| Aconitic acid[1] | |
|---|---|
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| IUPAC name |
prop-1-ene-1,2,3-tricarboxylic acid
|
| Other names | Achilleic acid Equisetic acid Citridinic acid Pyrocitric acid |
| Identifiers | |
| CAS number | 499-12-7 |
| PubChem | 309 |
| MeSH | Aconitate |
| SMILES |
O=C(O)CC(=CC(=O)O)C(=O)O
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| InChI |
1/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)
|
| InChI key | GTZCVFVGUGFEME-UHFFFAOYAL |
| ChemSpider ID | 303 |
| Properties | |
| Molecular formula | C6H6O6 |
| Molar mass | 174.108 g/mol |
| Appearance | colourless crystals |
| Melting point |
198-199°C (decomp) |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Aconitic acid is an organic acid. The two isomers are cis-aconitic acid and trans-aconitic acid. The conjugate base of cis-aconitic acid, cis-aconitate is an intermediate in the isomerisation of citrate to isocitrate in the citric acid cycle. It is acted upon by aconitase.
Aconitic acid can be synthesized by dehydration of citric acid using sulfuric acid:[2]
It was first prepared by thermal dehydration.[3]
| Citric Acid Cycle Metabolic Pathway | ||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Oxaloacetate | Malate | Fumarate | Succinate | Succinyl-CoA | ||||||||||||
| Acetyl-CoA | NADH + H+ | NAD+ | H2O | FADH2 | FAD | CoA + ATP(GTP) | Pi + ADP(GDP) | |||||||||
| + | H2O | NADH + H+ + CO2 | ||||||||||||||
| CoA | NAD+ | |||||||||||||||
| H2O | H2O | NAD(P)+ | NAD(P)H + H+ | CO2 | ||||||||||||
| Citrate | cis-Aconitate | Isocitrate | Oxalosuccinate | α-Ketoglutarate | ||||||||||||
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