(2S)-2-azaniumylbutanoate
Basic information
- CAS
1492-24-6- Standard SMILES
CC[C@H]([NH3+])C(=O)[O-]- InChIKey
QWCKQJZIFLGMSD-VKHMYHEASA-N- Molecular formula
- C4H9NO2
- Average molar mass
- 103.12 g/mol
- Monoisotopic mass
- 103.06332853
Overview
L-alpha-aminobutyrate zwitterion is an L-alpha-amino acid zwitterion that is L-alpha-aminobutyric acid in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3. It is a tautomer of a L-alpha-aminobutyric acid.
Names & identifiers
- Preferred name
- (2S)-2-azaniumylbutanoate
- IUPAC
- (2S)-2-azaniumylbutanoate
- English name
- L(+)-2-Aminobutyric acid
- Molecular formula
- C4H9NO2
- Molecular weight
- 103.12
Names & synonyms
(2S)-2-azaniumylbutanoate(S)-2-Aminobutanoate(2S)-2-ammoniobutyrateL-alpha-amino-n-butyrate(2S)-2-ammoniobutanoateL-alpha-aminobutyrate zwitterionCHEBI:74359AMINOBUTYRIC ACIDL-2-AMINOBUTYRIC ACID2-AMINOBUTANOIC ACIDH-ABU-OHL-ABU
Show more names
L-ALPHA-AMINOBUTYRIC ACIDL-2-AMINOBUTANOIC ACIDL-2-AMINO-N-BUTYRIC ACID(S)-(+)-2-AMINOBUTYRIC ACIDL-2-Abu
Database identifiers
- CAS
1492-24-6- PubChem CID
- 6971252
- ChEBI
CHEBI:74359
Properties
Computed structural properties
- XLogP
- -1.9
- 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]
LogP-3.17
Melting Point291 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 300 °C · 300 °C
- alpha
- 21.6 · 21.6 º (c=2, 5N HCl)
- Boiling point
- 215.2 · 215.2±23.0 °C(Predicted)
- Density
- 1.23 · 1.2300 (estimate)
- refractive index
- 1.465 · 1.4650 (estimate)
- storage temp.
- room temp
- solubility
- 22.7 g/100 · 22.7 g/100 mL (22°C)
- pka
- 2.29 · 2.29(at 25℃)
- form
- Crystalline Powder
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
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29224999
- risk_code
- 43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317
- Hazard Classifications
- Skin Sens. 1
- Precautionary statements
- P280
Chemistry & industry
Pharmacology
Tissue LocationsKidney
Cellular LocationsCytoplasm
Applications
Usesaminobutyric acid is an amino acid with water-binding properties and possible anti-inflammatory capacities.
UsesL-(+)-2-Aminobutyric acid is used in the biosynthesis of nonribosomal peptides. It acts as a receptor antagonist. It is also used as a chiral reagent. Further, it is used in the determination of substrate of glutamyl cysteine acid synthase. In addition to this, it is also utilized as a drug intermediate.
General DescriptionL-2-Aminobutyric acid is synthesized from L-threonine and L-aspartic acid through a -transamination reaction. It is an L-alanine analogue with an ethyl side chain.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: An optically active form of alpha-aminobutyric acid having L-configuration.
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Related reactions
1 records
Compound notes
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