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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
Molecular Formula C12H14O4
Molecular Weight 222.2372
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Nasal and other tumours in rats given 3,4,5-trimethoxy-cinnamaldehyde, a derivative of sinapaldehyde and of other alpha,beta-unsaturated aldehydic wood lignin constituents.
1972 Dec
Patents

Patents

JP2002540060A
2
JPH02180876A
2
JPH07238088A
1

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:45:44 GMT 2023
Edited
by admin
on Fri Dec 15 19:45:44 GMT 2023
Record UNII
0U9SB79TM1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3,4,5-TRIMETHOXYCINNAMALDEHYDE, (E)-
Systematic Name English
3,4,5-TRIMETHOXYCINNAMALDEHYDE
Systematic Name English
(E)-3,4,5-TRIMETHOXYCINNAMALDEHYDE
Systematic Name English
2-PROPENAL, 3-(3,4,5-TRIMETHOXYPHENYL)-, (2E)-
Systematic Name English
TRANS-3,4,5-TRIMETHOXYCINNAMALDEHYDE
Systematic Name English
2-PROPENAL, 3-(3,4,5-TRIMETHOXYPHENYL)-, (E)-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID00904837
Created by admin on Fri Dec 15 19:45:44 GMT 2023 , Edited by admin on Fri Dec 15 19:45:44 GMT 2023
PRIMARY
PUBCHEM
5839209
Created by admin on Fri Dec 15 19:45:44 GMT 2023 , Edited by admin on Fri Dec 15 19:45:44 GMT 2023
PRIMARY
CAS
71277-13-9
Created by admin on Fri Dec 15 19:45:44 GMT 2023 , Edited by admin on Fri Dec 15 19:45:44 GMT 2023
PRIMARY
FDA UNII
0U9SB79TM1
Created by admin on Fri Dec 15 19:45:44 GMT 2023 , Edited by admin on Fri Dec 15 19:45:44 GMT 2023
PRIMARY
NIH
NCATS
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