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CHEBI:66569 - lespeflorin G10

ChEBI IDCHEBI:66569
ChEBI Namelespeflorin G10
Stars
ASCII Namelespeflorin G10
DefinitionA 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 a prenyl group at position 10. Isolated from the roots of Lespedeza floribunda, it acts as a melanin synthesis inhibitor.
Last Modified16 January 2014
DownloadsMolfile
FormulaC21H22O4
Net Charge0
Average Mass338.403
Monoisotopic Mass338.15181
SMILES[H][C@@]12COc3cc(O)ccc3[C@]1([H])Oc1c2cc(C)c(O)c1CC=C(C)C
InChIInChI=1S/C21H22O4/c1-11(2)4-6-15-19(23)12(3)8-16-17-10-24-18-9-13(22)5-7-14(18)20(17)25-21(15)16/h4-5,7-9,17,20,22-23H,6,10H2,1-3H3/t17-,20-/m0/s1
InChIKeyZEHIHNBSUKPKMF-PXNSSMCTSA-N
Species of MetaboliteComponentSourceComments
Lespedeza floribunda (ncbitaxon:587870) root (BTO:0001188) PubMed (19132934)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
melanin synthesis inhibitor  A depigmentation agent which inhibits the synthesis of melanin.
ChEBI Ontology
Outgoing Relation(s)
lespeflorin G10 (CHEBI:66569) has role melanin synthesis inhibitor (CHEBI:64933)
lespeflorin G10 (CHEBI:66569) has role plant metabolite (CHEBI:76924)
lespeflorin G10 (CHEBI:66569) is a phenols (CHEBI:33853)
lespeflorin G10 (CHEBI:66569) is a pterocarpans (CHEBI:26377)
IUPAC Name 
(6aR,11aR)-8-methyl-10-(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
Registry NumbersSources
Reaxys:19089513Reaxys
Citations