CHEBI:67284 - 17-hydroxyazadiradione

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ChEBI Name 17-hydroxyazadiradione
ChEBI ID CHEBI:67284
Definition A limonoid that is azadiradione substituted by a hydroxy group at position 17. It has been isolated from Azadirachta indica.
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/c1-16(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
InChIKey QXKHBVSTPRHRQV-CWUDDJIGSA-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(=CC(=O)[C@@]3(O)c3ccoc3)[C@]12C
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): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 α-hydroxy ketone (CHEBI:139592)
17-hydroxyazadiradione (CHEBI:67284) is a tertiary alcohol (CHEBI:26878)
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-hydroxyazadiradione ChEBI
Registry Number Type Source
5839095 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1593280 PubMed citation Europe PMC
16112073 PubMed citation Europe PMC
16154614 PubMed citation Europe PMC
16194558 PubMed citation Europe PMC
21381696 PubMed citation Europe PMC
IND43726963 Agricola citation Europe PMC
Last Modified
06 February 2018