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CHEBI:66609 - lespeflorin D1

ChEBI IDCHEBI:66609
ChEBI Namelespeflorin D1
Stars
ASCII Namelespeflorin D1
DefinitionA hydroxyisoflavanone that is isoflavanone substituted by hydroxy groups at positions 7 and 4', a methoxy group at position 2' and prenyl groups at positions 8 and 3'. Isolated from the roots of Lespedeza floribunda, it acts as a melanin synthesis inhibitor.
Last Modified20 March 2013
DownloadsMolfile
FormulaC26H30O5
Net Charge0
Average Mass422.521
Monoisotopic Mass422.20932
SMILESCOc1c([C@@H]2COc3c(ccc(O)c3CC=C(C)C)C2=O)ccc(O)c1CC=C(C)C
InChIInChI=1S/C26H30O5/c1-15(2)6-8-18-22(27)12-10-17(25(18)30-5)21-14-31-26-19(9-7-16(3)4)23(28)13-11-20(26)24(21)29/h6-7,10-13,21,27-28H,8-9,14H2,1-5H3/t21-/m0/s1
InChIKeyXCHYGHACCAXWJR-NRFANRHFSA-N
Species of MetaboliteComponentSourceComments
Lespedeza floribunda (ncbitaxon:587870) root (BTO:0001188) PubMed (19132934)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
melanin synthesis inhibitor  A depigmentation agent which inhibits the synthesis of melanin.
ChEBI Ontology
Outgoing Relation(s)
lespeflorin D1 (CHEBI:66609) has role melanin synthesis inhibitor (CHEBI:64933)
lespeflorin D1 (CHEBI:66609) has role metabolite (CHEBI:25212)
lespeflorin D1 (CHEBI:66609) is a hydroxyisoflavanone (CHEBI:72739)
lespeflorin D1 (CHEBI:66609) is a methoxyisoflavanone (CHEBI:72740)
IUPAC Name 
(3R)-7-hydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one
Registry NumbersSources
Reaxys:19089532Reaxys
Citations