para-anisic acid
4-methoxybenzoic acid
 
Notes:
Flavouring agent. Food additive listed in the EAFUS Food Additive Database (Jan. 2001) 4-Methoxybenzoic acid, or anisic acid, is an organic compound which is a carboxylic acid found naturally in anise. It is a white crystalline solid which is insoluble in water and soluble in alcohols, ether, and ethyl acetate.; Anisic acid is a phenolic acid, an organic molecule commonly found in anis-seed, a common food spice. Anisic acid is occasionally found in human biofluids. Anisic acid has been characterized as a classical non-competitive inhibitor of the oxidation of L-3,4-dihydroxyphenylalanine (L-DOPA), and the hydroxylation of L-tyrosine catalyzed by tyrosinase (EC 1.14.18.1). Additionally, anisic acid is a metabolite of aniracetam, a cognition enhancer. (PMID: 14577637, 6480763, 6511847, 11597608)
  • Advanced Biotech
  • Beijing Lys Chemicals
    • Beijing Lys Chemicals Co, LTD.
      From Grams to Tons
      Fine chemical high-tech company which contains R&D, production, and sales.
      BEIJING LYS CHEMICALS CO, LTD, established in 2004, is a fine chemical high-tech company which contains R&D, production, and sales. We mainly engaged in export and technology development of flavor and fragrance materials and pharmaceutical intermediates. We have nearly 500 kinds of products, from grams to tons, exported to USA, Europe, South Asia and etc. And we custom manufacture new products according to customers’ needs, and serve good quality products and service. Our goal is to become a fine chemical enterprise which could provide special products and services.
      Email: Mr. Jia
      Email: Mr. Guo
      Voice: 86-10-68418738
      Fax: 86-10-68418739
      Mr. Guo86-10-68483445
      Mr. Guo86-10-68418739
      News
      Product(s):
      10297 Draconic acid
       
  • Charkit Chemical
    • Charkit Chemical Corporation
      The Specialty Chemical Specialists
      Explore this website to discover the products and services that Charkit provides for your industry and please contact us directly to find out how we can be of service to you.
      Since 1982, Charkit has been committed to expanding the markets we serve and our roster of products and services continues to grow with us. Personal care ingredients now include a substantial array of luxury and exotic components. Substantial inroads have been made in the nutraceutical and resins markets, with a growing roster of versatile and unique ingredients. And we continue to lead the way in our traditional markets such as Metal and Water Treatment, Imaging, Flavor & Fragrance, Aroma and Food. Our Pharmaceutical offerings continue to expand, still anchored by the Boronic Derivatives that meet the demands of Suzuki coupling reactions.
      Email: Sales
      Voice: 203-299-3220
      Fax: 203-299-1355
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      Product(s):
      ANISIC ACID, P-
      ANISIC ACID, P- (SNOW WHITE GRADE)
       
  • Natural Advantage
    • Natural Advantage
      Manufacturer of natural flavor ingredients
      With over 25 years experience in the flavor and food ingredient industries.
      Natural Advantage was formed over seventeen years ago to supply the growing demand for natural food and flavor ingredients. We employ a wide range of multi-disciplined scientists who are dedicated to high quality service, customer satisfaction and creating an outstanding value for our clients.
      Email: Info
      Email: Customer service
      Voice: 318-215-1456
      Fax: 318-335-1579
      What We Do
      Products List: View
      Product(s):
      Anisic Acid Nat
       
  • Penta International
    • Penta International Corporation
      Chemistry innovation
      At Penta, our products and services help businesses do business better.
      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
      US Email: Technical Services
      US Email: Sales
      US Voice: (973) 740-2300
      US Fax: (973) 740-1839
      Product(s):
      01-36100 p-ANISIC ACID, Kosher
      01-36105 p-ANISIC ACID, NATURAL, Kosher, Halal
       
