exiguaflavanone A (CHEBI:65891)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:65891 - exiguaflavanone A

Default Structure

Take structure to advanced search

ChEBI ID	CHEBI:65891
ChEBI Name	exiguaflavanone A
Stars
Definition	A tetrahydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 5, 7, 2' and 6' and a lavandulyl group at position 8. Isolated from Sophora exigua and Artemisia indica, it exhibits antimalarial activity.
Last Modified	31 January 2013
Downloads	Molfile

Formula	C25H28O6
Net Charge	0
Average Mass	424.493
Monoisotopic Mass	424.18859
SMILES	[H][C@@]1(c2c(O)cccc2O)CC(=O)c2c(O)cc(O)c(C[C@@H](CC=C(C)C)C(=C)C)c2O1
InChI	InChI=1S/C25H28O6/c1-13(2)8-9-15(14(3)4)10-16-19(28)11-20(29)24-21(30)12-22(31-25(16)24)23-17(26)6-5-7-18(23)27/h5-8,11,15,22,26-29H,3,9-10,12H2,1-2,4H3/t15-,22+/m1/s1
InChIKey	FPUREMWTZVLZBZ-QRQCRPRQSA-N

Species of Metabolite	Component	Source	Comments
Artemisia indica (ncbitaxon:318067)	stem (BTO:0001300)	PubMed (9748386)
Sophora exigua (IPNI:518828-1)	root (BTO:0001188)	DOI (10.1016/0031-9422(92)80056-K)

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 A (CHEBI:65891) has functional parent (2S)-flavanone (CHEBI:15606)
	exiguaflavanone A (CHEBI:65891) has role antimalarial (CHEBI:38068)
	exiguaflavanone A (CHEBI:65891) has role metabolite (CHEBI:25212)
	exiguaflavanone A (CHEBI:65891) is a tetrahydroxyflavanone (CHEBI:38742)

IUPAC Name
(2S)-2-(2,6-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-2,3-dihydro-4H-chromen-4-one

Manual Xrefs	Databases
LMPK12140111	LIPID MAPS

Registry Numbers	Sources
Reaxys:5362663	Reaxys

Citations