EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:67283 - 15-hydroxyazadiradione

ChEBI IDCHEBI:67283
ChEBI Name15-hydroxyazadiradione
Stars
DefinitionA limonoid that is azadiradione substituted by a hydroxy group at position 15. It has been isolated from Azadirachta indica.
Last Modified9 January 2014
DownloadsMolfile
FormulaC28H34O6
Net Charge0
Average Mass466.574
Monoisotopic Mass466.23554
SMILES[H][C@]12CC[C@]3(C)C(=C(O)C(=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/C28H34O6/c1-15(29)34-20-13-18-25(2,3)19(30)8-11-26(18,4)17-7-10-27(5)21(16-9-12-33-14-16)22(31)23(32)24(27)28(17,20)6/h8-9,11-12,14,17-18,20-21,32H,7,10,13H2,1-6H3/t17-,18+,20-,21-,26-,27+,28+/m1/s1
InChIKeyLZENOAGERLXZPK-RRVWWXAYSA-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)
15-hydroxyazadiradione (CHEBI:67283) has functional parent azadiradione (CHEBI:67280)
15-hydroxyazadiradione (CHEBI:67283) has role plant metabolite (CHEBI:76924)
15-hydroxyazadiradione (CHEBI:67283) is a acetate ester (CHEBI:47622)
15-hydroxyazadiradione (CHEBI:67283) is a cyclic terpene ketone (CHEBI:36130)
15-hydroxyazadiradione (CHEBI:67283) is a enol (CHEBI:33823)
15-hydroxyazadiradione (CHEBI:67283) is a furans (CHEBI:24129)
15-hydroxyazadiradione (CHEBI:67283) is a limonoid (CHEBI:39434)
15-hydroxyazadiradione (CHEBI:67283) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name 
(5α,7α,13α,17α)-17-(furan-3-yl)-15-hydroxy-4,4,8-trimethyl-3,16-dioxoandrosta-1,14-dien-7-yl acetate
Registry NumbersSources
Reaxys:21448579Reaxys
Citations