  • Sigma-Aldrich
    • Sigma-Aldrich
      Complete Supply Chain
      The perfect blend of products and services that bring your creativity to life.
      Sigma-Aldrich is a leading Life Science and High Technology company dedicated to providing high-quality, safe and certified flavor ingredients with transparent and easily accessible documentation to customers around the globe. Sigma-Aldrich also provides a suite of analytical tools that allow food analysts to simplify sample preparation, cleanup and analysis steps, while increasing sensitivity to trace ingredients and harmful substances to meet regulations and quality standards.
      Email: Information
      US Email: Sales
      US Voice: 800-244-1173
      US Fax: 800-368-4661
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      Certified Food Grade Products
      Product(s):
      W394505 p-Anisic acid, ≥99%, FG
      SDS
      W394512 p-Anisic acid, natural, 99%, FG
      SDS
       
Synonyms   Articles   Notes   Search
4-methoxybenzoic acid (Click)
CAS Number: 100-09-4Picture of molecule
ECHA EINECS - REACH Pre-Reg: 202-818-5
FDA UNII: 4SB6Y7DMM3
Nikkaji Web: J3.229H
Beilstein Number: 0508910
MDL: MFCD00002542
CoE Number: 10077
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
IBM Patents: Obtain
Obtain
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 883  4-methoxybenzoic acid
Flavis Number: 08.071 (Old)
DG SANTE Food Flavourings: 08.071  p-anisic acid
FEMA Number: 3945  4-methoxybenzoic acid
FDA Mainterm: 4-METHOXYBENZOIC ACID
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Physical Properties:
Appearance: white crystals (est)
Assay: 98.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 183.00 to  186.00 °C. @ 760.00 mm Hg
Boiling Point: 275.00 to  280.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.002000 mm/Hg @ 25.00 °C. (est)
Flash Point: 365.00 °F. TCC ( 185.00 °C. )
logP (o/w): 1.960
Shelf Life: 36.00 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
 ether
 water, 530 mg/L @ 37 °C (exp)
Insoluble in:
 water, hot
Similar Items: note
meta-anisic acid
ortho-anisic acid
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Organoleptic Properties:
Odor Type: animal
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
 fecal  animal  
Odor Description:
at 10.00 % in dipropylene glycol. 
faint putrid sweet cadaverous
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: masking agents
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Suppliers:
Advanced Biotech
ANISIC ACID NATURAL
98% min.
Anhui Haibei
Anisic Acid natural
Odor: Faint putrid sweet cadaverous
Beijing Lys Chemicals
Draconic acid
Charkit Chemical
ANISIC ACID, P- (SNOW WHITE GRADE)
Charkit Chemical
ANISIC ACID, P-
Natural Advantage
Anisic Acid Nat
Penta International
p-ANISIC ACID, Kosher
Penta International
p-ANISIC ACID, NATURAL, Kosher, Halal
Santa Cruz Biotechnology
For experimental / research use only.
p-Anisic Acid
Sigma-Aldrich
p-Anisic acid, ≥99%, FG
Certified Food Grade Products
Sigma-Aldrich
p-Anisic acid, natural, 99%, FG
Odor: animal
TCI AMERICA
For experimental / research use only.
p-Anisic Acid >99.0%(GC)(T)
WEN International
P-ANISIC ACID Natural
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
 
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:
Not determined
Dermal Toxicity:
subcutaneous-mouse LD50 400 mg/kg
Cesko-Slovenska Farmacie. Vol. 31, Pg. 236, 1982.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavoring agents
Recommendation for para-anisic acid usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 1.70 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.10 (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: 2.500005.00000
beverages(nonalcoholic): 0.500001.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 1.000003.00000
fruit ices: --
gelatins / puddings: 2.000004.00000
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: 3.000006.00000
soups: --
sugar substitutes: --
sweet sauces: --
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Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of hydroxyl- and alkoxy-substituted benzyl derivatives used as flavor ingredients.View pdf
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
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 100-09-4
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 7478
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 1
 4-methoxybenzoic acid
Chemidplus: 0000100094
RTECS: BZ4395000 for cas# 100-09-4
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References:
 4-methoxybenzoic acid
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 100-09-4
Pubchem (cid): 7478
Pubchem (sid): 134972227
Pherobase: View
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
CHEBI: View
CHEMBL: View
Metabolomics Database: Search
UM BBD: Search
KEGG (GenomeNet): C02519
HMDB (The Human Metabolome Database): HMDB01101
FooDB: FDB010587
Export Tariff Code: 2918.99.0500
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
Read: Under the conditions of intended use - New developments in the FEMA GRAS program and the safety assessment of flavor ingredients
Read: A GRAS assessment program for flavor ingredients
Read: Sensory testing for flavorings with modifying properties. Food Technology
Read: Criteria for the safety evaluation of flavoring substances
Read: A procedure for the safety evaluation of natural flavor complexes used as ingredients in food: essential oils
Read: FEMA Expert Panel: 30 Years of safety evaluation for the flavor industry
Read: Consumption ratio and food predominance of flavoring materials
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Potential Blenders and core components note
 
