CHEBI:6078 - ivermectin

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ChEBI Name ivermectin
Definition A mixture consisting of ≥ 90% 22,23-dihydroavermectin B1a (R = Me) and ≤ 10% 22,23-dihydroavermectin B1b (R = H). A semi-synthetic derivative of abamectin, it is used as a broad-spectrum antiparasite medication, particularly against worms (except tapeworms), although it is also effective against most mites and some lice.
Stars This entity has been manually annotated by the ChEBI Team.
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Formulae C47H71O14R
Net Charge 0
Average Mass (excl. R groups) 860.060
Monoisotopic Mass (excl. R groups) 859.48438
SMILES [H][C@@]12C\C=C(C)\[C@@H](O[C@H]3C[C@H](OC)[C@@H](O[C@H]4C[C@H](OC)[C@@H](O)[C@H](C)O4)[C@H](C)O3)[C@@H](C)\C=C\C=C3/CO[C@]4([H])[C@H](O)C(C)=C[C@@]([H])(C(=O)O[C@@H](C1)C[C@]1(CC[C@H](C)[C@]([H])(O1)[C@@H](C)C[*])O2)[C@]34O
Roles Classification
Biological Role(s): antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
Application(s): scabicide
An acaricide that kills mites of the genus Sarcoptes.
anthelminthic drug
Substance intended to kill parasitic worms (helminths).
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
antinematodal drug
A substance used in the treatment or control of nematode infestations.
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
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ChEBI Ontology
Outgoing ivermectin (CHEBI:6078) has part 22,23-dihydroavermectin B1a (CHEBI:63941)
ivermectin (CHEBI:6078) has part 22,23-dihydroavermectin B1b (CHEBI:63943)
ivermectin (CHEBI:6078) has role anthelminthic drug (CHEBI:35443)
ivermectin (CHEBI:6078) has role antinematodal drug (CHEBI:35444)
ivermectin (CHEBI:6078) has role antiprotozoal drug (CHEBI:35820)
ivermectin (CHEBI:6078) has role insecticide (CHEBI:24852)
ivermectin (CHEBI:6078) has role scabicide (CHEBI:73333)
ivermectin (CHEBI:6078) is a mixture (CHEBI:60004)
INNs Sources
ivermectin ChemIDplus
ivermectine ChemIDplus
ivermectino ChemIDplus
ivermectinum ChemIDplus
Brand Names Sources
Ivermax ChEBI
Ivomec ChemIDplus
Mectizan DrugBank
Noromectin ChEBI
Privermectin ChEBI
Sklice ChEBI
Stromectol DrugBank
Vetrimec ChEBI
Zimecterin ChEBI
Manual Xrefs Databases
1455 VSDB
7988461 ChemSpider
DB00602 DrugBank
ivermectin Alan Wood's Pesticides
Ivermectin Wikipedia
US4199569 Patent
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Registry Numbers Types Sources
70288-86-7 CAS Registry Number KEGG COMPOUND
70288-86-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15078277 PubMed citation Europe PMC
18718154 PubMed citation Europe PMC
21824728 PubMed citation Europe PMC
21831526 PubMed citation Europe PMC
22039784 PubMed citation Europe PMC
22039801 PubMed citation Europe PMC
22047763 PubMed citation Europe PMC
Last Modified
23 November 2020
General Comment
2012-02-20 A positive allosteric modulator of the α7 neuronal nicotinic acetylcholine receptor and the purinergic P2X4 receptor. Antihelmintic. Also modulates glutamate- and GABA-activated chloride channels. Potentiates glycine-gated currents at low concentrations (30 nM).