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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12O5
Molecular Weight 212.1997
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

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

SMILES

COc1cc(cc(c1OC)OC)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

Molecular Formula C10H12O5
Molecular Weight 212.1997
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Ca++ regulation of paracellular permeability in the middle intestine of the eel, Anguilla anguilla.
2001 Mar
Inhibition by costunolide of phorbol ester-induced transcriptional activation of inducible nitric oxide synthase gene in a human monocyte cell line THP-1.
2001 Mar 10
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
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
[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
Spectroscopic studies on the interaction between 3,4,5-trimethoxybenzoic acid and bovine serum albumin.
2006 Nov
3,4-Dihydroxy-phenyl 3,4,5-trimethoxy-benzoate.
2007 Dec 6
Aqueous chlorination of the antibacterial agent trimethoprim: reaction kinetics and pathways.
2007 Feb
Chemical constituents from leaves of Palicourea coriacea (Rubiaceae).
2008 Jul
3,6-Bis(3,4,5-trimethoxy-phen-yl)-1,2,4-triazolo[3,4-b][1,3,4]thia-diazole.
2008 Jul 23
Assessment of MEKC suitability for residue drug monitoring on pharmaceutical manufacturing equipment.
2008 Mar 13
Radiolytic degradation of gallic acid and its derivatives in aqueous solution.
2009 Dec 30
A role for the Val291 residue within the transmembrane domain 2 in diltiazem- and TMB-8 [3,4,5-trimethoxybenzoic acid 8-(diethylamino)octyl ester]-mediated 5-hydroxytryptamine type 3A receptor regulations.
2009 May
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
Discovery of 1H-benzo[d][1,2,3]triazol-1-yl 3,4,5-trimethoxybenzoate as a potential antiproliferative agent by inhibiting histone deacetylase.
2010 Dec 15
Regulation of renin release by connexin 43 in As 4.1 cell line.
2010 May
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.
Substance Class Chemical
Created
by admin
on Sat Jun 26 03:22:54 UTC 2021
Edited
by admin
on Sat Jun 26 03:22:54 UTC 2021
Record UNII
V5C9H0SC9F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3,4,5-TRIMETHOXYBENZOIC ACID
Systematic Name English
EUDESMIC ACID
Common Name English
NSC-2525
Code English
TRIMETHYLGALLIC ACID
Systematic Name English
TRIMEBUTINE MALEATE IMPURITY B [EP]
Common Name English
TRI-O-METHYLGALLIC ACID
Common Name English
BENZOIC ACID, 3,4,5-TRIMETHOXY-
Common Name English
TRIMETHOPRIM IMPURITY J [EP]
Common Name English
GALLIC ACID TRIMETHYL ETHER
Common Name English
Code System Code Type Description
CAS
118-41-2
Created by admin on Sat Jun 26 03:22:54 UTC 2021 , Edited by admin on Sat Jun 26 03:22:54 UTC 2021
PRIMARY
WIKIPEDIA
EUDESMIC ACID
Created by admin on Sat Jun 26 03:22:54 UTC 2021 , Edited by admin on Sat Jun 26 03:22:54 UTC 2021
PRIMARY
MESH
C005854
Created by admin on Sat Jun 26 03:22:54 UTC 2021 , Edited by admin on Sat Jun 26 03:22:54 UTC 2021
PRIMARY
PUBCHEM
8357
Created by admin on Sat Jun 26 03:22:54 UTC 2021 , Edited by admin on Sat Jun 26 03:22:54 UTC 2021
PRIMARY
ECHA (EC/EINECS)
204-248-2
Created by admin on Sat Jun 26 03:22:54 UTC 2021 , Edited by admin on Sat Jun 26 03:22:54 UTC 2021
PRIMARY
EPA CompTox
118-41-2
Created by admin on Sat Jun 26 03:22:54 UTC 2021 , Edited by admin on Sat Jun 26 03:22:54 UTC 2021
PRIMARY
FDA UNII
V5C9H0SC9F
Created by admin on Sat Jun 26 03:22:54 UTC 2021 , Edited by admin on Sat Jun 26 03:22:54 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
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PARENT -> IMPURITY
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP