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CHEBI:67287 - 17-epiazadiradione

ChEBI IDCHEBI:67287
ChEBI Name17-epiazadiradione
Stars
DefinitionA limonoid that is the C-17 epimer of azadiradione. It has been isolated from Azadirachta indica.
Last Modified9 January 2014
DownloadsMolfile
FormulaC28H34O5
Net Charge0
Average Mass450.575
Monoisotopic Mass450.24062
SMILES[H][C@]12CC[C@]3(C)C(=CC(=O)[C@]3([H])c3ccoc3)[C@]1(C)[C@H](OC(C)=O)C[C@@]1([H])C(C)(C)C(=O)C=C[C@]21C
InChIInChI=1S/C28H34O5/c1-16(29)33-23-14-20-25(2,3)22(31)8-11-26(20,4)19-7-10-27(5)21(28(19,23)6)13-18(30)24(27)17-9-12-32-15-17/h8-9,11-13,15,19-20,23-24H,7,10,14H2,1-6H3/t19-,20+,23-,24+,26-,27-,28-/m1/s1
InChIKeyKWAMDQVQFVBEAU-ZRCRZKIJSA-N
Species of MetaboliteComponentSourceComments
Azadirachta indica (ncbitaxon:124943) seed (BTO:0001226) PubMed (21381696) Defatted MeOH extract of seeds
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
17-epiazadiradione (CHEBI:67287) has role plant metabolite (CHEBI:76924)
17-epiazadiradione (CHEBI:67287) is a acetate ester (CHEBI:47622)
17-epiazadiradione (CHEBI:67287) is a cyclic terpene ketone (CHEBI:36130)
17-epiazadiradione (CHEBI:67287) is a furans (CHEBI:24129)
17-epiazadiradione (CHEBI:67287) is a limonoid (CHEBI:39434)
17-epiazadiradione (CHEBI:67287) is a tetracyclic triterpenoid (CHEBI:26893)
Incoming Relation(s)
17-epi-17-hydroxyazadiradione (CHEBI:67288) has functional parent 17-epiazadiradione (CHEBI:67287)
IUPAC Name 
(5α,7α,13α,17β)-17-(furan-3-yl)-4,4,8-trimethyl-3,16-dioxoandrosta-1,14-dien-7-yl acetate
Registry NumbersSources
Reaxys:5858437Reaxys
Citations