CHEBI:134358 - 8-geranylumbelliferone

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ChEBI Name 8-geranylumbelliferone
ChEBI ID CHEBI:134358
Definition A member of the class of hydroxycoumarins that is umbelliferone in which the ring hydrogen at position 8 has been replaced by a geranyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C19H22O3
Net Charge 0
Average Mass 298.377
Monoisotopic Mass 298.15689
InChI InChI=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+
InChIKey QPMKRRUDQIKGNH-VGOFMYFVSA-N
SMILES C1(C/C=C(/CCC=C(C)C)\C)=C2C(=CC=C1O)C=CC(O2)=O
Metabolite of Species Details
Luvunga sarmentosa (IPNI:774221-1) Found in leaf (BTO:0000713). See: PubMed
Paramignya trimera (NCBI:txid1553915) Found in stem (BTO:0001300). 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
Synonyms Sources
8-Geranyl-7-hydroxycoumarin KNApSAcK
8-geranylumbelliferone UniProt
Manual Xrefs Databases
C00019878 KNApSAcK
C21495 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
23660-05-1 CAS Registry Number KNApSAcK
6959110 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12127593 PubMed citation Europe PMC
25077796 PubMed citation SUBMITTER
28245363 PubMed citation Europe PMC
Last Modified
19 April 2017