05616

3-Dehydroshikimic acid

≥95.0% (HPLC)

• Synonim(y): (4S,5R)-(−)-4,5-Dihydroxy-3-oxo-1-cyclohexene-1-carboxylic acid, 3-DHS, 5-Dehydroshikimic acid
• Wzór empiryczny (zapis Hilla): C₇H₈O₅
• Numer CAS: 2922-42-1
• Masa cząsteczkowa: 172.14
• UNSPSC Code: 12352106
• PubChem Substance ID: 329748115
• NACRES: NA.25
• MDL number: MFCD00216518

Właściwości

• Quality Segment: 100
• assay: ≥95.0% (HPLC)
• form: powder
• optical activity: [α]/D -59.0±3.0°, c = 1 in ethanol
• color: white to off-white
• storage temp.: 2-8°C
• SMILES string: O[C@@H]1CC(=CC(=O)[C@H]1O)C(O)=O
• 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

Opis

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.

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS07
• Słowo ostrzegawcze: Warning
• Kody zagrożeń: H319
• Ostrzeżenia: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Eye Irrit. 2
• Klasa składowania: 11 - Combustible Solids
• Co się dzieje?: WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• PPE (środki ochrony indywidualnej): dust mask type N95 (US), Eyeshields, Gloves