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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12O5
Molecular Weight 212.1993
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3,4,5-TRIMETHOXYBENZOIC ACID

SMILES

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

InChI

InChIKey=SJSOFNCYXJUNBT-UHFFFAOYSA-N
InChI=1S/C10H12O5/c1-13-7-4-6(10(11)12)5-8(14-2)9(7)15-3/h4-5H,1-3H3,(H,11,12)

HIDE SMILES / InChI

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21780738 | https://www.ncbi.nlm.nih.gov/pubmed/18404310

3,4,5-Trimethoxybenzoic acid was used as internal standard during the determination of the various types of hydroxyl groups present in lignins. 3,4,5-Trimethoxybenzoic Acid is a metabolite of trimebutine. It is widely used in making dyes and inks, photographic developers and used as astringents in medically.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Calcium oscillations induced by lindane in peritoneal macrophages of mice: control by the maturation stage of the macrophage].
2001
Tumor necrosis factor-alpha induces distinctive NF-kappa B signaling within human dermal fibroblasts.
2001 Mar 2
Endothelin-1 decreases glutamate uptake in primary cultured rat astrocytes.
2001 Nov
Glycine blocks the increase in intracellular free Ca2+ due to vasoactive mediators in hepatic parenchymal cells.
2002 Dec
Characterization of tropane alkaloid aromatic esters that reverse the multidrug-resistance phenotype.
2002 May-Jun
Quantitative determination of trimebutine maleate and its three metabolites in human plasma by liquid chromatography-tandem mass spectrometry.
2002 Nov 5
Behavioral effects of NMDA receptor agonists and antagonists in combination with nitric oxide-related compounds.
2003 Jun 20
Trypanocidal tetrahydrofuran lignans from inflorescences of Piper solmsianum.
2003 Sep
DdAlix, an Alix/AIP1 homolog in Dictyostelium discoideum, is required for multicellular development under low Ca2+ conditions.
2004 Aug 4
Reserpine methonitrate, a novel quaternary analogue of reserpine augments urinary excretion of VMA and 5-HIAA without affecting HVA in rats.
2004 Nov 16
Type-3 ryanodine receptor involved in Ca2+-induced Ca2+ release and transmitter exocytosis at frog motor nerve terminals.
2005 Dec
[Interaction of tropoxin and its molecular fragments tropan and 3,4,5-trimethoxybenzoate with serotonin receptors of cortical neurons in the rat brain (a microionophoretic study)].
2005 Jul-Aug
Thermally assisted hydrolysis and methylation of purified tannins from plants.
2005 Sep 1
Macrophage migration inhibitory factor induces cell death and decreases neuronal nitric oxide expression in spinal cord neurons.
2006
3,4-Dihydroxy-phenyl 3,4,5-trimethoxy-benzoate.
2007 Dec 6
3,6-Bis(3,4,5-trimethoxy-phen-yl)-1,2,4-triazolo[3,4-b][1,3,4]thia-diazole.
2008 Jul 23
N-(3,4-Difluoro-phen-yl)-3,4,5-trimethoxy-benzamide.
2010 Apr 24
Asymmetric localization of Arabidopsis SYP124 syntaxin at the pollen tube apical and sub-apical zones is involved in tip growth.
2010 Aug 18
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
A soil sample (500 g) was collected from pure culture of H. zeae, maintained on maize plants (CWM-19), the commercially available cultivar, in microplots of a screen house, National Nematological Research Centre, University of Karachi. The emerged larvae were collected from the soil by Baermann funnel technique. After larvae had been counted in a counting chamber, 100 larvae were placed in a cavity block with a minimum amount of water for bioassayFor the pure compounds, 1 mg/mL was the stock solution (3,4,5-Trimethoxybenzoic Acid in DMSO)), and 1.0, 0.5, 0.25, and 0.125% dilutions were prepared from the stock. The standard nematicide carbofuran was used for the comparison, and distilled water was used as the control. Stock solution of positive control, that is, carbofuran was also prepared in the same manner as for extracts and pure compounds. The nematicidal activities of 5% dimethyl sulfoxide (DMSO) and 5% methanol used as the solvent and as negative controls were also determine. To determine the nematicidal effect of methanol and DMSO soluble fractions and pure compounds, 100 freshly hatched second-stage juveniles were introduced separately in each 3 x 3 glass Petri plates with the three replicates. Petri plates were kept at room temperature (28 +/- 2 C) in the laboratory and dark box conditions. Each treatment was observed in light and dark conditions separately and replicated three times. The mortality of the nematodes was examined under a stereoscopic microscope at 4C after 24 h. In the case of immobile larvae, their irreversible immobility was confirmed by transferring them to distilled water. The percent mortality was calculated from an average of three replicates (N = 3). This procedure was repeated after 48 and 72 h.
Name Type Language
3,4,5-TRIMETHOXYBENZOIC ACID
Systematic Name English
TRIMETHOPRIM IMPURITY J [EP IMPURITY]
Common Name English
EUDESMIC ACID
Common Name English
TRIMEBUTINE MALEATE IMPURITY B [EP IMPURITY]
Common Name English
NSC-2525
Code English
TRIMETHYLGALLIC ACID
Systematic Name English
TRI-O-METHYLGALLIC ACID
Common Name English
BENZOIC ACID, 3,4,5-TRIMETHOXY-
Common Name English
GALLIC ACID TRIMETHYL ETHER
Common Name English
Code System Code Type Description
NSC
2525
Created by admin on Fri Dec 15 19:50:32 GMT 2023 , Edited by admin on Fri Dec 15 19:50:32 GMT 2023
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CAS
118-41-2
Created by admin on Fri Dec 15 19:50:32 GMT 2023 , Edited by admin on Fri Dec 15 19:50:32 GMT 2023
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WIKIPEDIA
EUDESMIC ACID
Created by admin on Fri Dec 15 19:50:32 GMT 2023 , Edited by admin on Fri Dec 15 19:50:32 GMT 2023
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MESH
C005854
Created by admin on Fri Dec 15 19:50:32 GMT 2023 , Edited by admin on Fri Dec 15 19:50:32 GMT 2023
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PUBCHEM
8357
Created by admin on Fri Dec 15 19:50:32 GMT 2023 , Edited by admin on Fri Dec 15 19:50:32 GMT 2023
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CHEBI
454991
Created by admin on Fri Dec 15 19:50:32 GMT 2023 , Edited by admin on Fri Dec 15 19:50:32 GMT 2023
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ECHA (EC/EINECS)
204-248-2
Created by admin on Fri Dec 15 19:50:32 GMT 2023 , Edited by admin on Fri Dec 15 19:50:32 GMT 2023
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EPA CompTox
DTXSID3059472
Created by admin on Fri Dec 15 19:50:32 GMT 2023 , Edited by admin on Fri Dec 15 19:50:32 GMT 2023
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FDA UNII
V5C9H0SC9F
Created by admin on Fri Dec 15 19:50:32 GMT 2023 , Edited by admin on Fri Dec 15 19:50:32 GMT 2023
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