(2S)-(-)-kurarinone (CHEBI:66150)

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CHEBI:66150 - (2S)-(−)-kurarinone

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ChEBI ID	CHEBI:66150
ChEBI Name	(2S)-(−)-kurarinone
Stars
ASCII Name	(2S)-(-)-kurarinone
Definition	A trihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 7, 2' and 4', a lavandulyl group at position 8 and a methoxy group at position 5. Isolated from the roots of Sophora flavescens, it exhibits cytotoxicity against human myeloid leukemia HL-60 cells.
Last Modified	6 April 2018
Downloads	Molfile

Formula	C26H30O6
Net Charge	0
Average Mass	438.520
Monoisotopic Mass	438.20424
SMILES	C=C(C)[C@H](CC=C(C)C)Cc1c(O)cc(OC)c2c1O[C@H](c1ccc(O)cc1O)CC2=O
InChI	InChI=1S/C26H30O6/c1-14(2)6-7-16(15(3)4)10-19-21(29)12-24(31-5)25-22(30)13-23(32-26(19)25)18-9-8-17(27)11-20(18)28/h6,8-9,11-12,16,23,27-29H,3,7,10,13H2,1-2,4-5H3/t16-,23+/m1/s1
InChIKey	LTTQKYMNTNISSZ-MWTRTKDXSA-N

Species of Metabolite	Component	Source	Comments
Sophora flavescens (ncbitaxon:49840)	root (BTO:0001188)	PubMed (10843587)

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:	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	(2S)-(−)-kurarinone (CHEBI:66150) has functional parent (2S)-flavanone (CHEBI:15606)
	(2S)-(−)-kurarinone (CHEBI:66150) has role antineoplastic agent (CHEBI:35610)
	(2S)-(−)-kurarinone (CHEBI:66150) has role metabolite (CHEBI:25212)
	(2S)-(−)-kurarinone (CHEBI:66150) is a 4'-hydroxyflavanones (CHEBI:140331)
	(2S)-(−)-kurarinone (CHEBI:66150) is a monomethoxyflavanone (CHEBI:38738)
	(2S)-(−)-kurarinone (CHEBI:66150) is a trihydroxyflavanone (CHEBI:38739)
Incoming Relation(s)
Incoming Relation(s)	(2S)-2'-methoxykurarinone (CHEBI:66151) has functional parent (2S)-(−)-kurarinone (CHEBI:66150)

IUPAC Name
(2S)-2-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-2,3-dihydro-4H-chromen-4-one

Synonym	Source
7,2',4'-trihydroxy-8-lavandulyl-5-methoxyflavanone	ChEBI

Manual Xrefs	Databases
C17446	KEGG COMPOUND
LMPK12140499	LIPID MAPS
CN102018697	Patent
WO2005095375	Patent

Registry Numbers	Sources
Reaxys:9739392	Reaxys

Citations