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.

General

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

InChIKey : OSWPMRLSEDHDFF-UHFFFAOYSA-N

Other name(s) : MeSA  ||  Methyl salicylate  ||  Methyl 2-hydroxybenzoate  ||  Methyl-2-hydroxybenzoate  ||  Gaultheria oil  ||  Wintergreen oil  ||  Betula oil


MW : 152.14

Formula : C8H8O3

CAS_number : 119-36-8

PubChem : 4133

UniChem : OSWPMRLSEDHDFF-UHFFFAOYSA-N

Wikipedia : Methyl_salicylate

Target

Structures : No structure

Families : Hydroxynitrile_lyase, 6_AlphaBeta_hydrolase

References (5)

Title : A methyl esterase 1 (PvMES1) promotes the salicylic acid pathway and enhances Fusarium wilt resistance in common beans - Xue_2021_Theor.Appl.Genet__
Author(s) : Xue R , Feng M , Chen J , Ge W , Blair MW
Ref : Theor Appl Genet , : , 2021
Abstract :
PubMedSearch : Xue_2021_Theor.Appl.Genet__
PubMedID: 34128089
Gene_locus related to this paper: phavu-v7cf29

Title : Determinants and prediction of esterase substrate promiscuity patterns - Martinez-Martinez_2018_ACS.Chem.Biol_13_225
Author(s) : Martinez-Martinez M , Coscolin C , Santiago G , Chow J , Stogios PJ , Bargiela R , Gertler C , Navarro-Fernandez J , Bollinger A , Thies S , Mendez-Garcia C , Popovic A , Brown G , Chernikova TN , Garcia-Moyano A , Bjergah GE , Perez-Garcia P , Hai T , Del Pozo MV , Stokke R , Steen IH , Cui H , Xu X , Nocek BP , Alcaide M , Distaso M , Mesa V , Pelaez AI , Sanchez J , Buchholz PCF , Pleiss J , Fernandez-Guerra A , Glockner FO , Golyshina OV , Yakimov MM , Savchenko A , Jaeger KE , Yakunin AF , Streit WR , Golyshin PN , Guallar V , Ferrer M
Ref : ACS Chemical Biology , 13 :225 , 2018
Abstract :
PubMedSearch : Martinez-Martinez_2018_ACS.Chem.Biol_13_225
PubMedID: 29182315
Gene_locus related to this paper: 9zzzz-a0a2k8jn75 , 9zzzz-a0a2k8jt94 , 9zzzz-a0a0g3fj44 , 9zzzz-a0a0g3fh10 , 9zzzz-a0a0g3fh03 , 9bact-a0a1s5qkj8 , 9zzzz-a0a0g3feh5 , 9zzzz-a0a0g3fkz4 , 9zzzz-a0a0g3fh07 , 9zzzz-a0a0g3fh34 , 9zzzz-a0a0g3fh31 , 9bact-KY458167 , alcbs-q0vqa3 , 9bact-a0a1s5qki8 , 9zzzz-a0a0g3feq8 , 9zzzz-a0a0g3feh8 , 9zzzz-a0a0g3fh19 , 9bact-KY203037 , 9bact-a0a1s5ql22 , 9bact-a0a1s5qm34 , 9bact-KY203034 , 9bact-r9qzg0 , 9bact-a0a1s5qly8 , 9zzzz-a0a0g3fkz8 , 9zzzz-a0a0g3feg9 , 9zzzz-KY203033 , 9zzzz-a0a0g3fes4 , 9zzzz-a0a0g3fh42 , 9bact-a0a1s5qlx2 , 9zzzz-KY483651 , 9bact-a0a1s5qmh4 , 9zzzz-KY203032 , 9zzzz-EH87 , 9zzzz-a0a0g3fei1 , 9zzzz-a0a0g3fet2 , 9zzzz-KY483647 , 9zzzz-EH82 , 9zzzz-a0a0g3fe15 , 9bact-KY203031 , 9bact-t1w006 , 9zzzz-a0a0g3fet6 , 9bact-KY458164 , geoth-g8myf3 , 9bact-a0a1s5ql04 , 9gamm-a0a1y0ihk7 , 9bact-a0a1s5qly6 , 9bact-a0a1s5qkg4 , 9bact-a0a1s5qkm4 , 9gamm-s5tv80 , 9gamm-a0a0c4zhg2 , 9zzzz-t1b379 , 9gamm-KY483646 , 9bact-KY458160 , 9zzzz-a0a0g3fj57 , 9gamm-s5t8349 , 9arch-KY203036 , 9bact-KY458168 , 9zzzz-a0a0g3fes0 , 9zzzz-t1be47 , 9bact-KY458159 , 9zzzz-a0a0g3fh39 , 9bact-t1vzd5 , 9prot-EH41 , 9bact-Lip114 , alcbs-q0vt77 , 9bact-a0a1s5qke6 , 9bact-a0a1s5qkf3 , 9prot-SRP030024 , 9gamm-s5t532 , 9bact-a0a1s5qkl2 , 9bact-a0a1s5qkk8 , 9zzzz-KY203030 , 9zzzz-t1d4I7 , 9prot-KY019260 , 9bact-a0a1s5qm38 , 9arch-KY458161 , 9prot-KY010302 , 9zzzz-a0a0g3fl25 , 9actn-KY010298 , 9gamm-s5u059 , 9bact-a0a1s5qmi7 , 9bact-KY010297 , 9bact-KY483642 , 9bact-a0a1s5qkj1 , 9bact-KY010299 , 9bact-KY483648 , alcbs-q0vtl7 , 9bact-a0a1s5qf1 , 9bact-a0a1s5qkg0 , 9bact-a0a0h4tgu6 , 9bact-MilE3 , 9bact-LAE6 , 9alte-MGS-MT1 , 9bact-r9qzf7 , 9gamm-k0c6t6 , alcbs-q0vl36 , alcbs-q0vlq1 , alcbs-q0vq49 , bacsu-pnbae , canar-LipB , canan-lipasA , geost-lipas , marav-a1u5n0 , pseps-i7k8x5 , staep-GEHD , symth-q67mr3 , altma-s5cfn7 , cycsp-k0c2b8 , alcbs-q0vlk5 , 9bact-k7qe48 , 9bact-MGS-M1 , 9bact-MGS-M2 , 9bact-a0a0b5kns5 , 9zzzz-a0a0g3fej4 , 9zzzz-a0a0g3fj60 , 9zzzz-a0a0g3fej0 , 9zzzz-a0a0g3fj64 , 9bact-a0a0b5kc16 , 9zzzz-a0a0g3feg6 , 9zzzz-a0a0g3feu6

