3-Dehydroshikimic acid

• Catalog No.: 05616
• CAS Number: 2922-42-1
• M. F.: C7H8O5
• M. W.: 172.13542
• Purity: ≥98.0% (HPLC)

SYNONYMS

• IUPAC name: (4S,5R)-4,5-dihydroxy-3-oxocyclohex-1-ene-1-carboxylic acid
• IUPAC Traditional name: 3-dehydroshikimic acid
• Synonyms: 5-Dehydroshikimic acid; (4S,5R)-(-)-4,5-Dihydroxy-3-oxo-1-cyclohexene-1-carboxylic acid

DATABASE IDS

• MDL Number: MFCD00216518
• CAS Number: 2922-42-1

PROPERTIES

• Empirical Formula (Hill Notation): C7H8O5
• Purity: ≥98.0% (HPLC)
• Optical Rotation: [α]/D -59.0±3.0°, c = 1 in ethanol
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• European Hazard Symbols: Irritant (Xi)
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• GHS Precautionary statements: P305 + P351 + P338
• Risk Statements: 36
• Safety Statements: 26
• German water hazard class: 3

DETAILS

Description (English)

Biochem/physiol Actions
Metabolite of the shikimate pathway with a chromophore suitable for continuous spectrophotometric assay. Precursor of aromatic metabolites in microorganisms.
Application
3-Dehydroshikimic acid is a biochemical intermediate from D-glucose in the synthesis of pro-catechuic acid. 3-Dehydroshikimic acid has been used in a study to describe the synthesis of catechuic acid (1) and ethyl 2,4,5-trihydroxybenzoate (2) from D-glucose-derived β-ketoester. 3-Dehydroshikimic acid has also been used in studies to evaluate the shikimate biosynthetic pathway, in order to develop nontoxic antimicrobial agents, herbicides, and antiparasite drugs.

Description (简体中文)

Biochem/physiol Actions
Metabolite of the shikimate pathway with a chromophore suitable for continuous spectrophotometric assay. Precursor of aromatic metabolites in microorganisms.
Application
3-Dehydroshikimic acid is a biochemical intermediate from D-glucose in the synthesis of pro-catechuic acid. 3-Dehydroshikimic acid has been used in a study to describe the synthesis of catechuic acid (1) and ethyl 2,4,5-trihydroxybenzoate (2) from D-glucose-derived β-ketoester. 3-Dehydroshikimic acid has also been used in studies to evaluate the shikimate biosynthetic pathway, in order to develop nontoxic antimicrobial agents, herbicides, and antiparasite drugs.