CHEBI:66500 - zaluzanin D

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ChEBI Name zaluzanin D
ChEBI ID CHEBI:66500
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C17H20O4
Net Charge 0
Average Mass 288.33830
Monoisotopic Mass 288.13616
InChI InChI=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
InChIKey GKMFOEIZCLMZDE-QXKUPLGCSA-N
SMILES [H][C@@]12C[C@H](OC(C)=O)C(=C)[C@]1([H])[C@H]1OC(=O)C(=C)[C@@H]1CCC2=C
Metabolite of Species Details
Zaluzania triloba (NCBI:txid505286) See: DOI
Laurus nobilis (NCBI:txid85223) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): 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(s): trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 γ-lactone (CHEBI:37581)
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)
IUPAC Name
(3aS,6aR,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxododecahydroazuleno[4,5-b]furan-8-yl acetate
Synonyms Sources
(3aS,6aR,8S,9aR,9bS)-8-(acetyloxy)decahydro-3,6,9-tris(methylene)azuleno(4,5-b)furan-2(3H)-one ChemIDplus
3β-acetoxy-guaia-4(15),10(14),11(13)-trien-12,6α-olide ChEBI
Registry Numbers Types Sources
16838-85-0 CAS Registry Number ChemIDplus
4523574 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12419922 PubMed citation Europe PMC
Last Modified
12 July 2013