(S)-2-(1,3-Dioxoisoindolin-2-Yl)-3-(1H-Indol-3-Yl)Propanoic Acid (S)-2-(1,3-二氧代异吲哚啉-2-基)-3-(1H-吲哚-3-基)丙酸
CAS 48208-26-0 MFCD08705332
化学结构图
SMILES: O=C(O)[C@H](Cc1c[nH]c2ccccc12)N1C(=O)c2ccccc2C1=O
化学属性
| Mol. Formula | C19 |
|---|---|
| Mol. Weight | 334.32546 |
| Melting Point | 179.0 to 183.0 deg-C |
| Appearance | Solid powder |
| Solubility | Soluble in DMSO, not in water |
别名和识别编码
| Chemical Name | (S)-2-(1,3-Dioxoisoindolin-2-Yl)-3-(1H-Indol-3-Yl)Propanoic Acid |
|---|---|
| CAS Number | 48208-26-0 |
| Synonym | N-Phthalyl-L-tryptophan RG108; RG-108; RG 108; N-Phthalyl-L-tryptophan. |
| PubChem Substance ID | 253661522 |
| LabNetwork Molecule ID | LN01323752 |
| Chemical Name Translation | (S)-2-(1,3-二氧代异吲哚啉-2-基)-3-(1H-吲哚-3-基)丙酸 |
| Reaxys-RN | 4552782 |
| MDL Number | MFCD08705332 |
| Formula | C19H14N2O4 |
| IUPAC Name | (S)-2-(1,3-dioxoisoindolin-2-yl)-3-(1H-indol-3-yl)propanoic acid. |
| InChIKey | HPTXLHAHLXOAKV-INIZCTEOSA-N |
| InChI | InChI=1S/C19H14N2O4/c22-17-13-6-1-2-7-14(13)18(23)21(17)16(19(24)25)9-11-10-20-15-8-4-3-5-12(11)15/h1-8,10,16,20H,9H2,(H,24,25)/t16-/m0/s1 |
| Canonical SMILES | O=C(O)[C@H](CC1=CNC2=CC=CC=C12)N3C(C4=CC=CC=C4C3=O)=O |
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分类
- {SNA} Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules for Epigenetic Research, DNA Methyltransferase Inhibitors, DNA-RNA Transcription Regulators, Gene Regulation and Expression, Non-nucleoside analog inhibitors, R, 分子生物学, 生物活性小分子, 细胞信号转导和神经科学, 细胞生物学, 表观遗传学
产品应用
- RG108 is a non-nucleoside DNA methyltransferase inhibitor (DNMT inhibitor). RG108 led to a significant dose and time dependent growth inhibition and apoptosis induction in LNCaP, 22Rv1 and DU145. LNCaP and 22Rv1 also displayed decreased DNMT activity, DNMT1 expression and global DNA methylation. Interestingly, chronic treatment with RG108 significantly decreased GSTP1, APC and RAR-β2 promoter hypermethylation levels, although mRNA reexpression was only attained for GSTP1 and APC. RG108 is an effective tumor growth suppressor in most PCa cell lines tested.
