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CHEBI:63941 - 22,23-dihydroavermectin B1a

ChEBI IDCHEBI:63941
ChEBI Name22,23-dihydroavermectin B1a
Stars
ASCII Name22,23-dihydroavermectin B1a
DefinitionA 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.
Last Modified23 August 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC48H74O14
Net Charge0
Average Mass875.106
Monoisotopic Mass874.50786
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])([C@@H](C)CC)O1)O2)[C@]34O
InChIInChI=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
InChIKeyAZSNMRSAGSSBNP-XPNPUAGNSA-N
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
5-O-demethyl-22,23-dihydroavermectin A1aChEBI
ivermectin B1aChemIDplus
dihydroavermectin B1aChemIDplus
avermectin H2B1aChemIDplus
H2B1aChEBI
Manual XrefsDatabases
IVMPDBeChem
1455VSDB
Registry NumbersSources
Reaxys:4643153Reaxys
CAS:71827-03-7ChemIDplus
Citations