N-[(2S,3R,4R,6S)-6-{[(2S,3S,4R,6R)-6-[(1'R,2S,4'S,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-[(2S)-butan-2-yl]-21',24'-dihydroxy-5,11',13',22'-tetramethyl-5,6-dihydro-3',7',19'-trioxaspiro[pyran-2,6'-tetracyclo[15.6.1.14,8.020,24]pentacosane]-10',14',16',22'-tetraen-2'-oneoxy]-4-methoxy-2-methyloxan-3-yl]oxy}-4-methoxy-2-methyloxan-3-yl]acetamide

• ChemBase编号: 168134
• 分子式: C50H75NO14
• 平均质量: 914.1288
• 单一同位素质量: 913.51875609
• SMILES: [C@H]1(/C(=C/C[C@@H]2C[C@@H](C[C@]3(O2)O[C@@H]([C@H](C=C3)C)[C@@H](C)CC)OC(=O)[C@H]2[C@@]3(/C(=C/C=C/[C@@H]1C)/CO[C@@H]3[C@@H](C(=C2)C)O)O)/C)O[C@H]1C[C@H]([C@H]([C@@H](O1)C)O[C@H]1C[C@H]([C@@H]([C@@H](O1)C)NC(=O)C)OC)OC
• Canonical SMILES: CC[C@@H]([C@H]1O[C@@]2(C=C[C@@H]1C)O[C@@H]1C/C=C(\C)/[C@@H](O[C@H]3C[C@@H](OC)[C@H]([C@@H](O3)C)O[C@H]3C[C@@H](OC)[C@@H]([C@@H](O3)C)NC(=O)C)[C@@H](C)/C=C/C=C\3/[C@]4([C@H](C(=O)O[C@H](C2)C1)C=C(C)[C@H]([C@H]4OC3)O)O)C
• InChI: InChI=1S/C50H75NO14/c1-12-26(2)45-29(5)18-19-49(65-45)24-36-21-35(64-49)17-16-28(4)44(27(3)14-13-15-34-25-58-47-43(53)30(6)20-37(48(54)61-36)50(34,47)55)62-41-23-39(57-11)46(32(8)60-41)63-40-22-38(56-10)42(31(7)59-40)51-33(9)52/h13-16,18-20,26-27,29,31-32,35-47,53,55H,12,17,21-25H2,1-11H3,(H,51,52)/b14-13+,28-16+,34-15+/t26-,27-,29-,31-,32-,35?,36-,37-,38+,39+,40-,41-,42+,43+,44-,45+,46-,47+,49+,50+/m0/s1
• InChIKey: ZKWQQXZUCOBISE-NYCNBNIRSA-N

名称和登记号

名称

• IUPAC标准名: N-[(2S,3R,4R,6S)-6-{[(2S,3S,4R,6R)-6-[(1'R,2S,4'S,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-[(2S)-butan-2-yl]-21',24'-dihydroxy-5,11',13',22'-tetramethyl-5,6-dihydro-3',7',19'-trioxaspiro[pyran-2,6'-tetracyclo[15.6.1.1^4,^8.0^2^0,^2^4]pentacosane]-10',14',16',22'-tetraen-2'-oneoxy]-4-methoxy-2-methyloxan-3-yl]oxy}-4-methoxy-2-methyloxan-3-yl]acetamide
• IUPAC传统名: N-[(2S,3R,4R,6S)-6-{[(2S,3S,4R,6R)-6-[(1'R,2S,4'S,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-[(2S)-butan-2-yl]-21',24'-dihydroxy-5,11',13',22'-tetramethyl-5,6-dihydro-3',7',19'-trioxaspiro[pyran-2,6'-tetracyclo[15.6.1.1^4,^8.0^2^0,^2^4]pentacosane]-10',14',16',22'-tetraen-2'-oneoxy]-4-methoxy-2-methyloxan-3-yl]oxy}-4-methoxy-2-methyloxan-3-yl]acetamide
• 别名: (4''R)-4''-(Acetylamino)-4''-deoxyavermectin B1; Eprinex; MK 397; Eprinomectin

登记号

• CAS号: 123997-26-2
• PubChem SID: 162262266
• PubChem CID: 71316383

理论计算性质

• Acid pKa: 12.489648
• 质子受体: 13
• 质子供体: 3
• LogD (pH = 5.5): 5.560397
• LogD (pH = 7.4): 5.5603943
• Log P: 5.5603976
• 摩尔折射率: 242.2811 cm^3
• 极化性: 96.043625 Å^3
• 极化表面积: 178.93 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; DMSO; Methanol
• 外观: White Solid
• 熔点: 169-171°C

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - E590050

A mixture of semi-synthetic Avermectins; containing 90% or more of component B1a and 10% or less of component B1b. Antiparasitic.

参考文献

• Jones, T.K., et al.: J. Agric. Food Chem., 42, 1786 (1994)
• Arena, J.P., et al.: J. Parasitol., 81, 286 (1994)