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

ChEBI IDCHEBI:67291
ChEBI Name20,21,22,23-tetrahydro-23-oxoazadirone
Stars
DefinitionA limonoid that is 20,21,22,23-tetrahydroazadirone substituted by an additional oxo group at position 23. It has been isolated from Azadirachta indica.
Last Modified18 November 2013
DownloadsMolfile
FormulaC28H38O5
Net Charge0
Average Mass454.607
Monoisotopic Mass454.27192
SMILES[H][C@]1([C@]2([H])CC=C3[C@@]2(C)CC[C@]2([H])[C@@]4(C)C=CC(=O)C(C)(C)[C@]4([H])C[C@@H](OC(C)=O)[C@@]32C)COC(=O)C1
InChIInChI=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
InChIKeyLXNMRBHGHQWYSQ-PLNCUQKMSA-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.
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)
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 NumbersSources
Reaxys:21448577Reaxys
Citations