2,4,5-trimethoxybenzoic acid
benzoic acid, 2,4,5-trimethoxy-
Identification
| Name | 2,4,5-trimethoxybenzoic acid |
| CAS Number | 490-64-2 |
| EINECS | 207-715-9 |
| FDA UNII | Search |
| Molecular Formula | C10 H12 O5 |
| Molecular Weight | 212.20164000 |
| MDL Number | MFCD00002435 |
| Nikkaji Number | J65E |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 145.00 °C. @ 760.00 mm Hg |
| Boiling Point | 300.00 °C. @ 760.00 mm Hg |
| Soluble in | water, 3190 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for 2,4,5-trimethoxybenzoic acid usage levels up to | not for fragrance use. |
| Recommendation for 2,4,5-trimethoxybenzoic acid flavor usage levels up to | not for flavor use. |
BOC Sciences
Best of Chemicals Supplier
Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...
Potential Uses
Natural Occurrence
Synonyms
benzoic acid, 2,4,5-trimethoxy-
PubMed:
[Chemical constituents from traditional Chinese medicine Siegesbeckia pubescens].
PubMed:
Supramolecular association in proton-transfer adducts containing benzamidinium cations. III. Three molecular salts of 3-methoxy-, 4-methoxy- and 3,4,5-trimethoxybenzoates with benzamidine.
PubMed:
Hexanuclear and undecanuclear iron(III) carboxylates as catalyst precursors for cyclohexane oxidation.
PubMed:
Gypenosides induce apoptosis by ca2+ overload mediated by endoplasmic-reticulum and store-operated ca2+ channels in human hepatoma cells.
PubMed:
A case of trimebutine-induced anaphylaxis.
PubMed:
Inhibitory effects of constituents from Euphorbia lunulata on differentiation of 3T3-L1 cells and nitric oxide production in RAW264.7 cells.
PubMed:
The novel potent multidrug resistance inhibitors N,N-bis(cyclohexanol)amine aryl esters are devoid of vascular effects.
PubMed:
Regulation of renin release by connexin 43 in As 4.1 cell line.
PubMed:
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.
PubMed:
Chemical constituents from leaves of Palicourea coriacea (Rubiaceae).
PubMed:
Thermally assisted hydrolysis and methylation of purified tannins from plants.
PubMed:
DdAlix, an Alix/AIP1 homolog in Dictyostelium discoideum, is required for multicellular development under low Ca2+ conditions.
PubMed:
Trypanocidal tetrahydrofuran lignans from inflorescences of Piper solmsianum.
PubMed:
Involvement of calcium/calmodulin signaling in cercosporin toxin biosynthesis by Cercospora nicotianae.
PubMed:
Role of PKC and calcium in modulation of effects of angiotensin II on sodium transport in proximal tubule.
PubMed:
Quantitative determination of trimebutine maleate and its three metabolites in human plasma by liquid chromatography-tandem mass spectrometry.
PubMed:
New flavonol-phenylbutadiene adducts from the leaves of Alpinia flabellata.
PubMed:
Regulation of nitric oxide production by murine peritoneal macrophages treated in vitro with chemokine monocyte chemoattractant protein 1.
PubMed:
Endothelin-1 decreases glutamate uptake in primary cultured rat astrocytes.
PubMed:
Biodegradation of synthetic and naturally occuring mixtures of mono-cyclic aromatic compounds present in olive mill wastewaters by two aerobic bacteria.
PubMed:
Ca++ regulation of paracellular permeability in the middle intestine of the eel, Anguilla anguilla.
PubMed:
Tumor necrosis factor-alpha induces distinctive NF-kappa B signaling within human dermal fibroblasts.
PubMed:
Insulin enhances the bradykinin response in L8 rat skeletal myoblasts.
PubMed:
Antimicrobial activity of Mitracarpus scaber extract and isolated constituents.
PubMed:
Differential acetylcholine release mechanisms in the ischemic and non-ischemic myocardium.
