14-nitro-8,18-diazatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(11),2(7),3,5,12,14,16-heptaen-9-one

• ChemBase编号: 3644
• 分子式: C16H11N3O3
• 平均质量: 293.27684
• 单一同位素质量: 293.08004123
• SMILES: N1C(=O)Cc2c(c3c1cccc3)[nH]c1c2cc(cc1)[N+](=O)[O-]
• Canonical SMILES: O=C1Nc2ccccc2c2c(C1)c1cc(ccc1[nH]2)[N+](=O)[O-]
• InChI: InChI=1S/C16H11N3O3/c20-15-8-12-11-7-9(19(21)22)5-6-14(11)18-16(12)10-3-1-2-4-13(10)17-15/h1-7,18H,8H2,(H,17,20)
• InChIKey: OLUKILHGKRVDCT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 14-nitro-8,18-diazatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(11),2(7),3,5,12,14,16-heptaen-9-one; 14-nitro-8,18-diazatetracyclo[9.7.0.0^2,^7.0^1^2,^1^7]octadeca-1(11),2,4,6,12,14,16-heptaen-9-one
• IUPAC传统名: 14-nitro-8,18-diazatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(11),2(7),3,5,12,14,16-heptaen-9-one; alsterpaullone
• 别名: Alsterpaullone; 9-Nitro-7,12-dihydroindolo-[3,2-d][1]benzazepin-6(5)-one; Alsterpaullone

登记号

• CAS号: 237430-03-4
• MDL号: MFCD02683579
• PubChem SID: 46504736; 160967082; 24890918
• PubChem CID: 5005498

理论计算性质

JChem

• Acid pKa: 12.448507
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 2.6780229
• LogD (pH = 7.4): 2.6780193
• Log P: 2.6780229
• 摩尔折射率: 83.0098 cm^3
• 极化性: 32.483665 Å^3
• 极化表面积: 90.71 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.07
• LOG S: -4.09
• 溶解度: 2.37e-02 g/l

分子性质

理化性质

• 溶解度: DMSO: ≥10 mg/mL
• 外观: yellow to brown powder

安全信息

• 保存条件: desiccated
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: rat ... Gsk3b(84027)

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H11N3O3

详细说明

DrugBank - DB04014

Drug information: experimental

Sigma Aldrich - A4847

Biochem/physiol Actions
Potent and selective inhibitor of GSK-3β and CDK5/p25; potent inhibitor of CDK1/cyclin B (IC50 = 0.035 μM).
Application
Alsterpaullone inhibits GSK-3β, CDK5/p25, and CDK1/cyclin B. Alsterpaullone has also been studied as an antimanic therapeutic for the acute manic phase of bipolar disorder.