EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66567 - lespeflorin G5

Default Structure
ChEBI IDCHEBI:66567
ChEBI Namelespeflorin G5
Stars
ASCII Namelespeflorin G5
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 prenyl groups at positions 4 and 10. Isolated from the roots of Lespedeza floribunda, it acts as a melanin synthesis inhibitor.
Last Modified16 January 2014
DownloadsMolfile
FormulaC26H30O4
Net Charge0
Average Mass406.522
Monoisotopic Mass406.21441
SMILES[H][C@@]12COc3c(ccc(O)c3CC=C(C)C)[C@]1([H])Oc1c2cc(C)c(O)c1CC=C(C)C
InChIInChI=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
InChIKeyXQHLJEHHIHCILO-LVXARBLLSA-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 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 NumbersSources
Reaxys:19089531Reaxys
Citations