CHEBI:66562 - lespeflorin B3

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ChEBI Name lespeflorin B3
ChEBI ID CHEBI:66562
ChEBI ASCII Name lespeflorin B3
Definition A trihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 3, 7 and 4' and prenyl groups at positions 6, 8 and 3'. 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 C30H36O5
Net Charge 0
Average Mass 476.60380
Monoisotopic Mass 476.25627
InChI InChI=1S/C30H36O5/c1-17(2)7-10-20-15-22(12-14-25(20)31)29-28(34)27(33)24-16-21(11-8-18(3)4)26(32)23(30(24)35-29)13-9-19(5)6/h7-9,12,14-16,28-29,31-32,34H,10-11,13H2,1-6H3/t28-,29+/m0/s1
InChIKey IKKCPYPLJMVWMP-URLMMPGGSA-N
SMILES CC(C)=CCc1cc(ccc1O)[C@H]1Oc2c(CC=C(C)C)c(O)c(CC=C(C)C)cc2C(=O)[C@@H]1O
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 B3 (CHEBI:66562) has functional parent (2S)-flavanone (CHEBI:15606)
lespeflorin B3 (CHEBI:66562) has role melanin synthesis inhibitor (CHEBI:64933)
lespeflorin B3 (CHEBI:66562) has role metabolite (CHEBI:25212)
lespeflorin B3 (CHEBI:66562) is a 4'-hydroxyflavanones (CHEBI:140331)
lespeflorin B3 (CHEBI:66562) is a dihydroflavonols (CHEBI:48039)
lespeflorin B3 (CHEBI:66562) is a secondary α-hydroxy ketone (CHEBI:2468)
lespeflorin B3 (CHEBI:66562) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name
(2R,3R)-3,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one
Registry Number Type Source
19089536 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19132934 PubMed citation Europe PMC
Last Modified
05 April 2018