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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 Quantity
45-05616-10MG 10 mg
 $164.00
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45-05616-100MG 100 mg
 $0.00
1/EA
CALL FOR PRICE		 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  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

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