For Odor
cheesy
S-(methyl thio) butyrateFL/FR
 valeric acidFL/FR
 
For Flavor
 
acidic
 valeric acidFL/FR
musty
S-(methyl thio) butyrateFL/FR
 
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Potential Uses:
 animal 
 fixer 
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Occurrence (nature, food, other): note
 anise seed oil
Search Trop  Picture
 cacao bean
Search Trop  Picture
 castoreum
Search  Picture
 chamomile sweet false chamomile plant
Search Trop  Picture
 fennel seed oil
Search Trop  Picture
 vanilla beans
Search Trop  Picture
 zizyphus mauritiana
Search Trop  Picture
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Synonyms:
4-anisic acid
p-anisic acid
p-anisic acid natural
 benzoic acid, 4-methoxy-
 draconic acid
4-methoxy benzoic acid
4-methoxybenzoic acid
p-methoxybenzoic acid
para-methoxybenzoic acid
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Effect of chlorocholine chlorid on phenolic acids accumulation and polyphenols formation of buckwheat plants.
PubMed: Production of natural fragrance aromatic acids by coexpression of trans-anethole oxygenase and p-anisaldehyde dehydrogenase genes of Pseudomonas putida JYR-1 in Escherichia coli.
PubMed: Screening of Burkholderia sp. WGB31 producing anisic acid from anethole and optimization of fermentation conditions.
PubMed: Development and validation of a liquid chromatographic method for the simultaneous determination of aniracetam and its related substances in the bulk drug and a tablet formulation.
PubMed: Chemistry of spices: bornyl 4-methoxybenzoate from Ferula ovina (Boiss.) Boiss. (Apiaceae) induces hyperalgesia in mice.
PubMed: [Synthesis and spectroscopic properties of rare earth and p-anisic acid with 1, 10-phenanthroline].
PubMed: Intermolecular interaction of voriconazole analogues with model membrane by DSC and NMR, and their antifungal activity using NMR based metabolic profiling.
PubMed: Inhibition of toxic actions of phospholipase A2 isolated & characterized from the Indian Banded Krait (Bungarus fasciatus) venom by synthetic herbal compounds.
PubMed: The crystal structures of 4-methoxybenzoate bound CYP199A2 and CYP199A4: structural changes on substrate binding and the identification of an anion binding site.
PubMed: The preclinical toxicology of anisoylated plasminogen streptokinase activator complex.
PubMed: Identification and effects of interaction phytotoxic compounds from exudate of Cistus ladanifer leaves.
PubMed: Crystal structures of the free and anisic acid bound triple mutant of phospholipase A2.
PubMed: Aniracetam enhances cortical dopamine and serotonin release via cholinergic and glutamatergic mechanisms in SHRSP.
PubMed: Reduction of aryl acids by white-rot fungi for the biocatalytic production of aryl aldehydes and alcohols.
PubMed: Liquid-chromatographic assay of cefmenoxime in serum and urine.
PubMed: Pharmacokinetics of aniracetam and its metabolites in rats.
PubMed: Metabolism of p-anisic acid by the rat.
PubMed: Caffeic acid inhibits the formation of 7-carboxyheptyl radicals from oleic acid under flavin mononucleotide photosensitization by scavenging singlet oxygen and quenching the excited state of flavin mononucleotide.
PubMed: Differentiation of manuka honey from kanuka honey and from jelly bush honey using HS-SPME-GC/MS and UHPLC-PDA-MS/MS.
PubMed: Aryl-alcohol oxidase involved in lignin degradation: a mechanistic study based on steady and pre-steady state kinetics and primary and solvent isotope effects with two alcohol substrates.
PubMed: New alternatives to cosmetics preservation.
