1.0 2010-04-08 22:10:11 UTC 2025-11-18 23:37:00 UTC FDB012459 Methyl salicylate Methyl salicylate or methyl 2-hydroxybenzoate, belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group. Methyl 2-hydroxybenzoate, a methyl ester of salicylic acid, is a neutral compound. It is a colorless, viscous liquid with a sweet fruity odor reminiscent of a mint and with a peppermint, and wintergreen taste. It is a naturally occurring organic compound in many species of plants, particularly wintergreens. Methyl 2-hydroxybenzoate is found in highest concentrations in hyssops and bilberries and was detected in sour cherries, tamarinds, garden tomato (var.), black elderberries, and mandarin orange (clementine, tangerine). This could make methyl 2-hydroxybenzoate a potential biomarker for the consumption of these foods. It is also present in wines (PMID: 31500198; PMID: 31500198), tea, porcini mushroom Boletus edulis, Bourbon vanilla, clary sage, red sage and fruits including cherry, apple, raspberry ( PMID: 31608465), papaya and plum. It is an anti-herbivore used by some plants to recruit beneficial insects (PMID: 15537163). It is used as a fragrance and is used in foods such as chewing gum and mints and in beverages. It is a topical analgesic added to liniments (such as Bengay) where it acts as a counter-irritant to relieve joint and muscle pain. As methyl salicyclate is metabolized to salicyclate, it is a potentially toxic compound, particularly to children or to adults who excessive overuse such liniments. 2-(Methoxycarbonyl)phenol 2-Carbomethoxyphenol 2-Hydroxybenzoate methyl ester 2-Hydroxybenzoic acid methyl ester Benzoic acid, 2-hydroxy-, methyl ester Betula oil FEMA 2745 Gaultheria oil Methyl 2-hydroxybenzoate Methyl 2-hydroxybenzoic acid Methyl ester 2-hydroxy-benzoic acid Methyl o-hydroxybenzoate Methyl O-hydroxybenzoic acid Methyl salicylate, 8CI Methyl salicylic acid Natural wintergreen oil o-Hydroxybenzoic acid, methyl ester Oil OF wintergreen Spicewood oil Sweet birch oil Teaberry oil C8H8O3 152.1473 152.047344122 methyl 2-hydroxybenzoate methyl salicylate 119-36-8 COC(=O)C1=CC=CC=C1O InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3 OSWPMRLSEDHDFF-UHFFFAOYSA-N belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group. o-Hydroxybenzoic acid esters Organic compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Benzoyl derivatives Hydrocarbon derivatives Methyl esters Monocarboxylic acids and derivatives Organic oxides Organooxygen compounds Salicylic acid and derivatives Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Aromatic homomonocyclic compound Benzoyl Carboxylic acid derivative Carboxylic acid ester Hydrocarbon derivative Methyl ester Monocarboxylic acid or derivatives O-hydroxybenzoic acid ester Organic oxide Organic oxygen compound Organooxygen compound Phenol Salicylic acid or derivatives Vinylogous acid a small molecule benzoate ester salicylates Liquid logp 2.07 ALOGPS logs -1.42 ALOGPS solubility 5.73e+00 g/l ALOGPS melting_point Mp -8.6° logp 2.32 ChemAxon pka_strongest_acidic 9.72 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac methyl 2-hydroxybenzoate ChemAxon average_mass 152.1473 ChemAxon mono_mass 152.047344122 ChemAxon smiles COC(=O)C1=CC=CC=C1O ChemAxon formula C8H8O3 ChemAxon inchi InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3 ChemAxon inchikey OSWPMRLSEDHDFF-UHFFFAOYSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 40.06 ChemAxon polarizability 14.98 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1100 Specdb::MsIr 