18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0^{2,10}.0^{5,9}.0^{15,19}]nonadeca-2(10),12(19),14-trien-3-yl acetate

• ChemBase编号: 105996
• 分子式: C23H24O8
• 平均质量: 428.43186
• 单一同位素质量: 428.14711773
• SMILES: COCC1OC(=O)c2coc3c2C1(C)C1=C(C2CCC(=O)C2(C)CC1OC(=O)C)C3=O
• Canonical SMILES: COCC1OC(=O)c2c3C1(C)C1=C(C(=O)c3oc2)C2C(CC1OC(=O)C)(C)C(=O)CC2
• InChI: InChI=1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3
• InChIKey: QDLHCMPXEPAAMD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0^{2,10}.0^{5,9}.0^{15,19}]nonadeca-2(10),12(19),14-trien-3-yl acetate
• IUPAC传统名: wortmannin
• 别名: WORTMANNIN

登记号

• CAS号: 19545-26-7
• PubChem SID: 162087206
• PubChem CID: 5691

理论计算性质

• Acid pKa: 19.667614
• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): 1.4426177
• LogD (pH = 7.4): 1.4426177
• Log P: 1.4426177
• 摩尔折射率: 106.8572 cm^3
• 极化性: 41.506565 Å^3
• 极化表面积: 109.11 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

安全信息

• 保存条件: -20°C, Desiccate
• RTECS编号: CB9641000

详细说明

MP Biomedicals - 02195690

A fungal metabolite which potently and selectively inhibits phosphatidylinositol 3-kinase. It also inhibits fMLP induced PIP₃ and superoxide anion production in guinea pig neutrophils. It blocks insulin metabolic effects in rat adipocytes without affecting the insulin receptor tyrosine kinase activity.