meta-anisic acid
3-methoxybenzoic acid
Identification
| Name | meta-anisic acid |
| CAS Number | 586-38-9 |
| EINECS | 209-574-9 |
| FDA UNII | E2I36FH6QZ |
| Molecular Formula | C8 H8 O3 |
| Molecular Weight | 152.14936000 |
| MDL Number | MFCD00002499 |
| Nikkaji Number | J6.737G |
| Beilstein | 0508838 |
| XlogP3 | 2.00 (est) |
Regulatory
| JECFA Food Flavoring | 882 3-methoxybenzoic acid |
| DG SANTE Food Flavourings | 08.092 3-methoxybenzoic acid |
| FEMA Number | 3944 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 586-38-9 ; 3-METHOXYBENZOIC ACID |
Physical Properties
| Appearance | pale beige crystalline powder (est) |
| Assay | 98.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 106.00 to 109.00 °C. @ 760.00 mm Hg |
| Boiling Point | 170.00 to 172.00 °C. @ 10.00 mm Hg, 308.00 to 309.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.001500 mmHg @ 25.00 °C. (est) |
| Flash Point | 254.00 °F. TCC ( 123.33 °C. ) |
| logP (o/w) | 2.020 |
| Shelf Life | 24.00 month(s) or longer if stored properly. |
| Storage | store in cool, dry place in tightly sealed containers, protected from heat and light. |
| Soluble in | alcohol |
| Similar Items | note |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LDLo 250 mg/kg |
| 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 | flavoring agents |
| Recommendation for meta-anisic acid usage levels up to | not for fragrance use. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.012 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA) | 0.01 (μg/capita/day) |
| Structure Class | I |
| baked goods | 1.00000 |
| beverages(nonalcoholic) | 1.00000 |
| beverages(alcoholic) | 0.50000 |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | 0.50000 |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | 2.00000 |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
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Potential Uses
Natural Occurrence
Synonyms
3-
anisic acid
m-
anisic acid
benzoic acid, 3-methoxy-
3-
methoxy-benzoic acid
3-
methoxybenzoic acid
m-
methoxybenzoic acid
meta-
methoxybenzoic acid
3-
methoxybenzoicacid
m-
methylsalicylic acid
PubMed:
Chemical constituents of Allophylus longipes.
PubMed:
[Constituents of Gymnadenia conopsea].
PubMed:
Toward a better understanding on the mechanism of ortholithiation. Tuning of selectivities in the metalation of meta-anisic acid by an appropriate choice of base.
PubMed:
Metabolism of the 18O-methoxy substituent of 3-methoxybenzoic acid and other unlabeled methoxybenzoic acids by anaerobic bacteria.
PubMed:
Complex formation of neptunium(V) with 4-hydroxy-3-methoxybenzoic acid studied by time-resolved laser-induced fluorescence spectroscopy with ultra-short laser pulses.
PubMed:
Platinum (II) complexes of benzoic- and 3-methoxybenzoic acid hydrazides. Synthesis, characterization, and cytotoxic effect.
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PAF antagonistic activity of 2-hydroxy-3-methoxybenzoic acid glucose ester from Gentiana scabra.
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4-Hydroxy-3-methoxybenzoic acid methyl ester: a curcumin derivative targets Akt/NF kappa B cell survival signaling pathway: potential for prostate cancer management.
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Effect of platinum(II) complexes of benzoic and 3-methoxybenzoic acid hydrazides on Saccharomyces cerevisiae.
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N2 extenuates experimental ischemic stroke through platelet aggregation inhibition.
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Anti-thrombosis Activity of Sinapic Acid Isolated from the Lees of Bokbunja Wine.
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Studies on the Biotransformation of Veratric Acid, a Human Metabolite of Mebeverine, by Using the Incubated Hen's Egg.
PubMed:
Some amides of 2-hydroxy-(or alkyloxy-) 3-methoxybenzoic acid.
PubMed:
Synthesis and pharmacological activity of alkylaminoalkyl esters and amides of 2-hydroxy- (or alkoxy-) 3-methoxybenzoic acid.
PubMed:
Comparative functional characterization of a novel benzoate hydroxylase cytochrome P450 of Fusarium oxysporum.
PubMed:
The versatility of the fungal cytochrome P450 monooxygenase system is instrumental in xenobiotic detoxification.
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Antimicrobial and antioxidant activities of a new benzamide from endophytic Streptomyces sp. YIM 67086.
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Encapsulation of 4-hydroxy-3-methoxy benzoic acid and 4-hydroxy-3,5-dimethoxy benzoic acid with native and modified cyclodextrins.
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Aerobic and Anaerobic Catabolism of Vanillic Acid and Some Other Methoxy-Aromatic Compounds by Pseudomonas sp. Strain PN-1.
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Protective effect of flavonoid-rich extract from Rosa laevigata Michx on cerebral ischemia-reperfusion injury through suppression of apoptosis and inflammation.
