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About This Item
Empirical Formula (Hill Notation):
C7H8O5
CAS Number:
Molecular Weight:
172.14
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25
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
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
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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