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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12O4
Molecular Weight 196.1999
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3,4,5-TRIMETHOXYBENZALDEHYDE

SMILES

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

InChI

InChIKey=OPHQOIGEOHXOGX-UHFFFAOYSA-N
InChI=1S/C10H12O4/c1-12-8-4-7(6-11)5-9(13-2)10(8)14-3/h4-6H,1-3H3

HIDE SMILES / InChI

Molecular Formula C10H12O4
Molecular Weight 196.1999
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

3,4,5-Trimethoxybenzaldehyde is a key intermediate in the synthesis of trimethoprim[2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine], which, in addition to its antibacterial activity, possesses the property of significantly strengthening the bactericidal activity of sulfanilamide preparations. Also, 3,4,5-Trimethoxybenzaldehyde id used for the synthesis of Isoamoenylin, which showed moderate antioxidative and weak antibacterial activities. An A-ring analogue of colchicine, 3,4,5-trimethoxybenzaldehyde, can stop the antimitotic drug IKP104-induced unfolding of tubulin significantly. 3,4,5-trimethoxybenzaldehyde stimulated tubulin-dependent GTP hydrolysis.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.5 mM [Kd]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
3,4,5-trimethoxybenzaldehyde has a significant stimulation on tubulin dependent GTP hydrolysis reaction at concentration 1 mM. 33.1 nM of GDP were formed at this concentration.
Substance Class Chemical
Record UNII
WL86YD76N6
Record Status Validated (UNII)
Record Version