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The neuroprotective effect of a novel agent N2 on rat cerebral ischemia associated with the activation of PI3K/Akt signaling pathway.
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Simultaneous determination of acetylsalicylic acid and salicylic acid in human plasma by isocratic high-pressure liquid chromatography with post-column hydrolysis and fluorescence detection.
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Characterization of the superinduction of the c-myc proto-oncogene in fibroblasts by benzamide derivatives.
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Stimulation of intrachromosomal homologous recombination in mammalian cells by an inhibitor of poly(ADP-ribosylation).
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Novel Bradykinin Analogues Modified in the N-Terminal Part of the Molecule with a Variety of Acyl Substituents.
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The cobalt way to angucyclinones: asymmetric total synthesis of the antibiotics (+)-rubiginone B2, (-)-tetrangomycin, and (-)-8-O-methyltetrangomycin.
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Photoenhanced degradation of veratraldehyde upon the heterogeneous ozone reactions.
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In vitro cytotoxicity of BTEX metabolites in HeLa cells.
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Antioxidant and radical scavenging properties of Malva sylvestris.
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First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation.
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A sensitive liquid chromatographic assay for plasma aspirin and salicylate concentrations after low doses of aspirin.
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Drug metabolism studies with the incubated hen's egg. Identification of 2,3,5-trihydroxybenzoic acid as a metabolite of gentisic acid.
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[Studies on chemical constituents from Serissa serissoides].
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Reactivity of hydroxybenzoic acids in the hydrogen-isotope exchange reaction.
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Anti-inflammatory action of phenolic compounds from Gastrodia elata root.
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Bufadienolides from Drimia robusta and Urginea epigea (Hyacinthaceae).
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Fungitoxic phenols from carnation (Dianthus caryophyllus) effective against Fusarium oxysporum f. sp. dianthi.
PubMed:
Amperometric biosensors for detection of phenol using chemically modified electrodes containing immobilized bacteria.
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Some polyphenols inhibit the formation of pentyl radical and octanoic acid radical in the reaction mixture of linoleic acid hydroperoxide with ferrous ions.
PubMed:
Characterization of a vanillic acid non-oxidative decarboxylation gene cluster from Streptomyces sp. D7.
PubMed:
Metabolic pathways of 4-[(3-methoxyphenyl)methyl]-2,2,6,6-tetramethyl-1-oxa-4-aza-2,6- disilacyclohexane (MPSC) hydrochloride, a silicon-containing xenobiotic, in rat, dog, and man.
PubMed:
A ferulic acid ester of sucrose and other constituents of Bhesa paniculata.
PubMed:
Illegitimate and homologous recombination in mammalian cells: differential sensitivity to an inhibitor of poly(ADP-ribosylation).
PubMed:
Guanyl-5'-yl-lmidodiphosphate regulation of ligand binding to LTD4 receptors on guinea pig lung membranes.
PubMed:
Enhancement by catechols of hydroxyl-radical formation in the presence of ferric ions and hydrogen peroxide.
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Inhibition by chlorogenic acid of haematin-catalysed retinoic acid 5,6-epoxidation.
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4-Methyl-3-hydroxyanthranilic acid activating enzyme from actinomycin-producing Streptomyces chrysomallus.
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Role of ADP-ribosyl transferase in differentiation of human granulocyte-macrophage progenitors to the macrophage lineage.
PubMed:
Allelopathic potential of wild oat (Avena fatua) on spring wheat (Triticum aestivum) growth.
PubMed:
Studies in vitro on the involvement of O-sulphate esters in the formation of O-methylated 3,4-dihydroxybenzoic acid by rat liver.
PubMed:
Microbial catabolism of vanillate: decarboxylation to guaiacol.
PubMed:
Encapsulation of flavor molecules, 4-hydroxy-3-methoxy benzoic acid, into layered inorganic nanoparticles for controlled release of flavor.
PubMed:
Two new phenolic water-soluble constituents from branch bark of Davidia involucrata.
PubMed:
A norsesquiterpene lactone and a benzoic acid derivative from the leaves of Cyclocarya paliurus and their glucosidase and glycogen phosphorylase inhibiting activities.
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S-methylation of 2-mercaptopyrazine in rat liver microsomes and cytosol.
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Effect of A-ring modifications on the DNA-binding behavior and cytotoxicity of pyrrolo[2,1-c][1,4]benzodiazepines.
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Effect of platinum (II) complexes of 4-methoxy- and 4-chlorobenzoic acid hydrazides on Saccharomyces cerevisiae.
PubMed:
Effects of solute characteristics and concentration on a lyotropic liquid crystal: solute-induced phase change.
PubMed:
Utilization of methoxylated benzoates and formation of intermediates by Desulfotomaculum thermobenzoicum in the presence or absence of sulfate.
PubMed:
Whole-cell bioconversion of vanillin to vanillic acid by Streptomyces viridosporus.