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CHEBI:66151 - (2S)-2'-methoxykurarinone

ChEBI IDCHEBI:66151
ChEBI Name(2S)-2'-methoxykurarinone
Stars
ASCII Name(2S)-2'-methoxykurarinone
DefinitionA dimethoxyflavanone that is (2S)-(−)-kurarinone in which the hydroxy group at position 2' is replaced by a methoxy group. Isolated from the roots of Sophora flavescens, it exhibits cytotoxicity against human myeloid leukemia HL-60 cells.
Last Modified5 April 2018
DownloadsMolfile
FormulaC27H32O6
Net Charge0
Average Mass452.547
Monoisotopic Mass452.21989
SMILESC=C(C)[C@H](CC=C(C)C)Cc1c(O)cc(OC)c2c1O[C@H](c1ccc(O)cc1OC)CC2=O
InChIInChI=1S/C27H32O6/c1-15(2)7-8-17(16(3)4)11-20-21(29)13-25(32-6)26-22(30)14-24(33-27(20)26)19-10-9-18(28)12-23(19)31-5/h7,9-10,12-13,17,24,28-29H,3,8,11,14H2,1-2,4-6H3/t17-,24+/m1/s1
InChIKeyKTAQQSUPNZAWEY-OSPHWJPCSA-N
Species of MetaboliteComponentSourceComments
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)-2'-methoxykurarinone (CHEBI:66151) has functional parent (2S)-(−)-kurarinone (CHEBI:66150)
(2S)-2'-methoxykurarinone (CHEBI:66151) has role antineoplastic agent (CHEBI:35610)
(2S)-2'-methoxykurarinone (CHEBI:66151) has role metabolite (CHEBI:25212)
(2S)-2'-methoxykurarinone (CHEBI:66151) is a 4'-hydroxyflavanones (CHEBI:140331)
(2S)-2'-methoxykurarinone (CHEBI:66151) is a dihydroxyflavanone (CHEBI:38749)
(2S)-2'-methoxykurarinone (CHEBI:66151) is a dimethoxyflavanone (CHEBI:38743)
IUPAC Name 
(2S)-7-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydro-4H-chromen-4-one
Synonym  Source
7,4'-dihydroxy-5,2'-dimethoxy-8-lavandulylflavanoneChEBI
Manual XrefsDatabases
LMPK12140500LIPID MAPS
Registry NumbersSources
Reaxys:9883200Reaxys
Citations