CHEBI:66560 - lespeflorin A3

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ChEBI Name lespeflorin A3
ChEBI ID CHEBI:66560
ChEBI ASCII Name lespeflorin A3
Definition A monohydroxyflavanone that is flavanone substituted with a hydroxy group at position 7, prenyl groups at positions 6 and 8 and a 6,6-dimethyl-3,6-dihydro-2H-pyran ring fused across positions 3' and 4'. 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 C30H34O4
Net Charge 0
Average Mass 458.58860
Monoisotopic Mass 458.24571
InChI InChI=1S/C30H34O4/c1-18(2)7-9-22-16-24-25(31)17-27(33-29(24)23(28(22)32)11-8-19(3)4)20-10-12-26-21(15-20)13-14-30(5,6)34-26/h7-8,10,12-16,27,32H,9,11,17H2,1-6H3/t27-/m0/s1
InChIKey SAZBMMMZQLNWMN-MHZLTWQESA-N
SMILES CC(C)=CCc1cc2C(=O)C[C@H](Oc2c(CC=C(C)C)c1O)c1ccc2OC(C)(C)C=Cc2c1
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 A3 (CHEBI:66560) has role melanin synthesis inhibitor (CHEBI:64933)
lespeflorin A3 (CHEBI:66560) has role metabolite (CHEBI:25212)
lespeflorin A3 (CHEBI:66560) is a monohydroxyflavanone (CHEBI:38748)
IUPAC Name
(2S)-7-hydroxy-2',2'-dimethyl-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-2'H,4H-2,6'-bichromen-4-one
Registry Number Type Source
19089533 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19132934 PubMed citation Europe PMC
Last Modified
20 March 2013