CHEBI:145104 - viguilenin

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ChEBI Name viguilenin
ChEBI ID CHEBI:145104
Definition An organic heterocricyclic compound and germacranolide with formula C20H30O7 isolated from Viguiera linearis.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
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Formula C20H30O7
Net Charge 0
Average Mass 382.453
Monoisotopic Mass 382.19915
InChI InChI=1S/C20H30O7/c1-6-10(2)17(22)26-14-8-19(5)15(21)9-20(24,27-19)11(3)7-13-16(14)12(4)18(23)25-13/h10-11,13-16,21,24H,4,6-9H2,1-3,5H3/t10?,11-,13+,14+,15-,16-,19-,20-/m0/s1
InChIKey CSYYHGVTSAUQEW-TWMZRSPISA-N
SMILES [C@]12([C@H](C[C@@]([C@H](C[C@H]3OC(C([C@@H]3[C@@H](C1)OC(=O)C(C)CC)=C)=O)C)(O2)O)O)C
Metabolite of Species Details
Viguiera linearis (NCBI:txid1048892) See: Phytochemistry, 1980, v19, 1795
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing viguilenin (CHEBI:145104) has role plant metabolite (CHEBI:76924)
viguilenin (CHEBI:145104) is a γ-lactone (CHEBI:37581)
viguilenin (CHEBI:145104) is a bridged compound (CHEBI:35990)
viguilenin (CHEBI:145104) is a carboxylic ester (CHEBI:33308)
viguilenin (CHEBI:145104) is a cyclic hemiketal (CHEBI:59780)
viguilenin (CHEBI:145104) is a germacranolide (CHEBI:73011)
viguilenin (CHEBI:145104) is a organic heterotricyclic compound (CHEBI:26979)
viguilenin (CHEBI:145104) is a secondary alcohol (CHEBI:35681)
viguilenin (CHEBI:145104) is a sesquiterpenoid (CHEBI:26658)
IUPAC Name
(1S,2S,4R,8S,9R,11S,12S)-1,12-dihydroxy-2,11-dimethyl-7-methylene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradecan-9-yl 2-methylbutanoate
Manual Xref Database
C00012155 KNApSAcK
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Registry Number Type Source
76627-97-9 CAS Registry Number KNApSAcK
Last Modified
22 August 2023