An internal standard for the quantification of methyl salicylate
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Methyl Salicylate-d4

Item No. 42145

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
methyl 2-hydroxybenzoate-3,4,5,6-d4
CAS Number
1219802-12-6
Synonyms
  • Methyl 2-hydroxybenzoate-d4
  • Wintergreen Oil-d4
Molecular Formula
C8H4D4O3
Formula Weight
156.2
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
Methyl Acetate: Sparingly soluble: 1-10 mg/ml
SMILES
COC(C1=C(C([2H])=C([2H])C([2H])=C1[2H])O)=O
InChi Code
InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3/i2D,3D,4D,5D
InChi Key
OSWPMRLSEDHDFF-QFFDRWTDSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    Methyl salicylate-d4 is intended for use as an internal standard for the quantification of methyl salicylate by GC- or LC-MS. Methyl salicylate is a phenol that has been found in Narcissus and has diverse biological activities.1,2,3,4,5 It scavenges free radicals in a Trolox equivalent antioxidant capacity (TEAC) assay (IC50 = 0.27 µM).2 Methyl salicylate (10 mg/ml) is active against E. coli and S. aureus.3 It activates transient receptor potential ankyrin 1 (Trpa1) and Trp vanilloid 1 (Trpv1) in CHO cells expressing mouse Trpa1 or rat Trpv1 when used at concentrations of 0.6 and 2 mM, respectively.4 Methyl salicylate does not induce gastric ulcers in cold-stressed rats and inhibits carrageenan-induced paw edema (ED50 = 220 mg/kg) and yeast-induced fever in rats.5 Formulations containing methyl salicylate have been used as topical analgesics, oral antiseptics, and food additives.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. van Dort, H.M., Jägers, P.P., ter Heide, R., et al. Narcissus trevithian and Narcissus geranium: Analysis and synthesis of compounds. J. Agric. Food Chem. 41(11), 2063-2075 (1993).

    2. Battino, M., Ferreiro, M.S., Fattorini, D., et al. In vitro antioxidant activities of mouthrinses and their components. J. Clin. Periodontol. 29(5), 462-467 (2002).

    3. Khiati, Z., and Othman, A.A. Synthesis and antibacterial activity of 1,3,4-oxadiazole and 1,2,4-triazole derivatives of salicylic acid and its synthetic intermediates. S. Afr. J. Chem. 60, 20-24 (2007).

    4. Bandell, M., Story, G.M., Hwang, S.W., et al. Noxious cold ion channel TRPA1 is activated by pungent compounds and bradykinin. Neuron 41(6), 849-857 (2004).

    5. Rainsford, K.D., and Whitehouse, M.W. Anti-inflammatory/anti-pyretic salicylic acid esters with low gastric ulcerogenic activity. Agents Actions 10(5), 451-456 (1980).