| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:33:13 UTC |
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| Update date | 2017-01-19 02:36:40 UTC |
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| FoodComEx ID | PC000885 |
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| FoodDB Record | FDB010587 |
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| Chemical Information |
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| Name | 4-Methoxybenzoic acid |
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| Description | 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) |
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| CAS Number | 100-09-4 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 4-Anisate | Generator | | 4-Anisic acid | ChEBI | | 4-Methoxybenzoate | Generator | | Anisate | Generator | | Anisic acid | ChEBI | | Badianic acid | db_source | | Draconate | Generator | | Draconic acid | ChEBI | | Dragonic acid | db_source | | FEMA 3945 | db_source | | P-Anisate | Generator | | P-Anisic acid | ChEBI | | p-Anisic acid, 8CI | db_source | | P-Methoxybenzoate | Generator | | P-Methoxybenzoic acid | ChEBI | | Umbellinic acid | db_source |
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| Chemical Formula | C8H8O3 |
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| IUPAC name | 4-methoxybenzoic acid |
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| InChI Identifier | InChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10) |
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| InChI Key | ZEYHEAKUIGZSGI-UHFFFAOYSA-N |
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| Isomeric SMILES | COC1=CC=C(C=C1)C(O)=O |
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| Average Molecular Weight | 152.1473 |
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| Monoisotopic Molecular Weight | 152.047344122 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. |
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| Kingdom | Organic compounds |
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| Super Class | Benzenoids |
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| Class | Benzene and substituted derivatives |
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| Sub Class | Benzoic acids and derivatives |
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| Direct Parent | P-methoxybenzoic acids and derivatives |
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| Alternative Parents | |
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| Substituents | - P-methoxybenzoic acid or derivatives
- Benzoic acid
- Anisole
- Phenoxy compound
- Benzoyl
- Phenol ether
- Methoxybenzene
- Alkyl aryl ether
- Monocarboxylic acid or derivatives
- Ether
- Carboxylic acid
- Carboxylic acid derivative
- Organooxygen compound
- Organic oxygen compound
- Hydrocarbon derivative
- Organic oxide
- Aromatic homomonocyclic compound
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| Molecular Framework | Aromatic homomonocyclic compounds |
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| External Descriptors | |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | 1.96 | HANSCH,C ET AL. (1995) |
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| Experimental Water Solubility | 0.53 mg/mL at 37 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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| Melting Point | Mp 184° | DFC |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 2 g |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| AKSci | A147 |
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| AKSci | J90093 |
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