Succinate

HCID 160419CAS 56-14-4

Grundinformationen

Standard-SMILES
O=C([O-])CCC(=O)[O-]
InChIKey
KDYFGRWQOYBRFD-UHFFFAOYSA-L
Summenformel
C4H4O4-2
Durchschnittliche Molmasse
116,07 g/mol
Monoisotopische Masse
116,01205577

Überblick

Succinate(2-) is a dicarboxylic acid dianion resulting from the removal of a proton from both of the carboxy groups of succinic acid. It has a role as a Saccharomyces cerevisiae metabolite and a human metabolite. It is a succinate, a dicarboxylic acid dianion and a C4-dicarboxylate. It is a conjugate base of a succinate(1-).

Namen und Bezeichner

Bevorzugter Name
Succinate
IUPAC
butanedioate
Englischer Name
ANION STANDARD - SUCCINATE
Summenformel
C4H4O4-2
Molmasse
116.07216

Namen und Synonyme

succinateButanedioateSuccinate dianion56-14-4AJ326AG789DTXSID4036772RefChem:932339DTXCID2016772CHEBI:26806Butanedioic acid, ion(2-)Succinate ionSuccinic acid, ion(2-)
Weitere Namen anzeigen
ANION STANDARD - SUCCINATEOrganic Acid Salt Standard - Succinate@1000 μg/mL in Water
succmonosuccinatesuccinate(2-)Butanedioate(2-)UNII-AJ326AG789Succinate ion(2-)sucCHEBI:30031

Datenbank-Bezeichner

CAS
56-14-4
PubChem CID
160419
DTXSID
DTXSID4036772
ChEBI
CHEBI:30031
UNII
AJ326AG789
EC Number
611-361-4
Nikkaji
J215.983J

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,7
Polarare Oberfläche (TPSA)
80,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
1
Schwere Atome
8

Experimentelle und physikochemische Eigenschaften

Collision Cross Section115.9 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

Sicherheit und Regulatorisches

Toxikologische Informationen

Treatment · 1 Eintrag

EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.

Health Effects · 1 Eintrag

At acute doses or exposures succinic acid is a skin irritant. Chronically high doses of succinate can lead to succinylation or succination of a variety of enzymes. Partial succinate dehydrogenase deficiency (15% to 50% of normal reference enzyme activity) in skeletal muscle leads to elevated succinate levels and causes mitochondrial myopathy with various symptoms, for example, brain involvement, cardiomyopathy, and/or exercise intolerance.

Exposure RoutesEye contact, Inhalation, Ingestion.
Toxicity Summary · 1 Eintrag

Succinate can inhibit the activities of α-KG–dependent oxygenases (KDMs) and the TET family of 5-methlycytosine (5mC) hydroxylases. Succinate also mediates allosteric inhibition of hypoxia inducible factor (HIF) prolyl hydroxylases (PHDs). Inhibition of HIF PHDs leads to activation of HIF-mediated pseudohypoxic response, whereas inhibition of KDMs and TET family of 5mC hydroxylases causes epigenetic alterations that ultimately cause cancer. Succination of KEAP1 in FH deficiency results in the constitutive activation of the antioxidant defense pathway mediated by NRF2, conferring a reductive milieu that promotes cell proliferation. Succination of the Krebs cycle enzyme Aco2 impairs aconitase activity in Fh1-deficient MEFs. Succination also causes irreversible inactivation of glyceraldehyde-3-phosphate dehydrogenase (GAPDH).

Signs and SymptomsAcute Exposure: the clinical signs of acute toxicity are weakness and diarrhea.
Carcinogen ClassificationNot listed by IARC. Has been implicated in oncogenesis (A15088).

Chemie und Industrie

Pharmakologische Informationen

Metabolism/MetabolitesSuccinic acid can be converted into fumaric acid by oxidation via succinate dehydrogenase.

Verwendung und Herstellung

Uses · 1 Eintrag

Succinic acid is a precursor to some specialized polyesters. It is also a component of some alkyd resins. Succinic acid is used in the food and beverage industry, primarily as an acidity regulator. It is also sold as a food additive and dietary supplement, and is generally recognized as safe by the US FDA.

Anbieter4 Anbieter

厦门研科生物技术有限公司[email protected]
厦门慧嘉生物科技有限公司—
上海甄准生物科技有限公司15800340161 · [email protected]
AccuStandard Inc[email protected]

Ergänzende Hinweise

DefinitionChEBI: A dicarboxylic acid dianion resulting from the removal of a proton from both of the carboxy groups of succinic acid.

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