CHEBI:65709 - cylindol A

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ChEBI Name cylindol A
ChEBI ID CHEBI:65709
Definition A benzoate ester that is methyl 4-hydroxybenzoate bearing a 2-hydroxy-5-(methoxycarbonyl)phenoxy group at position 3. It is isolated from the rhizomes of Imperata cylindrica and has been found to exhibit inhibitory activity against 5-lipoxygenase.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H14O7
Net Charge 0
Average Mass 318.27820
Monoisotopic Mass 318.07395
InChI InChI=1S/C16H14O7/c1-21-15(19)9-3-5-11(17)13(7-9)23-14-8-10(16(20)22-2)4-6-12(14)18/h3-8,17-18H,1-2H3
InChIKey OEYSNLOOZVNLRA-UHFFFAOYSA-N
SMILES COC(=O)c1ccc(O)c(Oc2cc(ccc2O)C(=O)OC)c1
Metabolite of Species Details
Imperata cylindrica (NCBI:txid80369) Found in rhizome (BTO:0001181). See: PubMed
Roles Classification
Biological Role(s): EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor
A lipoxygenase inhibitor that interferes with the action of arachidonate 5-lipoxygenase (EC 1.13.11.34).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cylindol A (CHEBI:65709) has role EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor (CHEBI:64964)
cylindol A (CHEBI:65709) has role plant metabolite (CHEBI:76924)
cylindol A (CHEBI:65709) is a aromatic ether (CHEBI:35618)
cylindol A (CHEBI:65709) is a benzoate ester (CHEBI:36054)
cylindol A (CHEBI:65709) is a methyl ester (CHEBI:25248)
cylindol A (CHEBI:65709) is a phenols (CHEBI:33853)
IUPAC Name
dimethyl 3,3'-oxybis(4-hydroxybenzoate)
Synonym Source
methyl 4-hydroxy-3-(2-hydroxy-5-methoxycarbonylphenoxy)benzoate ChEBI
Citation Waiting for Citations Type Source
7798964 PubMed citation Europe PMC
Last Modified
11 March 2015