ChemFOnt: Showing chemical card for alpha-Aminobutyric acid (CFc000224549)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:47:08 UTC

Chemfont ID

CFc000224549

Molecule Identification

Common Name

alpha-Aminobutyric acid

Definition

DL-Aminobutyric acid, also known as a-amino-N-butyrate or AABA, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). DL-Aminobutyric acid exists in all living organisms, ranging from bacteria to humans. DL-Aminobutyric acid has been detected, but not quantified in, peanuts (Arachis hypogaea). This could make DL-aminobutyric acid a potential biomarker for the consumption of these foods. DL-Aminobutyric acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on DL-Aminobutyric acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Amino-N-butyric acid	ChEBI
2-Aminobutyric acid	ChEBI
AABA	ChEBI
Abu	ChEBI
alpha-Amino-N-butyric acid	ChEBI
Butyrine	ChEBI
Homoalanine	ChEBI
2-Amino-N-butyrate	Generator
2-Aminobutyrate	Generator
a-Amino-N-butyrate	Generator
a-Amino-N-butyric acid	Generator
alpha-Amino-N-butyrate	Generator
Α-amino-N-butyrate	Generator
Α-amino-N-butyric acid	Generator
DL-Aminobutyrate	Generator
alpha-Aminobutyric acid, (+-)-isomer	MeSH
Butyrine, (S)-isomer	MeSH
L-Homoalanine	MeSH
(2S)-2-Aminobutanoic acid	MeSH
L-2-Aminobutyric acid	MeSH
alpha-Aminobutyric acid, (R)-isomer	MeSH
Butyrine, (+-)-isomer	MeSH
alpha-Aminobutyric acid	MeSH
Butyrine, (R)-isomer	MeSH
2-Aminobutanoic acid	MeSH
alpha-Aminobutyric acid, (S)-isomer	MeSH

Chemical Formula

C₄H₉NO₂

Average Molecular Weight

103.1198

Monoisotopic Molecular Weight

103.063328537

IUPAC Name

2-aminobutanoic acid

Traditional Name

Abu

CAS Registry Number

2835-81-6

SMILES

CCC(N)C(O)=O

InChI Identifier

InChI=1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)

InChI Key

QWCKQJZIFLGMSD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Fatty acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Organopnictogen compound
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:35621 )
non-proteinogenic alpha-amino acid (CHEBI:35621 )
an amine (CPD0-1952 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	358 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-2.3	ChemAxon
logS	0.54	ALOGPS
pKa (Strongest Acidic)	2.62	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	25.02 m³·mol⁻¹	ChemAxon
Polarizability	10.47 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon