Meciadanol

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
CAS Number	65350-86-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	8555738 ;
ECHA InfoCard	100.059.719
PubChem CID	10380295;
UNII	2H64SE2UXS ;
CompTox Dashboard (EPA)	DTXSID201024352 ;
	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 Key: PDHSAQOQVUXZGQ-JKSUJKDBSA-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). verify (what is ?) Infobox references

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

References

^ 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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v t e Flavan-3-ols and their glycosides
Flavan-3-ols	Afzelechin Catechin (Epicatechin) Epicatechin gallate Epigallocatechin Fisetinidol Gallocatechin Guibourtinidol Mesquitol Oritin Robinetinidol
O-methylated flavan-3ols	Meciadanol (3-O-methylcatechin) Ourateacatechin (4′-O-methyl-(−)-epigallocatechin)
Glycosides	Arthromerin A (Afzelechin-3-O-β-D-xylopyranoside) Arthromerin B (Afzelechin-3-O-β-D-glucopyranoside) Catechin-3-O-glucoside Catechin-3'-O-glucoside Catechin-4'-O-glucoside Catechin-5-O-glucoside Catechin-7-O-glucoside (+)-Catechin 7-O-β-D-xylopyranoside Epicatechin-3′-O-glucoside Glochiflavanoside A, B, C D Polydine ((+)-catechin 7-O-α-L-arabinoside) Symplocoside (3’-O-methyl-(-)-epicatechin 7-O-β-D-glucopyranoside)
Acetylated	Phylloflavan
Gallate esters	Epigallocatechin gallate Gallocatechin gallate
Misc.	Thearubigins

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
CAS Number	65350-86-9^Y
3D model (JSmol)	Interactive image
ChemSpider	8555738^N
ECHA InfoCard	100.059.719
PubChem CID	10380295
UNII	2H64SE2UXS^Y
CompTox Dashboard (EPA)	DTXSID201024352
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). N verify (what is ^YN ?) Infobox references