General Information of MET (ID: META00257) |
Name |
L-alpha-Aminobutyric acid
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Synonyms |
Click to Show/Hide Synonyms of This Metabolite
(+)-2-Aminobutanoate; (+)-2-Aminobutanoic acid; (+)-2-Aminobutyric acid; (+)-alpha-Aminobutyric acid; (-)-2-Aminobutyrate; (-)-2-Aminobutyric acid; (2S)-2-Aminobutanoate; (2S)-2-Aminobutanoic acid; (2S)-2-Aminobutyrate; (2S)-2-Aminobutyric acid; (S)-(+)-alpha-Aminobutyric acid; (S)-2-Amino-butanoate; (S)-2-Amino-butanoic acid; (S)-2-Aminobutanoate; (S)-2-Aminobutanoic acid; (S)-2-Aminobutyrate; (S)-2-Aminobutyric acid; 2-Aminobutanoate; 2-Aminobutanoic acid; 2-Aminobutyrate; 2-Aminobutyric acid; 2S-Amino-butanoate; 2S-Amino-butanoic acid; Butyrine; Butyrine, (+-)-isomer; Butyrine, (R)-isomer; Butyrine, (S)-isomer; Homoalanine; L-(+)-2-Aminobutyrate; L-(+)-2-Aminobutyric acid; L-2-Amino-N-butyric acid; L-2-Aminobutanoate; L-2-Aminobuttersaeure; L-2-Aminobutyrate; L-2-Aminobutyric acid; L-Butyrine; L-Ethylglycine; L-Homoalanine; L-a-Amino-N-butyrate; L-a-Amino-N-butyric acid; L-a-Aminobutyrate; L-a-Aminobutyric acid; L-alpha-Amino-N-butyric acid; S-Butyrine; alpha-Aminobutyric acid; alpha-Aminobutyric acid, (+-)-isomer; alpha-Aminobutyric acid, (R)-isomer; alpha-Aminobutyric acid, (S)-isomer
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Source |
Endogenous;Yeast Metabolite;Fatty acyls;Food;Microbial
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Structure Type |
Amino acids, peptides, and analogues (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
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PubChem CID |
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HMDB ID |
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Formula |
C4H9NO2
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Structure |
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3D MOL
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2D MOL
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Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
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KEGG ID |
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ChEBI ID |
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FooDB ID |
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ChemSpider ID |
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METLIN ID |
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Physicochemical Properties |
Molecular Weight |
103.12 |
Topological Polar Surface Area |
63.3 |
XlogP |
-2.5 |
Complexity |
72.1 |
Heavy Atom Count |
7 |
Rotatable Bond Count |
2 |
Hydrogen Bond Donor Count |
2 |
Hydrogen Bond Acceptor Count |
3 |
Function |
L-alpha-Aminobutyric acid, also known as (S)-2-aminobutanoic acid, homoalanine, 2-AABA, ethylglycine, or L-butyrine, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-Amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-alpha-aminobutyric acid is soluble (in water) and is a moderately acidic compound (based on its pKa). L-alpha-Aminobutyric acid is a non-proteogenic amino acid that can be found in the human kidney, in liver tissues, and in most biofluids or excreta (e.g. feces, breast milk, urine, and blood). Within the cell, L-alpha-aminobutyric acid is primarily located in the cytoplasm. alpha-Aminobutyric acid is biosynthesized by transaminating oxobutyrate, a metabolite in isoleucine biosynthesis. As a non-proteogenic amino acid, alpha-aminobutyric acid can be used by nonribosomal peptide synthases. One example of a nonribosomal peptide containing alpha-aminobutyric acid is ophthalmic acid, which was first isolated from calf lens. alpha-Aminobutyric acid is a non-essential amino acid that is primarily derived from the catabolism of methionine, threonine, and serine. High protein diets can result in significantly higher alpha-aminobutyrate levels in plasma. alpha-Aminobutyric acid is elevated in the plasma of children with Reye's syndrome, tyrosinemia, homocystinuria, nonketotic hyperglycinemia, and ornithine transcarbamylase deficiency. alpha-Aminobutyric acid is one of the three isomers of aminobutyric acid. The two other are the neurotransmitter gamma-aminobutyric acid (GABA) and beta-aminobutyric acid (BABA) which is known for inducing plant disease resistance.
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Regulatory Network
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