CHEBI:66566 - lespeflorin G3

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ChEBI Name lespeflorin G3
ChEBI ID CHEBI:66566
ChEBI ASCII Name lespeflorin G3
Definition A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 8, methoxy groups at positions 1 and 9 and prenyl groups at positions 2 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 C27H32O6
Net Charge 0
Average Mass 452.53940
Monoisotopic Mass 452.21989
InChI InChI=1S/C27H32O6/c1-14(2)7-9-16-20(28)12-22-23(26(16)31-6)27-19(13-32-22)18-11-21(29)25(30-5)17(24(18)33-27)10-8-15(3)4/h7-8,11-12,19,27-29H,9-10,13H2,1-6H3/t19-,27+/m0/s1
InChIKey HZCGTSDDHHPRDX-UZTOHYMASA-N
SMILES [H][C@@]12COc3cc(O)c(CC=C(C)C)c(OC)c3[C@]1([H])Oc1c(CC=C(C)C)c(OC)c(O)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 G3 (CHEBI:66566) has role melanin synthesis inhibitor (CHEBI:64933)
lespeflorin G3 (CHEBI:66566) has role plant metabolite (CHEBI:76924)
lespeflorin G3 (CHEBI:66566) is a aromatic ether (CHEBI:35618)
lespeflorin G3 (CHEBI:66566) is a phenols (CHEBI:33853)
lespeflorin G3 (CHEBI:66566) is a pterocarpans (CHEBI:26377)
IUPAC Name
(6aR,11aR)-1,9-dimethoxy-2,10-bis(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,8-diol
Registry Number Type Source
19089535 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19132934 PubMed citation Europe PMC
Last Modified
16 January 2014