Chorismic acid
| Names | |
|---|---|
| IUPAC name
(3R,4R)-3-[(1-carboxyvinyl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.164.204 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C10H10O6 | |
| Molar mass | 226.184 g·mol−1 |
| Melting point | 140 °C (284 °F; 413 K) |
| Hazards | |
| GHS labelling: | |
| Danger | |
| H302, H312, H315, H319, H332, H335, H350, H361 | |
| P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references | |
Chorismic acid, more commonly known as its anionic form chorismate, is an important biochemical intermediate in plants and microorganisms. It is a precursor for:
- The aromatic amino acids phenylalanine, tryptophan, and tyrosine
- Indole, indole derivatives and tryptophan
- 2,3-Dihydroxybenzoic acid (DHB) used for enterobactin biosynthesis
- The plant hormone salicylic acid
- Many alkaloids and other aromatic metabolites.
- The folate precursor para-aminobenzoate (pABA)
- The biosynthesis of vitamin K and folate in plants and microorganisms.
The name chorismic acid derives from a classical Greek word χωρίζω meaning "to separate", because the compound plays a role as a branch-point in aromatic amino acid biosynthesis.