zerumbone (CHEBI:63892)

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CHEBI:63892 - zerumbone

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ChEBI ID	CHEBI:63892
ChEBI Name	zerumbone
Stars
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.
Last Modified	1 June 2018
Submitter	Kristian Axelsen
Downloads	Molfile

Formula	C15H22O
Net Charge	0
Average Mass	218.340
Monoisotopic Mass	218.16707
SMILES	C/C1=C\CC(C)(C)/C=C/C(=O)/C(C)=C/CC1
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

Species of Metabolite	Component	Source	Comments
Zingiber aromaticum (IPNI:798315-1)	rhizome (BTO:0001181)	DOI (10.1080/10575639708043725)
Zingiber zerumbet (ncbitaxon:311405)	rhizome (BTO:0001181)	PubMed (15997145)
Zingiber cassumunar (IPNI:798323-1)	rhizome (BTO:0001181)	PubMed (1804548)

Roles Classification

Biological Roles:	glioma-associated oncogene inhibitor An inhibitor of any of the glioma-associated oncogene (GLI) proteins. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:	anti-inflammatory agent Any compound that has anti-inflammatory effects.

ChEBI Ontology

Outgoing Relation(s)
	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 Relation(s)
	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	Source
(E,E,E)-2,6,9,9-tetramethyl-2,6,10-cycloundecatrien-1-one	ChemIDplus
2E,6E,9E-humulatrien-8-one	ChEBI

UniProt Name	Source
zerumbone	UniProt

Manual Xrefs	Databases
CPD-11421	MetaCyc
US2009239953	Patent
C20262	KEGG COMPOUND

Registry Numbers	Sources
Reaxys:3199411	Reaxys
CAS:471-05-6	ChemIDplus

Citations