(-)-3-DEHYDROSHIKIMIC ACID Chemical Properties

Melting point:

150-152 °C

Boiling point:

405.1±45.0 °C(Predicted)

Density 

1.713±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Methanol (Slightly), Water (Slightly)

form 

Solid

pka

3.03±0.60(Predicted)

color 

Off-White to Beige

optical activity

[α]/D -59.0±3.0°, c = 1 in ethanol

Stability:

Temperature Sensitive

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26

WGK Germany 

3

(-)-3-DEHYDROSHIKIMIC ACID Usage And Synthesis

Chemical Properties

Off-White Powder

Uses

A metabolite of Shikimic Acid

Uses

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.

Definition

ChEBI: A 4-oxo monocarboxylic acid that is shikimic acid in which the allylic hydroxy group has been oxidised to the corresponding keto group.

Biochem/physiol Actions

Metabolite of the shikimate pathway with a chromophore suitable for continuous spectrophotometric assay. Precursor of aromatic metabolites in microorganisms.

(-)-3-DEHYDROSHIKIMIC ACID(2922-42-1)Related Product Information

• MAGNESIUM OXALATE DIHYDRATE
• Bilirubin
• Cyclohexene
• Dehydroshikimic acid
• 2-bromo-3-dehydroshikimic acid
• 5-deoxy-5-amino-3-dehydroshikimic acid
• B-D-GLUCOPYRANOSE
• 4-OXO-2-HEXENAL
• 1-Cyclohexene-1-carboxylic acid
• (-)-3-DEHYDROSHIKIMIC ACID