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CHEBI:66566 - lespeflorin G3

ChEBI IDCHEBI:66566
ChEBI Namelespeflorin G3
Stars
ASCII Namelespeflorin G3
DefinitionA 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.
Last Modified16 January 2014
DownloadsMolfile
FormulaC27H32O6
Net Charge0
Average Mass452.547
Monoisotopic Mass452.21989
SMILES[H][C@@]12COc3cc(O)c(CC=C(C)C)c(OC)c3[C@]1([H])Oc1c2cc(O)c(OC)c1CC=C(C)C
InChIInChI=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
InChIKeyHZCGTSDDHHPRDX-UZTOHYMASA-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 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 NumbersSources
Reaxys:19089535Reaxys
Citations