CHEBI:67304 - nimbin

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ChEBI Name nimbin
ChEBI ID CHEBI:67304
Definition A limonoid found in Azadirachta indica.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H36O9
Net Charge 0
Average Mass 540.60140
Monoisotopic Mass 540.236
InChI InChI=1S/C30H36O9/c1-15-18(17-9-11-37-14-17)12-19-23(15)30(5)20(13-22(33)35-6)29(4)21(32)8-10-28(3,27(34)36-7)25(29)24(26(30)39-19)38-16(2)31/h8-11,14,18-20,24-26H,12-13H2,1-7H3/t18-,19-,20-,24-,25+,26-,28-,29+,30-/m1/s1
InChIKey NHOIBRJOQAYBJT-IMGVWCFESA-N
SMILES COC(=O)C[C@H]1[C@@]2(C)[C@H](O[C@@H]3C[C@@H](c4ccoc4)C(C)=C23)[C@H](OC(C)=O)[C@H]2[C@@](C)(C=CC(=O)[C@]12C)C(=O)OC
Metabolite of Species Details
Azadirachta indica (NCBI:txid124943) Found in seed (BTO:0001226). Defatted MeOH extract of seeds See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): pesticide
Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nimbin (CHEBI:67304) has role pesticide (CHEBI:25944)
nimbin (CHEBI:67304) has role plant metabolite (CHEBI:76924)
nimbin (CHEBI:67304) is a acetate ester (CHEBI:47622)
nimbin (CHEBI:67304) is a cyclic terpene ketone (CHEBI:36130)
nimbin (CHEBI:67304) is a enone (CHEBI:51689)
nimbin (CHEBI:67304) is a furans (CHEBI:24129)
nimbin (CHEBI:67304) is a limonoid (CHEBI:39434)
nimbin (CHEBI:67304) is a methyl ester (CHEBI:25248)
nimbin (CHEBI:67304) is a tetracyclic triterpenoid (CHEBI:26893)
Incoming 6-deacetylnimbin (CHEBI:67305) has functional parent nimbin (CHEBI:67304)
IUPAC Name
methyl (2R,3aR,4aS,5R,5aR,6R,9aR,10S,10aR)-5-(acetyloxy)-2-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-1,6,9a,10a-tetramethyl-9-oxo-3,3a,4a,5,5a,6,9,9a,10,10a-decahydro-2H-cyclopenta[b]naphtho[2,3-d]furan-6-carboxylate
Synonym Source
(4α,5α,6α,7α,15β,17α)-6-(acetyloxy)-7,15:21,23-diepoxy-4,8-dimethyl-1-oxo-8,24-dinor-11,12-secochola-2,13,20,22-tetraene-4,11-dicarboxylic acid methyl ester ChemIDplus
Manual Xrefs Databases
CN101473849 Patent
CN101513194 Patent
CN1561729 Patent
CN1561730 Patent
CN1561734 Patent
CN1596646 Patent
View more database links
Registry Numbers Types Sources
5945-86-8 CAS Registry Number ChemIDplus
73275 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12193026 PubMed citation Europe PMC
19475987 PubMed citation Europe PMC
20681641 PubMed citation Europe PMC
21381696 PubMed citation Europe PMC
24075352 PubMed citation Europe PMC
Last Modified
09 March 2018