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CHEBI:67306 - 6-acetylnimbandiol

ChEBI IDCHEBI:67306
ChEBI Name6-acetylnimbandiol
Stars
DefinitionA limonoid found in Azadirachta indica.
Last Modified3 March 2015
DownloadsMolfile
FormulaC28H34O8
Net Charge0
Average Mass498.572
Monoisotopic Mass498.22537
SMILES[H][C@@]12[C@@H](OC(C)=O)[C@@]3([H])O[C@]4([H])C[C@@H](c5ccoc5)C(C)=C4[C@@]3(C)[C@H](CC(=O)OC)[C@@]1(C)C(=O)C=C[C@@]2(C)O
InChIInChI=1S/C28H34O8/c1-14-17(16-8-10-34-13-16)11-18-22(14)28(5)19(12-21(31)33-6)27(4)20(30)7-9-26(3,32)24(27)23(25(28)36-18)35-15(2)29/h7-10,13,17-19,23-25,32H,11-12H2,1-6H3/t17-,18-,19-,23-,24+,25-,26-,27+,28-/m1/s1
InChIKeyPWFKLZWNGVGKBA-WETHXUPTSA-N
Species of MetaboliteComponentSourceComments
Azadirachta indica (ncbitaxon:124943) seed (BTO:0001226) PubMed (21381696) Defatted MeOH extract of seeds
Roles Classification
Biological Role:
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)
6-acetylnimbandiol (CHEBI:67306) has role plant metabolite (CHEBI:76924)
6-acetylnimbandiol (CHEBI:67306) is a acetate ester (CHEBI:47622)
6-acetylnimbandiol (CHEBI:67306) is a cyclic terpene ketone (CHEBI:36130)
6-acetylnimbandiol (CHEBI:67306) is a enone (CHEBI:51689)
6-acetylnimbandiol (CHEBI:67306) is a furans (CHEBI:24129)
6-acetylnimbandiol (CHEBI:67306) is a limonoid (CHEBI:39434)
6-acetylnimbandiol (CHEBI:67306) is a methyl ester (CHEBI:25248)
6-acetylnimbandiol (CHEBI:67306) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name 
methyl [(2R,3aR,4aS,5R,5aS,6R,9aR,10S,10aR)-5-(acetyloxy)-2-(furan-3-yl)-6-hydroxy-1,6,9a,10a-tetramethyl-9-oxo-3,3a,4a,5,5a,6,9,9a,10,10a-decahydro-2H-cyclopenta[b]naphtho[2,3-d]furan-10-yl]acetate
Synonym  Source
6-O-acetylnimbandiolChEBI
Registry NumbersSources
Reaxys:21448580Reaxys
Citations