CHEBI:65819 - eckol

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ChEBI Name eckol
Definition A phlorotannin that is oxanthrene-1,3,6,8-tetrol substituted by a 3,5-dihydroxyphenoxy moiety at position 4. 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 C18H12O9
Net Charge 0
Average Mass 372.28250
Monoisotopic Mass 372.048
InChI InChI=1S/C18H12O9/c19-7-1-8(20)3-10(2-7)25-16-12(23)6-13(24)17-18(16)27-15-11(22)4-9(21)5-14(15)26-17/h1-6,19-24H
SMILES Oc1cc(O)cc(Oc2c(O)cc(O)c3Oc4cc(O)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): 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 eckol (CHEBI:65819) has functional parent phloroglucinol (CHEBI:16204)
eckol (CHEBI:65819) has role antioxidant (CHEBI:22586)
eckol (CHEBI:65819) has role metabolite (CHEBI:25212)
eckol (CHEBI:65819) is a phlorotannin (CHEBI:71222)
Incoming 7-phloroeckol (CHEBI:65790) has functional parent eckol (CHEBI:65819)
Synonyms Sources
1-(3,5-dihydroxyphenoxy)-2,4,7,9-tetrahydroxydibenzo-1,4-dioxin ChemIDplus
4-(3,5-dihydroxyphenoxy)-dibenzo(b,e)(1,4)dioxin-1,3,6,8-tetrol ChEBI
4-(3,5-dihydroxyphenoxy)dibenzo-p-dioxin-1,3,6,8-tetrol ChEBI
Database Link Database
Eckol Wikipedia
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Registry Numbers Types Sources
3635964 Reaxys Registry Number Reaxys
88798-74-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17886227 PubMed citation Europe PMC
19201199 PubMed citation Europe PMC
19931411 PubMed citation Europe PMC
21514314 PubMed citation Europe PMC
22687478 PubMed citation Europe PMC
Last Modified
11 January 2013