Structure Database (LMSD)

Common Name
3-amino-isobutanoic acid
Systematic Name
3-amino-3-methyl-propionic acid
Synonyms
LM ID
LMFA01100054
Formula
Exact Mass
Calculate m/z
103.063329
Status
Curated




Classification

Biological Context

3-Aminoisobutyric acid is a non-protein amino acid formed during thymine catabolism.1 It induces browning in primary adipocytes, increasing the expression of uncoupling protein 1 (UCP-1) and CIDEA when used at a concentration of 5 µM. It also increases the expression of PPARα in primary adipocytes and in mouse inguinal white adipose tissue (WAT) in vivo and increases β-oxidation in hepatocytes. Plasma levels of 3-aminoisobutyric acid are increased in mice following exercise and, when administered at a dose of 100 mg/kg per day, it decreases weight gain and body fat percentage without decreasing food intake or increasing energy expenditure, and improves glucose tolerance. Levels of 3-aminoisobutyric acid are elevated in the plasma, urine, and cerebrospinal fluid of patients with β-ureidopropionase deficiency, a disorder characterized by an inborn error of pyrimidine degradation.2

This information has been provided by Cayman Chemical

References

String Representations

InChiKey (Click to copy)
QCHPKSFMDHPSNR-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)
SMILES (Click to copy)
C(=O)(O)C(C)CN

Other Databases

KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 7
Rings 0
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 103.70
Topological Polar Surface Area 63.32
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP -0.05
Molar Refractivity 26.34

Admin

Created at
-
Updated at
-