lespeflorin G(10) (CHEBI:66569)

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ChEBI Name	lespeflorin G₁₀

ChEBI ID	CHEBI:66569

ChEBI ASCII Name	lespeflorin G10

Definition	A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 9, a methyl group at position 8 and a prenyl group at position 10. 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

C21H22O4

Net Charge

Average Mass

338.39700

Monoisotopic Mass

338.15181

InChI

InChI=1S/C21H22O4/c1-11(2)4-6-15-19(23)12(3)8-16-17-10-24-18-9-13(22)5-7-14(18)20(17)25-21(15)16/h4-5,7-9,17,20,22-23H,6,10H2,1-3H3/t17-,20-/m0/s1

InChIKey

ZEHIHNBSUKPKMF-PXNSSMCTSA-N

SMILES

[H][C@@]12COc3cc(O)ccc3[C@]1([H])Oc1c(CC=C(C)C)c(O)c(C)cc21

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

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

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

ChEBI Ontology
Outgoing	lespeflorin G₁₀ (CHEBI:66569) has role melanin synthesis inhibitor (CHEBI:64933) lespeflorin G₁₀ (CHEBI:66569) has role plant metabolite (CHEBI:76924) lespeflorin G₁₀ (CHEBI:66569) is a phenols (CHEBI:33853) lespeflorin G₁₀ (CHEBI:66569) is a pterocarpans (CHEBI:26377)

IUPAC Name

(6aR,11aR)-8-methyl-10-(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol

Registry Number	Type	Source
19089513	Reaxys Registry Number	Reaxys

Citation	Type	Source
19132934	PubMed citation	Europe PMC

Last Modified

16 January 2014