Title : An enzyme from Auricularia auricula-judae combining both benzoyl and cinnamoyl esterase activity - Haase-Aschoff_2013_Process.Biochem_48_1872
Author(s) : Haase-Aschoff P , Linke D , Nimtz M , Popper L , Berger RG
Ref : Process Biochemistry , 48 :1872 , 2013
Abstract :
PubMedSearch : Haase-Aschoff_2013_Process.Biochem_48_1872
PubMedID:
Gene_locus related to this paper: aurst-EJD51015

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_2008_Plant.Physiol_147_1034
Author(s) : Yang Y , Xu R , Ma CJ , Vlot AC , Klessig DF , Pichersky E
Ref : Plant Physiol , 147 :1034 , 2008
Abstract :
PubMedSearch : Yang_2008_Plant.Physiol_147_1034
PubMedID: 18467465
Gene_locus related to this paper: arath-MES17 , arath-AT4G16690 , arath-AT4G37150 , arath-MES6 , arath-MES7 , arath-MES3 , arath-MES1 , arath-MES18 , arath-MES10 , arath-MES19

Title : Structural and biochemical studies identify tobacco SABP2 as a methyl salicylate esterase and implicate it in plant innate immunity - Forouhar_2005_Proc.Natl.Acad.Sci.U.S.A_102_1773
Author(s) : Forouhar F , Yang Y , Kumar D , Chen Y , Fridman E , Park SW , Chiang Y , Acton TB , Montelione GT , Pichersky E , Klessig DF , Tong L
Ref : Proc Natl Acad Sci U S A , 102 :1773 , 2005
Abstract :
PubMedSearch : Forouhar_2005_Proc.Natl.Acad.Sci.U.S.A_102_1773
PubMedID: 15668381
Gene_locus related to this paper: nicta-SABP2