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CHEBI:66568 - lespeflorin G8

ChEBI IDCHEBI:66568
ChEBI Namelespeflorin G8
Stars
ASCII Namelespeflorin G8
DefinitionA 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.
Last Modified16 January 2014
DownloadsMolfile
FormulaC22H24O5
Net Charge0
Average Mass368.429
Monoisotopic Mass368.16237
SMILES[H][C@@]12COc3cc(OC)ccc3[C@]1([H])Oc1c2cc(O)c(OC)c1CC=C(C)C
InChIInChI=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
InChIKeyKSFWNDOCIUMRTJ-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 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 NumbersSources
Reaxys:19089514Reaxys
Citations