6,6'-Bieckol

6,6'-Bieckol
Names

IUPAC name 4-(3,5-dihydroxyphenoxy)-9-[6-(3,5-dihydroxyphenoxy)-2,4,7,9-tetrahydroxydibenzo-p-dioxin-1-yl]dibenzo-p-dioxin-1,3,6,8-tetrol
Identifiers
CAS Number	88095-81-2
3D model (Jmol)	Interactive image
ChemSpider	121062
PubChem	137388
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 Key: HBJNTPFHQKXWOY-UHFFFAOYSA-N InChI=1/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 Key: HBJNTPFHQKXWOY-UHFFFAOYAE
SMILES C1=C(C=C(C=C1O)OC2=C(C=C(C3=C2OC4=C(C=C(C(=C4O3)C5=C6C(=C(C=C5O)O)OC7=C(O6)C(=CC(=C7OC8=CC(=CC(=C8)O)O)O)O)O)O)O)O)O
Properties
Chemical formula	C₃₆H₂₂O₁₈
Molar mass	742.55 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

6,6'-Bieckol is an eckol-type phlorotannin found in the brown algae Ecklonia cava^[1] and Ecklonia stolonifera.^[2]

References

↑ Artan, M.; Li, Y.; Karadeniz, F.; Lee, S. H.; Kim, M. M.; Kim, S. K. (2008). "Anti-HIV-1 activity of phloroglucinol derivative, 6,6′-bieckol, from Ecklonia cava". Bioorganic & Medicinal Chemistry. 16 (17): 7921–7926. doi:10.1016/j.bmc.2008.07.078. PMID 18693022.
↑ Lee, M. S.; Shin, T.; Utsuki, T.; Choi, J. S.; Byun, D. S.; Kim, H. R. (2012). "Isolation and Identification of Phlorotannins from Ecklonia stolonifera with Antioxidant and Hepatoprotective Properties in Tacrine-Treated HepG2 Cells". Journal of Agricultural and Food Chemistry. 60 (21): 5340–5349. doi:10.1021/jf300157w. PMID 22587607.

Types of phlorotannins (tannins in brown algae)

Monomer	Phloroglucinol

Fucols	Difucol Trifucol Tetrafucol A Tetrafucol B cis-Pentafucol A

Phlorethols	Diphlorethol and diphlorethol A Triphloroethol A Tetraphlorethol A, B, C and E Pentaphlorethol-B Hexaphlorethol-A

Fucophlorethols	Fucophlorethol A and B Fucodiphlorethol A, D and G Fucotriphlorethol-B, G and H Fucotetraphlorethol-B, J and K Fucopentaphlorethol-E Bisfucotriphlorethol-A Bisfucotetraphlorethol-A Bisfucopentaphlorethol-A and B Bisfucoheptaphlorethol-A Difucophlorethol-A Difucofucotriphlorethol-A and B Difucofucotetraphlorethol-A Terfucopentaphlorethol-A Terfucohexaphlorethol-A and B Terfucoheptaphlorethol-A

Fuhalols	Bifuhalol Trifuhalol A Tetrafuhalol A

Isofuhalols	Tetraisofuhalol

Eckols	Dieckol Eckol Eckstolonol Phlorofucofuroeckol A and B 2-Phloroeckol 3-Phloroeckol 6,6'-Bieckol 7-Phloroeckol 8,4"'-Dieckol 8,8′-Bieckol

Halogenated phlorotannins	Bromotriphlorethol A1

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