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CHEBI:142465 - inunolide

ChEBI IDCHEBI:142465
ChEBI Nameinunolide
Stars
DefinitionA germacranolide isolated from Inula racemosa, Rudbeckia laciniata and Stevia polyphylla.
Last Modified11 December 2018
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC15H20O2
Net Charge0
Average Mass232.323
Monoisotopic Mass232.14633
SMILES[H][C@@]12C/C(C)=C/CC/C(C)=C/C[C@]1([H])C(=C)C(=O)O2
InChIInChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h6-7,13-14H,3-5,8-9H2,1-2H3/b10-7+,11-6+/t13-,14-/m1/s1
InChIKeyBBMLTTOFEBDQIR-BQULMBIYSA-N
Species of MetaboliteComponentSourceComments
Inula racemosa (ncbitaxon:483693) - PubMed (17265245)
Rudbeckia laciniata (ncbitaxon:52310) - PubMed (10945249)
Stevia polyphylla (IPNI:251515-1) aerial part (BTO:0001658) Article (Zdero, C., Bohlmann, F., King, R.M. and Robinson, H. (1988) The first 12.8β-germacrolide and other constituents from bolivian Stevia species. Phytochemistry, 27(9), 2835-2842.)
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)
inunolide (CHEBI:142465) has functional parent 8β-hydroxygermacra-1(10),4,11(13)-trien-12-oate (CHEBI:142464)
inunolide (CHEBI:142465) has role plant metabolite (CHEBI:76924)
inunolide (CHEBI:142465) is a germacranolide (CHEBI:73011)
IUPAC Name 
(3aR,5E,9E,11aR)-6,10-dimethyl-3-methylene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2(3H)-one
UniProt Name  Source
inunolideUniProt
Manual XrefsDatabases
CPD-21662MetaCyc
C00012380KNApSAcK
Registry NumbersSources
CAS:22617-75-0KNApSAcK
Citations