9-methoxy-2,5,11-trimethyl-6H-pyrido[4,3-b]carbazol-2-ium acetate hydrate

• ChemBase编号: 153209
• 分子式: C21H24N2O4
• 平均质量: 368.42626
• 单一同位素质量: 368.17360726
• SMILES: Cc1c2cc[n+](cc2c(c2c1[nH]c1c2cc(cc1)OC)C)C.CC(=O)[O-].O
• Canonical SMILES: [O-]C(=O)C.COc1ccc2c(c1)c1c(C)c3c[n+](C)ccc3c(c1[nH]2)C.O
• InChI: InChI=1S/C19H18N2O.C2H4O2.H2O/c1-11-16-10-21(3)8-7-14(16)12(2)19-18(11)15-9-13(22-4)5-6-17(15)20-19;1-2(3)4;/h5-10H,1-4H3;1H3,(H,3,4);1H2
• InChIKey: HTBBZLKJMWASPB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 9-methoxy-2,5,11-trimethyl-6H-pyrido[4,3-b]carbazol-2-ium acetate hydrate
• IUPAC传统名: 9-methoxy-2,5,11-trimethyl-6H-pyrido[4,3-b]carbazol-2-ium acetate hydrate
• 别名: 9-Methoxy-2-methylellipticinium acetate hydrate; API-59CJ-Ome hydrate

登记号

• EC号: 308-789-6
• MDL号: MFCD08705317
• PubChem SID: 24724403; 162247348
• PubChem CID: 16078947

理论计算性质

• Acid pKa: 14.841706
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): -0.21150683
• LogD (pH = 7.4): -0.21150684
• Log P: -0.21150683
• 摩尔折射率: 90.4665 cm^3
• 极化性: 37.93637 Å^3
• 极化表面积: 28.9 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥2 mg/mL, clear, dark red (with 5 min sonication); H2O: soluble1 mg/mL
• 外观: red lyophilized powder

安全信息

• 保存条件: under inert gas
• 德国WGK号: 3
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H319
• GHS警示性声明: P305 + P351 + P338
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H19N2O · C2H3O2 · xH2O

详细说明

Sigma Aldrich - A8979

Biochem/physiol Actions
API-59CJ-Ome hydrate is a highly selective Akt/PKB inhibitor. The PTEN (phosphatase and tensin homolog deleted on chromosome 10) tumor suppressor is mutated in 40-50% of human endometrial cancers. PTEN exerts its effects in part via inhibition of the antiapoptotic protein AKT. The endometrial cancer cell lines that express PTEN mutations show high levels of phosphorylated AKT and high AKT kinase activity. The endometrial cancer cell lines that express wild-type PTEN have little phosphorylated AKT and AKT kinase activity. API-59CJ-OMe inhibits AKT kinase activity and induces apoptosis in the cell lines with high AKT activity, but has little effect on cells without AKT activity. API-59CJ-OMe may therefore have therapeutic potential for those endometrial cancers that harbor PTEN mutations and AKT activation.