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Details

Stereochemistry RACEMIC
Molecular Formula C5H11NO2
Molecular Weight 117.1463
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORVALINE, DL-

SMILES

CCCC(N)C(O)=O

InChI

InChIKey=SNDPXSYFESPGGJ-UHFFFAOYSA-N
InChI=1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)

HIDE SMILES / InChI

Molecular Formula C5H11NO2
Molecular Weight 117.1463
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Traditional herbal medicine in far-west Nepal: a pharmacological appraisal.
2010-12-13
Molecular basis for the dosing time-dependency of anti-allodynic effects of gabapentin in a mouse model of neuropathic pain.
2010-11-26
Chiroptical study of α-aliphatic amino acid films in the vacuum ultraviolet region.
2010-11-11
Ligand-induced changes in the conformational stability and flexibility of glutamate dehydrogenase and their role in catalysis and regulation.
2010-10
Fed-batch process for the psychrotolerant marine bacterium Pseudoalteromonas haloplanktis.
2010-09-21
pH-dependent permeation of amino acids through isolated ivy cuticles is affected by cuticular water sorption and hydration shell size of the solute.
2010-09
The effect of the P1 side chain on the binding of optimized carboxylate and activated carbonyl inhibitors of the hepatitis C virus NS3 protease.
2010-07
Quantitative metabolomics by H-NMR and LC-MS/MS confirms altered metabolic pathways in diabetes.
2010-05-10
A series of alpha-amino acid ester prodrugs of camptothecin: in vitro hydrolysis and A549 human lung carcinoma cell cytotoxicity.
2010-02-11
Specificities of olfactory receptor neuron responses to amino acids in the black bullhead catfish (Ameiurus melas).
2010-02
Solid-solid phase transitions in DL-norvaline studied by differential scanning calorimetry and Raman spectroscopy.
2010-01-28
The path to next generation biofuels: successes and challenges in the era of synthetic biology.
2010-01-20
A residue outside the active site CXXC motif regulates the catalytic efficiency of Glutaredoxin 3.
2010-01
Pulmonary targeting microparticulate camptothecin delivery system: anticancer evaluation in a rat orthotopic lung cancer model.
2010-01
Structure-activity relationships of HCV NS3 protease inhibitors evaluated on the drug-resistant variants A156T and D168V.
2010
Specificity of the Acute Tryptophan and Tyrosine Plus Phenylalanine Depletion and Loading Tests Part II: Normalisation of the Tryptophan and the Tyrosine Plus Phenylalanine to Competing Amino Acid Ratios in a New Control Formulation.
2010
Increased hepatic oxidative metabolism distinguishes the action of Peroxisome proliferator-activated receptor delta from Peroxisome proliferator-activated receptor gamma in the ob/ob mouse.
2009-12-07
Context-independent, temperature-dependent helical propensities for amino acid residues.
2009-09-16
Pharmacokinetics of acute tryptophan depletion using a gelatin-based protein in male and female Wistar rats.
2009-07
Human neutrophil elastase responsive delivery from poly(ethylene glycol) hydrogels.
2009-06-08
Defects in transient tRNA translocation bypass tRNA synthetase quality control mechanisms.
2009-04-24
Dual mechanism of brain injury and novel treatment strategy in maple syrup urine disease.
2009-04
Inhibition of S6K1 accounts partially for the anti-inflammatory effects of the arginase inhibitor L-norvaline.
2009-03-13
Cyclosporins from Mycelium sterilae MS 2929.
2009-01
Norvaline is accumulated after a down-shift of oxygen in Escherichia coli W3110.
2008-10-21
Unique residues crucial for optimal editing in yeast cytoplasmic Leucyl-tRNA synthetase are revealed by using a novel knockout yeast strain.
2008-08-15
Growth rate regulated genes and their wide involvement in the Lactococcus lactis stress responses.
2008-07-21
Mutation in the rel gene of Sorangium cellulosum affects morphological and physiological differentiation.
2008-07
Application of the Phenomenex EZ:faasttrade mark amino acid analysis kit for rapid gas-chromatographic determination of concentrations of plasma tryptophan and its brain uptake competitors.
2008-05
[Overproduction of noncanonical amino acids by Escherichia coli cells].
2008-02-27
