4-hydroxy-3,3-dimethyl-2H,3H,5H-benzo[g]indole-2,5-dione

• ChemBase编号: 154429
• 分子式: C14H11NO3
• 平均质量: 241.24204
• 单一同位素质量: 241.07389322
• SMILES: CC1(C2=C(C(=O)c3ccccc3C2=NC1=O)O)C
• Canonical SMILES: OC1=C2C(=NC(=O)C2(C)C)c2c(C1=O)cccc2
• InChI: InChI=1S/C14H11NO3/c1-14(2)9-10(15-13(14)18)7-5-3-4-6-8(7)11(16)12(9)17/h3-6,17H,1-2H3
• InChIKey: BAQXWJQSUXZVIP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-hydroxy-3,3-dimethyl-2H,3H,5H-benzo[g]indole-2,5-dione
• IUPAC传统名: 4-hydroxy-3,3-dimethylbenzo[g]indole-2,5-dione
• 别名: 4-Hydroxy-3,3-dimethyl-2H-benzo[g]indole-2,5(3H)-dione; BVT.948

登记号

• CAS号: 39674-97-0
• MDL号: MFCD00616487
• PubChem SID: 162248568; 24724422
• PubChem CID: 6604934

理论计算性质

• Acid pKa: 8.101262
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 1.3659644
• LogD (pH = 7.4): 1.288276
• Log P: 1.3670504
• 摩尔折射率: 66.6289 cm^3
• 极化性: 24.829767 Å^3
• 极化表面积: 66.73 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble18 mg/mL; H2O: insoluble
• 外观: red solid

安全信息

• 保存条件: desiccated; protect from light; under inert gas
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 43
• 安全公开号: 36/37
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H317
• GHS警示性声明: P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H11NO3

详细说明

Sigma Aldrich - B6060

Biochem/physiol Actions
BVT.948 is a non-competitive inhibitor of protein tyrosine phosphatase (PTP). Enhances insulin signaling in cells and inhibits several cytochrome P450 isoforms in vitro.
Features and Benefits
BVT.948 is a non-competitive inhibitor of protein tyrosine phosphatase (PTP). Enhances insulin signaling in cells and inhibits several cytochrome P450 isoforms in vitro. Works through a different mechanism then the other PTP inhibitors. BVT.948 was able to enhance insulin signaling in cells, although it did not increase tyrosine phosphorylation globally. Furthermore, the compound was active in vivo, enhancing insulin tolerance tests in ob/ob mice, therefore apparently enhancing insulin sensitivity. BVT.948 was able to inhibit several other PTPs tested and also was efficient at inhibiting several cytochrome P450 isoforms in vitro.