Eckol

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

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
PubChem CID
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
SMILES
  • 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).
N verify (what is YN ?)
Infobox references

The molecule possesses a dibenzo-p-dioxin skeleton and a phloroglucinol component. The molecule can also be viewed as a phloroglucinol trimer.

It exhibits an antiplasmin inhibitory effect and a radioprotective effect in a mouse model. It also exhibits an in vitro cytoprotective effect against oxidative stress in Chinese hamster lung fibroblasts. It also shows antithrombotic and profibrinolytic activities.

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