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Meciadanol

Meciadanol

Synopsis, Chemistry

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Also known as: 65350-86-9, Meciadanol [inn], 3-o-methylcatechin, 2h64se2uxs, (2r,3s)-3-methoxy-3',4',5,7-flavantetrol, (2r,3s)-2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2h-chromene-5,7-diol

Molecular Formula

C₁₆H₁₆O₆

Molecular Weight

304.29 g/mol

InChI Key

PDHSAQOQVUXZGQ-JKSUJKDBSA-N

FDA UNII

2H64SE2UXS

1 2D Structure

Meciadanol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3S)-2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2H-chromene-5,7-diol

2.1.2 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

2.1.3 InChI Key

PDHSAQOQVUXZGQ-JKSUJKDBSA-N

2.1.4 Canonical SMILES

COC1CC2=C(C=C(C=C2OC1C3=CC(=C(C=C3)O)O)O)O

2.1.5 Isomeric SMILES

CO[C@H]1CC2=C(C=C(C=C2O[C@@H]1C3=CC(=C(C=C3)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

2H64SE2UXS

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-methoxy-5,7,3',4'-tetrahydroxyflavan

2. 3',4',5,7-tetrahydroxy-3-methoxyflavan

3. 3-mthf

4. 3-o-methylcatechin

5. 3-o-methylcatechin, (2r-trans)-isomer

2.3.2 Depositor-Supplied Synonyms

1. 65350-86-9

2. Meciadanol [inn]

3. 3-o-methylcatechin

4. 2h64se2uxs

5. (2r,3s)-3-methoxy-3',4',5,7-flavantetrol

6. (2r,3s)-2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2h-chromene-5,7-diol

7. Meciadanolum

8. (2r,3s)-2-(3,4-dihydroxyphenyl)-3-methoxychroman-5,7-diol

9. Meciadanolum [latin]

10. Unii-2h64se2uxs

11. Einecs 265-710-7

12. Zy 15029

13. 2-ethylhexylsalicylate

14. (2r,3s)-2-(3,4-dihydroxyphenyl)-3-methoxy-5,7-chromandiol

15. Schembl790768

16. Chembl2106853

17. Dtxsid201024352

18. 3-o-methyl-(+)-catechin

19. Q3073725

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₆O₆
Molecular Weight	304.29 g/mol
XLogP3	0.9
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	2
Exact Mass	304.09468823 g/mol
Monoisotopic Mass	304.09468823 g/mol
Topological Polar Surface Area	99.4 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	378
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)