Meciadanol

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

Meciadanol

Names
IUPAC name 2-(3,4-Dihydroxyphenyl)-3-methoxy-3,4-dihydro-2H-chromene-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
CAS Number	65350-86-9^Y 87367-19-9^N
3D model (JSmol)	Interactive image
ChemSpider	8555738^N
ECHA InfoCard	100.059.719
PubChem CID	10380295
UNII	2H64SE2UXS^Y
InChI 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
SMILES CO[C@H]1CC2=C(C=C(C=C2O[C@@H]1C3=CC(=C(C=C3)O)O)O)O
Properties
Chemical formula	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

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.