lespeflorin C(3) (CHEBI:66564)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	lespeflorin C₃

ChEBI ID	CHEBI:66564

ChEBI ASCII Name	lespeflorin C3

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C21H24O5

Net Charge

Average Mass

356.41230

Monoisotopic Mass

356.16237

InChI

InChI=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

InChIKey

XTDORSAGLFPXGX-IBGZPJMESA-N

SMILES

COc1cc(O)c(CC=C(C)C)cc1C(=O)[C@@H](O)Cc1ccc(O)cc1

Metabolite of Species	Details
Lespedeza floribunda (NCBI:txid587870)	Found in root (BTO:0001188). See: PubMed

Roles Classification
Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

Application(s):	melanin synthesis inhibitor A depigmentation agent which inhibits the synthesis of melanin.

ChEBI Ontology
Outgoing	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 α-hydroxy ketone (CHEBI:2468) lespeflorin C₃ (CHEBI:66564) is a secondary alcohol (CHEBI:35681)

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 Number	Type	Source
19089509	Reaxys Registry Number	Reaxys

Citation	Type	Source
19132934	PubMed citation	Europe PMC

Last Modified

06 February 2018