CHEBI:66567 - lespeflorin G5

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ChEBI Name lespeflorin G5
ChEBI ID CHEBI:66567
ChEBI ASCII Name lespeflorin G5
Definition A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 9, a methyl group at position 8 and prenyl groups at positions 4 and 10. 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
Download Molfile XML SDF
Formula C26H30O4
Net Charge 0
Average Mass 406.51400
Monoisotopic Mass 406.21441
InChI InChI=1S/C26H30O4/c1-14(2)6-8-17-22(27)11-10-19-24(17)29-13-21-20-12-16(5)23(28)18(9-7-15(3)4)25(20)30-26(19)21/h6-7,10-12,21,26-28H,8-9,13H2,1-5H3/t21-,26-/m0/s1
InChIKey XQHLJEHHIHCILO-LVXARBLLSA-N
SMILES [H][C@@]12COc3c(CC=C(C)C)c(O)ccc3[C@]1([H])Oc1c(CC=C(C)C)c(O)c(C)cc21
Metabolite of Species Details
Lespedeza floribunda (NCBI:txid587870) Found in root (BTO:0001188). See: PubMed
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.
Application(s): melanin synthesis inhibitor
A depigmentation agent which inhibits the synthesis of melanin.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lespeflorin G5 (CHEBI:66567) has role melanin synthesis inhibitor (CHEBI:64933)
lespeflorin G5 (CHEBI:66567) has role plant metabolite (CHEBI:76924)
lespeflorin G5 (CHEBI:66567) is a phenols (CHEBI:33853)
lespeflorin G5 (CHEBI:66567) is a pterocarpans (CHEBI:26377)
IUPAC Name
(6aR,11aR)-8-methyl-4,10-bis(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
Registry Number Type Source
19089531 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19132934 PubMed citation Europe PMC
Last Modified
16 January 2014