CHEBI:63892 - zerumbone

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ChEBI Name zerumbone
ChEBI ID CHEBI:63892
Definition A sesquiterpenoid and cyclic ketone that is (1E,4E,8E)-α-humulene which is substituted by an oxo group at the carbon atom attached to two double bonds. It is obtained by steam distillation from a type of edible ginger, Zingiber zerumbet Smith, grown particularly in southeast Asia.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C15H22O
Net Charge 0
Average Mass 218.33460
Monoisotopic Mass 218.16707
InChI InChI=1S/C15H22O/c1-12-6-5-7-13(2)14(16)9-11-15(3,4)10-8-12/h7-9,11H,5-6,10H2,1-4H3/b11-9+,12-8+,13-7+
InChIKey GIHNTRQPEMKFKO-SKTNYSRSSA-N
SMILES C\C1=C/CC(C)(C)\C=C\C(=O)\C(C)=C\CC1
Metabolite of Species Details
Zingiber aromaticum (IPNI:798315-1) Found in rhizome (BTO:0001181). See: DOI
Zingiber cassumunar (IPNI:798323-1) Found in rhizome (BTO:0001181). See: PubMed
Zingiber zerumbet (NCBI:txid311405) Found in rhizome (BTO:0001181). See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
glioma-associated oncogene inhibitor
An inhibitor of any of the glioma-associated oncogene (GLI) proteins.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing zerumbone (CHEBI:63892) has parent hydride α-humulene (CHEBI:49311)
zerumbone (CHEBI:63892) has role anti-inflammatory agent (CHEBI:67079)
zerumbone (CHEBI:63892) has role glioma-associated oncogene inhibitor (CHEBI:140922)
zerumbone (CHEBI:63892) has role plant metabolite (CHEBI:76924)
zerumbone (CHEBI:63892) is a cyclic ketone (CHEBI:3992)
zerumbone (CHEBI:63892) is a sesquiterpenoid (CHEBI:26658)
Incoming 5-hydroxyzerumbone (CHEBI:66050) has functional parent zerumbone (CHEBI:63892)
zerumboneoxide (CHEBI:66502) has functional parent zerumbone (CHEBI:63892)
IUPAC Name
(2E,6E,10E)-2,6,9,9-tetramethylcycloundeca-2,6,10-trien-1-one
Synonyms Sources
(E,E,E)-2,6,9,9-tetramethyl-2,6,10-cycloundecatrien-1-one ChemIDplus
2E,6E,9E-humulatrien-8-one ChEBI
zerumbone UniProt
Manual Xrefs Databases
C20262 KEGG COMPOUND
CPD-11421 MetaCyc
US2009239953 Patent
View more database links
Registry Numbers Types Sources
3199411 Reaxys Registry Number Reaxys
471-05-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15997145 PubMed citation Europe PMC
1804548 PubMed citation Europe PMC
19343171 PubMed citation Europe PMC
20546845 PubMed citation Europe PMC
20708800 PubMed citation Europe PMC
20955360 PubMed citation Europe PMC
21307568 PubMed citation Europe PMC
21367956 PubMed citation Europe PMC
21423870 PubMed citation Europe PMC
21527993 PubMed citation Europe PMC
21668645 PubMed citation SUBMITTER
Last Modified
01 June 2018