Spinosyn D
(Synonyms: 多杀霉素D) 目录号 : GC44938A naturally-occurring insecticide
Cas No.:131929-63-0
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >95.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Spinosyn D is a spinosoid that is a minor component of spinosad, an insecticide based on chemical compounds found in a bacterial species isolated from sugarcane, S. spinosa. It acts as an agonist of insect nicotinic acetylcholinesterase receptors. Spinosyn D demonstrates insecticidal activity against H. virescens larvae (tobacco budworm) with an LD50 value of 0.8 ppm.
| Cas No. | 131929-63-0 | SDF | |
| 别名 | 多杀霉素D | ||
| Canonical SMILES | CN(C)[C@H]1CC[C@@](O[C@H]([C@@H](C)C2=O)CCC[C@H](CC)OC(C[C@]3([H])C2=C[C@]4([H])[C@@]3([H])C=C(C)[C@@]5([H])[C@@]4([H])C[C@H](O[C@]6([H])O[C@@H](C)[C@H](OC)[C@@H](OC)[C@H]6OC)C5)=O)([H])O[C@@H]1C | ||
| 分子式 | C42H67NO10 | 分子量 | 746 |
| 溶解度 | DMF: Soluble,DMSO: Soluble,Ethanol: Soluble,Methanol: Soluble | 储存条件 | Store at -20°C; protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 1.3405 mL | 6.7024 mL | 13.4048 mL |
| 5 mM | 0.2681 mL | 1.3405 mL | 2.681 mL |
| 10 mM | 0.134 mL | 0.6702 mL | 1.3405 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Conversion of spinosyn A and Spinosyn D to their respective 9- and 17-pseudoaglycones and their aglycones
J Antibiot (Tokyo) 1998 Aug;51(8):795-800.PMID:9766471DOI:10.7164/antibiotics.51.795.
Forosamine at the 17-position of spinosyns A and D was hydrolyzed under mild acidic conditions to give the corresponding 17-pseudoaglycones. The tri-O-methylrhamnose at the 9-position of the 17-pseudoaglycone of spinosyn A was hydrolyzed under more vigorous acidic conditions to give the aglycone of spinosyn A. However, these conditions led to decomposition of the 17-pseudoaglycone of Spinosyn D, presumably due to more facile protonation of the 5,6-double bond to produce a tertiary carbonium ion which undergoes further rearrangements. Spinosyns J and L (3'-O-demethyl spinosyn A and D, respectively) obtained from fermentation of biosynthetically-blocked mutant strains of Saccharopolyspora spinosa, were oxidized to give the corresponding 3'-keto-derivatives and the resultant keto-sugars were then beta-eliminated under basic conditions to give the 9-pseudoaglycones of spinosyns A and D respectively. Forosamine at the 17-position of the 9-pseudoaglycone of Spinosyn D was then readily hydrolyzed to yield the aglycone of Spinosyn D.
Quantification of spinosyn A and Spinosyn D in animal-derived products using multiwalled carbon nanotubes coupled with LC-MS/MS for analysis
Biomed Chromatogr 2021 Mar;35(3):e5007.PMID:33067857DOI:10.1002/bmc.5007.
An analytical method was developed for the quantification of spinosad (sum of spinosyns A and D) in five animal-derived products (chicken breast, pork, beef, egg, and milk) using LC-MS/MS. The sample was extracted using acetonitrile/1% acetic acid and a combination of magnesium sulfate and sodium acetate salts. The sample was purified using multiwalled carbon nanotubes as sorbent via a dispersive-solid-phase extraction procedure. Matrix-matched calibration (seven-point) provided good linearity with coefficient of determination (R2 ) ≥0.99 for each product. The limits of detection and quantification (LOQs) ranged between 0.0003-0.03 and 0.001-0.1 mg/kg, respectively. Method validation was carried out after spiking the target standard to blank matrices at the concentration levels of LOQ, 2 × LOQ, and 10 × LOQ with three replicates for each. The average recoveries were between 74 and 104%, with relative standard deviations ≤9.68, which were within the acceptable range designated by the international organizations. The developed method was successfully applied for monitoring market samples collected throughout the Korean Peninsula, and none of the samples tested positive for the target analytes. It has therefore been shown that dehydration and acidification were effective to extract spinosad from animal-derived products.
