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4''-methylaminoavermectin | 119791-41-2

中文名称
——
中文别名
——
英文名称
4''-methylaminoavermectin
英文别名
emamectin B1a;emamectin;4''-deoxy-4''-epi-methylaminoavermectin B1a;(1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-4-methoxy-5-[(2S,4S,5R,6S)-4-methoxy-6-methyl-5-(methylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3,11',13',22'-tetramethylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2'-one
4''-methylaminoavermectin化学式
CAS
119791-41-2
化学式
C49H75NO13
mdl
MFCD07637273
分子量
886.133
InChiKey
CXEGAUYXQAKHKJ-COFQVFHOSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 溶解度:
    可溶于二氯甲烷(少许)、氯仿(少许)、甲醇(少许)
  • 颜色/状态:
    White to off-white powder
  • 熔点:
    141-146 °C /Emamectin benzoate/
  • 密度:
    1.20 at 23 °C /Emamectin benzoate/
  • 蒸汽压力:
    3.8X10-8 mm Hg at 21 °C /Emamectin benzoate/
  • 旋光度:
    Specific optical rotation: -6.9 deg (c = 0.5% in methanol)
  • 分解:
    When heated to decomposition it emits toxic vapors of /Nitrogen oxide/.
  • 解离常数:
    pKa: 4.18 (acidic, attributed to benzoate counter ion), 8.71 (basic, attributed to emamectin moiety)
  • 碰撞截面:
    300.62 Ų [M+H]+

计算性质

  • 辛醇/水分配系数(LogP):
    4.1
  • 重原子数:
    63
  • 可旋转键数:
    9
  • 环数:
    7.0
  • sp3杂化的碳原子比例:
    0.78
  • 拓扑面积:
    162
  • 氢给体数:
    3
  • 氢受体数:
    14

ADMET

代谢
大西洋鲑鱼(约1.3公斤)在5±1摄氏度的海罐中饲养,通过饲料以50微克/公斤/天的名义剂量连续7天给予[(3)H]依玛菌素B1苯甲酸盐。在最终剂量后的3小时和12小时以及1、3、7、15、30、45、60和90天,从每组10条鱼中收集组织、血液和胆汁。从最终剂量前开始,每天从罐中收集粪便,直至最终剂量后90天。在给药期间,每日粪便样本的总放射性残留物(TRR)最大为0.25 ppm,且在覆盖给药期的合并粪便中,大于97%的TRR是依玛菌素B1a。粪便TRR随后迅速下降,最终剂量后1天大约降至0.05 ppm。在给药后90天内,组织的平均TRR范围如下:肾脏,1.4-3 ppm;肝脏,1.0-2.3 ppm;皮肤,0.04-0.09 ppm;肌肉,0.02-0.06 ppm;骨骼,小于0.01 ppm。按给药后时间间隔合并的肝脏、肾脏、肌肉和皮肤样本的残留物组分为依玛菌素B1a(81-100% TRR)和去甲基依玛菌素B1a(0-17% TRR),在一些肌肉样本中可以看到N-甲酰依玛菌素B1a的微量(小于2%)。选作依玛菌素残留监管监测的标志残留物是依玛菌素B1a。使用高效液相色谱-荧光法量化个体皮肤和肌肉样本中的依玛菌素B1a平,在所有分析的样本中(给药后3小时至30天),该平低于85 ppb。
Atlantic salmon (approximately 1.3 kg) maintained in tanks of seawater at 5 +/- 1 degrees C were dosed with [(3)H]emamectin B1 benzoate in feed at a nominal rate of 50 ug of emamectin benzoate/kg/day for 7 consecutive days. Tissues, blood, and bile were collected from 10 fish each at 3 and 12 hr and at 1, 3, 7, 15, 30, 45, 60, and 90 days post final dose. Feces were collected daily from the tanks beginning just prior to dosing to 90 days post final dose. The total radioactive residues (TRR) of the daily feces samples during dosing were 0.25 ppm maximal, and >97% of the TRR in pooled feces covering the dosing period was emamectin B1a. Feces TRR then rapidly declined to approximately 0.05 ppm by 1 day post final dose. The ranges of mean TRR for tissues over the 90 days post dose period were as follows: kidney, 1.4-3 ppm; liver, 1.0-2.3 ppm; skin, 0.04-0.09 ppm; muscle, 0.02-0.06 ppm; and bone, <0.01 ppm. The residue components of liver, kidney, muscle, and skin samples pooled by post dose interval were emamectin B1a (81-100% TRR) and desmethylemamectin B1a (0-17% TRR) with N-formylemamectin B1a seen in trace amounts (<2%) in some muscle samples. The marker residue selected for regulatory surveillance of emamectin residues was emamectin B1a. The emamectin B1a level was quantified in individual samples of skin and muscle using HPLC-fluorometry and was below 85 ppb in all samples analyzed (3 hr to 30 days post dose).
来源:Hazardous Substances Data Bank (HSDB)
代谢
...已鉴定出一个哺乳动物代谢物。这种代谢物被特征化为乙螨唑的N-去甲基化副产物。
...a single mammalian metabolite has been identified. This metabolite is characterized as an N-demethylation byproduct of emamectin.
来源:Hazardous Substances Data Bank (HSDB)
代谢
(3)H/(14)C-标记的4"-脱氧-4"-表甲基阿维菌素B1a(MAB1a)苯甲酸盐的代谢被研究,这是阿维菌素杀虫剂艾玛菌素苯甲酸盐的主要同系物(大于或等于90%)。十只莱杭鸡(Gallus domesticus)每天口服一次,连续7天(1毫克/千克体重/天)。每天收集鸡蛋和排泄物,然后将鸡蛋分离成蛋白和蛋黄。最后一次给药后20小时内,鸡被安乐死,收集肝脏、肾脏、心脏、肌肉、脂肪、卵巢、肌胃、胃肠道及其内容物和尸体。大约70%和6%的总给药剂量分别在排泄物加胃肠道及其内容物和组织加鸡蛋中回收。确定了两种新的代谢物,即原化合物的24-羟甲基衍生物(24-羟甲基-4"-脱氧-4"-表甲基阿维菌素B1a)和24-羟甲基-4"-脱氧-4"-表甲基阿维菌素B1a的N-去甲基衍生物(24-羟甲基-4"-脱氧-4"-表阿维菌素B1a)。此外,还分离和鉴定了这两