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CHEBI:66565 - lespeflorin G2

ChEBI IDCHEBI:66565
ChEBI Namelespeflorin G2
Stars
ASCII Namelespeflorin G2
DefinitionA member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 8, a methoxy group at position 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
FormulaC26H30O5
Net Charge0
Average Mass422.521
Monoisotopic Mass422.20932
SMILES[H][C@@]12COc3cc(O)c(CC=C(C)C)cc3[C@]1([H])Oc1c2cc(O)c(OC)c1CC=C(C)C
InChIInChI=1S/C26H30O5/c1-14(2)6-8-16-10-19-23(12-21(16)27)30-13-20-18-11-22(28)26(29-5)17(9-7-15(3)4)24(18)31-25(19)20/h6-7,10-12,20,25,27-28H,8-9,13H2,1-5H3/t20-,25-/m0/s1
InChIKeyVFTCTZLSYLIKOO-CPJSRVTESA-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 G2 (CHEBI:66565) has role melanin synthesis inhibitor (CHEBI:64933)
lespeflorin G2 (CHEBI:66565) has role plant metabolite (CHEBI:76924)
lespeflorin G2 (CHEBI:66565) is a aromatic ether (CHEBI:35618)
lespeflorin G2 (CHEBI:66565) is a phenols (CHEBI:33853)
lespeflorin G2 (CHEBI:66565) is a pterocarpans (CHEBI:26377)
IUPAC Name 
(6aR,11aR)-9-methoxy-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:19089530Reaxys
Citations