CHEBI:2156 - 6,8-diprenylnaringenin

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ChEBI Name 6,8-diprenylnaringenin
ChEBI ID CHEBI:2156
Definition A trihydroxyflavanone that is (S)-naringenin substituted by prenyl groups at positions 6 and 8.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H28O5
Net Charge 0
Average Mass 408.48680
Monoisotopic Mass 408.19367
InChI InChI=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
InChIKey HCNLDGTUMBOHKT-NRFANRHFSA-N
SMILES CC(C)=CCc1c(O)c(CC=C(C)C)c2O[C@@H](CC(=O)c2c1O)c1ccc(O)cc1
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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
Lonchocarpol A KNApSAcK
Senegalensin KEGG COMPOUND
Manual Xrefs Databases
C00000954 KNApSAcK
C09724 KEGG COMPOUND
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Registry Numbers Types Sources
68236-11-3 CAS Registry Number KEGG COMPOUND
68236-11-3 CAS Registry Number ChemIDplus
6940246 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11325248 PubMed citation Europe PMC
16972201 PubMed citation Europe PMC
9599265 PubMed citation Europe PMC
Last Modified
09 April 2018