S5375

Shikimic acid

≥99%, suitable for ligand binding assays

• Synonym(s): (3R,4S,5R)-(−)-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid
• Empirical Formula (Hill Notation): C₇H₁₀O₅
• CAS Number: 138-59-0
• Molecular Weight: 174.15
• Beilstein: 2210055
• EC Number: 205-334-2
• MDL number: MFCD00066278
• UNSPSC Code: 12352106
• PubChem Substance ID: 24899647
• NACRES: NA.25

Properties

• product name: Shikimic acid, ≥99%
• Assay: ≥99%
• form: powder
• technique(s): ligand binding assay: suitable
• color: white to off-white
• mp: 185-187 °C (lit.)
• SMILES string: O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O
• 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
• InChI key: JXOHGGNKMLTUBP-HSUXUTPPSA-N

Description

Application

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.

Biochem/physiol Actions

Shikimic acid is observed to be carcinogenic in rat models, when administered. It serves as a precursor for the biosynthesis of aromatic amino acids, alkaloids and other aromatic metabolites in microorganisms. Shikimic acid is known to inhibit adenosine diphosphate (ADP) induced platelet aggregation and blood coagulation in rabbits.

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H318
• Precautionary Statements: P280 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves