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Syringaresinol

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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′-furan-1,4-diyl]bis(2,6-dimethoxyphenol)
Other names (+)-Syringaresinol
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: KOWMJRJXZMEZLD-HCIHMXRSSA-N
SMILES
  • O4(c1cc(OC)c(O)c(OC)c1)2((OC2)c3cc(OC)c(O)c(OC)c3)C4
Properties
Chemical formula C22H26O8
Molar mass 418.442 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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. ^ 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.
Types of lignans
Lignans
Lignan glycosides
Mammalian lignans (enterolignans)
Neolignans
Flavonolignans


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