CHEBI:63943 - 22,23-dihydroavermectin B1b

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ChEBI Name 22,23-dihydroavermectin B1b
ChEBI ID CHEBI:63943
ChEBI ASCII Name 22,23-dihydroavermectin B1b
Definition A macrocyclic lactone that is avermectin B1b in which the double bond present in the spirocyclic ring system has been reduced to a single bond. It is the minor component of ivermectin.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C47H72O14
Net Charge 0
Average Mass 861.06620
Monoisotopic Mass 860.49221
InChI 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
InChIKey VARHUCVRRNANBD-PVVXTEPVSA-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(C)C)O2)[C@]34O
ChEBI Ontology
Outgoing 22,23-dihydroavermectin B1b (CHEBI:63943) has functional parent avermectin B1b (CHEBI:29537)
22,23-dihydroavermectin B1b (CHEBI:63943) is a macrocyclic lactone (CHEBI:63944)
22,23-dihydroavermectin B1b (CHEBI:63943) is a spiroketal (CHEBI:72600)
Incoming ivermectin (CHEBI:6078) has part 22,23-dihydroavermectin B1b (CHEBI:63943)
IUPAC Name
(2aE,4E,5'S,6S,6'R,7S,8E,11R,13R,15S,17aR,20R,20aR,20bS)-20,20b-dihydroxy-5',6,8,19-tetramethyl-17-oxo-6'-(propan-2-yl)-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
avermectin H2B1b ChEBI
dihydroavermectin B1b ChEBI
H2B1b ChEBI
ivermectin B1b ChEBI
ivermectin component b1b ChEBI
Registry Numbers Types Sources
70209-81-3 CAS Registry Number ChemIDplus
8183665 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
6125361 PubMed citation Europe PMC
6148214 PubMed citation Europe PMC
6895285 PubMed citation Europe PMC
6896121 PubMed citation Europe PMC
Last Modified
23 August 2016