PubMed:
Hypoxia/aglycemia increases endothelial permeability: role of second messengers and cytoskeleton.
PubMed:
Effect of 3,4,5-trimethoxybenzoic acid 8-diethylamino-octyl ester (TMB-8) on neuronal calcium homeostasis, protein synthesis, and energy metabolism.
PubMed:
Very low density lipoprotein-mediated signal transduction and plasminogen activator inhibitor type 1 in cultured HepG2 cells.
PubMed:
Characterization of interaction of 3,4,5-trimethoxybenzoic acid 8-(diethylamino)octyl ester with Torpedo californica nicotinic acetylcholine receptor and 5-hydroxytryptamine3 receptor.
PubMed:
Calcium recruitment in renal vasculature: NE effects on blood flow and cytosolic calcium concentration.
PubMed:
Mibefradil-induced inhibition of proliferation of human peripheral blood mononuclear cells.
PubMed:
Trimebutine: mechanism of action, effects on gastrointestinal function and clinical results.
PubMed:
Different mechanisms mediate development and expression of tolerance and dependence for peripheral mu-opioid antinociception in rat.
PubMed:
Granulocyte colony-stimulating factor-induced activation of protein kinase-C in myeloid cells.
PubMed:
Effect of oxidative stress on cellular functions and cytosolic free calcium of rat pancreatic acinar cells.
PubMed:
Allosteric regulation of the binding of [3H]acetylcholine to m2 muscarinic receptors.
PubMed:
Involvement of intracellular or extracellular calcium in activation of tyrosine hydroxylase gene expression in PC12 cells.
PubMed:
The "calcium antagonist" TMB-8 [3,4,5-trimethoxybenzoic acid 8-(diethylamino)octyl ester] is a potent, non-competitive, functional antagonist at diverse nicotinic acetylcholine receptor subtypes.
PubMed:
The effects of calcium antagonists on anthrone skin tumor promotion and promoter-related effects in SENCAR mice.
PubMed:
Glyburide attenuates calmodulin antagonist-stimulated renin release from isolated mouse juxtaglomerular cells.
PubMed:
Influence of Ca2+ channel modulators on [3H]purine release from rat cultured glial cells.
PubMed:
Role of calcium ion in platelet serotonin uptake regulation.
PubMed:
Lysophosphatidylcholine causes Ca2+ influx, enhanced DNA synthesis and cytotoxicity in cultured vascular smooth muscle cells.
PubMed:
Ca2+ mobilization by caffeine in single smooth muscle cells of the rat tail artery.
PubMed:
Angiotensin II-dependent proximal tubule sodium transport is mediated by cAMP modulation of phospholipase C.
PubMed:
Neuropeptide Y stimulates luteinizing hormone-releasing hormone release from superfused hypothalamic GT1-7 cells.
PubMed:
ATP inhibits the hydrosmotic effect of AVP in rabbit CCT: evidence for a nucleotide P2u receptor.
PubMed:
Characterization of low pH-induced catecholamine secretion in the rat adrenal medulla.
PubMed:
Calcium channel blockers inhibit hydrogen peroxide-induced proliferation of cultured rat mesangial cells.
PubMed:
Interrelationship between cell pH and cell calcium in rat inner medullary collecting duct cells.
PubMed:
Dynamics of intracellular free Mg2+ changes in a vascular smooth muscle cell line.
PubMed:
Cytosolic free calcium regulation in response to acute changes in intracellular pH in vascular smooth muscle.
PubMed:
Microbore liquid chromatography with electrochemical detection for the control of phenolic antioxidants in drugs and foods.
PubMed:
Effects of modulators of cytosolic Ca2+ on phytohemagglutin-dependent Ca2+ response and interleukin-2 production in Jurkat cells.
PubMed:
Neurally mediated actions of leukotrienes on ion transport in guinea pig distal colon.
