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CHEBI:2156 - 6,8-diprenylnaringenin

ChEBI IDCHEBI:2156
ChEBI Name6,8-diprenylnaringenin
Stars
DefinitionA trihydroxyflavanone that is (S)-naringenin substituted by prenyl groups at positions 6 and 8.
Last Modified9 April 2018
DownloadsMolfile
FormulaC25H28O5
Net Charge0
Average Mass408.494
Monoisotopic Mass408.19367
SMILESCC(C)=CCc1c(O)c(CC=C(C)C)c2c(c1O)C(=O)C[C@@H](c1ccc(O)cc1)O2
InChIInChI=1S/C25H28O5/c1-14(2)5-11-18-23(28)19(12-6-15(3)4)25-22(24(18)29)20(27)13-21(30-25)16-7-9-17(26)10-8-16/h5-10,21,26,28-29H,11-13H2,1-4H3/t21-/m0/s1
InChIKeyHCNLDGTUMBOHKT-NRFANRHFSA-N
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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)
6,8-diprenylnaringenin (CHEBI:2156) has functional parent (S)-naringenin (CHEBI:17846)
6,8-diprenylnaringenin (CHEBI:2156) has role antibacterial agent (CHEBI:33282)
6,8-diprenylnaringenin (CHEBI:2156) has role plant metabolite (CHEBI:76924)
6,8-diprenylnaringenin (CHEBI:2156) is a (2S)-flavan-4-one (CHEBI:140377)
6,8-diprenylnaringenin (CHEBI:2156) is a 4'-hydroxyflavanones (CHEBI:140331)
6,8-diprenylnaringenin (CHEBI:2156) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name 
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-1-benzopyran-4-one
Synonyms  Source
SenegalensinKEGG COMPOUND
Lonchocarpol AKNApSAcK
Manual XrefsDatabases
C09724KEGG COMPOUND
C00000954KNApSAcK
Registry NumbersSources
Reaxys:6940246Reaxys
CAS:68236-11-3KEGG COMPOUND
CAS:68236-11-3ChemIDplus
Citations