ivermectin

Chinese: 伊维菌素French: ivermectine (n.f.)Russian: ивермектин


Status: WHO INN
IUPAC: extended von Baeyer nomenclature: mixture of (10E,14E,16E)-(1R,4S,5′S,6R,6′R,8R,12S,13S,20R,21R,24S)-6′-[(S)-sec-butyl]-21,24-dihydroxy-5′,11,13,22-tetramethyl-2-oxo-(3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene)-6-spiro-2′-(tetrahydropyran)-12-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-3-O-methyl-α-L-arabino-hexopyranoside and (10E,14E,16E)-(1R,4S,5′S,6R,6′R,8R,12S,13S,20R,21R,24S)-21,24-dihydroxy-6′-isopropyl-5′,11,13,22-tetramethyl-2-oxo-(3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene)-6-spiro-2′-(tetrahydropyran)-12-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-3-O-methyl-α-L-arabino-hexopyranoside
or
bridged fused ring systems nomenclature: mixture of (2aE,4E,8E)-(5′S,6S,6′R,7S,11R,13R,15S,17aR,20R,20aR,20bS)-6′-[(S)-sec-butyl]-3′,4′,5′,6,6′,7,10,11,14,15,17a,20,20a,20b-tetradecahydro-20,20b-dihydroxy-5′,6,8,19-tetramethyl-17-oxospiro[11,15-methano-2H,13H,17H-furo[4,3,2-pq][2,6]benzodioxacyclooctadecin-13,2′-[2H]pyran]-7-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-3-O-methyl-α-L-arabino-hexopyranoside and (2aE,4E,8E)-(5′S,6S,6′R,7S,11R,13R,15S,17aR,20R,20aR,20bS)-3′,4′,5′,6,6′,7,10,11,14,15,17a,20,20a,20b-tetradecahydro-20,20b-dihydroxy-6′-isopropyl-5′,6,8,19-tetramethyl-17-oxospiro[11,15-methano-2H,13H,17H-furo[4,3,2-pq][2,6]benzodioxacyclooctadecin-13,2′-[2H]pyran]-7-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-3-O-methyl-α-L-arabino-hexopyranoside
CAS: ivermectin
CAS Reg. No.: 70288-86-7
Formula: C48H74O14 (22,23-dihydroavermectin B1a) + C47H72O14 (22,23-dihydroavermectin B1b)
Activity: acaricides (avermectin acaricides)
insecticides (avermectin insecticides)
Notes: There is no ISO common name for this substance; the name “ivermectin” is approved by the World Health Organization.
The Chinese name “依维菌素” has also been used in the literature, but it has no official status.
The CAS Registry Numbers of the components are 70161-11-4 (22,23-dihydroavermectin B1a) and 70209-81-3 (22,23-dihydroavermectin B1b).
Structure: Structural formula of ivermectin
Pronunciation: ī-ver-měk-tǐn  Guide to British pronunciation
InChIKey: 22,23-dihydroavermectin B1a (6′-(S)-sec-butyl):
AZSNMRSAGSSBNP-XPNPUAGNSA-N
22,23-dihydroavermectin B1b (6′-isopropyl):
VARHUCVRRNANBD-PVVXTEPVSA-N
identifier for mixture (not valid):
SPBDXSGPUHCETR-JFUDTMANSA-N
InChI: 22,23-dihydroavermectin B1a (6′-(S)-sec-butyl):
InChI=1S/C48H74O14/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/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3/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
22,23-dihydroavermectin B1b (6′-isopropyl):
InChI=1S/C47H72O14/c1-24(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/h11-14,18,24-25,27,29-30,32-44,48-49,51H,15-17,19-23H2,1-10H3/b12-11+,26-14+,31-13+/t25-,27-,29-,30-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+,42-,43-,44+,46+,47+/m0/s1

A data sheet from the Compendium of Pesticide Common Names