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CHEBI:132826 - versicolactone B

ChEBI IDCHEBI:132826
ChEBI Nameversicolactone B
Stars
DefinitionA sesquiterpene lactone with formula C15H22O3 that is isolated from Viola yedoensis and Aristolochia versicolor.
Last Modified24 January 2017
Submitterliuqingping
DownloadsMolfile
FormulaC15H22O3
Net Charge0
Average Mass250.338
Monoisotopic Mass250.15689
SMILES[H][C@@]12C[C@@H](CC[C@H](O)/C(C)=C/C[C@@H]1C(=C)C)C(=O)O2
InChIInChI=1S/C15H22O3/c1-9(2)12-6-4-10(3)13(16)7-5-11-8-14(12)18-15(11)17/h4,11-14,16H,1,5-8H2,2-3H3/b10-4+/t11-,12-,13+,14-/m1/s1
InChIKeyCOEDSYSRVAUHQU-GEHWQCAJSA-N
Species of MetaboliteComponentSourceComments
Viola yedoensis (ncbitaxon:316493) leaf (BTO:0000713) PubMed (25562805)
Aristolochia versicolar (ncbitaxon:1523942) root (BTO:0001188) PubMed (3788595)
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)
versicolactone B (CHEBI:132826) has role plant metabolite (CHEBI:76924)
versicolactone B (CHEBI:132826) is a germacrane sesquiterpenoid (CHEBI:68588)
versicolactone B (CHEBI:132826) is a olefinic compound (CHEBI:78840)
versicolactone B (CHEBI:132826) is a oxabicycloalkane (CHEBI:46733)
versicolactone B (CHEBI:132826) is a secondary alcohol (CHEBI:35681)
versicolactone B (CHEBI:132826) is a sesquiterpene lactone (CHEBI:37667)
IUPAC Name 
(1R,4S,5E,8R,9R)-4-hydroxy-5-methyl-8-(prop-1-en-2-yl)-10-oxabicyclo[7.2.1]dodec-5-en-11-one
Manual XrefsDatabases
C00033470KNApSAcK
Registry NumbersSources
Reaxys:27710224Reaxys
CAS:104613-44-7ChemIDplus
Citations