CHEBI:65892 - exiguaflavanone B

ChEBI IDCHEBI:65892
ChEBI Nameexiguaflavanone B
Stars
DefinitionA trihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 5, 2' and 6', a lavandulyl group at position 8 and a methoxy group at position 7. Isolated from Sophora exigua and Artemisia indica, it exhibits antimalarial activity.
Last Modified9 April 2018
DownloadsMolfile
FormulaC26H30O6
Net Charge0
Average Mass438.520
Monoisotopic Mass438.20424
SMILESC=C(C)[C@H](CC=C(C)C)Cc1c(OC)cc(O)c2c1O[C@H](c1c(O)cccc1O)CC2=O
InChIInChI=1S/C26H30O6/c1-14(2)9-10-16(15(3)4)11-17-22(31-5)12-20(29)25-21(30)13-23(32-26(17)25)24-18(27)7-6-8-19(24)28/h6-9,12,16,23,27-29H,3,10-11,13H2,1-2,4-5H3/t16-,23+/m1/s1
InChIKeyCOKUCRXLRIRZQM-MWTRTKDXSA-N
Species of MetaboliteComponentSourceComments
Sophora exigua (IPNI:518828-1) root (BTO:0001188) DOI (10.1016/0031-9422(92)80056-K)
Artemisia indica (ncbitaxon:318067) stem (BTO:0001300) PubMed (9748386)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Application:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
exiguaflavanone B (CHEBI:65892) has functional parent (2S)-flavanone (CHEBI:15606)
exiguaflavanone B (CHEBI:65892) has role antimalarial (CHEBI:38068)
exiguaflavanone B (CHEBI:65892) has role metabolite (CHEBI:25212)
exiguaflavanone B (CHEBI:65892) is a monomethoxyflavanone (CHEBI:38738)
exiguaflavanone B (CHEBI:65892) is a trihydroxyflavanone (CHEBI:38739)
Manual XrefsDatabases
LMPK12140112LIPID MAPS
Registry NumbersSources
Reaxys:5363726Reaxys
Citations