4-Aminobuttersure
Gamma-Aminobutyric Acid
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Grundinformationen
- CAS
56-12-2- Standard-SMILES
NCCCC(=O)O- InChIKey
BTCSSZJGUNDROE-UHFFFAOYSA-N- Summenformel
- C4H9NO2
- Durchschnittliche Molmasse
- 103,12 g/mol
- Monoisotopische Masse
- 103,06332853
Überblick
Gamma-aminobutyric acid is a gamma-amino acid that is butanoic acid with the amino substituent located at C-4. It has a role as a neurotransmitter, a signalling molecule, a Saccharomyces cerevisiae metabolite and a human metabolite. It is a monocarboxylic acid and a gamma-amino acid. It is functionally related to a butyric acid. It is a conjugate acid of a gamma-aminobutyrate. It is a tautomer of a gamma-aminobutyric acid zwitterion.
Namen und Bezeichner
- Bevorzugter Name
- Gamma-Aminobutyric Acid
- IUPAC
- 4-aminobutanoic acid
- Lokaler Name
- 4-Aminobuttersure
- Englischer Name
- 4-Aminobutyric acid
- Summenformel
- C4H9NO2
- Molmasse
- 103.12
Namen und Synonyme
gamma-aminobutyric acidGABA56-12-2Piperidic acidPiperidinic acidAminalonGaballonMielomadeGamarexGammalonGammarGammasol
Weitere Namen anzeigen
4-AMINOBUTANOIC ACIDgammaγ-Aminobutyric acidY-Aminobutyric acid56-12-6H-GABA-OHaminobutyric
butanoic acid, 4-amino-GammaloneButyric acid, 4-amino-gamma-Aminobutanoic acidImmu-Ggamma-amino-n-butyric acidGammageeGamulin
Datenbank-Bezeichner
- CAS
56-12-2- PubChem CID
- 119
- DTXSID
DTXSID6035106- ChEMBL
CHEMBL96- ChEBI
CHEBI:16865- UNII
- 2ACZ6IPC6I
- Nikkaji
- J1.375G
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- -3,2
- Polarare Oberfläche (TPSA)
- 63,3 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 7
- Formalladung
- 0
- Komplexität
- 62,7
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Amino fatty acids [FA0110]
CosmeticsHair conditioning
LogP-3.17
Flavoring AgentsEU Flavoring substances
Solubility
1300.0 mg/mL
1.2 [ug/mL] (The mean of the results at pH 7.4)
Melting Point203 °C
Physical DescriptionSolid
Ionization Efficiency
Negative
-1.52
10.5
Agilent XCT
Electrospray ionization
ammonia (10nM)
Dissociation Constants
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Gefahrenhinweise
Regulatory Information
Chemical: Butanoic acid, 4-amino-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
gamma-Aminobutyric acid: 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
Toxikologische Informationen
Health Effects
Chronically high levels of GABA are associated with at least 5 inborn errors of metabolism including: D-2-Hydroxyglutaric Aciduria, 4-Hydroxybutyric Aciduria/Succinic Semialdehyde Dehydrogenase Deficiency, GABA-Transaminase Deficiency, Homocarnosinosis and Succinic semialdehyde dehydrogenase deficiency.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Sicherheitsdaten
- wgk
- 2
- tsca
- TSCA listed
- hs_code
- 29224995
- RTECS-Nr.
- ES6300000
- risk_code
- 36/37/38-20/21/22
- hazard_code
- Xi,Xn
- hazard_note
- Irritant
- safety_code
- 26-36
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
ATC Code
N - Nervous system
QN - Nervous system
MeSH Pharmacological ClassificationSubstances used for their pharmacological actions on GABAergic systems. GABAergic agents include agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function.
Tissue LocationsAdrenal Cortex
Cellular LocationsExtracellular
Metabolite Pathways2-Hydroxyglutric Aciduria (D And L Form)
Verwendung und Herstellung
UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Use ClassificationCosmetics -> Hair conditioning
General Manufacturing InformationButanoic acid, 4-amino-: ACTIVE
Anwendungen
Beschreibung4-Aminobutyric acid (GABA) is the chief inhibitory neurotransmitter in the mammalian central nervous system. It plays a role in regulating neuronal excitability throughout the nervous system. In humans, GABA is also directly responsible for the regulation of muscle tone. Although chemically it is an amino acid, GABA is rarely referred to as such in the scientific or medical communities, because the term "amino acid," used without a qualifier, conventionally refers to the alpha amino acids, which GABA is not, nor is it ever incorporated into a protein. In spastic diplegia in humans, GABA absorption becomes impaired by nerves damaged from the condition's upper motor neuron lesion, which leads to hypertonia of the muscles signaled by those nerves that can no longer absorb GABA.
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