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

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ChEBI Name (2S)-2'-methoxykurarinone
ChEBI ID CHEBI:66151
ChEBI ASCII Name (2S)-2'-methoxykurarinone
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H32O6
Net Charge 0
Average Mass 452.53940
Monoisotopic Mass 452.21989
InChI InChI=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
InChIKey KTAQQSUPNZAWEY-OSPHWJPCSA-N
SMILES COc1cc(O)ccc1[C@@H]1CC(=O)c2c(OC)cc(O)c(C[C@@H](CC=C(C)C)C(C)=C)c2O1
Metabolite of Species Details
Sophora flavescens (NCBI:txid49840) 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): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (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-lavandulylflavanone ChEBI
Manual Xref Database
LMPK12140500 LIPID MAPS
View more database links
Registry Number Type Source
9883200 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10843587 PubMed citation Europe PMC
18718128 PubMed citation Europe PMC
18827364 PubMed citation Europe PMC
19169950 PubMed citation Europe PMC
20883179 PubMed citation Europe PMC
Last Modified
05 April 2018