CHEBI:65769 - dieckol

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ChEBI Name dieckol
ChEBI ID CHEBI:65769
Definition A phlorotannin isolated from a brown alga Ecklonia cava which exhibits antioxidant, hepatoprotective and anticoagulant activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000002568309
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Formula C36H22O18
Net Charge 0
Average Mass 742.54910
Monoisotopic Mass 742.08061
InChI InChI=1S/C36H22O18/c37-12-1-13(38)3-15(2-12)49-31-22(44)10-25(47)34-35(31)54-30-21(43)8-17(9-27(30)52-34)48-28-19(41)6-16(7-20(28)42)50-32-23(45)11-24(46)33-36(32)53-29-18(40)4-14(39)5-26(29)51-33/h1-11,37-47H
InChIKey DRZQFGYIIYNNEC-UHFFFAOYSA-N
SMILES Oc1cc(O)cc(Oc2c(O)cc(O)c3Oc4cc(Oc5c(O)cc(Oc6c(O)cc(O)c7Oc8cc(O)cc(O)c8Oc67)cc5O)cc(O)c4Oc23)c1
Metabolite of Species Details
Ecklonia cava (NCBI:txid105407) See: PubMed
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): EC 3.2.1.20 (alpha-glucosidase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20).
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): hepatoprotective agent
Any compound that is able to prevent damage to the liver.
anticoagulant
An agent that prevents blood clotting.
astringent
A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
(via tannin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dieckol (CHEBI:65769) has functional parent phloroglucinol (CHEBI:16204)
dieckol (CHEBI:65769) has role anticoagulant (CHEBI:50249)
dieckol (CHEBI:65769) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
dieckol (CHEBI:65769) has role hepatoprotective agent (CHEBI:62868)
dieckol (CHEBI:65769) has role metabolite (CHEBI:25212)
dieckol (CHEBI:65769) has role radical scavenger (CHEBI:48578)
dieckol (CHEBI:65769) is a aromatic ether (CHEBI:35618)
dieckol (CHEBI:65769) is a oxacycle (CHEBI:38104)
dieckol (CHEBI:65769) is a phlorotannin (CHEBI:71222)
IUPAC Name
4-(4-{[6-(3,5-dihydroxyphenoxy)-4,7,9-trihydroxyoxanthren-2-yl]oxy}-3,5-dihydroxyphenoxy)oxanthrene-1,3,6,8-tetrol
Synonym Source
4-[4-[[6-(3,5-dihydroxyphenoxy)-4,7,9-trihydroxydibenzo[b,e][1,4]dioxin-2-yl]oxy]-3,5-dihydroxyphenoxy]-dibenzo[b,e][1,4]dioxin-1,3,6,8-tetrol ChEBI
Manual Xref Database
Dieckol Wikipedia
View more database links
Registry Number Type Source
5714171 Reaxys Registry Number Reaxys
Citations Types Sources
19201199 PubMed citation Europe PMC
19896528 PubMed citation Europe PMC
20600532 PubMed citation Europe PMC
22112542 PubMed citation Europe PMC
22227338 PubMed citation Europe PMC
22504843 PubMed citation Europe PMC
23054486 PubMed citation Europe PMC
Last Modified
28 January 2013