CAS 165108-09-8

25-Cyclohexyl-4′-O-de(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-5-demethoxy-25-de(1-methylpropyl)-5-(hydroxyimino)avermectin A1a

Description:

25-Cyclohexyl-4′-O-de(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-5-demethoxy-25-de(1-methylpropyl)-5-(hydroxyimino)avermectin A1a, with CAS number 165108-09-8, is a complex chemical compound belonging to the avermectin family, which are macrocyclic lactones derived from the fermentation of the bacterium Streptomyces avermitilis. This substance exhibits potent insecticidal and acaricidal properties, making it valuable in agricultural applications, particularly in pest control. Its structure features multiple functional groups, including a hydroxyimino group and sugar moieties, which contribute to its biological activity and solubility characteristics. The presence of cyclohexyl and methylpropyl substituents enhances its lipophilicity, potentially influencing its absorption and distribution in biological systems. As with many avermectins, it acts by interfering with neurotransmission in target pests, leading to paralysis and death. Safety and environmental impact assessments are essential when utilizing such compounds, given their biological potency and potential effects on non-target organisms.

Formula: C₄₃H₆₁NO₁₁

InChI: InChI=1S/C43H61NO11/c1-24-11-10-14-30-23-50-40-36(44-48)27(4)19-33(43(30,40)47)41(46)52-32-20-31(16-15-25(2)38(24)53-35-21-34(49-6)37(45)28(5)51-35)54-42(22-32)18-17-26(3)39(55-42)29-12-8-7-9-13-29/h10-11,14-15,17-19,24,26,28-29,31-35,37-40,45,47-48H,7-9,12-13,16,20-23H2,1-6H3/b11-10+,25-15+,30-14+,44-36?/t24-,26-,28-,31+,32-,33-,34-,35-,37-,38-,39-,40+,42+,43+/m0/s1

InChI key: InChIKey=GATKGOZXXRVNJY-PBTBINGESA-N

SMILES: O[C@@]1/2[C@]3(C(=NO)C(C)=C[C@]1(C(=O)O[C@@]4(C[C@@]5(O[C@@]([C@@H](C)C=C5)(C6CCCCC6)[H])O[C@@](C4)(C/C=C(\C)/[C@@H](O[C@H]7C[C@H](OC)[C@@H](O)[C@H](C)O7)[C@@H](C)\C=C\C=C2/CO3)[H])[H])[H])[H]

Synonyms:

• Avermectin A1a, 25-cyclohexyl-4′-O-de(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-5-demethoxy-25-de(1-methylpropyl)-5-(hydroxyimino)-
• 25-Cyclohexyl-4′-O-de(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-5-demethoxy-25-de(1-methylpropyl)-5-(hydroxyimino)avermectin A1a

22,23-Didehydro Selamectin(>90%)

Controlled Product

CAS: 165108-09-8

Impurity Selamectin Impurity B
Stability Hygroscopic
Applications 22,23-Didehydro Selamectin is an impurity of Selamectin (S247990) which is a topical parasiticide. Selamectin (S247990) is also used as a veterinary antihelminithic agent on animals.
References Eshar, D., et al.: J. Am. Veterin. Med. Association., 241, 1056 (2012); Geis-Asteggiante, L., et al.: J. Chromatograph., 1258, 43 (2012);

Formula: C₄₃H₆₁NO₁₁

Purity: >90%

Color and Shape: Neat

Molecular weight: 767.94

Ref: TR-D439445

Selamectin EP Impuity B

CAS: 165108-09-8

Formula: C₄₃H₆₁NO₁₁

Molecular weight: 767.96

Ref: ST-EA-CP-S75002

Selamectin Impurity EP B

CAS: 165108-09-8

Formula: C₄₃H₆₁NO₁₁

Molecular weight: 767.97

Ref: 4Z-S-064004