(10S)-10-amino-14-hydroxy-3,4,5-trimethoxytricyclo[9.5.0.02,7]hexadeca-1(16),2(7),3,5,11,14-hexaen-13-one

• ChemBase编号: 133871
• 分子式: C19H21NO5
• 平均质量: 343.37374
• 单一同位素质量: 343.14197278
• SMILES: COc1cc2c(c(c1OC)OC)c1ccc(c(=O)cc1[C@H](CC2)N)O
• Canonical SMILES: COc1c(OC)c(OC)cc2c1c1ccc(c(=O)cc1[C@H](CC2)N)O
• InChI: InChI=1S/C19H21NO5/c1-23-16-8-10-4-6-13(20)12-9-15(22)14(21)7-5-11(12)17(10)19(25-3)18(16)24-2/h5,7-9,13H,4,6,20H2,1-3H3,(H,21,22)/t13-/m0/s1
• InChIKey: IRVWPZRYDQROLU-ZDUSSCGKSA-N

名称和登记号

名称

• IUPAC标准名: (10S)-10-amino-14-hydroxy-3,4,5-trimethoxytricyclo[9.5.0.0^2,^7]hexadeca-1(16),2(7),3,5,11,14-hexaen-13-one; (10S)-10-amino-14-hydroxy-3,4,5-trimethoxytricyclo[9.5.0.0^2,^7]hexadeca-1(16),2,4,6,11,14-hexaen-13-one
• IUPAC传统名: (10S)-10-amino-14-hydroxy-3,4,5-trimethoxytricyclo[9.5.0.0^2,^7]hexadeca-1(16),2(7),3,5,11,14-hexaen-13-one; (10S)-10-amino-14-hydroxy-3,4,5-trimethoxytricyclo[9.5.0.0^2,^7]hexadeca-1(16),2,4,6,11,14-hexaen-13-one
• 别名: 三甲基秋水仙酸; (7S)-7-Amino-6,7-dihydro-10-hydroxy-1,2,3-trimethoxy-benzo[a]heptalen-9(5H)-one; NSC 36796; Trimethylcolchicinic Acid; N-Deacetyl Colchiceine; Trimethylcolchicinic acid; Trimethylcolchicinate

登记号

• CAS号: 3482-37-9
• EC号: 222-464-5
• MDL号: MFCD00082296
• PubChem SID: 162228148; 24900490
• PubChem CID: 453131

理论计算性质

• Acid pKa: 9.3816805
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): -1.4502466
• LogD (pH = 7.4): -0.4569272
• Log P: 1.316512
• 摩尔折射率: 97.1806 cm^3
• 极化性: 36.339672 Å^3
• 极化表面积: 91.01 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Water
• 外观: Yellow-green Solid
• 熔点: >230°C (dec.)

安全信息

• 保存条件: -20°C Freezer
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22
• 安全公开号: 36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H332
• GHS警示性声明: P280
• 保存温度: -20°C

药理学性质

• 生物活性机理: Inhibitor of microtubule polymerization by binding to tubulin

产品相关信息

• 生物来源: Alkaloid from the above-ground parts of Merendera robusta (Liliaceae)
• 应用领域: Cytostatic

详细说明

Toronto Research Chemicals - D198900

An antimitotic agent that disrupts microtubles by binding to tubulin and preventing its polymerization. Stimulates the intrinsic GTPase activity of tubulin. Induces apoptosis in several normal and tumor cell lines and activates the JNK/SAPK signaling pa

参考文献

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• Ceccatelli, S., et al.: Neuroreport, 8, 3779 (1992)
• Want, T.H., et al.: J. Biol. Chem., 273, 4928 (1992)
• Andreu, J.M., et al.: Biochemistry, 37, 8356 (1992)
• Jordan, A., et al.: Med. Res. Rev