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CHEBI:67284 - 17-hydroxyazadiradione

ChEBI IDCHEBI:67284
ChEBI Name17-hydroxyazadiradione
Stars
DefinitionA limonoid that is azadiradione substituted by a hydroxy group at position 17. It has been isolated from Azadirachta indica.
Last Modified6 February 2018
DownloadsMolfile
FormulaC28H34O6
Net Charge0
Average Mass466.574
Monoisotopic Mass466.23554
SMILES[H][C@]12CC[C@]3(C)C(=CC(=O)[C@@]3(O)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/c1-16(29)34-23-14-19-24(2,3)21(30)8-10-25(19,4)18-7-11-26(5)20(27(18,23)6)13-22(31)28(26,32)17-9-12-33-15-17/h8-10,12-13,15,18-19,23,32H,7,11,14H2,1-6H3/t18-,19+,23-,25-,26-,27-,28+/m1/s1
InChIKeyQXKHBVSTPRHRQV-CWUDDJIGSA-N
Species of MetaboliteComponentSourceComments
Azadirachta indica (ncbitaxon:124943) seed (BTO:0001226) PubMed (21381696) Defatted MeOH extract of seeds
Roles Classification
Biological Roles:
enzyme inhibitor  A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
17-hydroxyazadiradione (CHEBI:67284) has functional parent azadiradione (CHEBI:67280)
17-hydroxyazadiradione (CHEBI:67284) has role enzyme inhibitor (CHEBI:23924)
17-hydroxyazadiradione (CHEBI:67284) has role metabolite (CHEBI:25212)
17-hydroxyazadiradione (CHEBI:67284) has role plant metabolite (CHEBI:76924)
17-hydroxyazadiradione (CHEBI:67284) is a acetate ester (CHEBI:47622)
17-hydroxyazadiradione (CHEBI:67284) is a cyclic terpene ketone (CHEBI:36130)
17-hydroxyazadiradione (CHEBI:67284) is a furans (CHEBI:24129)
17-hydroxyazadiradione (CHEBI:67284) is a limonoid (CHEBI:39434)
17-hydroxyazadiradione (CHEBI:67284) is a tertiary alcohol (CHEBI:26878)
17-hydroxyazadiradione (CHEBI:67284) is a tertiary α-hydroxy ketone (CHEBI:139592)
17-hydroxyazadiradione (CHEBI:67284) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name 
(5α,7α,13α,17β)-17-(furan-3-yl)-17-hydroxy-4,4,8-trimethyl-3,16-dioxoandrosta-1,14-dien-7-yl acetate
Synonym  Source
17β-hydroxyazadiradioneChEBI
Registry NumbersSources
Reaxys:5839095Reaxys
Citations