6,6'-Bieckol

6,6'-Bieckol
Chemical structure of 6,6'-bieckol
Names
Preferred IUPAC name
6,6′-Bis(3,5-dihydroxyphenoxy)[1,1′-bioxanthrene]-2,2′,4,4′,7,7′,9,9′-octol
Identifiers
CAS Number
  • 88095-81-2 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 121062
PubChem CID
  • 137388
UNII
  • 87U82W6IFI checkY
CompTox Dashboard (EPA)
  • DTXSID50236812 Edit this at Wikidata
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
  • 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
Chemical compound

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

References

  1. ^ 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.
  2. ^ 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.
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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
Isofuhalols
  • Tetraisofuhalol
Eckols
Halogenated phlorotannins
Bromotriphlorethol A1
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