PubMed: Third calcium ion found in an inhibitor-bound phospholipase A2.
PubMed: Kinetics of thermal decomposition of 4-carboxyl-2,6-dinitrobenzenediazonium ion (CDNBD).
PubMed: Tyrosinase inhibition kinetics of anisic acid.
PubMed: New 4-methoxybenzoyl derivatives from the ascidian Polycarpa aurata.
PubMed: Substrate and solvent isotope effects on the fate of the active oxygen species in substrate-modulated reactions of putidamonooxin.
PubMed: Antihepatotoxic activity of p-methoxy benzoic acid from Capparis spinosa.
PubMed: Comparison of the properties of polymeric and C8 based materials for solid phase extraction.
PubMed: Selective effects of aniracetam across receptor types and forms of synaptic facilitation in hippocampus.
PubMed: The trans-anethole degradation pathway in an Arthrobacter sp.
PubMed: An improved method for the production of antibodies to lipophilic carboxylic hapten using small amount of hapten-carrier conjugate.
PubMed: Peptidyl inverse esters of p-methoxybenzoic acid: a novel class of potent inactivator of the serine proteases.
PubMed: Platinum(II) complexes of 4-methoxy- and 4-chlorobenzoic acid hydrazides. Synthesis, characterization, and cytotoxic effect.
PubMed: Effects of solute characteristics and concentration on a lyotropic liquid crystal: solute-induced phase change.
PubMed: Two independently regulated cytochromes P-450 in a Rhodococcus rhodochrous strain that degrades 2-ethoxyphenol and 4-methoxybenzoate.
PubMed: Utilization of methoxylated benzoates and formation of intermediates by Desulfotomaculum thermobenzoicum in the presence or absence of sulfate.
PubMed: Metabolism of the 18O-methoxy substituent of 3-methoxybenzoic acid and other unlabeled methoxybenzoic acids by anaerobic bacteria.
PubMed: The aniracetam metabolite 2-pyrrolidinone induces a long-term enhancement in AMPA receptor responses via a CaMKII pathway.
PubMed: Mono- and dimethylation of arsenic in rat liver cytosol in vitro.
PubMed: Enzyme production by Mycena galopus mycelium in artificial media and in Picea sitchensis F1 horizon needle litter.
PubMed: Anxiolytic effects of aniracetam in three different mouse models of anxiety and the underlying mechanism.
PubMed: A very precise high-performance liquid chromatographic procedure for the determination of cefmenoxime, a new cephalosporin antibiotic, in plasma.
PubMed: First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation.
PubMed: Identification of syn- and anti-anethole-2,3-epoxides in the metabolism of trans-anethole by the newly isolated bacterium Pseudomonas putida JYR-1.
PubMed: Pharmacokinetics of aniracetam and its metabolites in rat brain.
PubMed: Molecular mechanism of lung hemorrhage induction by VRV-PL-VIIIa from Russell's viper (Vipera russelli) venom.
PubMed: Group II metabotropic glutamate receptors are a common target of N-anisoyl-GABA and 1S,3R-ACPD in enhancing ACh release in the prefrontal cortex of freely moving SHRSP.
PubMed: Activation of the reticulothalamic cholinergic pathway by the major metabolites of aniracetam.
PubMed: Synthesis, characterisation and antifungal activity of some N-bridged heterocycles derived from 3-(3-bromo-4-methoxyphenyl)-4-amino-5-mercapto-1,2,4-triazole.
PubMed: Thiopurine methyltransferase activity in a French population: h.p.l.c. assay conditions and effects of drugs and inhibitors.
PubMed: Degradation of methoxylated benzoic acids by a Nocardia from a lignin-rich environment: significance to lignin degradation and effect of chloro substituents.
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