L-2-Aminobutyric acid

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for L-2-Aminobutyric acid are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the L-2-Aminobutyric acid?

The molecule L-2-Aminobutyric acid presents a molecular formula of C4H9NO2 and its IUPAC name is (2S)-2-aminobutanoic acid.

L-2-Aminobutyric acid (L-2-ABA) is an organic molecule that lies as an amino acid. It is a white, powdery substance that is soluble in water. L-2-ABA is a naturally occurring amino acid and belongs in the human body. It is a component of the human diet and belongs in some foods, such as meat, poultry, and fish. L-2-ABA is also found in some supplements..

L-2-ABA is an essential amino acid for the human body. It is required for the proper functioning of the nervous system. L-2-ABA is a precursor to the neurotransmitter gamma-aminobutyric acid (GABA). GABA is a neurotransmitter that participes in regulating the nervous system. L-2-ABA is also involved in the metabolism of fats and carbohydrates..

L-2-ABA is generally considered safe for most people. Some side effects have been reported, such as headache, dizziness, and nausea. These side effects are usually mild and resolve on their own. L-2-ABA exists in supplements and is also found in some foods..

3D structure

Cartesian coordinates

Geometry of L-2-Aminobutyric acid in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing


L-2-Aminobutyric acid QWCKQJZIFLGMSD-VKHMYHEASA-N chemical compound 2D structure molecule svg
L-2-Aminobutyric acid


Molecule descriptors

IUPAC name(2S)-2-aminobutanoic acid
InChI codeInChI=1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (+)-2-Aminobutanoate
  • (+)-2-Aminobutanoic acid
  • (+)-2-Aminobutyric acid
  • (+)-alpha-Aminobutyric acid
  • (-)-2-Aminobutyric acid
  • (2S)-2-Aminobutyric acid
  • (2S)-2-amino butanoic acid
  • (2S)-2-aminobutanoate
  • (2S)-2-aminobutanoic acid
  • (S)-(+)-2-Aminobutyric Acid
  • (S)-(+)-2-Aminobutyric acid L-Abu-OH
  • (S)-(+)-alpha-Aminobutyric acid
  • (S)-2-Amino-butyric acid
  • (S)-2-Aminobutanoate
  • (S)-2-Aminobutanoic acid
  • (S)-2-Aminobutyric acid
  • (S)-2-amino-Butanoate
  • (S)-2-amino-Butanoic acid
  • (S)-amino butyric acid
  • (s)-(+)-2-amino-n-butyric acid
  • 02A4013E-092F-4F03-9966-02E7F6164833
  • 0QAJ5KN9IM
  • 1492-24-6
  • 2(s)-aminobutyric acid
  • 2-Aminobutyric acid, L-
  • 2S-amino-butanoate
  • 2S-amino-butanoic acid
  • 492A246
  • A-5220
  • A0826
  • ABU
  • AC-1817
  • ACT03155
  • AM20080375
  • BDBM50357210
  • BP-12164
  • Butanoic acid, 2-amino-, (2S)-
  • Butanoic acid, 2-amino-, (R)-
  • Butanoic acid, 2-amino-, (S)-
  • Butyric acid, 2-amino-, L-
  • C02356
  • CS-W011305
  • HY-W010589
  • Homoalanine
  • J-300325
  • L-(+)-2-aminobutyric acid
  • L--aminobutyric acid
  • L-2-Aminobuttersaeure
  • L-2-Aminobutyric acid
  • L-2-aminobutyrate
  • L-Butyrine
  • L-Ethylglycine
  • L-a-amino-n-Butyric acid
  • L-a-aminobutyric acid
  • L-alpha-Amino-n-butyric acid
  • L-alpha-Aminobutyrate
  • L-alpha-Aminobutyric acid
  • L-homoalanine
  • LMFA01100034
  • MFCD00064415
  • NSC 97060
  • NSC-97060
  • Q27104317
  • S-Butyrine
  • STR03331
  • Z1741965569
  • alpha-Aminobutyric acid, L-
  • h-2-abu-oh
  • h-abu(2)-oh
  • h-abu-oh
  • l (+) 2-aminobutyric acid
  • l(+)-2-aminobutyric acid
  • l-(+)-2-amino-butyric acid
  • l-2-amino-n-butyric acid
  • l-2-aminobutanoic acid
  • l-a-amino-butyric acid
  • l-abuoh
  • l-alpha-amino-butyric acid
  • l-aminobutyric acid
  • s6203

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC901351
  • AKOS015923108
  • DTXSID10883684
  • CHEMBL1230782
  • CHEBI:35619
  • EINECS 216-083-3
  • SCHEMBL78599

Physico-Chemical properties

IUPAC name(2S)-2-aminobutanoic acid
Molecular formulaC4H9NO2
Molecular weight103.12
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity25.82
Topological polar surface area63.3

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.