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Tetrafucol A

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Tetrafucol A
Chemical structure of tetrafucol A
Names
Preferred IUPAC name
[11,21:23,31:33,41-Quaterphenyl]-12,14,16,22,24,26,32,34,36,42,44,46-dodecol
Other names
Tetrafucol-A
Identifiers
3D model (JSmol)
  • InChI=1S/C24H18O12/c25-7-1-9(27)17(10(28)2-7)19-13(31)5-15(33)21(23(19)35)22-16(34)6-14(32)20(24(22)36)18-11(29)3-8(26)4-12(18)30/h1-6,25-36H
    Key: OZBVFMWAUXWMKV-UHFFFAOYSA-N
  • Oc3cc(O)cc(O)c3-c4c(O)c(c(O)cc4O)-c(c1O)c(O)cc(O)c1-c2c(O)cc(O)cc2O
  • dodecaacetate: CC(=O)Oc1cc(OC(C)=O)c(-c2c(OC(C)=O)cc(OC(C)=O)c(-c3c(OC(C)=O)cc(OC(C)=O)c(-c4c(OC(C)=O)cc(OC(C)=O)cc4OC(C)=O)c3OC(C)=O)c2OC(C)=O)c(OC(C)=O)c1
Properties
C24H18O12
Molar mass 498.392 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tetrafucol A is a fucol-type phlorotannin found in the brown algae Ascophyllum nodosum,[2] Analipus japonicus[3] and Scytothamnus australis.[4]

In A. japonicus, 5'-bromo- and 5'-chlorotetrafucol-A can also be detected.

References

[edit]
  1. ^ "KNApSAcK Metabolite Information - C00040472". www.knapsackfamily.com.
  2. ^ Wang, Y.; Xu, Z.; Bach, S.J.; McAllister, T.A. (2008). "Effects of phlorotannins from Ascophyllum nodosum (brown seaweed) on in vitro ruminal digestion of mixed forage or barley grain". Animal Feed Science and Technology. 145 (1–4): 375–395. doi:10.1016/j.anifeedsci.2007.03.013.
  3. ^ Glombitza, KW; Zieprath, G (1989). "Phlorotannins from the Brown Alga Analipus japonicus1". Planta Medica. 55 (2): 171–5. doi:10.1055/s-2006-961916. PMID 17262334. S2CID 30136746.
  4. ^ Glombitza, K.-W.; Pauli, K. (2003). "Fucols and Phlorethols from the Brown Alga Scytothamnus australis Hook. Et Harv. (Chnoosporaceae)". Botanica Marina. 46 (3). doi:10.1515/BOT.2003.028. S2CID 85823627.
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