6457 Specdb::MsIr 6458 Specdb::MsIr 6459 Specdb::NmrOneD 2178 Specdb::NmrOneD 2867 Specdb::NmrOneD 124698 Specdb::NmrOneD 124699 Specdb::NmrOneD 124700 Specdb::NmrOneD 124701 Specdb::NmrOneD 124702 Specdb::NmrOneD 124703 Specdb::NmrOneD 124704 Specdb::NmrOneD 124705 Specdb::NmrOneD 124706 Specdb::NmrOneD 124707 Specdb::NmrOneD 124708 Specdb::NmrOneD 124709 Specdb::NmrOneD 124710 Specdb::NmrOneD 124711 Specdb::NmrOneD 124712 Specdb::NmrOneD 124713 Specdb::NmrOneD 124714 Specdb::NmrOneD 124715 Specdb::NmrOneD 124716 Specdb::NmrOneD 124717 Specdb::CMs 2787 Specdb::CMs 26759 Specdb::CMs 29335 Specdb::CMs 29360 Specdb::CMs 43742 Specdb::CMs 101554 Specdb::CMs 101555 Specdb::CMs 101556 Specdb::CMs 153147 Specdb::MsMs 10595 Specdb::MsMs 10596 Specdb::MsMs 10597 Specdb::MsMs 17267 Specdb::MsMs 17268 Specdb::MsMs 17269 Specdb::MsMs 439279 Specdb::MsMs 1476413 Specdb::MsMs 1476414 Specdb::MsMs 1476415 Specdb::MsMs 1476416 Specdb::MsMs 1476417 Specdb::MsMs 1476418 Specdb::MsMs 1476419 Specdb::MsMs 1476420 Specdb::MsMs 1476421 Specdb::MsMs 1476422 Specdb::MsMs 1476423 Specdb::MsMs 1476424 Specdb::MsMs 1476425 Specdb::MsMs 1476426 Specdb::MsMs 1476427 Specdb::MsMs 1476428 Specdb::MsMs 1476429 Specdb::MsMs 1476430 HMDB34172 #<Reference:0x000055ce30da91d0> Beverages Unknown generic Bilberry Type 1 specific Vaccinium myrtillus 180763 0.00005 0.0001 0.0 mg/100 g Black elderberry Type 1 specific Sambucus nigra 4202 Black tea Type 1 Blackberry Type 1 specific Rubus Blackcurrant Type 1 specific Ribes nigrum 78511 Chinese cinnamon Type 1 specific Cinnamomum aromaticum 119260 Cloves Type 1 specific Syzygium aromaticum 219868 Common mushroom Type 1 specific Agaricus bisporus 5341 Corn Type 1 specific Zea mays 4577 0.0 0.0 0.0 mg/100 g Evergreen blackberry Type 1 specific Rubus laciniatus Fig Type 1 specific Ficus carica 3494 Fruits Unknown generic Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 Green tea Type 1 Herbal tea Type 1 Herbs and Spices Unknown generic Hyssop Type 1 specific Hyssopus officinalis 39324 0.15 0.15 0.15 mg/100 g Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 Mushrooms Unknown generic Oat Type 1 specific Avena sativa 4498 Oyster mushroom Type 1 specific Pleurotus ostreatus 5322 Papaya Type 1 specific Carica papaya 3649 Pomes Unknown generic Red tea Type 1 Redcurrant Type 1 specific Ribes rubrum 175228 Roselle Type 1 specific Hibiscus sabdariffa 183260 Sour cherry Type 1 specific Prunus cerasus 140311 Spearmint Type 1 specific Mentha spicata 29719 Sweet orange Type 1 specific Citrus sinensis 2711 Tamarind Type 1 specific Tamarindus indica 58860 Tea Type 1 specific Camellia sinensis 4442 Tortilla Type 2 specific 0.0 0.0 0.0 mg/100 g mint peppermint wintergreen Allergenic 43 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. Analgesic 56 An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. Anaphrodisiac 57 Anti pyretic 567 A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever. Anti radicular 572 Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti tartar 640 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Anti-rheumatalgic 584 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Carminative 774 Counterirritant 839 Dentifrice 869 Fungicide 940 A substance used to destroy fungal pests. Herpetifuge 988 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Insectifuge 1041 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Insectiphile 1042 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Perfumery 1206 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.