3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1,4,6,8,10,15,17,19,21-nonaen-12-one

• ChemBase编号: 5664
• 分子式: C20H13N3O
• 平均质量: 311.33672
• 单一同位素质量: 311.10586205
• SMILES: C1NC(=O)c2c1c1c([nH]c3c1cccc3)c1c2c2c([nH]1)cccc2
• Canonical SMILES: O=C1NCc2c1c1c([nH]c3c1cccc3)c1c2c2ccccc2[nH]1
• InChI: InChI=1S/C20H13N3O/c24-20-17-12(9-21-20)15-10-5-1-3-7-13(10)22-18(15)19-16(17)11-6-2-4-8-14(11)23-19/h1-8,22-23H,9H2,(H,21,24)
• InChIKey: MEXUTNIFSHFQRG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1,4,6,8,10,15,17,19,21-nonaen-12-one; 3,13,23-triazahexacyclo[14.7.0.0^2,^1^0.0^4,^9.0^1^1,^1^5.0^1^7,^2^2]tricosa-1(16),2(10),4(9),5,7,11(15),17,19,21-nonaen-12-one
• IUPAC传统名: 3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1,4,6,8,10,15,17,19,21-nonaen-12-one; 3,13,23-triazahexacyclo[14.7.0.0^2,^1^0.0^4,^9.0^1^1,^1^5.0^1^7,^2^2]tricosa-1(16),2(10),4(9),5,7,11(15),17,19,21-nonaen-12-one
• 别名: 6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one; K-252c; Staurosporine aglycone; Staurosporonine; K252c, Ready Made Solution; Staurosporine aglycone

登记号

• EC号: 200-664-3
• MDL号: MFCD00236435
• PubChem SID: 99444507; 160969091; 24899575
• PubChem CID: 3815

理论计算性质

JChem

• Acid pKa: 13.286813
• 质子受体: 1
• 质子供体: 3
• LogD (pH = 5.5): 3.034069
• LogD (pH = 7.4): 3.0340688
• Log P: 3.0340693
• 摩尔折射率: 93.4161 cm^3
• 极化性: 39.961216 Å^3
• 极化表面积: 60.68 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.57
• LOG S: -4.77
• 溶解度: 5.28e-03 g/l

分子性质

理化性质

• 溶解度: DMSO: soluble
• 外观: crystalline powder

安全信息

• 德国WGK号: 1; 3
• 个人保护装置: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US); Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... CDK2(1017)

产品相关信息

• 纯度: >95% (HPLC); ≥95%
• 生物来源: from Streptomyces albus
• 运输包装: dry ice
• Empirical Formula (Hill Notation): C20H13N3O

详细说明

DrugBank - DB08036

Drug information: experimental

Sigma Aldrich - S3939

Biochem/physiol Actions
K-252c is a PKC inhibitor active at submicromolar concentrations.

Sigma Aldrich - K1890

Physical form
Supplied as a 1.6 mM, 0.2 μm-filtered solution in dimethyl sulfoxide (DMSO).
Biochem/physiol Actions
K252c belongs to the K252 family of compounds, which are general and potent inhibitors of various protein kinases.1 K252c is a protein kinase C inhibitor, weaker than K252b (IC50 of K252c = 214 nM and IC50 of K252b = 38.3 nM).1 K252c is also a weak inhibitor of calcium/calmodulin-activated phosphodiesterase with IC50 values of 297 μM for the brain enzyme.1, K252c expresses potent cytotoxicity against lung cancer A549 cells in vitro with an IC50 of 2.0 μM and against P388, IC50 = 3.2 μM.2, K252c exhibits moderate cytotoxic activity against K562 cells and induces apoptotic responses at 10 μM.3