Eckol

Chemical compound From Wikipedia, the free encyclopedia

Eckol is a phlorotannin isolated from brown algae in the family Lessoniaceae such as species in the genus Ecklonia[1] such as E. cava[2] or E. kurome[3] or in the genus Eisenia such as Eisenia bicyclis.[4]

Quick facts Names, Identifiers ...
Eckol
Chemical structure of eckol
Chemical structure of eckol
Names
Preferred IUPAC name
4-(3,5-Dihydroxyphenoxy)oxanthrene-1,3,6,8-tetrol
Other names
1-(3,5-Dihydroxyphenoxy)-2,4,7,9-tetrahydroxydibenzo-1,4-dioxin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • 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 ☒N
    Key: PCZZRBGISTUIOA-UHFFFAOYSA-N ☒N
  • InChI=1/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
    Key: PCZZRBGISTUIOA-UHFFFAOYAJ
  • C1=C(C=C(C=C1O)OC2=C(C=C(C3=C2OC4=C(C=C(C=C4O3)O)O)O)O)O
Properties
C18H12O9
Molar mass 372.285 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The molecule possesses a dibenzo-p-dioxin skeleton and a phloroglucinol component. The molecule can also be viewed as a phloroglucinol trimer.[5]

It exhibits an antiplasmin inhibitory effect[3] and a radioprotective effect in a mouse model.[1][6] It also exhibits an in vitro cytoprotective effect against oxidative stress in Chinese hamster lung fibroblasts.[2] It also shows antithrombotic and profibrinolytic activities.[4]

References

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