U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C12H14O4
Molecular Weight 222.2372
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 3,4,5-TRIMETHOXYCINNAMALDEHYDE, (E)-

SMILES

COC1=CC(\C=C\C=O)=CC(OC)=C1OC

InChI

InChIKey=XDSHNNRBLSBDAP-SNAWJCMRSA-N
InChI=1S/C12H14O4/c1-14-10-7-9(5-4-6-13)8-11(15-2)12(10)16-3/h4-8H,1-3H3/b5-4+

HIDE SMILES / InChI

Description

3,4,5-trimethoxy-cinnamaldehyde (TMCA) caused nasal tumors in rats. These results can be important and may have some bearing on the high incidence of nasal tumors among woodworkers. Though it is not known whether TMCA as such is present in wood lignins, it may be formed metabolically in the animal body by the action of O-methyl-transferase from its phenolic congeners.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
toxicity studies in rats: 150 mg/kg body weight, as a suspension in 20% aqueous ethanol by intraperitoneal injection, followed within one week by a second dose, 100 mg/kg in dimethylformamide injected subcutaneously
Route of Administration: Other
In Vitro Use Guide
Unknown