WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H574129
CAS#: 138-59-0
Description: Shikimic acid is a cyclohexenecarboxylic acid intermediate in the biosynthesis of aromatic amino acids in plants and microorganisms. Shikimic acid is also a precursor in the synthesis of oseltamivir. It decreases lipid droplet accumulation, increases the levels of phosphorylated AMPK, and decreases the levels of MID1IP1. Shikimic acid increases differentiation of oligodendrocyte precursor cells in vitro. It decreases inflammation and demyelination in a mouse model of experimental autoimmune encephalomyelitis (EAE) and induces remyelination in a model of focal demyelination induced by L-α-lysophosphatidylcholine (LPC) in mouse dorsal spinal cord.
Hodoodo Cat#: H574129
Name: Shikimic acid
CAS#: 138-59-0
Chemical Formula: C7H10O5
Exact Mass: 174.05
Molecular Weight: 174.150
Elemental Analysis: C, 48.28; H, 5.79; O, 45.93
Synonym: (–)-Shikimic Acid, L-Shikimic Acid, Shikimic acid
IUPAC/Chemical Name: 3R,4S,5R-trihydroxy-1-cyclohexene-1-carboxylic acid
InChi Key: JXOHGGNKMLTUBP-HSUXUTPPSA-N
InChi Code: InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1
SMILES Code: O=C(O)C1=C[C@@H](O)[C@@H](O)[C@H](O)C1
Appearance: Solid powder
Purity: >95% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, DMF, and ethanol
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
| Biological target: | |
| In vitro activity: | |
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The following data is based on the product molecular weight 174.15 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1. Bohm, B.A. Shikimic Acid (3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic Acid). Chem. Rev. 65(4), 435-466 (1965).
2. Rawat, G., Tripathi, P., and Saxena, R.K. Expanding horizons of shikimic acid. Recent progresses in production and its endless frontiers in application and market trends. Appl. Microbiol. Biotechnol. 97(10), 4277-4287 (2013).
3. Kim, M.J., Sim, D.Y., Lee, H.M., et al. Hypolipogenic effect of shikimic acid via inhibition of MID1IP1 and phosphorylation of AMPK/ACC. Int. J. Mol. Sci. 20(3), E582 (2019).
4. Lu, F., Yin, D., Pu, Y., et al. Shikimic acid promotes oligodendrocyte precursor cell differentiation and accelerates remyelination in mice. Neurosci. Bull. 35(3), 434-446 (2019).
