Important Announcement

X

ChemIDplus is moving to PubChem in December 2022.
Please see the NLM Technical Bulletin article for more information.

Skip Navigation
ChemIDplus Lite•Browse•Advanced

Substance Name: Ivermectin [USAN:USP:INN:BAN]
RN: 70288-86-7
UNII: 8883YP2R6D
InChIKey: SPBDXSGPUHCETR-VHJJIYNUSA-N

Note

  • A mixture of mostly avermectin H2B1a (RN 71827-03-7) with some avermectin H2B1b (RN 70209-81-3), which are macrolides from STREPTOMYCES avermitilis. It binds glutamate-gated chloride channel to cause increased permeability and hyperpolarization of nerve and muscle cells. It also interacts with other CHLORIDE CHANNELS. It is a broad spectrum antiparasitic that is active against microfilariae of ONCHOCERCA VOLVULUS but not the adult form.

Molecular Formula

  • C48-H74-O14.C47-H72-O14

Molecular Weight

  • 1736.1704
 

Classification Codes

  • Anti-Infective Agents
  • Antiparasitic
  • Antiparasitic Agents
  • Antiviral (COVID-19)
  • Drug / Therapeutic Agent
  • Insecticides
  • Natural Product
  • Pesticides
  • Reproductive Effect
* denotes mobile formatted website

Links to Resources

NLM Resources (File Locators)

Regulatory Agencies (Superlist Locators)

Other Resources (Internet Locators)


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Ivermectin
  • Ivermectin [USAN:USP:INN:BAN]

MeSH Heading

  • Ivermectin

Synonyms

  • (2aE,4E,8E)-(5'S,6S,6'R,7S,11R,13R,15S,17aR,20R,20aR,20bS)-3',4',5',6,6',7,10,11,-oxospiro(11,15-methano-2H,13H,17H-furo(4,3,2-pg)(2,6)benzodioxacyclooctadecin-13,2'(2H)pyran)-7-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)-3-O-methyl-alpha-L-arabino-hexopyranoside
  • 22,23-Dihydroavermectin B1
  • Acarexx
  • Agri-Mectin
  • Alverin Plus for Cattle
  • Avermectin A1a, 5-O-demethyl-25-de(1-methylpropyl)-22,23-dihydro-25-(1-methylethyl)-
  • Bimectin
  • Bimectin pour-on
  • Cardomec
  • Cardotek-30
  • CCRIS 8839
  • EINECS 274-536-0
  • Endo-Mectin for Cattle and Swine
  • Endo-Mectin Plus for Cattle
  • Equimectrin
  • Eqvalan
  • Heartgard
  • Heartgard-30
  • Hyvermectin
  • Ivermax
  • Ivermectin
  • Ivermectine
  • Ivermectine [INN-French]
  • Ivermectino
  • Ivermectino [INN-Spanish]
  • Ivermectinum
  • Ivermectinum [INN-Latin]
  • Ivomec
  • L 640471
  • Mectizan
  • MK 933
  • MK-0933
  • MK-933
  • Noromectin
  • Noromectin for cattle and swine
  • NSC 755843
  • Oramec
  • Pandex
  • Phoenectin
  • Sklice
  • Soolantra
  • Stromectol
  • UNII-8883YP2R6D
  • Uvemec
  • Vermic
  • Vetmec
  • Zimecterin

Systematic Names

  • 22,23-Dihydroavermectin B1
  • A mixture of Ivermectin component B(sub 1a) and Ivermectin component B(sub 1b).
  • Ivermectin

Mixture Names

  • Heartgard-30 Plus
  • Ivomec Plus
  • Ivomec-F

Registry Numbers

CAS Registry Number

  • 70288-86-7

FDA UNII

  • 8883YP2R6D

Other Registry Numbers

  • 1014990-52-3
  • 118710-50-2
  • 74564-75-3

System Generated Number

  • 0070288867

Molecular Formulas

Molecular Formula

  • C48-H74-O14.C47-H72-O14

Molecular Formula Fragments

  • C47-H72-O14
  • C48-H74-O14
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C48H74O14.C47H72O14/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/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3;11-14,18,24-25,27,29-30,32-44,48-49,51H,15-17,19-23H2,1-10H3/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

InChIKey

SPBDXSGPUHCETR-VHJJIYNUSA-N

Smiles

CCC(C)[C@H]1O[C@]2(CC[C@@H]1C)CC3C[C@@H](C\C=C(/C)\[C@@H](O[C@H]4C[C@H](OC)[C@@H](OC5C[C@H](OC)[C@@H](O)[C@H](C)O5)[C@H](C)O4)[C@@H](C)\C=C\C=C\6/CO[C@@H]7[C@H](O)C(=C[C@@H](C(=O)O3)[C@]67O)C)O2.CO[C@H]8CC(O[C@H]9[C@H](C)O[C@H](C[C@@H]9OC)O[C@H]%10[C@@H](C)\C=C\C=C\%11/CO[C@@H]%12[C@H](O)C(=C[C@@H](C(=O)OC%13C[C@@H](C\C=C\%10/C)O[C@@]%14(CC[C@H](C)[C@H](O%14)C(C)C)C%13)[C@]%11%12O)C)O[C@@H](C)[C@@H]8O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cattle LDLo subcutaneous 8mg/kg (8mg/kg)   Science. Vol. 221, Pg. 823, 1983.
dog LD50 oral 80mg/kg (80mg/kg)   Japanese Journal of Toxicology. Vol. 12, Pg. 227, 1999.
man TDLo intravenous 571ug/kg (0.571mg/kg) PERIPHERAL NERVE AND SENSATION: PARESTHESIS Japanese Journal of Toxicology. Vol. 12, Pg. 227, 1999.
monkey LD50 oral > 24mg/kg (24mg/kg)   Japanese Journal of Toxicology. Vol. 12, Pg. 227, 1999.
mouse LD50 intraperitoneal 30mg/kg (30mg/kg)   Japanese Journal of Toxicology. Vol. 12, Pg. 227, 1999.
mouse LD50 oral 25mg/kg (25mg/kg)   Japanese Journal of Toxicology. Vol. 12, Pg. 227, 1999.
rat LD50 intraperitoneal 55mg/kg (55mg/kg)   Japanese Journal of Toxicology. Vol. 12, Pg. 227, 1999.
rat LD50 oral 10mg/kg (10mg/kg)   United States Patent Document. Vol. #5006545,