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CHEBI:69356 - centaureidin

ChEBI IDCHEBI:69356
ChEBI Namecentaureidin
Stars
DefinitionA trihydroxyflavone that consists of quercetagetin in which the hydroxy groups at positions 3, 6 and 4' have been replaced by methoxy groups. It has been isolated from Eremophila mitchellii and Athroisma proteiforme.
Last Modified15 January 2014
DownloadsMolfile
FormulaC18H16O8
Net Charge0
Average Mass360.318
Monoisotopic Mass360.08452
SMILESCOc1ccc(-c2oc3cc(O)c(OC)c(O)c3c(=O)c2OC)cc1O
InChIInChI=1S/C18H16O8/c1-23-11-5-4-8(6-9(11)19)16-18(25-3)15(22)13-12(26-16)7-10(20)17(24-2)14(13)21/h4-7,19-21H,1-3H3
InChIKeyBZXULYMZYPRZOG-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Athroisma proteiforme (IPNI:182889-1) aerial part (BTO:0001658) PubMed (21995542) Ethyl alcohol extract of dried, ground aerial parts.
Eremophila mitchellii (IPNI:585196-1) leaf (BTO:0000713) PubMed (21877688) n-Hexane,Methylene dichloride and methanolic extarct of airdried and ground leaves
Roles Classification
Biological Roles:
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
cyclooxygenase 1 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
centaureidin (CHEBI:69356) has role antineoplastic agent (CHEBI:35610)
centaureidin (CHEBI:69356) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
centaureidin (CHEBI:69356) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
centaureidin (CHEBI:69356) has role plant metabolite (CHEBI:76924)
centaureidin (CHEBI:69356) is a trihydroxyflavone (CHEBI:27116)
centaureidin (CHEBI:69356) is a trimethoxyflavone (CHEBI:27124)
IUPAC Name 
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxy-4H-chromen-4-one
Synonyms  Source
desmethoxycentaureidineLIPID MAPS
5,7,3'-trihydroxy-3,6,4'-trimethoxyflavoneLIPID MAPS
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxy-4H-1-benzopyran-4-oneChemIDplus
quercetagetin 3,6,4'-trimethyl etherChEBI
Manual XrefsDatabases
LMPK12113000LIPID MAPS
CentaureidinWikipedia
Registry NumbersSources
Reaxys:347389Reaxys
CAS:17313-52-9ChemIDplus
Citations