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CHEBI:67284 - 17-hydroxyazadiradione

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
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