EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

meta-anisic acid
3-methoxybenzoic acid

Supplier Sponsors

CAS Number: 586-38-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:209-574-9
FDA UNII:E2I36FH6QZ
Nikkaji Web:J6.737G
Beilstein Number:0508838
MDL:MFCD00002499
XlogP3:2.00 (est)
Molecular Weight:152.14936000
Formula:C8 H8 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:882 3-methoxybenzoic acid
DG SANTE Food Flavourings:08.092 3-methoxybenzoic acid
FEMA Number:3944 3-methoxybenzoic acid
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
Boiling Point: 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
 water, 1398 mg/L @ 25 °C (est)
Similar Items:note
ortho-anisic acid
para-anisic acid
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
m-Anisic Acid 98%
EMD Millipore
For experimental / research use only.
3-Methoxybenzoic acid
Parchem
meta-anisic acid
Penta International
3-METHOXYBENZOIC ACID
Santa Cruz Biotechnology
For experimental / research use only.
3-Methoxybenzoic acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
3-Methoxybenzoic acid ReagentPlus®, 99%
TCI AMERICA
For experimental / research use only.
m-Anisic Acid >98.0%(GC)(T)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LDLo 250 mg/kg
"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 144, 1954.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 19
Click here to view publication 19
 average usual ppmaverage maximum ppm
baked goods: 1.000003.00000
beverages(nonalcoholic): 1.000002.00000
beverages(alcoholic): 0.500001.00000
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 0.500001.00000
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: 2.000004.00000
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on a request from the Commission related to Flavouring Group Evaluation 20 (FGE.20): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical group 23
View page or View pdf

Flavouring Group Evaluation 52 (FGE.52): Consideration of hydroxy- and alkoxy-substituted benzyl derivatives evaluated by JECFA (57th meeting) structurally related to benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters evaluated by EFSA in FGE.20 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 20, Revision 1 (FGE.20Rev1): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids and related esters from chemical group 23
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 20, Revision 2 (FGE.20Rev2): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 20, Revision 3(FGE.20Rev3): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 96 (FGE.96): Consideration of 88 flavouring substances considered by EFSA for which EU production volumes / anticipated production volumes have been submitted on request by DG SANCO. Addendum to FGE. 51, 52, 53, 54, 56, 58, 61, 62, 63, 64, 68, 69, 70, 71, 73, 76, 77, 79, 80, 83, 84, 85 and 87.
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):586-38-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :11461
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3-methoxybenzoic acid
Chemidplus:0000586389
RTECS:BZ4375000 for cas# 586-38-9
 
References:
 3-methoxybenzoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:586-38-9
Pubchem (cid):11461
Pubchem (sid):134975964
Pherobase:View
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB32606
FooDB:FDB010546
Export Tariff Code:2918.99.4700
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
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
 

Articles:

