Meciadanol

Meciadanol
Chemical structure of meciadanol
Chemical structure of meciadanol
Names
IUPAC name
3-Methoxyflavan-3′,4′,5,7-tetrol
Systematic IUPAC name
(2R,3S)-2-(3,4-Dihydroxyphenyl)-3-methoxy-3,4-dihydro-2H-1-benzopyran-5,7-diol
Other names
3-O-Methylcatechin
Meciadanolum
3',4',5,7-Tetrahydroxy-3-methoxyflavan
(2R,3S)-2-(3,4-Dihydroxyphenyl)-3-methoxy-5,7-chromandiol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.059.719
UNII
  • InChI=1S/C16H16O6/c1-21-15-7-10-12(19)5-9(17)6-14(10)22-16(15)8-2-3-11(18)13(20)4-8/h2-6,15-20H,7H2,1H3/t15-,16+/m0/s1 ☒N
    Key: PDHSAQOQVUXZGQ-JKSUJKDBSA-N ☒N
  • InChI=1/C16H16O6/c1-21-15-7-10-12(19)5-9(17)6-14(10)22-16(15)8-2-3-11(18)13(20)4-8/h2-6,15-20H,7H2,1H3/t15-,16+/m0/s1
    Key: PDHSAQOQVUXZGQ-JKSUJKDBBQ
  • CO[C@H]1CC2=C(C=C(C=C2O[C@@H]1C3=CC(=C(C=C3)O)O)O)O
Properties
C16H16O6
Molar mass 304.298 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Meciadanol is a synthetic O-methylated flavanol. It is the 3-O-methylation of catechin.

It inhibits histidine decarboxylase in rats.[1]

References

  1. ^ Konturek, Stanislaw J; Ellen Kitler, Mary; Brzozowski, Tomasz; Radecki, Tadeusz (1986). "Gastric protection by meciadanol". Digestive Diseases and Sciences. 31 (8): 847–852. doi:10.1007/BF01296054. PMID 3525045. S2CID 11063794.
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