CHEBI:65496 - 6,6'-bieckol

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ChEBI Name 6,6'-bieckol
ChEBI ID CHEBI:65496
Definition A phlorotanin that is 1,1'-bioxanthrene substituted by 3,5-dihydroxyphenoxy groups at position 6 and 6' and hydroxy groups at positions 2, 2', 4, 4', 7, 7', 9 and 9' respectively. It is isolated from an edible marine brown alga Ecklonia cava and exhibits antioxidant activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H22O18
Net Charge 0
Average Mass 742.54910
Monoisotopic Mass 742.08061
InChI InChI=1S/C36H22O18/c37-11-1-12(38)4-15(3-11)49-29-21(45)9-23(47)31-35(29)53-27-19(43)7-17(41)25(33(27)51-31)26-18(42)8-20(44)28-34(26)52-32-24(48)10-22(46)30(36(32)54-28)50-16-5-13(39)2-14(40)6-16/h1-10,37-48H
InChIKey HBJNTPFHQKXWOY-UHFFFAOYSA-N
SMILES Oc1cc(O)cc(Oc2c(O)cc(O)c3Oc4c(Oc23)c(O)cc(O)c4-c2c(O)cc(O)c3Oc4c(Oc5cc(O)cc(O)c5)c(O)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): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HIV-1 agent
An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 6,6'-bieckol (CHEBI:65496) has functional parent phloroglucinol (CHEBI:16204)
6,6'-bieckol (CHEBI:65496) has role anti-HIV-1 agent (CHEBI:64947)
6,6'-bieckol (CHEBI:65496) has role metabolite (CHEBI:25212)
6,6'-bieckol (CHEBI:65496) has role radical scavenger (CHEBI:48578)
6,6'-bieckol (CHEBI:65496) is a aromatic ether (CHEBI:35618)
6,6'-bieckol (CHEBI:65496) is a oxacycle (CHEBI:38104)
6,6'-bieckol (CHEBI:65496) is a phlorotannin (CHEBI:71222)
IUPAC Name
6,6'-bis(3,5-dihydroxyphenoxy)-1,1'-bioxanthrene-2,2',4,4',7,7',9,9'-octol
Synonyms Sources
4-(3,5-dihydroxyphenoxy)-9-[6-(3,5-dihydroxyphenoxy)-2,4,7,9-tetrahydroxyoxanthren-1-yl]oxanthrene-1,3,6,8-tetrol ChEBI
6,6'-bis(3,5-dihydroxyphenoxy)-(1,1'-bidibenzo[b,e][1,4]dioxin)-2,2',4,4',7,7',9,9'-octol ChemIDplus
Registry Numbers Types Sources
5713463 Reaxys Registry Number Reaxys
88095-81-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18693022 PubMed citation Europe PMC
19201199 PubMed citation Europe PMC
20132738 PubMed citation Europe PMC
22259673 PubMed citation Europe PMC
22289571 PubMed citation Europe PMC
Last Modified
28 January 2013