EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:66564 - lespeflorin C3

ChEBI IDCHEBI:66564
ChEBI Namelespeflorin C3
Stars
ASCII Namelespeflorin C3
DefinitionA member of the class of dihydrochalcones that is α-hydroxydihydrochalcone substituted by hydroxy groups at positions 4 and 4', a methoxy group at position 2' and a prenyl group at position 5'. Isolated from the roots of Lespedeza floribunda, it acts as a melanin synthesis inhibitor.
Last Modified6 February 2018
DownloadsMolfile
FormulaC21H24O5
Net Charge0
Average Mass356.418
Monoisotopic Mass356.16237
SMILESCOc1cc(O)c(CC=C(C)C)cc1C(=O)[C@@H](O)Cc1ccc(O)cc1
InChIInChI=1S/C21H24O5/c1-13(2)4-7-15-11-17(20(26-3)12-18(15)23)21(25)19(24)10-14-5-8-16(22)9-6-14/h4-6,8-9,11-12,19,22-24H,7,10H2,1-3H3/t19-/m0/s1
InChIKeyXTDORSAGLFPXGX-IBGZPJMESA-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 C3 (CHEBI:66564) has role melanin synthesis inhibitor (CHEBI:64933)
lespeflorin C3 (CHEBI:66564) has role metabolite (CHEBI:25212)
lespeflorin C3 (CHEBI:66564) is a dihydrochalcones (CHEBI:71230)
lespeflorin C3 (CHEBI:66564) is a monomethoxybenzene (CHEBI:25235)
lespeflorin C3 (CHEBI:66564) is a phenols (CHEBI:33853)
lespeflorin C3 (CHEBI:66564) is a secondary alcohol (CHEBI:35681)
lespeflorin C3 (CHEBI:66564) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name 
(2S)-2-hydroxy-1-[4-hydroxy-2-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)propan-1-one
Registry NumbersSources
Reaxys:19089509Reaxys
Citations