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CHEBI:145104 - viguilenin

ChEBI IDCHEBI:145104
ChEBI Nameviguilenin
Stars
DefinitionAn organic heterocricyclic compound and germacranolide with formula C20H30O7 isolated from Viguiera linearis.
Last Modified22 August 2023
Submittermwilliams
DownloadsMolfile
FormulaC20H30O7
Net Charge0
Average Mass382.453
Monoisotopic Mass382.19915
SMILESC=C1C(=O)O[C@@H]2C[C@H](C)[C@]3(O)C[C@H](O)[C@](C)(C[C@@H](OC(=O)C(C)CC)[C@@H]12)O3
InChIInChI=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
InChIKeyCSYYHGVTSAUQEW-TWMZRSPISA-N
Species of MetaboliteComponentSourceComments
Viguiera linearis (ncbitaxon:1048892) - Article (Phytochemistry, 1980, v19, 1795)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
viguilenin (CHEBI:145104) has role plant metabolite (CHEBI:76924)
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)
viguilenin (CHEBI:145104) is a γ-lactone (CHEBI:37581)
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 XrefsDatabases
C00012155KNApSAcK
Registry NumbersSources
CAS:76627-97-9KNApSAcK