PubMed:
Modulation by intracellular calcium pool of arginine vasopressin-induced cellular cyclic AMP production in rat renal papillary collecting tubule cells in culture.
PubMed:
Involvement of the Y-1 receptor subtype in the regulation of luteinizing hormone secretion by neuropeptide Y in rats.
PubMed:
Calcium current and charge movement of mammalian muscle: action of amyotrophic lateral sclerosis immunoglobulins.
PubMed:
Characterization of bradykinin mediating pertussis toxin-insensitive biphasic response in circular muscle of the isolated guinea pig ileum.
PubMed:
Effect of intracellular pH on cytosolic free [Ca2+] in human epidermoid A-431 cells.
PubMed:
Bradykinin induces elevations of cytosolic calcium through mobilisation of intracellular and extracellular pools in bovine aortic endothelial cells.
PubMed:
Calcium-dependent natural killer and calcium-independent natural cytotoxic activities in an IL-2-dependent killer cell line.
PubMed:
Integrated autonomic and behavioral responses to L/N Ca2(+)-channel blocker omega-conotoxin in conscious rats.
PubMed:
Chloride efflux in cyclic AMP-induced configurational change of bovine pulmonary artery endothelial cells.
PubMed:
Occult intracellular calcium pools: relevance to neutrophil oxidant production.
PubMed:
Arginine vasopressin promotes growth of rat glomerular mesangial cells in culture.
PubMed:
Does protein kinase C activation mediate thrombin-induced arachidonate release in human platelets?
PubMed:
Leukotriene B4 triggers highly characteristic and specific functional responses in neutrophils: studies of stimulus specific mechanisms.
PubMed:
Prostanoid formation in primary astroglial cell cultures: Ca(2+)-dependency and stimulation by A 23187, melittin and phospholipases A(2) and C.
PubMed:
Enhancement of the expression of a rat neutrophil-specific cell surface antigen by activation with phorbol myristate acetate and concanavalin A.
PubMed:
Influence of calcium and other divalent cations on protein turnover in rat skeletal muscle.
PubMed:
A pertussis toxin-sensitive GTP-binding protein in the human neutrophil regulates multiple receptors, calcium mobilization, and lectin-induced capping.
PubMed:
ATP-dependent [3H]Met-enkephalin uptake by bovine adrenal chromaffin granule membrane.
PubMed:
Studies on the mechanism of phorbol ester-induced inhibition of intercellular junctional communication.
PubMed:
Induction of methotrexate release from rat hepatocytes in suspension by alpha-adrenergic agents: involvement of calcium and metabolic energy.
PubMed:
[Synthesis and the study of the effect of new 3,4,5-trimethoxybenzoic acid derivatives on the central nervous system].
PubMed:
The role of prostaglandins in the endothelium-mediated vasodilatory response to hypoxia.
PubMed:
Aerobic and Anaerobic Catabolism of Vanillic Acid and Some Other Methoxy-Aromatic Compounds by Pseudomonas sp. Strain PN-1.
PubMed:
Bacterial degradation of 3,4,5-trimethoxycinnamic acid with production of methanol.
PubMed:
The search for new antiarrhythmics in the group of chirally 1,2-aminoalcohols. I. 3',4',5'-trimethoxybenzoic acid esters of optically active N,N'-dimethyl-N,N'-bis-(1-hydroxybutyl-2) ethylenediamines.
PubMed:
Investigations of anthelminthic activity and synthesis of new derivatives of perhydroazepine, perhydro-1,4-diazepine, perhydro-1,4-oxazepine and perhydro-1,5-oxazocine.
PubMed:
Catabolism of 2,4,5-trimethyoxybenzoic acid and 3-methoxycrotonic acid.
PubMed:
Biotransformation of trithiozine. III - Isolation and identification of further metabolites in rat urine.
PubMed:
Weak electrolyte transfer in the guinea pig jejunum: secretion of trimethoxybenzoic acid.