Shikimic Acid, MP Biomedicals™

Description

More commonly known as its anionic form shikimate. Shikimic Acid, MP Biomedicals is a biosynthetic precursor of aromatic amino acids and many alkaloids. It is an important biochemical metabolite in plants and microorganisms and is important in the biosynt

Shikimic acid is a precursor for the aromatic amino acids (phenylalanine, tyrosine and trypyophan), indole and indole derivatives. It is also a precursor of many alkaloids and other aromatic metabolites, phenylpropanoids, flavonoids, tannins, and lignin.

This tri-hydroxy cyclohexene carboxylic acid is important in the biosynthesis of so many compounds that the shikimate pathway (the seven-step metabolic route used by bacteria, fungi, algae, parasites and plants for the biosynthesis of aromatic amino acids) is named after it.

Specifications

Chemical Identifiers

• CAS: 138-59-0
• Molecular Formula: C7H9O5-
• Molecular Weight (g/mol): 173.144
• InChI Key: JXOHGGNKMLTUBP-HSUXUTPPSA-M
• Synonym: shikimic acid, shikimate, --shikimic acid, l-shikimic acid, 3r,4s,5r-3,4,5-trihydroxycyclohex-1-enecarboxylic acid, 3r,4s,5r-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid, --shikimate, ccris 7681, unii-29ms2wi2nu, 3alpha,4alpha,5beta-trihydroxy-1-cyclohexene-1-carboxylic acid
• PubChem CID: 7057976
• ChEBI: CHEBI:36208
• IUPAC Name: (3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylate
• SMILES: C1C(C(C(C=C1C(=O)[O-])O)O)O

• Melting Point: 182°C to 192°C
• Quantity: 100 mg
• Solubility Information: Solubility (50mg/mL H2O): Clear to Slightly Hazy
• Optical Rotation: −185 to −181° (C=4 in H2O at 20°C) (Lit.)
• Formula Weight: 174.2
• Percent Purity: ≥98%
• Physical Form: Powder

Safety and Handling

Recommended Storage

Room Temperature (15–30°C).