Avermectin B1

Insecticide CAS# 71751-41-2

Avermectin B1

Catalog No. BCC1381----Order now to get a substantial discount!

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Chemical structure

Avermectin B1

3D structure

Chemical Properties of Avermectin B1

Cas No. 71751-41-2 SDF Download SDF
PubChem ID 6435890 Appearance Powder
Formula C48H72O14 M.Wt 873.1
Type of Compound N/A Storage Desiccate at -20°C
Synonyms Abamectin; Avermectin B1a-Avermectin B1b mixt.
Solubility DMSO : ≥ 247 mg/mL (142.60 mM)
H2O : < 0.1 mg/mL (insoluble)
*"≥" means soluble, but saturation unknown.
SMILES CCC(C)C1C(C=CC2(O1)CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5O)C)C(=O)O3)O)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)O)OC)OC)C)C.CC1C=CC=C2COC3C2(C(C=C(C3O)C)C(=O)OC4CC(CC=C(C1OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)O)OC)OC)C)OC7(C4)C=CC(C(O7)C(C)C)C)O
Standard InChIKey IBSREHMXUMOFBB-MVGRHBATSA-N
Standard InChI InChI=1S/C48H72O14.C47H70O14/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;1-24(2)41-27(5)16-17-46(61-41)22-33-19-32(60-46)15-14-26(4)42(25(3)12-11-13-31-23-54-44-39(48)28(6)18-34(45(50)57-33)47(31,44)51)58-38-21-36(53-10)43(30(8)56-38)59-37-20-35(52-9)40(49)29(7)55-37/h12-15,17-19,25-26,28,30-31,33-45,49-50,52H,11,16,20-24H2,1-10H3;11-14,16-18,24-25,27,29-30,32-44,48-49,51H,15,19-23H2,1-10H3/b13-12+,27-15+,32-14+;12-11+,26-14+,31-13+/t25?,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+;25-,27-,29-,30-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+,42-,43-,44+,46+,47+/m00/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Avermectin B1

DescriptionAvermectin B1 (Abamectin) is a widely used insecticide and anthelmintic. IC50 Value: N/A Target: Antiparasitic Avermectin B1 is a mixture of avermectins containing more than 80% avermectin B1a and less than 20% avermectin B1b. These two components, B1a and B1b have very similar biological and toxicological properties. The avermectins are insecticidal and antihelmintic compounds derived from various laboratory broths fermented by the soil bacterium Streptomyces avermitilis. Avermectin B1 is a natural fermentation product of this bacterium.

References:
[1]. Mogg TD, Pollitt CC, Willmore JP, Thompson H. Efficacy of avermectin B1 given orally against equine intestinal strongyles and Onchocera microfilaria. Aust Vet J. 1990 Nov;67(11):399-401. [2]. De Chaneet GC, Casey R, Dixon FF, Besier RB, Mitchell RK. Effect of avermectin B1 and benzimidazole anthelmintics on worm egg output of treated cattle. Aust Vet J. 1988 Mar;65(3):85-6. [3]. Seaman JT, Eagleson JS, Carrigan MJ, Webb RF. Avermectin B1 toxicity in a herd of Murray Grey cattle. Aust Vet J. 1987 Sep;64(9):284-5. [4]. Murty US, Jyothi KN, Jamil K. Effect of avermectin B1 (L-676) a metabolite from Streptomyces avermilitis on immatures of Culex quinquefasciatus. Indian J Med Res. 1987 May;85:539-41. [5]. Parrish MD, Roberts RB. Toxicity of avermectin B1 to larval yellowjackets, Vespula maculifrons (Hymenoptera: Vespidae). J Econ Entomol. 1984 Jun;77(3):769-72.

Avermectin B1 Dilution Calculator

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Avermectin B1 Molarity Calculator

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Preparing Stock Solutions of Avermectin B1

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.1453 mL 5.7267 mL 11.4534 mL 22.9069 mL 28.6336 mL
5 mM 0.2291 mL 1.1453 mL 2.2907 mL 4.5814 mL 5.7267 mL
10 mM 0.1145 mL 0.5727 mL 1.1453 mL 2.2907 mL 2.8634 mL
50 mM 0.0229 mL 0.1145 mL 0.2291 mL 0.4581 mL 0.5727 mL
100 mM 0.0115 mL 0.0573 mL 0.1145 mL 0.2291 mL 0.2863 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Avermectin B1

Avermectin B1 (Abamectin) is a widely used insecticide and anthelmintic. Avermectin B1 is a mixture of avermectins containing more than 80% avermectin B1a and less than 20% avermectin B1b. These two components, B1a and B1b have very similar biological and toxicological properties. The avermectins are insecticidal and antihelmintic compounds derived from various laboratory broths fermented by the soil bacterium Streptomyces avermitilis. Avermectin B1 is a natural fermentation product of this bacterium.

