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Substrate Report for: Methyl-salicylate

Salicylic Acid (SA) can be methylated or conjugated to glucose. SA is a natural beta hydroxy acid in plants (bark of the white willow and wintergreen leaves).SA is a critical signal for the activation of plant defense responses against pathogen infections. SABP2 binds SA with high affinity (Kd of 90 nM). SABP2 has strong esterase activity with methyl salicylate. SA has direct activity as an anti-inflammatory agent and acts as a topical antibacterial agent due to its ability to promote exfoliation. Methyl 2-hydroxybenzoate is found in beverages. Methyl 2-hydroxybenzoate is present in white wine, tea, porcini mushroom Boletus edulis, Bourbon vanilla, clary sage, red sage and fruits including cherry, apple, raspberry, papaya and plum. Methyl 2-hydroxybenzoate is found in leaves of Gaultheria procumbens (wintergreen). Methyl 2-hydroxybenzoate is a flavouring agent.

Type Plant hormone, Natural, Aryl ester, Salicylic, Benzoate
Chemical_Nomenclature methyl 2-hydroxybenzoate
Canonical SMILES COC(=O)C1=CC=CC=C1O
InChI InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3
Other name(s) MeSA ; Methyl salicylate ; Methyl 2-hydroxybenzoate ; Methyl-2-hydroxybenzoate ; Gaultheria oil ; Wintergreen oil ; Betula oil

Families | Methyl-salicylate ligand of proteins in family: Hydroxynitrile_lyase
Protein | nicta-SABP2, phavu-v7cf29, arath-MES1, arath-MES4, arath-AT4G37150

Search PubMed for references concerning: Methyl-salicylate

1 more
    Title: Determinants and prediction of esterase substrate promiscuity patterns
    Martinez-Martinez M, Coscolin C, Santiago G, Chow J, Stogios PJ, Bargiela R, Gertler C, Navarro-Fernandez J, Bollinger A and Ferrer M <32 more author(s)>
    Ref: ACS Chemical Biology, 13:225, 2018 : PubMed


    Title: Inactive methyl indole-3-acetic acid ester can be hydrolyzed and activated by several esterases belonging to the AtMES esterase family of Arabidopsis
    Yang Y, Xu R, Ma CJ, Vlot AC, Klessig DF, Pichersky E
    Ref: Plant Physiol, 147:1034, 2008 : PubMed


    Title: Structural and biochemical studies identify tobacco SABP2 as a methyl salicylate esterase and implicate it in plant innate immunity
    Forouhar F, Yang Y, Kumar D, Chen Y, Fridman E, Park SW, Chiang Y, Acton TB, Montelione GT and Tong L <2 more author(s)>
    Ref: Proc Natl Acad Sci U S A, 102:1773, 2005 : PubMed