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CAS
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106685-40-9
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中文名称
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阿达帕林
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英文名称
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Adapalene
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别名
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6-[3-(1-金刚烷基)-4-甲氧苯基]-2-萘甲酸; CD-271
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纯度
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HPLC≥98%
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分子式
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C28H28O3
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分子量
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412.52
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外观（性状）
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White to yellow Solid
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储存条件
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Powder : 2-8℃, 2 years; In solvent(母液): -20℃, 1 month; -80℃, 6 months
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溶解性
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Soluble in DMSO
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MDL
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MFCD03106112
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EC
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EINECS 620-513-9
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InChIKey
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LZCDAPDGXCYOEH-UHFFFAOYSA-N
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InChI
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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)
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PubChem CID
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60164
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SMILES
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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
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描述
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为维甲酸受体(RAR)激动剂。(It is a retinoic acid receptor (RAR) agonist.)
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靶点
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RAR
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通路
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Metabolic Enzyme&Protease
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生物活性
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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].
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IC50
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AC50: 2.3 nM (RARβ)， 9.3 nM (RARγ)， and 22 nM (RARα)[1]
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In Vitro
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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].
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In Vivo
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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].
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数据来源文献
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[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.
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规格
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10mg 10mM*1mL (in DMSO) 50mg 100mg
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单位
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瓶
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