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CHEBI:66500 - zaluzanin D

ChEBI IDCHEBI:66500
ChEBI Namezaluzanin D
Stars
DefinitionA sesquiterpene lactone that is decahydroazuleno[4,5-b]furan-2(3H)-one substituted by methylidene groups at positions 3, 6 and 9 and an acetlyoxy group at position 8. Isolated from Zaluzania triloba and Laurus nobilis, it exhibits trypanocidal activity.
Last Modified12 July 2013
DownloadsMolfile
FormulaC17H20O4
Net Charge0
Average Mass288.343
Monoisotopic Mass288.13616
SMILES[H][C@@]12C[C@H](OC(C)=O)C(=C)[C@]1([H])[C@H]1OC(=O)C(=C)[C@@H]1CCC2=C
InChIInChI=1S/C17H20O4/c1-8-5-6-12-9(2)17(19)21-16(12)15-10(3)14(7-13(8)15)20-11(4)18/h12-16H,1-3,5-7H2,4H3/t12-,13-,14-,15-,16-/m0/s1
InChIKeyGKMFOEIZCLMZDE-QXKUPLGCSA-N
Species of MetaboliteComponentSourceComments
Zaluzania triloba (ncbitaxon:505286) - DOI (10.1016/S0040-4020(01)97900-1)
Laurus nobilis (ncbitaxon:85223) leaf (BTO:0000713) PubMed (12419922)
Roles Classification
Biological Roles:
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
ChEBI Ontology
Outgoing Relation(s)
zaluzanin D (CHEBI:66500) has role metabolite (CHEBI:25212)
zaluzanin D (CHEBI:66500) has role trypanocidal drug (CHEBI:36335)
zaluzanin D (CHEBI:66500) is a acetate ester (CHEBI:47622)
zaluzanin D (CHEBI:66500) is a guaiane sesquiterpenoid (CHEBI:36744)
zaluzanin D (CHEBI:66500) is a organic heterotricyclic compound (CHEBI:26979)
zaluzanin D (CHEBI:66500) is a sesquiterpene lactone (CHEBI:37667)
zaluzanin D (CHEBI:66500) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aS,6aR,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxododecahydroazuleno[4,5-b]furan-8-yl acetate
Synonyms  Source
(3aS,6aR,8S,9aR,9bS)-8-(acetyloxy)decahydro-3,6,9-tris(methylene)azuleno(4,5-b)furan-2(3H)-oneChemIDplus
3β-acetoxy-guaia-4(15),10(14),11(13)-trien-12,6α-olideChEBI
Registry NumbersSources
Reaxys:4523574Reaxys
CAS:16838-85-0ChemIDplus
Citations