Shikimic acid , Analysis of standard products, ≥98% , 138-59-0
Synonym(s):
(-)-Shikimic acid;(3R,4S,5R)-(−)-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid;(3R,4S,5R)-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid
CAS NO.：138-59-0
Empirical Formula: C7H10O5
Molecular Weight: 174.15
MDL number: MFCD00066278
EINECS: 205-334-2
| Pack Size | Price | Stock | Quantity |
| 10MG | RMB68.80 | In Stock |
|
| others | Enquire |
PRODUCT Properties
| Melting point: | 185-187 °C (lit.) |
| Boiling point: | 225.11°C (rough estimate) |
| alpha | -180 º (c=4, H2O 25 ºC) |
| Density | 1.52 g/cm3 (27.2℃) |
| vapor pressure | 0Pa at 25℃ |
| refractive index | -180 ° (C=1, H2O) |
| storage temp. | 2-8°C |
| solubility | 180g/l |
| form | Powder |
| pka | pK (14.1°) 5.19 |
| color | White to light beige or light gray |
| optical activity | [α]/D -180.0±5.0°, c = 4 in H2O |
| Water Solubility | 18 g/100 mL (20 ºC) |
| Sensitive | Hygroscopic |
| Merck | 14,8480 |
| BRN | 4782717 |
| InChIKey | JXOHGGNKMLTUBP-HSUXUTPPSA-N |
| LogP | -1.5 at 21℃ and pH1 |
| Surface tension | 49.86mN/m at 1g/L and 20℃ |
| CAS DataBase Reference | 138-59-0(CAS DataBase Reference) |
| NIST Chemistry Reference | Shikimic acid(138-59-0) |
| IARC | 3 (Vol. 40, Sup 7) 1987 |
Description and Uses
Shikimic acid (3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid) is a natural organic compound. Plant and microbial sources are the only sources of this compound. The isolation of shikimic acid from the fruit of Illicium religiosum was primarily reported by Ekmann in 1885. The name shikimic acid was derived from the oriental plant shikimi-no-ki in Japanese. It is now available in more quantities through the extraction from the fruit Illicium verum (Chinese star anise). This compound is generally utilized as a starting material for the industrial synthesis of the antiviral oseltamivir, a drug against the H1N1 influenza virus. It is also an essential intermediate in the biosynthesis of lignin, aromatic amino acids (phenylalanine, tyrosine, and tryptophan), and most alkaloids of plants and microorganisms[1]. The neuraminidase inhibitors oseltamivir or Tamiflu derived from the shikimic acid pathway are potent influenza viral neuraminidase inhibitors against most influenza strains ( influenza A and B infections). The mode of application is by mouth, either in the form of a pill or liquid.
Shikimic acid has been used as a standard for the quantification of shikimate in apical parts of roots. It has also been used as a substrate in shikimate kinase assay.
Safety
| Symbol(GHS) |  GHS05 |
| Signal word | Danger |
| Hazard statements | H318 |
| Precautionary statements | P280-P305+P351+P338 |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 22-24/25-36-26 |
| WGK Germany | 3 |
| RTECS | GW4600000 |
| F | 3-10 |
| HS Code | 29181980 |
| Hazardous Substances Data | 138-59-0(Hazardous Substances Data) |
| Toxicity | LD5 i.p. in mice: 1000 mg/kg (Evans, Osman) |
