CHEBI:65790 - 7-phloroeckol

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ChEBI Name 7-phloroeckol
ChEBI ID CHEBI:65790
Definition A phlorotannin that is eckol in which the hydroxy group at position 7 is replaced by a 2,4,6-trihydroxyphenoxy group. Isolated from the marine brown alga, Ecklonia cava, it exhibits antioxidant activity.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C24H16O12
Net Charge 0
Average Mass 496.37660
Monoisotopic Mass 496.06418
InChI InChI=1S/C24H16O12/c25-9-1-10(26)3-12(2-9)34-22-17(31)8-18(32)23-24(22)36-21-16(30)6-13(7-19(21)35-23)33-20-14(28)4-11(27)5-15(20)29/h1-8,25-32H
InChIKey JLEVVQRBEATTCM-UHFFFAOYSA-N
SMILES Oc1cc(O)cc(Oc2c(O)cc(O)c3Oc4cc(Oc5c(O)cc(O)cc5O)cc(O)c4Oc23)c1
Metabolite of Species Details
Ecklonia cava (NCBI:txid105407) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): EC 3.1.1.3 (triacylglycerol lipase) inhibitor
Any EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that inhibits the action of triacylglycerol lipase (EC 3.1.1.3).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
(via phlorotannin )
Application(s): astringent
A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
(via tannin )
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ChEBI Ontology
Outgoing 7-phloroeckol (CHEBI:65790) has functional parent eckol (CHEBI:65819)
7-phloroeckol (CHEBI:65790) has functional parent phloroglucinol (CHEBI:16204)
7-phloroeckol (CHEBI:65790) has role antioxidant (CHEBI:22586)
7-phloroeckol (CHEBI:65790) has role EC 3.1.1.3 (triacylglycerol lipase) inhibitor (CHEBI:65001)
7-phloroeckol (CHEBI:65790) has role metabolite (CHEBI:25212)
7-phloroeckol (CHEBI:65790) is a aromatic ether (CHEBI:35618)
7-phloroeckol (CHEBI:65790) is a phlorotannin (CHEBI:71222)
IUPAC Name
4-(3,5-dihydroxyphenoxy)-8-(2,4,6-trihydroxyphenoxy)oxanthrene-1,3,6-triol
Synonym Source
1-(3',5'-dihydroxyphenoxy)-7-(2'',4'',6''-trihydroxyphenoxy)-2,4,9-trihydroxydibenzo-1,4-dioxin ChEBI
Manual Xref Database
7-Phloroeckol Wikipedia
View more database links
Registry Number Type Source
9974456 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19201199 PubMed citation Europe PMC
19361156 PubMed citation Europe PMC
21821954 PubMed citation Europe PMC
22473750 PubMed citation Europe PMC
Last Modified
28 January 2013