Structure Database (LMSD)
Common Name
2S-amino-pentanoic acid
Systematic Name
2S-amino-pentanoic acid
Synonyms
- (S)-2-Aminopentanoic acid
3D model of 2S-amino-pentanoic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
L-Norvaline is a non-proteinogenic amino acid, an isomer of valine, and an inhibitor of arginase and p70 ribosomal S6 kinase 1 (p70S6K1) kinase.1,2 It inhibits arginase-mediated urea production in J774A.1 macrophage lysates when used at a concentration of 10 mM and TNF-α-induced p70S6K1 activation in human umbilical vein endothelial cells (HUVECs) at 20 mM.1 L-Norvaline reduces microgliosis and the level of amyloid-β fibrils in the hippocampus, as well as improves learning and memory in the Morris water maze in the 3xTg mouse model of Alzheimer’s disease.3
This information has been provided by Cayman Chemical
References
1. Polis, B., Srikanth, K.D., Elliott, E., et al. L-Norvaline reverses cognitive decline and synaptic loss in a murine model of Alzheimer’s disease. Neurotherapeutics 15(4), 1036-1054 (2018).
String Representations
InChiKey (Click to copy)
SNDPXSYFESPGGJ-BYPYZUCNSA-N
InChi (Click to copy)
InChI=1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
SMILES (Click to copy)
OC(=O)[C@@H](N)CCC
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
8
Rings
0
Aromatic Rings
0
Rotatable Bonds
3
Van der Waals Molecular Volume
121.00
Topological Polar Surface Area
63.32
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
2
logP
0.48
Molar Refractivity
31.03
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Updated at
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