Oxalessigsure

Oxaloacetic Acid

HCID 970CAS 328-42-7
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Grundinformationen

Standard-SMILES
O=C(O)CC(=O)C(=O)O
InChIKey
KHPXUQMNIQBQEV-UHFFFAOYSA-N
Summenformel
C4H4O5
Durchschnittliche Molmasse
132,07 g/mol
Monoisotopische Masse
132,00587323

Überblick

Oxaloacetic acid is an oxodicarboxylic acid that is succinic acid bearing a single oxo group. It has a role as a geroprotector and a metabolite. It is an oxo dicarboxylic acid and a C4-dicarboxylic acid. It is functionally related to a succinic acid. It is a conjugate acid of an oxaloacetate(2-).

Namen und Bezeichner

Bevorzugter Name
Oxaloacetic Acid
IUPAC
2-oxobutanedioic acid
Lokaler Name
Oxalessigsure
Englischer Name
Oxaloacetic acid
Summenformel
C4H4O5
Molmasse
132.07

Namen und Synonyme

oxalacetic acidoxaloacetic acid328-42-72-Oxobutanedioic acidoxaloacetateKetosuccinic acidOxosuccinic acid2-Ketosuccinic acidButanedioic acid, oxo-Bioepg2-oxo-butanedioic acidketo-oxaloacetate
Weitere Namen anzeigen
2-OXOSUCCINIC ACIDOAAOXOBUTANEDIOIC ACIDoxalaceticNSC 77688NSC 2842052-OXOSUCCINICOXLACETIC ACID
DTXSID8021646NSC-776882F399MM81JDTXCID901646CHEBI:30744Acid, OxalaceticAcid, Oxaloacetic2 Ketosuccinic Acid

Datenbank-Bezeichner

CAS
328-42-7
PubChem CID
970
DTXSID
DTXSID8021646
ChEMBL
CHEMBL1794791
ChEBI
CHEBI:30744
UNII
2F399MM81J
EC Number
206-329-8
Nikkaji
J5.675H

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,6
Polarare Oberfläche (TPSA)
91,7 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
3
Schwere Atome
9

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Organic Acids
DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]
Solubility134 mg/mL
Melting Point161 °C
Physical Description · 2 Einträge

Off-white powder; [Alfa Aesar MSDS]

Solid

Physikochemische Eigenschaften

Schmelzpunkt
161 °C · 161 °C (dec.)(lit.)
Siedepunkt
163.94 °C · 163.94°C (rough estimate)
Dichte
1.3067 · 1.3067 (rough estimate)
Dampfdruck
0.003 Pa · 0.003Pa at 20℃
Brechungsindex
1.4 · 1.4000 (estimate)
Flammpunkt
88 °C · 88°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H314 (88.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P321, P337+P317, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 61 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Butanedioic acid, oxo-

Status: Active Update: 14-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/22927

Butanedioic acid, oxo-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryCauses convulsions in acute intraperitoneal studies of mice; [RTECS] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Alfa Aesar MSDS] See Oxalic acid and Acetic acid.
Hazard Classes and CategoriesSkin Corr. 1B (88.5%)

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 3261 8/PG 2
hs_code
29183000
risk_code
34
hazard_code
C

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsLiver
Cellular LocationsMitochondria
Metabolite Pathways2-Hydroxyglutric Aciduria (D And L Form)

Verwendung und Herstellung

General Manufacturing InformationButanedioic acid, 2-oxo-: ACTIVE
Anwendungen · 2 Einträge

BeschreibungOxaloacetic acid, also known as oxalacetic acid, is is an α-keto acid and a key component of cellular metabolism in its conjugate base form, oxaloacetate. Oxaloacetate reacts with acetyl-coenzyme A (acetyl-CoA; ) and water to form citrate in the first step of the citric acid cycle and is regenerated by oxidation of L-malate in the final step. It is an intermediate in gluconeogenesis that is formed in mitochondria via carboxylation of pyruvate and subsequently decarboxylated and phosphorylated to form phosphoenolpyruvate. It can be converted to aspartate via addition of an amino group from glutamate. Oxaloacetate (30 μmol/min per 100 g for 30 minutes, i.v.) reduces blood glutamate levels, severity of neurological dysfunction, and brain edema in a rat model of closed head injury.

VerwendenOxaloacetic acid is a substrate for malate dehydrogenase and oxaloacetate decarboxylase. It is an inhibitor of succinic dehydrogenase. It is four carbon dicarboxylic acid that is an intermediate in the citric acid cycle and glucogenesis.

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Oxaloacetic acid is an oxodicarboxylic acid that is succinic acid bearing a single oxo group. It has a role as a metabolite and a geroprotector. It is an oxo dicarboxylic acid and a C4-dicarboxylic acid. It is functionally related to a succinic acid. It is a conjugate acid of an oxaloacetate(2-).

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