CHEBI:63941 - 22,23-dihydroavermectin B1a

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 22,23-dihydroavermectin B1a
ChEBI ID CHEBI:63941
ChEBI ASCII Name 22,23-dihydroavermectin B1a
Definition A macrocyclic lactone that is avermectin B1a in which the double bond present in the spirocyclic ring system has been reduced to a single bond. It is the major component of ivermectin.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C48H74O14
Net Charge 0
Average Mass 875.09280
Monoisotopic Mass 874.50786
InChI 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
InChIKey AZSNMRSAGSSBNP-XPNPUAGNSA-N
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)CC)O2)[C@]34O
ChEBI Ontology
Outgoing 22,23-dihydroavermectin B1a (CHEBI:63941) has functional parent avermectin B1a (CHEBI:29534)
22,23-dihydroavermectin B1a (CHEBI:63941) is a macrocyclic lactone (CHEBI:63944)
22,23-dihydroavermectin B1a (CHEBI:63941) is a spiroketal (CHEBI:72600)
Incoming ivermectin (CHEBI:6078) has part 22,23-dihydroavermectin B1a (CHEBI:63941)
IUPAC Name
(2aE,4E,5'S,6S,6'R,7S,8E,11R,13R,15S,17aR,20R,20aR,20bS)-6'-[(2S)-butan-2-yl]-20,20b-dihydroxy-5',6,8,19-tetramethyl-17-oxo-3',4',5',6,6',10,11,14,15,17,17a,20,20a,20b-tetradecahydro-2H,7H-spiro[11,15-methanofuro[4,3,2-pq][2,6]benzodioxacyclooctadecine-13,2'-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
Synonyms Sources
5-O-demethyl-22,23-dihydroavermectin A1a ChEBI
avermectin H2B1a ChemIDplus
dihydroavermectin B1a ChemIDplus
H2B1a ChEBI
ivermectin B1a ChemIDplus
Manual Xrefs Databases
1455 VSDB
IVM PDBeChem
View more database links
Registry Numbers Types Sources
4643153 Reaxys Registry Number Reaxys
71827-03-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
2411323 PubMed citation Europe PMC
6125361 PubMed citation Europe PMC
6148214 PubMed citation Europe PMC
6547280 PubMed citation Europe PMC
Last Modified
23 August 2016