CHEBI:9230 - spinosyn A

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ChEBI Name spinosyn A
ChEBI ID CHEBI:9230
Definition A spinosyn in which the sugar amino and hydroxy groups are globally methylated. One of the two active ingredients of spinosad.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C41H65NO10
Net Charge 0
Average Mass 731.95550
Monoisotopic Mass 731.46085
InChI InChI=1S/C41H65NO10/c1-10-26-12-11-13-34(52-36-17-16-33(42(5)6)23(3)48-36)22(2)37(44)32-20-30-28(31(32)21-35(43)50-26)15-14-25-18-27(19-29(25)30)51-41-40(47-9)39(46-8)38(45-7)24(4)49-41/h14-15,20,22-31,33-34,36,38-41H,10-13,16-19,21H2,1-9H3/t22-,23-,24+,25-,26+,27-,28-,29-,30-,31+,33+,34+,36+,38+,39-,40-,41+/m1/s1
InChIKey SRJQTHAZUNRMPR-UYQKXTDMSA-N
SMILES [H][C@@]12C[C@H](C[C@@]1([H])[C@]1([H])C=C3C(=O)[C@H](C)[C@H](CCC[C@H](CC)OC(=O)C[C@@]3([H])[C@]1([H])C=C2)O[C@H]1CC[C@@H]([C@@H](C)O1)N(C)C)O[C@@H]1O[C@@H](C)[C@H](OC)[C@@H](OC)[C@H]1OC
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via spinosyn )
antibiotic insecticide

(via macrolide insecticide )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via macrolide antibiotic )
Application(s): pediculicide
Substance used to treat lice (genus Pediculus) infestation.
antibiotic insecticide

(via macrolide insecticide )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing spinosyn A (CHEBI:9230) has role pediculicide (CHEBI:38706)
spinosyn A (CHEBI:9230) is a spinosyn (CHEBI:39207)
spinosyn A (CHEBI:9230) is a spinosyn insecticide (CHEBI:39210)
Incoming spinosad (CHEBI:39211) has part spinosyn A (CHEBI:9230)
IUPAC Name
(2R,3aS,5aR,5bS,9S,13S,14R,16aS,16bR)-13-{[(2R,5S,6R)-5-(dimethylamino)-6-methyltetrahydro-2H-pyran-2-yl]oxy}-9-ethyl-14-methyl-7,15-dioxo-2,3,3a,5a,5b,6,7,9,10,11,12,13,14,15,16a,16b-hexadecahydro-1H-as-indaceno[3,2-d]oxacyclododecin-2-yl 6-deoxy-2,3,4-tri-O-methyl-α-L-mannopyranoside
Synonyms Sources
A 83543A ChemIDplus
lepicidin A ChemIDplus
Spinosad factor A KEGG COMPOUND
Spinosyn A KEGG COMPOUND
Manual Xrefs Databases
C11054 KEGG COMPOUND
CPD-13385 MetaCyc
Spinosad Wikipedia
WO2004095926 Patent
WO2006127322 Patent
View more database links
Registry Numbers Types Sources
131929-60-7 CAS Registry Number KEGG COMPOUND
131929-60-7 CAS Registry Number ChemIDplus
6838034 Beilstein Registry Number Beilstein
6838034 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21544146 PubMed citation Europe PMC
21834600 PubMed citation Europe PMC
22097790 PubMed citation Europe PMC
22200799 PubMed citation Europe PMC
22686274 PubMed citation Europe PMC
22885939 PubMed citation Europe PMC
Last Modified
15 November 2012