(1'R,2R,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-12'-{[(2R,4R,5S,6S)-5-{[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.14,8.020,24]pentacosane]-10',14',16',22'-tetraen-2'-one

• ChemBase编号: 172006
• 分子式: C48H74O14
• 平均质量: 875.09276
• 单一同位素质量: 874.50785705
• SMILES: [C@H]1(/C(=C/C[C@@H]2C[C@@H](C[C@]3(O2)O[C@@H]([C@H](CC3)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)O)OC)OC
• Canonical SMILES: CO[C@@H]1C[C@H](O[C@H]2[C@@H](C)/C=C/C=C/3\CO[C@H]4[C@]3(O)[C@@H](C=C([C@H]4O)C)C(=O)O[C@H]3C[C@@H](C/C=C/2\C)O[C@]2(C3)CC[C@@H]([C@H](O2)[C@H](CC)C)C)O[C@H]([C@@H]1O[C@H]1C[C@@H](OC)[C@H]([C@@H](O1)C)O)C
• InChI: InChI=1S/C48H74O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33?,34-,35-,36+,37+,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1
• InChIKey: AZSNMRSAGSSBNP-RVMVZXQXSA-N

名称和登记号

名称

• IUPAC标准名: (1'R,2R,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-12'-{[(2R,4R,5S,6S)-5-{[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^4,^8.0^2^0,^2^4]pentacosane]-10',14',16',22'-tetraen-2'-one
• IUPAC传统名: (1'R,2R,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-12'-{[(2R,4R,5S,6S)-5-{[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^4,^8.0^2^0,^2^4]pentacosane]-10',14',16',22'-tetraen-2'-one
• 别名: 22,23-Dihydroavermectin B1; 22,23-Dihydro C-076B1; Heartgard 30; Ivomec; Ivosint; Mectizan; Stromectol; Uvemec; Vermic; Zimecterin; Ivermectin

登记号

• CAS号: 70288-86-7
• PubChem SID: 164227916
• PubChem CID: 71749648

理论计算性质

• Acid pKa: 12.467905
• 质子受体: 13
• 质子供体: 3
• LogD (pH = 5.5): 5.8257456
• LogD (pH = 7.4): 5.825742
• Log P: 5.8257456
• 摩尔折射率: 230.3276 cm^3
• 极化性: 92.01296 Å^3
• 极化表面积: 170.06 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Methanol; Water
• 外观: White Solid
• 熔点: 198-205°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - I940800

Semi-synthetic derivative of Abamectin; consists of a mixture of not less than 80% component B1a and not more than 20% component B1b. Antihelmintic (Onchocerca).

参考文献

• Chabala, J.C., et al.: J. Med. Chem., 23, 1134 (1980)
• Campbell, W.C., et al.: Science, 221, 823 (1980)
• Bennett, J.L., et al.: Parasitol. Today, 4, 226 (1980)
• Plaisier, A.P., et al.: J. Infect. Dis., 172, 204 (1980)