3-Dehydroshikimic acid

SIGMA/05616 - ≥95.0% (HPLC)

Synonym: (4S,5R)-(−)-4,5-Dihydroxy-3-oxo-1-cyclohexene-1-carboxylic acid; 3-DHS; 5-Dehydroshikimic acid

CAS Number: 2922-42-1
Empirical Formula (Hill Notation): C₇H₈O₅
Molecular Weight: 172.14
MDL Number: MFCD00216518
Linear Formula: C₇H₈O₅
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-05616-10MG	10 mg	$164.00 1/EAAdd To Favorites	Add To Favorites
45-05616-100MG	100 mg	$0.00 1/EA CALL FOR PRICEAdd To Favorites	Add To Favorites

assay	≥95.0% (HPLC)
color	white to off-white
form	powder
InChI	1S/C7H8O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,5-6,9-10H,2H2,(H,11,12)/t5-,6-/m1/s1
InChI key	SLWWJZMPHJJOPH-PHDIDXHHSA-N
optical activity	[α]/D -59.0±3.0°, c = 1 in ethanol
Quality Level	100
SMILES string	O[C@@H]1CC(=CC(=O)[C@H]1O)C(O)=O
storage temp.	2-8°C

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.

Biochem/physiol Actions:

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

Symbol	GHS07
Signal word	Warning
Hazard statements	H319
Precautionary statements	P305 + P351 + P338
Hazard Codes	Xi
Risk Statements	36
Safety Statements	26
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95.0% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352106