CHEBI:66609 - lespeflorin D1

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ChEBI Name lespeflorin D1
ChEBI ID CHEBI:66609
ChEBI ASCII Name lespeflorin D1
Definition A hydroxyisoflavanone that is isoflavanone substituted by hydroxy groups at positions 7 and 4', a methoxy group at position 2' and prenyl groups at positions 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 C26H30O5
Net Charge 0
Average Mass 422.51340
Monoisotopic Mass 422.20932
InChI InChI=1S/C26H30O5/c1-15(2)6-8-18-22(27)12-10-17(25(18)30-5)21-14-31-26-19(9-7-16(3)4)23(28)13-11-20(26)24(21)29/h6-7,10-13,21,27-28H,8-9,14H2,1-5H3/t21-/m0/s1
InChIKey XCHYGHACCAXWJR-NRFANRHFSA-N
SMILES COc1c(ccc(O)c1CC=C(C)C)[C@@H]1COc2c(CC=C(C)C)c(O)ccc2C1=O
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 D1 (CHEBI:66609) has role melanin synthesis inhibitor (CHEBI:64933)
lespeflorin D1 (CHEBI:66609) has role metabolite (CHEBI:25212)
lespeflorin D1 (CHEBI:66609) is a hydroxyisoflavanone (CHEBI:72739)
lespeflorin D1 (CHEBI:66609) is a methoxyisoflavanone (CHEBI:72740)
IUPAC Name
(3R)-7-hydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one
Registry Number Type Source
19089532 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19132934 PubMed citation Europe PMC
Last Modified
20 March 2013