20-oxo-3,13λ5-diazapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1(13),2(10),4(9),5,7,11,14(19),15,17-nonaen-13-ylium hydrate chloride

• ChemBase编号: 153150
• 分子式: C18H13ClN2O2
• 平均质量: 324.76102
• 单一同位素质量: 324.06655535
• SMILES: c1ccc2c(c1)c1cc[n+]3c(c1[nH]2)C(=O)c1c3cccc1.O.[Cl-]
• Canonical SMILES: O=C1c2c3[nH]c4c(c3cc[n+]2c2c1cccc2)cccc4.O.[Cl-]
• InChI: InChI=1S/C18H10N2O.ClH.H2O/c21-18-13-6-2-4-8-15(13)20-10-9-12-11-5-1-3-7-14(11)19-16(12)17(18)20;;/h1-10H;1H;1H2
• InChIKey: WPIOPGXRERNYSI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 20-oxo-3,13λ^5-diazapentacyclo[11.7.0.0^2,^1^0.0^4,^9.0^1^4,^1^9]icosa-1(13),2(10),4(9),5,7,11,14(19),15,17-nonaen-13-ylium hydrate chloride
• IUPAC传统名: 20-oxo-3,13λ^5-diazapentacyclo[11.7.0.0^2,^1^0.0^4,^9.0^1^4,^1^9]icosa-1(13),2(10),4(9),5,7,11,14(19),15,17-nonaen-13-ylium hydrate chloride
• 别名: Fascaplysine 水合物; 12,13-Dihydro-13-oxopyrido[1,2-a:3,4-b′]diindol-5-ium chloride; Fascaplysine hydrate; Fascaplysin chloride hydrate

登记号

• CAS号: 114719-57-2(anhydrous)
• MDL号: MFCD09752600
• PubChem SID: 162247290
• PubChem CID: 71311597

理论计算性质

• Acid pKa: 10.249395
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 0.37564498
• LogD (pH = 7.4): 0.37511316
• Log P: 0.37565178
• 摩尔折射率: 91.9626 cm^3
• 极化性: 34.161068 Å^3
• 极化表面积: 36.74 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: ~20 mg/mL; H2O: <2 mg/mL
• 外观: brick red solid

安全信息

• 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
• 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

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C18H11ClN2O · xH2O

详细说明

Sigma Aldrich - F7804

Biochem/physiol Actions
Originally isolated from the marine sponge Thorectandra sp., fascaplysin chloride is a selective, potent inhibitor of cyclin dependent kinase 4/cyclin D1 (IC50 = 0.35 μM). It is significantly less selective for Cdk6/D1 (IC50 = 3.4 μM) and not selective for the other Cdks and tyrosine kinases.