MECIADANOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H16O6
Molecular Weight	304.2946
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=PDHSAQOQVUXZGQ-JKSUJKDBSA-N

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

HIDE SMILES / InChI

Molecular Formula	C16H16O6
Molecular Weight	304.2946
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6869127 | https://www.ncbi.nlm.nih.gov/pubmed/3366177 | https://www.ncbi.nlm.nih.gov/pubmed/3525045 | https://www.ncbi.nlm.nih.gov/pubmed/6442798

Meciadanol (O-methyl-3(+)catechin or Zy 15029), a synthetic flavonoid, is an inhibitor of histamine-forming enzyme histidine decarboxylase. It prevents stimulus-dependent gastric acid secretion. Meciadanol was shown to have a marked protective action against experimental peptic ulceration.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
histidine decarboxylase activity 1 Target ID: GO:0004398 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6869127 \| https://www.ncbi.nlm.nih.gov/pubmed/3366177 \| https://www.ncbi.nlm.nih.gov/pubmed/3525045 \| https://www.ncbi.nlm.nih.gov/pubmed/6442798	Inhibitor 8504

PubMed

Title	Date	PubMed
The protective effect of Meciadanol (O-methyl-3(+)-catechin) on experimental ulceration.	1988-03-01	3366177
Gastric protection by meciadanol. A new synthetic flavonoid inhibiting histidine decarboxylase.	1986-08	3525045
Effect of meciadanol on gastric secretion and aspirin-induced gastric mucosal injury in humans.	1984-11	6442798
Histidine decarboxylase inhibition by O-methyl-3(+)catechin and gastric acid secretion in the cat.	1983-04	6869127

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:56:33 GMT 2025` Edited by `admin` on `Mon Mar 31 17:56:33 GMT 2025`
Record UNII	2H64SE2UXS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MECIADANOL

Official Name

English

3-O-METHYL-(+)-CATECHIN

Preferred Name

English

(2R,3S)-3-METHOXY-3',4',5,7-FLAVANTETROL

Systematic Name

English

meciadanol [INN]

Common Name

English

Code System Code Type Description

EVMPD

SUB08674MIG