From Wikipedia, the free encyclopedia
Syringaresinol
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Names
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IUPAC name
(7α,7′α,8α,8′α)-3,3′,5,5′-Tetramethoxy-7,9′:7′,9-diepoxylignane-4,4′-diol
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Systematic IUPAC name
4,4′-[(1R,3aS,4R,6aS)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2,6-dimethoxyphenol)
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Other names
(+)-Syringaresinol
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Identifiers
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ChEBI
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ChEMBL
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ChemSpider
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KEGG
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UNII
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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
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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
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Properties
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C22H26O8
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Molar mass
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418.442 g·mol−1
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Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Syringaresinol is a
lignan found in
Castela emoryi,
[1] in
Prunus mume.
[2]
This compound inhibits
Helicobacter pylori
motility
in vitro.
[2]
References
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^ 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.
- ^
a
b 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.