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CHEBI:67289 - 7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone

ChEBI IDCHEBI:67289
ChEBI Name7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone
Stars
DefinitionA limonoid that is 4,4,8-trimethylandrosta-1,16-diene substituted by a furan-3-yl group at position 17, oxo groups at positions 3 and 15, a hydroxy group at position 16 and an acetoxy group at position 7. It has been isolated from Azadirachta indica.
Last Modified18 November 2013
DownloadsMolfile
FormulaC28H34O6
Net Charge0
Average Mass466.574
Monoisotopic Mass466.23554
SMILES[H][C@]12CC[C@@]3(C)C(c4ccoc4)=C(O)C(=O)[C@@]3([H])[C@]1(C)[C@H](OC(C)=O)C[C@@]1([H])C(C)(C)C(=O)C=C[C@]21C
InChIInChI=1S/C28H34O6/c1-15(29)34-20-13-18-25(2,3)19(30)8-11-26(18,4)17-7-10-27(5)21(16-9-12-33-14-16)22(31)23(32)24(27)28(17,20)6/h8-9,11-12,14,17-18,20,24,31H,7,10,13H2,1-6H3/t17-,18+,20-,24-,26-,27+,28+/m1/s1
InChIKeyPZGKVFBYHBRVQU-XUODMKIHSA-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)
7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone (CHEBI:67289) has role metabolite (CHEBI:25212)
7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone (CHEBI:67289) has role plant metabolite (CHEBI:76924)
7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone (CHEBI:67289) is a acetate ester (CHEBI:47622)
7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone (CHEBI:67289) is a cyclic terpene ketone (CHEBI:36130)
7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone (CHEBI:67289) is a enol (CHEBI:33823)
7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone (CHEBI:67289) is a furans (CHEBI:24129)
7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone (CHEBI:67289) is a limonoid (CHEBI:39434)
7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone (CHEBI:67289) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name 
(5α,7α,13α)-17-(furan-3-yl)-16-hydroxy-4,4,8-trimethyl-3,15-dioxoandrosta-1,16-dien-7-yl acetate
Registry NumbersSources
Reaxys:21448578Reaxys
Citations