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References on Avermectin B1

Identification of cytochrome P4503A as the major enzyme sub-family responsible for the metabolism of 22,23-dihydro-13-O-[(2-methoxyethoxy)methyl]-avermectin B1 aglycone by rat liver microsomes.[Pubmed:9364736]

Xenobiotica. 1997 Oct;27(10):985-94.

1. Metabolism of 22,23-dihydro-13-O-[(2-methoxyethoxy)methyl]-Avermectin B1 aglycone (MEM-H2B1), a new avermectin, by rat liver microsomes has been studied. Metabolites identified were formed by demethylation of the methoxyethoxymethoxy (MEM) side chain, loss of the MEM side chain, partial cleavage and further oxidation of the MEM side chain, and oxidation of the aglycone after cleavage of the MEM side chain. 2. The specific cytochrome P450 isoforms involved in the metabolism of MEM-H2B1 were identified through immunoinhibition studies. Among several antibodies prepared against various cytochrome P450s, only anti-rat P4503A IgG inhibited MEM-H2B1 metabolism by liver microsomes from the untreated rat. Moreover, troleandomycin, a selective suicide inhibitor for enzymes of the cytochrome P4503A family, inhibited the total metabolism by > 80%. These results clearly indicate that cytochrome P4503A is primarily responsible for the metabolism of MEM-H2B1. 3. Secondary metabolism was evident in the metabolism of MEM-H2B1 by dexamethasone and phenobarbital induced liver microsomes, where different isoform(s) of cytochrome P4503A could be involved in these multiple step reactions.

[Determination of Avermectin B1 content by first-order derivative spectrum analysis].[Pubmed:12953585]

Guang Pu Xue Yu Guang Pu Fen Xi. 2001 Feb;21(1):84-6.

After acquiring the ultraviolet absorption spectrum and its first order derivative spectrum distributions of Avermectin B1 by using UV-2401 PC spectrophotometer and spectrum-measuring system, we found that coordinates of the peak A252.2 and the valley A256.8 are not disturbed by the different forms of preparations. We considered that delta A = A252.2-A256.8 is the reliable ground for quantitative analysis of Avermectin B1 content in order to reduce error. The standard regression equation c = 272.7 delta A-0.161 and the related coefficient r = 0.9996 are obtained through measurements of the standard preparations. Then the Avermectin B1 content and the average recovery rate of different preparations are determined and the result indicates that this method is especially suitable for determining the Avermectin B1 content.

[Selection of high avermectins producing strain and identification of avermectin B1].[Pubmed:10883272]

Sheng Wu Gong Cheng Xue Bao. 2000 Jan;16(1):31-5.

Three types of colony, powdery gray, white and bald, were isolated from Streptomyces avermitilis ATCC31272. Among them, only the powdery grey one produces avermectins. Sa-76 strain was selected from the powdery grey strain by mutation with high energy electric flow, and its avermectins titer attainde 100 micrograms/mL in shaking flask. Avermectin B1 was extracted and purified from the mycelia of Sa-76, and identified by UV, IR, 1H-NMR, 13C-NMR and mass spectra. After Sa-76 strain was treated twice with NTG, a strain named Sa-76-8 was selected with avermectins titer over 2000 micrograms/mL. The Sa-76-8 strain was treated with NTG once again, and a high avermectins producing strain named as Sa-76-9 with avermectins titer up to 3500-4000 micrograms/mL was selected.

Bioconcentration and elimination of avermectin B1 in sturgeon.[Pubmed:15720000]

Environ Toxicol Chem. 2005 Feb;24(2):396-9.

The bioconcentration and elimination of Avermectin B1 in sturgeon muscle were investigated with high-performance liquid chromatography. Mean concentrations of 0.2 and 1 ng x ml(-1) in water were maintained for a 22-d exposure period. The concentrations of Avermectin B1alpha in muscle tissues reached steady state within 14 to 18 d. The level of Avermectin B1 concentrations in the fish muscles was 7.75+/-0.88 and 38.29+/-1.65 ng x g(-1) for the low and high concentrations, respectively, on day 22. The half-life (t1/2) of the concentrations for the two treated groups was 4.95 and 4.33 d for the low and high concentrations, respectively. Greater than 95% of the tissue concentrations were eliminated from the exposed fish after the 14- and 18-d elimination periods. The estimated values of the bioconcentration factor were 42 L/kg for the low-concentration group and 41 L/kg for high-concentration group, and these values were not significantly different (alpha = 0.05). Avermectin B1alpha does not strongly bioconcentrate in individual aquatic organism and would not be expected to biomagnify in the food chain.

Description

Avermectin B1 (Abamectin) is a widely used insecticide and anthelmintic.

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