Structure Database (LMSD)

Common Name
2S-amino-pentanoic acid
Systematic Name
2S-amino-pentanoic acid
Synonyms
  • (S)-2-Aminopentanoic acid
LM ID
LMFA01100041
Formula
Exact Mass
Calculate m/z
117.078979
Status
Curated


Classification

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

KEGG ID
CHEBI ID
PubChem CID
Cayman ID
PDB ID

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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