CHEBI:9776 - tulipinolide

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ChEBI Name tulipinolide
ChEBI ID CHEBI:9776
Definition A germacranolide based on a 2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-yl skeleton.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C17H22O4
Net Charge 0
Average Mass 290.35420
Monoisotopic Mass 290.15181
InChI InChI=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
InChIKey UPNVKIZABMRHNR-DUUXJKDPSA-N
SMILES CC(=O)O[C@H]1C\C(C)=C\CC\C(C)=C\[C@H]2OC(=O)C(=C)[C@H]12
Metabolite of Species Details
Liriodendron tulipifera (NCBI:txid3415) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): 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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
8α-acetoxycostunolide ChEBI
epitulipinolide ChemIDplus
Tulipinolide KEGG COMPOUND
Manual Xrefs Databases
C00003378 KNApSAcK
C09564 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
1626295 Reaxys Registry Number Reaxys
1626295 Beilstein Registry Number Beilstein
24164-12-3 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
5446985 PubMed citation Europe PMC
5810209 PubMed citation Europe PMC
6476889 PubMed citation Europe PMC
Last Modified
29 September 2014