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

Default Structure
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:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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