AVERMECTIN

Azacitidine inhibits DNA methyltransferase, leading to hypomethylation and restored gene expression in myelodysplastic syndromes. Benefits include improved survival and reduced transfusion dependence. Side effects include myelosuppression, nausea, and injection site reactions. Only GMP materials will be supplied, logistics all according to GDP.

SKU: 062a179d28f4 Category: Tag:

Product Description


Mechanism of action

Avermectins are a class of macrocyclic lactone compounds produced by *Streptomyces avermitilis*. They exert their antiparasitic effects by binding with high affinity to glutamategated chloride channels found in invertebrate nerve and muscle cells. This increases membrane permeability to chloride ions, producing hyperpolarisation, neuromuscular paralysis and eventual parasite death. Avermectins may also interact with GABAregulated chloride channels, though mammalian toxicity is limited due to poor CNS penetration.

Benefits and advantages

Avermectins are foundational in parasitology, veterinary pharmacology, pestcontrol science, and ionchannel research. They are used to explore glutamategated chloride channels, macrocyclic lactone resistance mechanisms, efflux pump function and comparative anthelmintic potency. Their welldefined chemistry also supports formulation design and environmental persistence modelling.

Side effects and risks

Potential risks include neurotoxicity at high exposure levels, hypotension, ataxia and hypersensitivity. Environmental toxicity toward aquatic organisms is significant. Proper PPE and containment are required.

Only GMP materials will be supplied, logistics all according to GDP.

Datasheet


Molecular Formula

C48H72O14

Molecular Weight

873.1 g/mol

CAS Number

73989-17-0

Storage Condition

Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light.

Solubility

Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance.

Purity

Purity information is available upon request (COA).

Synonym

Avermectin; 73989-17-0; (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-butan-2-yl-21',24'-dihydroxy-12'-((2R,4S,5S,6S)-5-((2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-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; (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-butan-2-yl-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-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; RefChem:916538

IUPAC/Chemical Name

(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-butan-2-yl-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-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

InChl Key

RRZXIRBKKLTSOM-VDYLCOMISA-N

InChl Code

InChI=1S/C48H72O14/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/h12-15,17-19,25-26,28,30-31,33-45,49-50,52H,11,16,20-24H2,1-10H3/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

References

https://pubchem.ncbi.nlm.nih.gov/compound/6858006;

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