CHEBI:67291 - 20,21,22,23-tetrahydro-23-oxoazadirone

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ChEBI Name 20,21,22,23-tetrahydro-23-oxoazadirone
ChEBI ID CHEBI:67291
Definition A limonoid that is 20,21,22,23-tetrahydroazadirone substituted by an additional oxo group at position 23. 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 C28H38O5
Net Charge 0
Average Mass 454.59830
Monoisotopic Mass 454.27192
InChI InChI=1S/C28H38O5/c1-16(29)33-23-14-21-25(2,3)22(30)10-12-27(21,5)20-9-11-26(4)18(17-13-24(31)32-15-17)7-8-19(26)28(20,23)6/h8,10,12,17-18,20-21,23H,7,9,11,13-15H2,1-6H3/t17-,18+,20-,21+,23-,26+,27-,28+/m1/s1
InChIKey LXNMRBHGHQWYSQ-PLNCUQKMSA-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@@H](CC=C3[C@]12C)C1COC(=O)C1
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 20,21,22,23-tetrahydro-23-oxoazadirone (CHEBI:67291) has functional parent azadirone (CHEBI:76293)
20,21,22,23-tetrahydro-23-oxoazadirone (CHEBI:67291) has role metabolite (CHEBI:25212)
20,21,22,23-tetrahydro-23-oxoazadirone (CHEBI:67291) has role plant metabolite (CHEBI:76924)
20,21,22,23-tetrahydro-23-oxoazadirone (CHEBI:67291) is a acetate ester (CHEBI:47622)
20,21,22,23-tetrahydro-23-oxoazadirone (CHEBI:67291) is a butan-4-olide (CHEBI:22950)
20,21,22,23-tetrahydro-23-oxoazadirone (CHEBI:67291) is a cyclic terpene ketone (CHEBI:36130)
20,21,22,23-tetrahydro-23-oxoazadirone (CHEBI:67291) is a limonoid (CHEBI:39434)
20,21,22,23-tetrahydro-23-oxoazadirone (CHEBI:67291) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name
(5α,7α,13α,17α,20S)-7-(acetyloxy)-4,4,8-trimethyl-3-oxocarda-1,14-dienolide
Registry Number Type Source
21448577 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21381696 PubMed citation Europe PMC
Last Modified
18 November 2013