centaureidin (CHEBI:69356)

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ChEBI Name	centaureidin

ChEBI ID	CHEBI:69356

Definition	A trihydroxyflavone that consists of quercetagetin in which the hydroxy groups at positions 3, 6 and 4' have been replaced by methoxy groups.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.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C18H16O8

Net Charge

Average Mass

360.31480

Monoisotopic Mass

360.08452

InChI

InChI=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

InChIKey

BZXULYMZYPRZOG-UHFFFAOYSA-N

SMILES

COc1ccc(cc1O)-c1oc2cc(O)c(OC)c(O)c2c(=O)c1OC

Metabolite of Species	Details
Athroisma proteiforme (IPNI:182889-1)	Found in aerial part (BTO:0001658). Ethyl alcohol extract of dried, ground aerial parts. See: PubMed
Eremophila mitchellii (IPNI:585196-1)	Found in leaf (BTO:0000713). n-Hexane,Methylene dichloride and methanolic extarct of airdried and ground leaves See: PubMed

Roles Classification
Biological Role(s):	cyclooxygenase 1 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1. cyclooxygenase 2 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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	Sources
5,7,3'-trihydroxy-3,6,4'-trimethoxyflavone	LIPID MAPS
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxy-4H-1-benzopyran-4-one	ChemIDplus
desmethoxycentaureidine	LIPID MAPS
quercetagetin 3,6,4'-trimethyl ether	ChEBI

Last Modified

15 January 2014