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.
PubMed:[Synthesis and spectroscopic properties of neodymium and 3-methoxybenzoic acid with 1,10-phenantyroline].
PubMed:PAF antagonistic activity of 2-hydroxy-3-methoxybenzoic acid glucose ester from Gentiana scabra.
PubMed:4-Hydroxy-3-methoxybenzoic acid methyl ester: a curcumin derivative targets Akt/NF kappa B cell survival signaling pathway: potential for prostate cancer management.
PubMed:Effect of platinum(II) complexes of benzoic and 3-methoxybenzoic acid hydrazides on Saccharomyces cerevisiae.
PubMed:N2 extenuates experimental ischemic stroke through platelet aggregation inhibition.
PubMed:Anti-thrombosis Activity of Sinapic Acid Isolated from the Lees of Bokbunja Wine.
PubMed: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.
PubMed:Antimicrobial and antioxidant activities of a new benzamide from endophytic Streptomyces sp. YIM 67086.
PubMed:Encapsulation of 4-hydroxy-3-methoxy benzoic acid and 4-hydroxy-3,5-dimethoxy benzoic acid with native and modified cyclodextrins.
PubMed:Aerobic and Anaerobic Catabolism of Vanillic Acid and Some Other Methoxy-Aromatic Compounds by Pseudomonas sp. Strain PN-1.
PubMed:Protective effect of flavonoid-rich extract from Rosa laevigata Michx on cerebral ischemia-reperfusion injury through suppression of apoptosis and inflammation.
PubMed:The neuroprotective effect of a novel agent N2 on rat cerebral ischemia associated with the activation of PI3K/Akt signaling pathway.
PubMed:Simultaneous determination of acetylsalicylic acid and salicylic acid in human plasma by isocratic high-pressure liquid chromatography with post-column hydrolysis and fluorescence detection.
PubMed:Characterization of the superinduction of the c-myc proto-oncogene in fibroblasts by benzamide derivatives.
PubMed:Stimulation of intrachromosomal homologous recombination in mammalian cells by an inhibitor of poly(ADP-ribosylation).
PubMed:Novel Bradykinin Analogues Modified in the N-Terminal Part of the Molecule with a Variety of Acyl Substituents.
PubMed:[Constituents of Gymnadenia conopsea].
PubMed:[Synthesis and characterization of complex of NdL3.2H2O].
PubMed:The cobalt way to angucyclinones: asymmetric total synthesis of the antibiotics (+)-rubiginone B2, (-)-tetrangomycin, and (-)-8-O-methyltetrangomycin.
PubMed:Photoenhanced degradation of veratraldehyde upon the heterogeneous ozone reactions.
PubMed:In vitro cytotoxicity of BTEX metabolites in HeLa cells.
PubMed:Anti-asthmatic activity of phenolic compounds from the roots of Gastrodia elata Bl.
PubMed:[A new cyanosides from Rhodiola bupleuroldes].
PubMed:Antioxidant and radical scavenging properties of Malva sylvestris.
PubMed:First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation.
PubMed:A sensitive liquid chromatographic assay for plasma aspirin and salicylate concentrations after low doses of aspirin.
PubMed:Drug metabolism studies with the incubated hen's egg. Identification of 2,3,5-trihydroxybenzoic acid as a metabolite of gentisic acid.
PubMed:[Studies on chemical constituents from Serissa serissoides].
PubMed:Reactivity of hydroxybenzoic acids in the hydrogen-isotope exchange reaction.
PubMed:Anti-inflammatory action of phenolic compounds from Gastrodia elata root.
PubMed:[Studies on the chemical constituents from Fructus Rubi].
PubMed:Bufadienolides from Drimia robusta and Urginea epigea (Hyacinthaceae).
PubMed:[Synthesis and characterization of complex Eu (C8H7O3)3.C12H8N2.H2O].
PubMed: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.
PubMed: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.
PubMed:Inhibition by chlorogenic acid of haematin-catalysed retinoic acid 5,6-epoxidation.
PubMed:4-Methyl-3-hydroxyanthranilic acid activating enzyme from actinomycin-producing Streptomyces chrysomallus.
PubMed: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.
PubMed:Chemical profile of rums as a function of their origin. The use of chemometric techniques for their identification.
PubMed:[Chemical constitutents of Bauhinia aurea].
PubMed:Phenols and lignans from Chenopodium album.
PubMed:Anti-Helicobacter pylori metabolites from Rhizoctonia sp. Cy064, an endophytic fungus in Cynodon dactylon.
PubMed:The trans-anethole degradation pathway in an Arthrobacter sp.
PubMed:Multiple respiratory bursts as a response to veratrate stress in Rhodococcus erythropolis cells.
PubMed:S-methylation of 2-mercaptopyrazine in rat liver microsomes and cytosol.
PubMed:Effect of A-ring modifications on the DNA-binding behavior and cytotoxicity of pyrrolo[2,1-c][1,4]benzodiazepines.
PubMed: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.
 
Notes:
Flavouring ingredient for foods. Food additive listed in the EAFUS Food Additive Database (Jan. 2001)
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