CHEBI:67288 - 17-epi-17-hydroxyazadiradione

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ChEBI Name 17-epi-17-hydroxyazadiradione
ChEBI ID CHEBI:67288
ChEBI ASCII Name 17-epi-17-hydroxyazadiradione
Definition A limonoid that is 17-epiazadiradione substituted by a hydroxy group at position 17. Isolated from Azadirachta indica, it exhibits antineoplastic activity.
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-CMBOGFGBSA-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.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 17-epi-17-hydroxyazadiradione (CHEBI:67288) has functional parent 17-epiazadiradione (CHEBI:67287)
17-epi-17-hydroxyazadiradione (CHEBI:67288) has role antineoplastic agent (CHEBI:35610)
17-epi-17-hydroxyazadiradione (CHEBI:67288) has role metabolite (CHEBI:25212)
17-epi-17-hydroxyazadiradione (CHEBI:67288) has role plant metabolite (CHEBI:76924)
17-epi-17-hydroxyazadiradione (CHEBI:67288) is a acetate ester (CHEBI:47622)
17-epi-17-hydroxyazadiradione (CHEBI:67288) is a cyclic terpene ketone (CHEBI:36130)
17-epi-17-hydroxyazadiradione (CHEBI:67288) is a furans (CHEBI:24129)
17-epi-17-hydroxyazadiradione (CHEBI:67288) is a limonoid (CHEBI:39434)
17-epi-17-hydroxyazadiradione (CHEBI:67288) is a tertiary α-hydroxy ketone (CHEBI:139592)
17-epi-17-hydroxyazadiradione (CHEBI:67288) is a tertiary alcohol (CHEBI:26878)
17-epi-17-hydroxyazadiradione (CHEBI:67288) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name
(5α,7α,13α,17α)-17-(furan-3-yl)-17-hydroxy-4,4,8-trimethyl-3,16-dioxoandrosta-1,14-dien-7-yl acetate
Manual Xref Database
WO2008026300 Patent
View more database links
Registry Number Type Source
21448576 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21381696 PubMed citation Europe PMC
Last Modified
06 February 2018