Methyl salicylate (BioCAD00000014020)

feces urine

Metabolite Card

Formula: C8H8O3 (152.0473)
SMILES: COC(=O)C1=C(O)C=CC=C1

Synonyms [en]

methyl salicylate; Methyl 2-hydroxybenzoate; 2-Carbomethoxyphenol; 2-(Methoxycarbonyl)phenol; 2-Hydroxybenzoic acid methyl ester; methylsalicylate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Methyl salicylate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000014020). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Methyl 2-hydroxybenzoate, also known as methyl salicylate, 2-(methoxycarbonyl)phenol or 2-carbomethoxyphenol, 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 is a mint, peppermint, and wintergreen tasting compound. Methyl 2-hydroxybenzoate is found, on average, in the highest concentration within hyssops and bilberries. Methyl 2-hydroxybenzoate has also been detected, but not quantified, in several different foods, such as chinese cinnamons, tamarinds, tea, mushrooms, and roselles. Minor metabolism may occur in various tissues but hepatic metabolism constitutes the majority of metabolic processes of absorbed methyl salicylate. Methyl 2-hydroxybenzoate is a potentially toxic compound. Present in white wine, tea, porcini mushroom Boletus edulis, Bourbon vanilla, clary sage, red sage and fruits including cherry, apple, raspberry, papaya and plum. For acute joint and muscular pain, Methyl 2-hydroxybenzoate is used as a rubefacient and analgesic in deep heating liniments. This is thought to mask the underlying musculoskeletal pain and discomfort. Severe toxicity can result in acute lung injury, lethargy, coma, seizures, cerebral edema, and death. Counter-irritation is believed to cause a soothing sensation of warmth. Methyl salicylate plays a role as a signaling molecule in plants.

Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 119-36-8
  • CAS Registry Number: 135952-76-0
  • CAS Registry Number: 302912-49-8
  • CAS Registry Number: 68917-50-0
  • CAS Registry Number: 68917-75-9
  • CAS Registry Number: 8024-54-2
  • CAS Registry Number: 90045-28-6
  • CAS Registry Number: 9041-28-5
  • PubChem: 4133
  • ChEBI: ChEBI:31832
  • HMDB: HMDB0034172
  • KEGG: C12305
  • BioCyc: CPD-6442
  • NCBI MeSH: methyl salicylate
  • Wikipedia: Methyl_salicylate
  • DrugBank: DB09543
  • RefMet: RM0199406
  • MoNA: FiehnLibVolatile0087
  • MoNA: HMDB0034172_c_ms_101554
  • MoNA: HMDB0034172_c_ms_101555
  • MoNA: HMDB0034172_c_ms_101556
  • MoNA: JP000065
  • MoNA: JP008915
  • MoNA: PR100930
  • MoNA: PS123601
  • MoNA: PT212360
  • Metlin: METLIN_69425
  • Coconut NaturalProduct: CNP0320906.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R10448 2.1.1.274 S-adenosyl-L-methionine:salicylate 1-O-methyltransferase
Rhea:RHEA:33612 methyl salicylate + H2O => salicylate + methanol + H+
Rhea:RHEA:33613 salicylate + methanol + H+ => methyl salicylate + H2O
Rhea:RHEA:33614 methyl salicylate + H2O <=> salicylate + methanol + H+
Rhea:RHEA:36096 2.1.1.274 salicylate + S-adenosyl-L-methionine => methyl salicylate + S-adenosyl-L-homocysteine
Rhea:RHEA:36097 2.1.1.274 methyl salicylate + S-adenosyl-L-homocysteine => salicylate + S-adenosyl-L-methionine
Rhea:RHEA:36098 2.1.1.274 salicylate + S-adenosyl-L-methionine <=> methyl salicylate + S-adenosyl-L-homocysteine
BioCyc:RXNQT-4366 3.1.1.1 CPD-6442 + WATER --> PROTON + CPD-110 + METOH
BioCyc:RXN-20310 2.4.1.- CPD-12575 + CPD-6442 --> CPD-21592 + UDP + PROTON
BioCyc:RXN-6723 2.1.1.274 S-ADENOSYLMETHIONINE + CPD-110 --> CPD-6442 + ADENOSYL-HOMO-CYS
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Organism Source

