CAS 1492-24-6 (-)-2-Aminobutyric acid (HCID 80283)

Overview

L-alpha-aminobutyric acid is an optically active form of alpha-aminobutyric acid having L-configuration. It has a role as a human metabolite. It is an alpha-aminobutyric acid and a non-proteinogenic L-alpha-amino acid. It is a conjugate acid of a L-2-aminobutyrate. It is an enantiomer of a D-alpha-aminobutyric acid. It is a tautomer of a L-alpha-aminobutyrate zwitterion.

Names & identifiers

Preferred name: (-)-2-Aminobutyric acid
IUPAC: (2S)-2-aminobutanoic acid
English name: L(+)-2-Aminobutyric acid
Molecular formula: C4H9NO2
Molecular weight: 103.12

Names & synonyms

Butanoic acid, 2-amino-, (2S)-(-)-2-Aminobutyric acidRefChem:3909181492-24-6L-2-Aminobutyric acid(S)-2-Aminobutanoic acid(2S)-2-aminobutanoic acidh-abu-ohL-alpha-Aminobutyric acidL-(+)-2-aminobutyric acidL-Butyrine(S)-(+)-2-Aminobutyric Acid

Show more names

AMINOBUTYRIC ACID2-AMINOBUTANOIC ACIDL-ABUL-2-AMINOBUTANOIC ACIDL-2-AMINO-N-BUTYRIC ACIDL-2-Abu

l-aminobutyric acid(S)-2-Amino-butyric acid(S)-2-Aminobutyric acidL-alpha-Amino-n-butyric acidMFCD00064415h-2-abu-ohL-alpha-Aminobutyrate2S-amino-butanoic acid

Database identifiers

CAS: 1492-24-6
PubChem CID: 80283
DTXSID: DTXSID10883684
ChEMBL: CHEMBL1230782
ChEBI: CHEBI:35619
UNII: 0QAJ5KN9IM
EC Number: 216-083-3
Nikkaji: J7.749F

Properties

Computed structural properties

XLogP: -2.5
Topological polar surface area: 63.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 7
Formal charge: 0
Complexity: 72.1

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
color: White to beige
biological source: Porcine kidneymicrobialplant
Water Solubility: 22.7 g/100 · 22.7 g/100 mL (22 ºC)
Merck: 14 · 14,428
BRN: 1720935 · 1720935
Major Application: peptide synthesis
InChI: 1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
InChIKey: QWCKQJZIFLGMSD-VKHMYHEASA-N
SMILES: CC[C@H](N)C(O)=O
CAS DataBase Reference: 1492 · 1492-24-6(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 0 QAJ5KN9IM · 0QAJ5KN9IM
ATC code: 3 AG03 · N03AG03
NIST Chemistry Reference: -2 · (l)-2-Aminobutanoic acid(1492-24-6)
EPA Substance Registry System: 2 · Butanoic acid, 2-amino-, (2S)- (1492-24-6)
UNSPSC Code: 12352209 · 12352209
NACRES: 75 · NA.75
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 317 · H317
Precautionary statements: 280 · P280
PPE: 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes: Xi
Risk Statements: 43 · 43
Safety Statements: 36 · 36/37
WGK Germany: 3 · 3
Hazard Note: Irritant
TSCA: TSCA listed
HS Code: 29224999 · 29224999
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 1 · Skin Sens. 1

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H317 (96.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 57 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Sens. 1 (96.5%)

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

Uses & manufacturing

General Manufacturing InformationButanoic acid, 2-amino-, (2S)-: ACTIVE

Applications · 3 items

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.