CAS 2922-42-1

(-)-3-Dehydroshikimic acid

Description:

(-)-3-Dehydroshikimic acid is a naturally occurring organic compound that belongs to the class of shikimic acid derivatives. It is characterized by its structural features, which include a bicyclic aromatic system and multiple hydroxyl groups, contributing to its polar nature. This compound is typically found in various plant species and is of interest due to its role in the biosynthesis of aromatic amino acids and secondary metabolites. (-)-3-Dehydroshikimic acid exhibits potential biological activities, including antiviral and anti-inflammatory properties, making it a subject of research in pharmacology and medicinal chemistry. The compound is often studied for its potential applications in drug development, particularly in the synthesis of antiviral agents. Its solubility in polar solvents and stability under standard laboratory conditions are notable characteristics, facilitating its use in various chemical reactions and biological assays. Overall, (-)-3-Dehydroshikimic acid represents an important compound in both natural product chemistry and pharmaceutical research.

Formula: C₇H₈O₅

InChI: 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: InChIKey=SLWWJZMPHJJOPH-PHDIDXHHSA-N

SMILES: C(O)(=O)C=1C[C@@H](O)[C@H](O)C(=O)C1

Synonyms:

• (4S,5R)-4,5-Dihydroxy-3-oxo-1-cyclohexene-1-carboxylic acid
• 1-Cyclohexene-1-carboxylic acid, 4,5-dihydroxy-3-oxo-, (4S,5R)-
• 1-Cyclohexene-1-carboxylic acid, 4,5-dihydroxy-3-oxo-, (4S-trans)-
• 1-Cyclohexene-1-carboxylic acid, 4,5-dihydroxy-3-oxo-, trans-
• 4,5-Dihydroxy-3-Oxocyclohex-1-Ene-1-Carboxylic Acid
• 5-Dehydroshikimic acid

(-)-3-Dehydroshikimic acid

CAS: 2922-42-1

Formula: C₇H₈O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 172.1354

Ref: IN-DA002XRP

(-)-3-Dehydroshikimic acid

CAS: 2922-42-1

Formula: C₇H₈O₅

Molecular weight: 172.14

Ref: 4Z-S-041

(-)-3-Dehydroshikimic acid

CAS: 2922-42-1

(-)-3-Dehydroshikimic acid

Purity: ≥95%

Molecular weight: 172.14g/mol

Ref: 54-OR1004991

(-)-3-Dehydro Shikimic Acid

Controlled Product

CAS: 2922-42-1

Stability Temperature Sensitive
Applications A metabolite of Shikimic Acid.
References Lauhon, C.T. and Bartlett, P.A.: Biochemistry, 33, 14100 (1994), Balasubramanian, S., et al.: Biochemistry, 34, 341 (1995),

Formula: C₇H₈O₅

Color and Shape: Neat

Molecular weight: 172.14

Ref: TR-D230475

(-)-3-Dehydro shikimic acid

CAS: 2922-42-1

(-)-3-Dehydro shikimic acid is a natural product that is an inhibitor of bacterial growth. It has been shown to inhibit the synthesis of aromatic amino acids, such as phenylalanine, tyrosine, and tryptophan from shikimate by binding to the enzyme 3-dehydroshikimate dehydrogenase (DHAS). The activity of DHAS is required for the production of other aromatic compounds in bacteria, such as protocatechuic acid. (-)-3-Dehydro shikimic acid also inhibits protein synthesis and polymerase chain reactions. This suggests that it may be a useful agent for treating bacterial infections. (-)-3-Dehydro shikimic acid has been shown to have pharmacokinetic properties that are similar to those of erythromycin and clindamycin, which are commonly used antibiotics.

Formula: C₇H₈O₅

Purity: Min. 97 Area-%

Color and Shape: Powder

Molecular weight: 172.14 g/mol

Ref: 3D-FD20947

(-)-3-Dehydroshikimic acid

CAS: 2922-42-1

Purity: 98%

Molecular weight: 172.1360016

Ref: 10-F639330

Oseltamivir Impurity 45

CAS: 2922-42-1

Formula: C₇H₈O₅

Molecular weight: 172.14

Ref: ST-EA-CP-O3041