Spinosad: in pediculosis capitis
Am J Clin Dermatol 2011 Oct 1;12(5):349-53.PMID:21834600DOI:10.2165/11208070-000000000-00000.
Spinosad 0.9% suspension is a topical treatment for head-lice infestation (pediculosis capitis) that has been approved in the US as a prescription medicine. Spinosad is a natural mixture of the pediculicidal tetracyclic macrolides spinosyn A and Spinosyn D. Spinosad 0.9% mainly interferes with nicotinic acetylcholine receptors in insects, thereby producing neuronal excitation that results in paralysis of lice from neuromuscular fatigue after extended periods of hyperexcitation. Spinosad 0.9% kills both permethrin-susceptible and permethrin-resistant populations of lice. It is also ovicidal, killing both eggs (nits) and lice. Systemic absorption was not detectable after a single topical application of spinosad 1.8% for 10 minutes in children. In randomized, evaluator-blind, multicenter clinical trials, topical spinosad 0.9% without nit combing was significantly more effective than permethrin 1% with nit combing in the eradication of head lice assessed 14 days after one or two treatments. The majority of subjects treated with spinosad 0.9% without nit combing required only a single treatment to eradicate head lice, while the majority of those treated with permethrin 1% with nit combing required two treatments. Spinosad was generally well tolerated in clinical trials, with no severe or serious adverse events. Cutaneous and ocular irritation were the most common adverse events.
Residues, dissipation, and risk assessment of spinosad in cowpea under open field conditions
Environ Monit Assess 2015 Nov;187(11):706.PMID:26502727DOI:10.1007/s10661-015-4942-3.
The dissipation and residues of an eco-friendly bio-pesticide, spinosad, in cowpea under field conditions were studied using ultra-performance liquid chromatography with tandem mass spectrometry (UPLC-MSMS) after Quick, Easy, Cheap, Effective, Rugged, and Safe (QuEChERS) extraction. The method exhibited good linearity with respect to spinosyn A and Spinosyn D in solvent or blank cowpea matrix with correlation coefficients>0.99. Additionally, matrix effects were not significant in the range 0.987-1.014, and the average recoveries at three concentration levels were 75.1-91.1 and 79.4-90.5% for spinosyn A and Spinosyn D, respectively. The intra- and inter-day relative standard deviations were 2.5-9.3 and 7.8-9.8% for spinosyn A, respectively, and 4.1-7.9 and 6.6-8.3% for Spinosyn D, respectively. The limits of detection (LODs) and limits of quantification (LOQs) were 0.005 and 0.01 mg kg(-1), respectively, for spinosyn A, and 0.002 and 0.005 mg kg(-1), respectively, for Spinosyn D. The dissipation of spinosad (sum of spinosyn A and Spinosyn D) fitted well to first-order kinetics with half-lives of 0.9-1.5 days. The highest residue (HR) at pre-harvest interval (PHI) of 12 h was 0.321 mg kg(-1). Compared with the maximum residue limit (MRL) set by Codex, a PHI of at least 24 h was recommended. The estimated daily chronic intake of spinosad from cowpea was less than 0.14% of the acceptable daily intake (ADI). Therefore, the risk of consuming cowpea sprayed with spinosad under recommended field conditions was considered acceptable for the Chinese population.
Evaluation and development of spinosyns to control ectoparasites on cattle and sheep
Curr Top Med Chem 2002 Jul;2(7):675-99.PMID:12052185DOI:10.2174/1568026023393615.
The spinosyns are a novel family of fermentation-derived natural products that exhibit potent insecticidal activities. Spinosad, a naturally-occurring mixture of spinosyn A and Spinosyn D, has successfully established its utility for crop protective applications in the agrochemical field. Potential applications of this unique chemical family of macrolides also have been investigated in the field of animal health. Applications for the control of blowfly strike and lice on sheep have now been commercially developed and registered in Australia and potential applications for the control of ectoparasites on cattle are being studied.