A natural O-methylated phenolic acid
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Syringic Acid

Item No. 19196

Technical Information
Formal Name
4-hydroxy-3,5-dimethoxy-benzoic acid
CAS Number
530-57-4
Synonyms
  • 3,5-dimethyl ether Gallic Acid
  • 3,5-dimethoxy-4-hydroxy Benzoic Acid
  • NSC 2129
Molecular Formula
C9H10O5
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 16 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 10 mg/ml
λmax
218, 274 nm
SMILES
COC1=CC(C(O)=O)=CC(OC)=C1O
InChi Code
InChI=1S/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12)
InChi Key
JMSVCTWVEWCHDZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Syringic acid is a naturally occurring O-methylated phenolic acid that can be enzymatically degraded by some bacteria as a source of methane or methanol.1 It is also a component of phenolic extracts from various plants that have antioxidant and prooxidant activities.2 Syringic acid has been shown to inhibit aldose reductase (IC50 = 213 µg/ml), proteasome activity, and cancer cell proliferation.3,4 Phenolic extracts containing syringic acid have been shown to inhibit α-amylase and α-glucosidase activities and reduce lipid peroxidation in vitro.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hara, H., Masai, E., Katayama, Y., et alThe 4-oxalomesaconate hydratase gene, involved in the protocatechuate 4,5-cleavage pathway, is essential to vanillate and syringate degradation in Sphingomonas paucimobilis SYK-6. J. Bacteriol. 182(24), 6950-6957 (2000).

    2. Cotoras, M., Vivanco, H., Melo, R., et alIn vitro and in vivo evaluation of the antioxidant and prooxidant activity of phenolic compounds obtained from grape (Vitis vinifera) pomace. Molecules 19(12), 21154-21167 (2014).

    3. Wei, X., Chen, D., Yi, Y., et alSyringic acid extracted from Herba dendrobii prevents diabetic cataract pathogenesis by inhibiting aldose reductase activity. Evid. Based Complement. Alternat. Med. 2012:426537, (2012).

    4. Orabi, K.Y., Abazar, M.S., El Sayed, K.A., et alSelective growth inhibition of human malignant melanoma cells by syringic acid-derived proteasome inhibitors. Cancer Cell Int. 13(1), (2013).

    5. Oboh, G., Isaac, A.T., Akinyemi, A.J., et alInhibition of key enzymes linked to type 2 diabetes and sodium nitroprusside induced lipid peroxidation in rats' pancreas by phenolic extracts of avocado pear leaves and fruit. Int. J. Biomed. Sci. 10(3), 208-216 (2014).