CHEBI:67285 - epoxyazadiradione

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ChEBI Name epoxyazadiradione
ChEBI ID CHEBI:67285
Definition A limonoid that is azadiradione with an epoxy group across positions 14 and 15. Isolated from Azadirachta indica it exhibits insecticidal activitry against mosquitoes.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H34O6
Net Charge 0
Average Mass 466.56600
Monoisotopic Mass 466.23554
InChI InChI=1S/C28H34O6/c1-15(29)33-20-13-18-24(2,3)19(30)8-10-25(18,4)17-7-11-26(5)21(16-9-12-32-14-16)22(31)23-28(26,34-23)27(17,20)6/h8-10,12,14,17-18,20-21,23H,7,11,13H2,1-6H3/t17-,18+,20-,21-,23-,25-,26+,27+,28-/m1/s1
InChIKey NEYCGDYQBQONFC-GGPFZBFUSA-N
SMILES CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](C(=O)[C@H]4O[C@@]34[C@]12C)c1ccoc1
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): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
insecticide
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing epoxyazadiradione (CHEBI:67285) has functional parent azadiradione (CHEBI:67280)
epoxyazadiradione (CHEBI:67285) has role anti-inflammatory agent (CHEBI:67079)
epoxyazadiradione (CHEBI:67285) has role insecticide (CHEBI:24852)
epoxyazadiradione (CHEBI:67285) has role plant metabolite (CHEBI:76924)
epoxyazadiradione (CHEBI:67285) is a acetate ester (CHEBI:47622)
epoxyazadiradione (CHEBI:67285) is a cyclic terpene ketone (CHEBI:36130)
epoxyazadiradione (CHEBI:67285) is a epoxide (CHEBI:32955)
epoxyazadiradione (CHEBI:67285) is a furans (CHEBI:24129)
epoxyazadiradione (CHEBI:67285) is a limonoid (CHEBI:39434)
epoxyazadiradione (CHEBI:67285) is a pentacyclic triterpenoid (CHEBI:25872)
Incoming 7-deacetyl-7-benzoylepoxyazadiradione (CHEBI:67286) has functional parent epoxyazadiradione (CHEBI:67285)
IUPAC Name
(5α,7α,13α,14β,15β,17α)-17-(furan-3-yl)-4,4,8-trimethyl-3,16-dioxo-14,15-epoxyandrost-1-en-7-yl acetate
Synonym Source
nimbinin ChEBI
Registry Numbers Types Sources
18385-59-6 CAS Registry Number ChemIDplus
4610557 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19551731 PubMed citation Europe PMC
21381696 PubMed citation Europe PMC
22277739 PubMed citation Europe PMC
22645149 PubMed citation Europe PMC
24075352 PubMed citation Europe PMC
8622560 PubMed citation Europe PMC
Last Modified
09 January 2014