(2R)-3-ammonio-2-methylpropanoate
Basic information
- CAS
2140-95-6- Standard SMILES
C[C@H](C[NH3+])C(=O)[O-]- InChIKey
QCHPKSFMDHPSNR-GSVOUGTGSA-N- Molecular formula
- C4H9NO2
- Average molar mass
- 103.12 g/mol
- Monoisotopic mass
- 103.06332853
Overview
(R)-3-aminoisobutyric acid zwitterion is zwitterionic form of (R)-3-aminoisobutyric acid having an anionic carboxy group and a protonated amino group; major species at pH 7.3. It is a 3-aminoisobutanoic acid zwitterion and an amino-acid zwitterion. It is a tautomer of a (R)-3-aminoisobutyric acid.
Names & identifiers
- Preferred name
- (2R)-3-ammonio-2-methylpropanoate
- IUPAC
- (2R)-3-azaniumyl-2-methylpropanoate
- English name
- R-b-aminoisobutyric acid
- Molecular formula
- C4H9NO2
- Molecular weight
- 103.12
Names & synonyms
CHEBI:57731(2R)-3-ammonio-2-methylpropanoate(2R)-3-azaniumyl-2-methylpropanoate(R)-3-aminoisobutyric acid zwitterion(R)-3-AMino-2-Methylpropanoic acid(2R)-2-Methyl-β-alanineD-3-Aminoisobutyric acidR-3-Aminoisobutyric acidR-b-aminoisobutyric acid(-)-β-Aminoisobutyric acid[R,(-)]-2-Methyl-β-alanineD-3-Aminoisobutyric acid
Show more names
(R)-2-(Aminomethyl)propanoic acid(2R)-3-Amino-2-methylpropionic acid
Database identifiers
- CAS
2140-95-6- PubChem CID
- 6971064
- ChEBI
CHEBI:57731
Properties
Computed structural properties
- XLogP
- -2.3
- Topological polar surface area
- 67.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 66.6
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Amino fatty acids [FA0110]
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 194 · 194-196 °C
- Boiling point
- 223.6 · 223.6±23.0 °C(Predicted)
- Density
- 1.105 · 1.105±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- form
- solid
- pka
- 3.69 · 3.69±0.16(Predicted)
- Appearance
- White to yellow Solid
- optical activity
- -13 · [α]/D -13±2°, c = 1 in 0.5 M HCl
- BRN
- 1720957 · 1720957
- InChI
- InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1
- InChIKey
- QCHPKSFMDHPSNR-GSVOUGTGSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
Uses(R)-3-Amino-2-methylpropanoic Acid blood concentration increases in human body with exercise and may contribute to exercise-induced protection from metabolic diseases. It is a product of catabolism of thymine and is therefore present in low concentration in urine of patients with a deficiency of dihydropyrimidine dehydrogenase (DPD) which is vital in first step of pyrimidine degradation.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: (R)-3-aminoisobutyric acid is the (R)-enantiomer of 3-aminoisobutyric acid. It is a conjugate acid of a (R)-3-aminoisobutyrate. It is an enantiomer of a (S)-3-aminoisobutyric acid. It is a tautomer of a (R)-3-aminoisobutyric acid zwitterion.
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