 |
| Chinese Name |
阿达帕林 |
| English Name |
Adapalene |
| Synonyms |
阿达帕林;6-[3-(1-金刚烷)-4-甲氧基-苯基]萘-2-甲酸;Adapaleno;Adaferin;Differine; |
| Molecular Formula |
C28H28O3 |
| Molecular Weight |
412.52 |
| Solubility |
Soluble in DMSO |
| Purity |
HPLC≥98% |
| Appearance |
White to yellow Solid |
| Storage |
Powder:2-8℃，2 years;Insolvent(Mother Liquid):-20℃，6 months;-80℃，1 year |
| EC |
EINECS 620-513-9 |
| MDL |
MFCD03106112 |
| SMILES |
O=C(C1=CC2=CC=C(C3=CC=C(OC)C(C45C[C@@H](C[C@H](C6)C5)C[C@@H]6C4)=C3)C=C2C=C1)O |
| InChIKey |
LZCDAPDGXCYOEH-UHFFFAOYSA-N |
| InChI |
InChI=1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30) |
| PubChem CID |
60164 |
| Target Point |
RAR |
| Passage |
Metabolic Enzyme&Protease |
| Background |
It is a retinoic acid receptor (RAR) agonist. |
| Biological Activity |
Adapalene (CD271)， a third-generation synthetic retinoid， is widely used for the research of acne. Adapalene is a potent RAR agonist， with AC50s of 2.3 nM， 9.3 nM， and 22 nM for RARβ， RARγ， RARα， respectively. Adapalene also inhibits the enzymatic activity of GOT1 in a non-competitive manner. Adapalene exhibits anti-tumor activity[1-3]. |
| IC50 |
AC50: 2.3nM(RARβ)，9.3nM(RARγ)，and 22nM(RARα)[1] |
| In Vitro |
Adapalene(1-200 μM; 24 h)inhibits the viability of ES-2，HOV-7，MCF-7，Hela，SW1990，HT1080，and MM-468 cells，with IC50s of 10.36 μM，10.81 μM，12.00 μM，19.08 μM，19.52 μM，21.70 μM，and 31.47 μM，respectively[2].Adapalene(10-40 μM; 24 h)induces ES-2 cells apoptosis and inhibits proliferation in vitro[2].Adapalene(3-30 μM; 6-24 h)significantly increases the G1-phase population in LoVo or DLD1 cells[3].Adapalene(1-200 μM)inhibits GOT1 activity，with an IC50 of 21.79 μM[2].Adapalene(10-6-10-3 nM)inhibits the expression of plasma membrane-associated enzyme transglutaminase Type I，with an IC50 of 2.5 nM[1]. |
| In Vivo |
Adapalene(15-100 mg/kg; p.o. daily for 21 days)inhibits the growth of DLD1 cell-derived xenograft tumors in BALB/C nude mice[3]. |
| Data Literature Source |
[1]. Shroot B，et，al. Pharmacology and chemistry of adapalene. J Am Acad Dermatol. 1997 Jun;36(6 Pt 2):S96-103.
[2]. Wang Q，et，al. Adapalene inhibits ovarian cancer ES-2 cells growth by targeting glutamic-oxaloacetic transaminase 1. Bioorg Chem. 2019 Dec;93:103315.
[3]. Shi XN，et，al. Adapalene inhibits the activity of cyclin-dependent kinase 2 in colorectal carcinoma. Mol Med Rep. 2015 Nov;12(5):6501-8. |
| Unit |
Bottle |
| Specification |
10mg 10mM*1mL in DMSO 50mg 100mg |
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