CHEBI:66561 - lespeflorin B2

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ChEBI Name lespeflorin B2
ChEBI ID CHEBI:66561
ChEBI ASCII Name lespeflorin B2
Definition A trihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 3, 7 and 4' and prenyl groups at positions 6 and 8. Isolated from the roots of Lespedeza floribunda, it acts as a melanin synthesis inhibitor.
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)5-7-17-13-20-22(28)23(29)24(16-8-10-18(26)11-9-16)30-25(20)19(21(17)27)12-6-15(3)4/h5-6,8-11,13,23-24,26-27,29H,7,12H2,1-4H3/t23-,24+/m0/s1
InChIKey ITVZAHAQSAAKJV-BJKOFHAPSA-N
SMILES CC(C)=CCc1cc2C(=O)[C@H](O)[C@H](Oc2c(CC=C(C)C)c1O)c1ccc(O)cc1
Metabolite of Species Details
Lespedeza floribunda (NCBI:txid587870) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): melanin synthesis inhibitor
A depigmentation agent which inhibits the synthesis of melanin.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lespeflorin B2 (CHEBI:66561) has functional parent (2S)-flavanone (CHEBI:15606)
lespeflorin B2 (CHEBI:66561) has role melanin synthesis inhibitor (CHEBI:64933)
lespeflorin B2 (CHEBI:66561) has role metabolite (CHEBI:25212)
lespeflorin B2 (CHEBI:66561) is a 4'-hydroxyflavanones (CHEBI:140331)
lespeflorin B2 (CHEBI:66561) is a dihydroflavonols (CHEBI:48039)
lespeflorin B2 (CHEBI:66561) is a secondary α-hydroxy ketone (CHEBI:2468)
lespeflorin B2 (CHEBI:66561) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name
(2R,3R)-3,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one
Registry Number Type Source
19089527 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19132934 PubMed citation Europe PMC
Last Modified
05 April 2018