Ivermectin B1b
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Ivermectin B1b
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CAS No:
70209-81-3
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Formula:
C47H72O14
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Chemical Name:
Ivermectin B1b
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Synonyms:
Avermectin A1a,5-O-demethyl-25-de(1-methylpropyl)-22,23-dihydro-25-(1-methylethyl)-;Spiro[11,15-methano-2H,13H,17H-furo[4,3,2-pq][2,6]benzodioxacyclooctadecin-13,2′-[2H]pyran],avermectin A1a deriv.;5-O-Demethyl-25-de(1-methylpropyl)-22,23-dihydro-25-(1-methylethyl)avermectin A1a;22,23-Dihydroavermectin B1b;Ivermectin B1b;116050-60-3;116522-64-6;91852-98-1
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CAS No:
Description
ChEBI: A macrocyclic lactone that is avermectin B1b in which the double bond present in the spirocyclic ring system has been reduced to a single bond. It is the minor component of ivermectin.
Ivermectin B1b Use and Manufacturing
Ivermectin B1b (dihydroavermectin B1b) is the minor component (<20%) of the commercial anthelmintic, ivermectin. Members of the avermectin/milbemycin anthelmintic class exert their anthelmintic effects by binding to glutamate-gated chloride channels expressed on nematode neurones and pharyngeal muscle cells. The avermectin/milbemycins are also potent insecticides. In vitro, the B1b (25-iso-propyl) analogue is slightly more potent than the 25-sec-butyl (B1a) analogue as an inhibitor of nematode larval development and paralysis, and also a more sensitive probe for ivermectin resistance.
Computed Properties
Molecular Weight:861.1
XLogP3:3.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:14
Rotatable Bond Count:7
Exact Mass:860.49220697
Monoisotopic Mass:860.49220697
Topological Polar Surface Area:170
Heavy Atom Count:61
Complexity:1660
Undefined Atom Stereocenter Count:19
Undefined Bond Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Ivermectin is a derivative of avermectin and is an oral semi-synthetic broad-spectrum antiparasitic drug. It selectively binds with high affinity to the glutamate-gated chloride ion channels in invertebrate nerve cells and muscle cells, increasing the permeability of cell membranes to chloride ions, causing hyperpolarization of nerve cells or muscle cells, and paralyzing or killing parasites. It is effective against most nematodes (but not all nematodes) in each life cycle; it is effective against microfilariae of Onchocerca volvulus, but not against adults; it is also effective against fecal strongyles that are only in the intestine.
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