Name | Oxalacetic acid |
Synonyms | OAA OXLACETIC ACID Oxalacetic acid OXALACETIC ACID OXOSUCCINIC ACID Oxosuccinic acid OXALEACETIC ACID OXALOACETIC ACID Oxaloacetic acid 2-oxobutanedioate Oxobutanedioic Acid OXOBUTANEDIOIC ACID OXOBUTANEDIOTIC ACID 2-oxobutanedioic acid Oxalacetic acid 2-Oxosuccinic |
CAS | 328-42-7 |
EINECS | 206-329-8 |
InChI | InChI=1/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)/p-2 |
Molecular Formula | C4H4O5 |
Molar Mass | 132.07 |
Density | 1.3067 (rough estimate) |
Melting Point | 161°C (dec.)(lit.) |
Boling Point | 163.94°C (rough estimate) |
Flash Point | 88°C |
Water Solubility | soluble |
Solubility | H2O: 100mg/mL |
Vapor Presure | 0.003Pa at 20℃ |
Appearance | powder |
Color | White to off-white |
Merck | 14,6909 |
BRN | 1705475 |
pKa | 2.22(at 25℃) |
PH | 3.05(1 mM solution);2.29(10 mM solution);1.68(100 mM solution) |
Storage Condition | -20°C |
Stability | Stable. Incompatible with strong oxidizing agents. Keep refrigerated. |
Refractive Index | 1.4000 (estimate) |
Hazard Symbols | C - Corrosive |
Risk Codes | 34 - Causes burns |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
UN IDs | UN 3261 8/PG 2 |
WGK Germany | 3 |
TSCA | Yes |
HS Code | 29183000 |
Hazard Class | 8 |
Packing Group | II |
LogP | -1.04 at 20℃ |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Introduction | Acylacetic acid is an α-keto acid, which is a key component of the cell metabolism of its conjugate base form oxaloacetic acid. Oxaloacetate reacts with acetyl-CoA (acetyl-CoA;) and water in the first step of the citric acid cycle to form citrate and is regenerated in the last step by oxidation of L-malic acid. It is an intermediate of gluconeogenesis, which is formed in mitochondria through the carboxylation of pyruvate, followed by decarboxylation and phosphorylation to form phosphoenolpyruvate. It can be converted to aspartic acid by adding an amino group from glutamic acid. Oxaloacetate (30 μmol/min per 100 g for 30 min, iv) reduced blood glutamate levels, severity of neurological dysfunction, and cerebral edema in a rat model of closed head injury. |
Use | Oxaloacetate is a tetracarboxylic acid, an intermediate for the citric acid cycle and glucose production. It has been shown to inhibit succinate dehydrogenase. |
physiological effects | oxaloacetate is the core of metabolism. It is part of the gluconeogenesis pathway, and mutations in pyruvate carboxylase lead to reduced oxaloacetate production. It inhibits succinate dehydrogenase and is a key regulator of mitochondrial metabolism. |
Biological activity | Oxalacetic acid (Oxaloacetic acid, 2-Oxosuccinic acid, Ketosuccinic acid) is an intermediate of the tricarboxylic acid cycle. Acetyl-Coenzyme A is catalyzed by citrate to produce citrate. It also participates in the processes of glycogen generation, urea cycle, glyoxylic acid cycle, amino acid synthesis and fatty acid synthesis. Oxaloacetate are inhibitors of Complex II. |