Taxonomy Source

  1. Aconitum sajanense [ncbi taxid: 1960961]
  2. Akebia quinata [ncbi taxid: 13331]
  3. Akebia trifoliata [ncbi taxid: 155132]
  4. Andinobates bombetes [ncbi taxid: 507665]
  5. Artemisia annua [ncbi taxid: 35608]
  6. Artemisia annua L.cultivar Jwarharti [ncbi taxid: ]
  7. Artemisia argyi [ncbi taxid: 259893]
  8. Artemisia capillaris [ncbi taxid: 265783]
  9. Artemisia jacutica [ncbi taxid: 401905]
  10. Avrainvillea rawsonii [ncbi taxid: 336842]
  11. Beaumontia grandiflora [ncbi taxid: 63464]
  12. Bersama abyssinica [ncbi taxid: 113247]
  13. Boletus edulis [ncbi taxid: 36056]
  14. Brassica rapa [ncbi taxid: 3711]
  15. Bredia tuberculata [ncbi taxid: 2293656]
  16. Capsicum annuum [ncbi taxid: 4072]
  17. Cassia jahnii [ncbi taxid: ]
  18. Citrus reticulata [ncbi taxid: 85571]
  19. Citrus sinensis [ncbi taxid: 2711]
  20. Commelina undulata [ncbi taxid: ]
  21. Craibiodendron yunnanese [ncbi taxid: ]
  22. Cyclamen neapolitanum [ncbi taxid: ]
  23. Cyphelium chrysocephalum [ncbi taxid: ]
  24. Damnacanthus major [ncbi taxid: 1277858]
  25. Dianthus superbus [ncbi taxid: 288950]
  26. Eugenia caryopyhllata [ncbi taxid: ]
  27. Galeocerdo arcticus [ncbi taxid: ]
  28. Gaultheria procumbens [ncbi taxid: 157519]
  29. Gynandropsis gynandra [ncbi taxid: 190802]
  30. Hesperis matronalis [ncbi taxid: 264418]
  31. Homo sapiens [ncbi taxid: 9606]
  32. Hunteria corymbosa [ncbi taxid: ]
  33. Hypotrachyna immaculata [ncbi taxid: 286322]
  34. Hyssopus officinalis [ncbi taxid: ]
  35. Lactifluus subvellereus [ncbi taxid: 1837270]
  36. Lithocolletis coryli [ncbi taxid: ]
  37. Lonicera japonica [ncbi taxid: 105884]
  38. Lycopersicon esculentum [ncbi taxid: ]
  39. Morus alba [ncbi taxid: 3498]
  40. Murraya paniculata [ncbi taxid: 43711]
  41. Nicotiana langsdorffii [ncbi taxid: 118700]
  42. Nicotiana mutabilis [ncbi taxid: 497760]
  43. Nyctanthes Arbor [ncbi taxid: ]
  44. Nyctanthes arbor-tristis Linn. [ncbi taxid: ]
  45. Pellicularia sasakii [ncbi taxid: ]
  46. Pinellia ternata [ncbi taxid: 199225]
  47. Piper attenuatum [ncbi taxid: 538233]
  48. Posidonia australis [ncbi taxid: 55488]
  49. Proteaceae [ncbi taxid: 4328]
  50. Puccinia lagenophorae [ncbi taxid: 198358]
  51. Rubus sanctus [ncbi taxid: 75089]
  52. Senna alexandrina [ncbi taxid: 72402]
  53. Siphonaria australis [ncbi taxid: 873101]
  54. Solanum lycopersicum [ncbi taxid: 4081]
  55. Stauntonia hexaphylla [ncbi taxid: 41788]
  56. Streptomyces fimicarius BWL-H1 [ncbi taxid: ]
  57. Streptomyces sp. A0916 [ncbi taxid: ]
  58. Strychnos triplinervia [ncbi taxid: ]
  59. Styphelia tubiflora [ncbi taxid: 254631]
  60. Syzygium aromaticum [ncbi taxid: 219868]
  61. Terminalia chebula [ncbi taxid: 155022]
  62. Teucrium bidentatum [ncbi taxid: 199178]
  63. Teucrium scorodonia L. subsp. baeticum [ncbi taxid: ]
  64. Uruparia pilosa [ncbi taxid: ]
  65. Vaccinium myrtillus [ncbi taxid: 180763]
  66. Xanthomonas citri [ncbi taxid: 346]
  67. Zea mays [ncbi taxid: 4577]

Pathway Synthetic

pathway id name
BioCyc:ARA_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
BioCyc:META_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
PlantCyc:SOY_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
PlantCyc:ACOERULEA_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
PlantCyc:SVIRIDIS_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
PlantCyc:BANANA_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
PlantCyc:BOLERACEA_OLERACEA_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
PlantCyc:BRACHYPODIUM_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
PlantCyc:CANNUUM_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
PlantCyc:POTATO_PWY18C3-22 methylsalicylate biosynthesis
PlantCyc:RCHINENSIS_PWY18C3-22 methylsalicylate biosynthesis
PlantCyc:RMULTIFLORA_PWY18C3-22 methylsalicylate biosynthesis
PlantCyc:RUBBERTREE_PWY18C3-22 methylsalicylate biosynthesis
PlantCyc:SACREDLOTUS_PWY18C3-24 methylsalicylate degradation
PlantCyc:CHINESECABBAGE_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
PlantCyc:SETARIA_PWY18C3-24 methylsalicylate degradation
PlantCyc:SOLERACEA_PWY18C3-24 methylsalicylate degradation
PlantCyc:SPENNELLII_PWY18C3-24 methylsalicylate degradation
PlantCyc:SPIDERFLOWER_PWY18C3-24 methylsalicylate degradation
PlantCyc:SPIRODELA_PWY18C3-22 methylsalicylate biosynthesis
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