Syringaresinol

Syringaresinol
Syringaresinol
Names
IUPAC name
(7α,7′α,8α,8′α)-3,3′,5,5′-Tetramethoxy-7,9′:7′,9-diepoxylignane-4,4′-diol
Systematic IUPAC name
4,4′-[(1R,3aS,4R,6aS)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2,6-dimethoxyphenol)
Other names
(+)-Syringaresinol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3/t13-,14-,21+,22+/m0/s1
    Key: KOWMJRJXZMEZLD-HCIHMXRSSA-N
  • O4[C@H](c1cc(OC)c(O)c(OC)c1)[C@@H]2[C@@H]([C@H](OC2)c3cc(OC)c(O)c(OC)c3)C4
Properties
C22H26O8
Molar mass 418.442 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Syringaresinol is a lignan found in Castela emoryi, in Prunus mume.

This compound inhibits Helicobacter pylori motility in vitro.

References

  1. ↑ Stöcklin, W.; De Silva, L.B.; Geissman, T.A. (1969). "Constituents of holacantha emoryi". Phytochemistry. 8 (8): 1565. Bibcode:1969PChem...8.1565S. doi:10.1016/S0031-9422(00)85931-2.
  2. 1 2 Miyazawa, M; Utsunomiya, H; Inada, K; Yamada, T; Okuno, Y; Tanaka, H; Tatematsu, M (2006). "Inhibition of Helicobacter pylori motility by (+)-Syringaresinol from unripe Japanese apricot". Biological & Pharmaceutical Bulletin. 29 (1): 172–3. doi:10.1248/bpb.29.172. PMID 16394533.