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8,8′-Bieckol

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8,8′-Bieckol
Chemical structure of 8,8'-bieckol
Names
IUPAC name
9-(3,5-dihydroxyphenoxy)-2-[9-(3,5-dihydroxyphenoxy)-1,3,6,8-tetrahydroxydibenzo-p-dioxin-2-yl]dibenzo-p-dioxin-1,3,6,8-tetrol
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C36H22O18/c37-11-1-12(38)4-15(3-11)49-29-19(43)7-21(45)31-35(29)53-33-23(51-31)9-17(41)25(27(33)47)26-18(42)10-24-34(28(26)48)54-36-30(20(44)8-22(46)32(36)52-24)50-16-5-13(39)2-14(40)6-16/h1-10,37-48H
    Key: FHYNTHBAMAEFJB-UHFFFAOYSA-N
  • InChI=1/C36H22O18/c37-11-1-12(38)4-15(3-11)49-29-19(43)7-21(45)31-35(29)53-33-23(51-31)9-17(41)25(27(33)47)26-18(42)10-24-34(28(26)48)54-36-30(20(44)8-22(46)32(36)52-24)50-16-5-13(39)2-14(40)6-16/h1-10,37-48H
    Key: FHYNTHBAMAEFJB-UHFFFAOYAK
  • C1=C(C=C(C=C1O)OC2=C(C=C(C3=C2OC4=C(C(=C(C=C4O3)O)C5=C(C=C6C(=C5O)OC7=C(O6)C(=CC(=C7OC8=CC(=CC(=C8)O)O)O)O)O)O)O)O)O
Properties
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).

8,8'-Bieckol is an eckol-type phlorotannin found in the brown algae Ecklonia cava[1] and Ecklonia kurome.[2]

References

  1. ^ Ahn, M. J.; Yoon, K. D.; Min, S. Y.; Lee, J. S.; Kim, J. H.; Kim, T. G.; Kim, S. H.; Kim, N. G.; Huh, H.; Kim, J. (2004). "Inhibition of HIV-1 reverse transcriptase and protease by phlorotannins from the brown alga Ecklonia cava". Biological & Pharmaceutical Bulletin. 27 (4): 544–547. doi:10.1248/bpb.27.544. PMID 15056863.
  2. ^ Fukuyama, Y.; Kodama, M.; Miura, I.; Kinzyo, Z.; Mori, H.; Nakayama, Y.; Takahashi, M. (1989). "Anti-plasmin inhibitor. V. Structures of novel dimeric eckols isolated from the brown alga Ecklonia kurome OKAMURA". Chemical & Pharmaceutical Bulletin. 37 (9): 2438–2440. doi:10.1248/cpb.37.2438. PMID 2605688.


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