CHEBI:65891 - exiguaflavanone A

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ChEBI Name exiguaflavanone A
ChEBI ID CHEBI:65891
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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H28O6
Net Charge 0
Average Mass 424.48620
Monoisotopic Mass 424.18859
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
SMILES [H][C@]1(CC(=O)c2c(O)cc(O)c(C[C@@H](CC=C(C)C)C(C)=C)c2O1)c1c(O)cccc1O
Metabolite of Species Details
Sophora exigua (IPNI:518828-1) Found in root (BTO:0001188). See: DOI
Artemisia indica (NCBI:txid318067) Found in stem (BTO:0001300). See: PubMed
Roles Classification
Biological Role(s): 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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): 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.
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ChEBI Ontology
Outgoing 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 Xref Database
LMPK12140111 LIPID MAPS
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Registry Number Type Source
5362663 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
9748386 PubMed citation Europe PMC
Last Modified
31 January 2013