CHEBI:66568 - lespeflorin G8

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name lespeflorin G8
ChEBI ID CHEBI:66568
ChEBI ASCII Name lespeflorin G8
Definition A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by a hydroxy group at position 8, methoxy groups at positions 3 and 9 and a prenyl group at position 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 C22H24O5
Net Charge 0
Average Mass 368.42300
Monoisotopic Mass 368.16237
InChI InChI=1S/C22H24O5/c1-12(2)5-7-15-21-16(10-18(23)22(15)25-4)17-11-26-19-9-13(24-3)6-8-14(19)20(17)27-21/h5-6,8-10,17,20,23H,7,11H2,1-4H3/t17-,20-/m0/s1
InChIKey KSFWNDOCIUMRTJ-PXNSSMCTSA-N
SMILES [H][C@@]12COc3cc(OC)ccc3[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 G8 (CHEBI:66568) has role melanin synthesis inhibitor (CHEBI:64933)
lespeflorin G8 (CHEBI:66568) has role plant metabolite (CHEBI:76924)
lespeflorin G8 (CHEBI:66568) is a aromatic ether (CHEBI:35618)
lespeflorin G8 (CHEBI:66568) is a phenols (CHEBI:33853)
lespeflorin G8 (CHEBI:66568) is a pterocarpans (CHEBI:26377)
IUPAC Name
(6aR,11aR)-3,9-dimethoxy-10-(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-8-ol
Registry Number Type Source
19089514 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19132934 PubMed citation Europe PMC
Last Modified
16 January 2014