(2S)-2-(1,3-dioxo-2,3,5,6-tetrahydro-1H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid

• ChemBase编号: 153953
• 分子式: C19H16N2O4
• 平均质量: 336.34134
• 单一同位素质量: 336.111007
• SMILES: c1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)O)N1C(=O)C2=CCCC=C2C1=O
• Canonical SMILES: OC(=O)[C@@H](N1C(=O)C2=CCCC=C2C1=O)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C19H16N2O4/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/h3-8,10,16,20H,1-2,9H2,(H,24,25)/t16-/m0/s1
• InChIKey: LMAZUAXDZRILNJ-INIZCTEOSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-(1,3-dioxo-2,3,5,6-tetrahydro-1H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid
• IUPAC传统名: (2S)-2-(1,3-dioxo-5,6-dihydroisoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid
• 别名: N-Phthalyl-L-tryptophan; RG108

登记号

• CAS号: 48208-26-0
• PubChem SID: 162248092; 24724594
• PubChem CID: 16079004

理论计算性质

• Acid pKa: 3.9100463
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.6481865
• LogD (pH = 7.4): -0.96417207
• Log P: 2.2441998
• 摩尔折射率: 91.7627 cm^3
• 极化性: 35.63759 Å^3
• 极化表面积: 90.47 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >10 mg/mL
• 外观: yellow powder

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H14N2O4

详细说明

Sigma Aldrich - R8279

Biochem/physiol Actions
RG108 is a DNA methyltransferase (DMNT) inhibitor. It reactivates tumor suppressor gene expression (p16, SFRP1, secreted frizzled related protein-1, and TIMP-3) in tumor cells by DNA demethylation. RG108 also inhibits human tumor cell line (HCT116, NALM-6) proliferation and increased doubling time in culture.