CHEBI:67294 - 3-acetyl-7-tigloylvilasinin lactone

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ChEBI Name 3-acetyl-7-tigloylvilasinin lactone
ChEBI ID CHEBI:67294
Definition A limonoid found in Azadirachta indica.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C33H44O9
Net Charge 0
Average Mass 584.69710
Monoisotopic Mass 584.29853
InChI InChI=1S/C33H44O9/c1-8-16(2)29(38)42-28-26-27-31(5,15-40-26)23(41-17(3)34)13-22(36)33(27,7)20-9-10-30(4)21(32(20,28)6)12-19(35)25(30)18-11-24(37)39-14-18/h8,12,18,20,22-23,25-28,36H,9-11,13-15H2,1-7H3/b16-8+/t18-,20+,22+,23-,25-,26-,27+,28-,30-,31-,32-,33+/m1/s1
InChIKey GWJBUONEPKDYGS-PPADEWLJSA-N
SMILES C\C=C(/C)C(=O)O[C@@H]1[C@@H]2OC[C@@]3(C)[C@H]2[C@](C)([C@@H](O)C[C@H]3OC(C)=O)[C@H]2CC[C@@]3(C)[C@H](C4COC(=O)C4)C(=O)C=C3[C@]12C
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 3-acetyl-7-tigloylvilasinin lactone (CHEBI:67294) has functional parent tiglic acid (CHEBI:9592)
3-acetyl-7-tigloylvilasinin lactone (CHEBI:67294) has role metabolite (CHEBI:25212)
3-acetyl-7-tigloylvilasinin lactone (CHEBI:67294) has role plant metabolite (CHEBI:76924)
3-acetyl-7-tigloylvilasinin lactone (CHEBI:67294) is a acetate ester (CHEBI:47622)
3-acetyl-7-tigloylvilasinin lactone (CHEBI:67294) is a butan-4-olide (CHEBI:22950)
3-acetyl-7-tigloylvilasinin lactone (CHEBI:67294) is a limonoid (CHEBI:39434)
3-acetyl-7-tigloylvilasinin lactone (CHEBI:67294) is a pentacyclic triterpenoid (CHEBI:25872)
3-acetyl-7-tigloylvilasinin lactone (CHEBI:67294) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(1S,3R,3aR,5aR,6S,6aR,9S,9aS,11aR,11bR,11cR)-3-(acetyloxy)-1-hydroxy-3a,6a,9a,11b-tetramethyl-8-oxo-9-[(3S)-5-oxotetrahydrofuran-3-yl]-1,2,3,3a,4,5a,6,6a,8,9,9a,10,11,11a,11b,11c-hexadecahydrocyclopenta[7,8]phenanthro[10,1-bc]furan-6-yl (2E)-2-methylbut-2-enoate
Registry Number Type Source
5198141 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21381696 PubMed citation Europe PMC
Last Modified
18 November 2013