CAS 617-12-9

Chorismic acid

Description:

Chorismic acid, with the CAS number 617-12-9, is an aromatic compound that plays a crucial role in the biosynthesis of various natural products, particularly in the shikimic acid pathway, which is essential for the synthesis of amino acids like phenylalanine, tyrosine, and tryptophan in plants and microorganisms. It is a white crystalline solid that is soluble in water and exhibits acidic properties due to the presence of carboxylic acid functional groups. Chorismic acid is characterized by its ability to undergo various chemical reactions, including decarboxylation and rearrangement, leading to the formation of other important biochemical intermediates. Its structure features a bicyclic system with multiple functional groups, contributing to its reactivity and biological significance. Additionally, chorismic acid serves as a precursor for the synthesis of various secondary metabolites, including alkaloids and flavonoids, which are vital for plant defense mechanisms and ecological interactions. Overall, chorismic acid is an important compound in both biochemistry and plant physiology.

Formula: C₁₀H₁₀O₆

InChI: InChI=1S/C10H10O6/c1-5(9(12)13)16-8-4-6(10(14)15)2-3-7(8)11/h2-4,7-8,11H,1H2,(H,12,13)(H,14,15)/t7-,8-/m1/s1

InChI key: InChIKey=WTFXTQVDAKGDEY-HTQZYQBOSA-N

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

Synonyms:

• (3R,4R)-3-[(1-Carboxyethenyl)oxy]-4-hydroxy-1,5-cyclohexadiene-1-carboxylic acid
• (3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid
• (3R-trans)-3-(1-Carboxyvinyloxy)-4-hydroxy-1,5-cyclohexadiene-1-carboxylic acid
• 1,5-Cyclohexadiene-1-carboxylic acid, 3-((1-carboxyethenyl)oxy)-4-hydroxy-, (3R-trans)-
• 1,5-Cyclohexadiene-1-carboxylic acid, 3-[(1-carboxyethenyl)oxy]-4-hydroxy-, (3R,4R)-
• 1,5-Cyclohexadiene-1-carboxylic acid, 3-[(1-carboxyvinyl)oxy]-4-hydroxy-, (3R-trans)-
• 3-[(1-Carboxyethenyl)Oxy]-4-Hydroxycyclohexa-1,5-Diene-1-Carboxylic Acid
• Chorismic acid

Chorismic acid

CAS: 617-12-9

Formula: C₁₀H₁₀O₆

Purity: 80%

Molecular weight: 226.1828

Ref: IN-DA003OVQ

Chorismic acid

CAS: 617-12-9

Chorismic acid is an aromatic organic compound, which is a key intermediate in the shikimate pathway present in plants, bacteria, and fungi. This compound is derived from the condensation of phosphoenolpyruvate and erythrose-4-phosphate, undergoing several enzymatic transformations to form chorismate. Chorismic acid serves as a crucial branch point in the biosynthetic pathway, leading to the production of essential aromatic amino acids such as phenylalanine, tyrosine, and tryptophan.

Formula: C₁₀H₁₀O₆

Purity: Min. 80%

Color and Shape: Powder

Molecular weight: 226.18 g/mol

Ref: 3D-FC75124