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CHEBI:134358 - 8-geranylumbelliferone

ChEBI IDCHEBI:134358
ChEBI Name8-geranylumbelliferone
Stars
DefinitionA member of the class of hydroxycoumarins that is umbelliferone in which the ring hydrogen at position 8 has been replaced by a geranyl group.
Last Modified19 April 2017
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC19H22O3
Net Charge0
Average Mass298.382
Monoisotopic Mass298.15689
SMILESCC(C)=CCC/C(C)=C/Cc1c(O)ccc2ccc(=O)oc12
InChIInChI=1S/C19H22O3/c1-13(2)5-4-6-14(3)7-10-16-17(20)11-8-15-9-12-18(21)22-19(15)16/h5,7-9,11-12,20H,4,6,10H2,1-3H3/b14-7+
InChIKeyQPMKRRUDQIKGNH-VGOFMYFVSA-N
Species of MetaboliteComponentSourceComments
Paramignya trimera (ncbitaxon:1553915) stem (BTO:0001300) PubMed (28245363)
Luvunga sarmentosa (IPNI:774221-1) leaf (BTO:0000713) PubMed (12127593)
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)
8-geranylumbelliferone (CHEBI:134358) has functional parent umbelliferone (CHEBI:27510)
8-geranylumbelliferone (CHEBI:134358) has role plant metabolite (CHEBI:76924)
8-geranylumbelliferone (CHEBI:134358) is a hydroxycoumarin (CHEBI:37912)
8-geranylumbelliferone (CHEBI:134358) is a monoterpenoid (CHEBI:25409)
IUPAC Name 
8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-7-hydroxy-2H-1-benzopyran-2-one
Synonym  Source
8-Geranyl-7-hydroxycoumarinKNApSAcK
UniProt Name  Source
8-geranylumbelliferoneUniProt
Manual XrefsDatabases
C21495KEGG COMPOUND
C00019878KNApSAcK
Registry NumbersSources
Reaxys:6959110Reaxys
CAS:23660-05-1KNApSAcK
Citations