The crystal structures of ornithine carbamoyltransferase from Mycobacterium tuberculosis and its ternary complex with carbamoyl phosphate and L-norvaline reveal the enzyme's catalytic mechanism.
2008-01-25
Co-ordinated expression of amino acid metabolism in response to N and S deficiency during wheat grain filling.
2008
Metabolic control analysis: a tool for designing strategies to manipulate metabolic pathways.
2008
Detecting coevolution in and among protein domains.
2007-11
An expanded set of amino acid analogs for the ribosomal translation of unnatural peptides.
2007-10-03
The PDE4 inhibitor rolipram reverses object memory impairment induced by acute tryptophan depletion in the rat.
2007-06
Genetic evidence for a link between glycolysis and DNA replication.
2007-05-16
The global role of ppGpp synthesis in morphological differentiation and antibiotic production in Streptomyces coelicolor A3(2).
2007
Novel method for measurement of glutathione kinetics in neonates using liquid chromatography coupled to isotope ratio mass spectrometry.
2007
Global gene expression during stringent response in Corynebacterium glutamicum in presence and absence of the rel gene encoding (p)ppGpp synthase.
2006-09-08
Arginase activity in a murine macrophage cell line (RAW264.7) stimulated with lipopolysaccharide from Actinobacillus actinomycetemcomitans.
2006-06
Determination of intrinsic hydrophilicity/hydrophobicity of amino acid side chains in peptides in the absence of nearest-neighbor or conformational effects.
2006
Glutamine analogues containing a keto function--novel inhibitors of fungal glucosamine-6-phosphate synthase.
2005-10
Main chain hydrogen bond interactions in the binding of proline-rich gluten peptides to the celiac disease-associated HLA-DQ2 molecule.
2005-06-10
Synthesis of the beta-hydroxydopa-gamma-hydroxy-delta-sulfinylnorvaline component of ustiloxins A and B.
2005-03-07
Correlations between olfactory discrimination, olfactory receptor neuron responses and chemotopy of amino acids in fishes.
2005-01
Meteoritic C alpha-methylated alpha-amino acids and the homochirality of life: searching for a link.
2004-12-10
Simultaneous high-performance liquid chromatographic analysis of pregabalin, gabapentin and vigabatrin in human serum by precolumn derivatization with o-phtaldialdehyde and fluorescence detection.
2004-10-25
Presentation and detection of azide functionality in bacterial cell surface proteins.
2004-09-01
Rapid and sensitive method for determining free amino acids in honey by gas chromatography with flame ionization or mass spectrometric detection.
2004-08-20
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:30:24 GMT 2025
Edited
by admin
on Mon Mar 31 18:30:24 GMT 2025
Record UNII
V639KTF2SZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-7904
Preferred Name English
NORVALINE, DL-
Systematic Name English
DL-2-AMINOVALERIC ACID
Common Name English
(±)-2-AMINOPENTANOIC ACID
Systematic Name English
DL-.ALPHA.-AMINOVALERIC ACID
Common Name English
(±)-NORVALINE
Systematic Name English
2-AMINOVALERIC ACID
Systematic Name English
DL-NORVALINE
Systematic Name English
NORVALINE DL-FORM [MI]
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
212-082-7
Created by admin on Mon Mar 31 18:30:24 GMT 2025 , Edited by admin on Mon Mar 31 18:30:24 GMT 2025
PRIMARY
CAS
760-78-1
Created by admin on Mon Mar 31 18:30:24 GMT 2025 , Edited by admin on Mon Mar 31 18:30:24 GMT 2025
PRIMARY
FDA UNII
V639KTF2SZ
Created by admin on Mon Mar 31 18:30:24 GMT 2025 , Edited by admin on Mon Mar 31 18:30:24 GMT 2025
PRIMARY
CHEBI
19475
Created by admin on Mon Mar 31 18:30:24 GMT 2025 , Edited by admin on Mon Mar 31 18:30:24 GMT 2025
PRIMARY
MERCK INDEX
m8075
Created by admin on Mon Mar 31 18:30:24 GMT 2025 , Edited by admin on Mon Mar 31 18:30:24 GMT 2025
PRIMARY Merck Index
NSC
7904
Created by admin on Mon Mar 31 18:30:24 GMT 2025 , Edited by admin on Mon Mar 31 18:30:24 GMT 2025
PRIMARY
PUBCHEM
824
Created by admin on Mon Mar 31 18:30:24 GMT 2025 , Edited by admin on Mon Mar 31 18:30:24 GMT 2025
PRIMARY
EPA CompTox
DTXSID00862403
Created by admin on Mon Mar 31 18:30:24 GMT 2025 , Edited by admin on Mon Mar 31 18:30:24 GMT 2025
PRIMARY