1.0 2010-04-08 22:04:45 UTC 2025-11-18 22:25:56 UTC FDB000897 Methyl anthranilate Methyl anthranilate or Methyl 2-aminobenzoate, also known as 2-carbomethoxyaniline, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Methyl anthranilate is a moderately basic compound (based on its pKa). It has a fruity grape smell, and one of its key uses is as a flavoring agent. Methyl 2-aminobenzoate is a bitter, flower, and fruity tasting compound. Methyl 2-aminobenzoate has been detected, but not quantified, in several different foods, such as tea, fruits, limes. Methyl anthranilate is known to occur naturally in the Concord grapes and other Vitis labrusca grapes and hybrids thereof. It has also been detected in bergamot, black locust, champak, gardenia, jasmine, lemon, mandarin orange, neroli, oranges, rue oil, strawberry, tuberose, wisteria, galangal, and ylang ylang. It is also a primary component of the essential apple flavor, along with ethyl acetate and ethyl butyrate. Methyl anthranilate is used extensively in modern perfumery. 2-(Methoxycarbonyl)aniline 2-Aminobenzoate methyl ester 2-Aminobenzoic acid methyl ester 2-Carbomethoxyaniline Anthranilate methyl ester Anthranilic acid methyl ester Carbomethoxyaniline FEMA 2682 Methyl 2-aminobenzoate Methyl anthranilate Methyl ester OF O-aminobenzoic acid Methyl O-aminobenzoate Methyl O-aminobenzoic acid o-Amino methyl benzoate O-Aminobenzoate methyl ester O-Aminobenzoic acid methyl ester O-Carbomethoxyaniline O-Methyl anthranilate O-Methyl anthranilic acid C8H9NO2 151.1626 151.063328537 methyl 2-aminobenzoate methyl anthranilate 134-20-3 COC(=O)C1=CC=CC=C1N InChI=1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3 VAMXMNNIEUEQDV-UHFFFAOYSA-N belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Benzoic acid esters Organic compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aromatic homomonocyclic compounds Amino acids and derivatives Aminobenzoic acids and derivatives Aniline and substituted anilines Benzoyl derivatives Hydrocarbon derivatives Methyl esters Monocarboxylic acids and derivatives Organic oxides Organooxygen compounds Organopnictogen compounds Primary amines Vinylogous amides Amine Amino acid or derivatives Aminobenzoic acid or derivatives Aniline or substituted anilines Aromatic homomonocyclic compound Benzoate ester Benzoyl Carboxylic acid derivative Carboxylic acid ester Hydrocarbon derivative Methyl ester Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary amine Vinylogous amide benzoate ester Liquid logp 1.60 ALOGPS logs -1.47 ALOGPS solubility 5.07e+00 g/l ALOGPS melting_point Mp 24-25° logp 1.8 ChemAxon pka_strongest_acidic 19.4 ChemAxon pka_strongest_basic 2.12 ChemAxon iupac methyl 2-aminobenzoate ChemAxon average_mass 151.1626 ChemAxon mono_mass 151.063328537 ChemAxon smiles COC(=O)C1=CC=CC=C1N ChemAxon formula C8H9NO2 ChemAxon inchi InChI=1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3 ChemAxon inchikey VAMXMNNIEUEQDV-UHFFFAOYSA-N ChemAxon polar_surface_area 52.32 ChemAxon refractivity 42.78 ChemAxon polarizability 15.22 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 3607 Specdb::MsIr 3608 Specdb::MsIr 3609 Specdb::CMs 11266 Specdb::CMs 26768 Specdb::CMs 27953 Specdb::CMs 100423 Specdb::CMs 100424 Specdb::CMs 165353 Specdb::NmrOneD 159050 Specdb::NmrOneD 159051 Specdb::NmrOneD 159052 Specdb::NmrOneD 159053 Specdb::NmrOneD 159054 Specdb::NmrOneD 159055 Specdb::NmrOneD 159056 Specdb::NmrOneD 159057 Specdb::NmrOneD 159058 Specdb::NmrOneD 159059 Specdb::NmrOneD 159060 Specdb::NmrOneD 159061 Specdb::NmrOneD 159062 Specdb::NmrOneD 159063 Specdb::NmrOneD 159064 Specdb::NmrOneD 159065 Specdb::NmrOneD 159066 Specdb::NmrOneD 159067 Specdb::NmrOneD 159068 Specdb::NmrOneD 159069 Specdb::MsMs 107562 Specdb::MsMs 107563 Specdb::MsMs 107564 Specdb::MsMs 174564 Specdb::MsMs 174565 Specdb::MsMs 174566 Specdb::MsMs 1473676 Specdb::MsMs 1473677 Specdb::MsMs 1473678 Specdb::MsMs 1473679 Specdb::MsMs 1473680 Specdb::MsMs 1473681 Specdb::MsMs 1473682 Specdb::MsMs 1473683 Specdb::MsMs 1473684 Specdb::MsMs 1473685 Specdb::MsMs 1473686 Specdb::MsMs 1473687 Specdb::MsMs 1473688 Specdb::MsMs 1473689 Specdb::MsMs 1473690 Specdb::MsMs 1473691 Specdb::MsMs 1479060 Specdb::MsMs 1479061 Specdb::MsMs 1479062 HMDB29703 #<Reference:0x000055ce30693440> Alcoholic beverages Unknown generic Black tea Type 1 Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic Citrus Unknown generic Cocoa and cocoa products Unknown generic Cocoa bean Type 1 specific Theobroma cacao 3641 Fruits Unknown generic Green tea Type 1 Herbal tea Type 1 Herbs and Spices Unknown generic Lemon Type 1 specific Citrus limon 2708 Lime Type 1 specific Citrus aurantiifolia 159033 Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 Pummelo Type 1 specific Citrus maxima 37334 Red tea Type 1 Sweet orange Type 1 specific Citrus sinensis 2711 Tea Type 1 specific Camellia sinensis 4442 bitter flower fruity grape grapefruit honey lemon lime medicinal neroli orange flower strawberry