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CHEBI:9776 - tulipinolide

ChEBI IDCHEBI:9776
ChEBI Nametulipinolide
Stars
DefinitionA germacranolide based on a 2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-yl skeleton.
Last Modified29 September 2014
DownloadsMolfile
FormulaC17H22O4
Net Charge0
Average Mass290.359
Monoisotopic Mass290.15181
SMILESC=C1C(=O)O[C@@H]2/C=C(\C)CC/C=C(\C)C[C@H](OC(C)=O)[C@@H]12
InChIInChI=1S/C17H22O4/c1-10-6-5-7-11(2)9-15-16(12(3)17(19)21-15)14(8-10)20-13(4)18/h6,9,14-16H,3,5,7-8H2,1-2,4H3/b10-6+,11-9+/t14-,15+,16+/m0/s1
InChIKeyUPNVKIZABMRHNR-DUUXJKDPSA-N
Species of MetaboliteComponentSourceComments
Liriodendron tulipifera (ncbitaxon:3415) root (BTO:0001188) PubMed (5810209)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
allergen  A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
ChEBI Ontology
Outgoing Relation(s)
tulipinolide (CHEBI:9776) has role allergen (CHEBI:50904)
tulipinolide (CHEBI:9776) has role metabolite (CHEBI:25212)
tulipinolide (CHEBI:9776) is a germacranolide (CHEBI:73011)
IUPAC Name 
(3aR,4S,6E,10E,11aR)-6,10-dimethyl-3-methylidene-2-oxo-2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-yl acetate
Synonyms  Source
TulipinolideKEGG COMPOUND
epitulipinolideChemIDplus
8α-acetoxycostunolideChEBI
Manual XrefsDatabases
C09564KEGG COMPOUND
C00003378KNApSAcK
Registry NumbersSources
Reaxys:1626295Reaxys
CAS:24164-12-3KEGG COMPOUND
Citations