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Shikimic acid
Shikimic acid is a tri-hydroxy cyclohexene carboxylic acid implicated in biosynthesis of many compounds. The shikimate pathway is named after it. Shikimic acid can be used for the biosynthesis of the aromatic amino acids[1].
Shikimic acid can be isolated from the needles of a variety of plants and microorganisms, such as the Chinese star anise and the seeds of the sweetgum fruit. Shikimic acid can be used as a starting material for the synthesis of oseltamivir. Although shikimic acid is a biosynthetic intermediate existed in most autotrophic organisms general found in very low concentrations [1].
In vitro: In SH-SY5Y cells, 10nM, 10μM, and 10 mM shikimic acid showed antioxidant activity without exerting cytotoxic effects. In addition, shikimic acid protected the cells against H2O2-induced increases in ROS levels and DNA damage. Shikimic acidexhibited neuroprotective actions against oxidative stress-induced toxicity on SH-SY5Y cells [2].
References:
Liza B. Enrich, Margaret L. Scheuermann, Ashley Mohadjer,et al. Liquidambar styraciua: a renewable source of shikimic acid., Tetrahedron Letters, 2008, 49: 2503–2505,
Rabelo T K, Zeidán-Chuliá F, Caregnato F F, et al. In vitro neuroprotective effect of shikimic acid against hydrogen peroxide-induced oxidative stress[J]. Journal of Molecular Neuroscience, 2015, 56(4): 956-965.
Physical Appearance | A solid |
Storage | Store at -20°C |
M.Wt | 174.15 |
Cas No. | 138-59-0 |
Formula | C7H10O5 |
Solubility | ≥17.4 mg/mL in DMSO; ≥3.16 mg/mL in EtOH with ultrasonic; ≥30.15 mg/mL in H2O |
Chemical Name | (3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid |
SDF | Download SDF |
Canonical SMILES | C1C(C(C(C=C1C(=O)O)O)O)O |
Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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