NORVALINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C5H11NO2
Molecular Weight	117.1463
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC[C@H](N)C(O)=O

InChI

InChIKey=SNDPXSYFESPGGJ-BYPYZUCNSA-N

InChI=1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C5H11NO2
Molecular Weight	117.1463
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Proton-coupled amino acid transporter 1 1 Target ID: CHEMBL1914279 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21955456	Interacts 323		46.0 mM [Ki]

PubMed

Title	Date	PubMed
RNAi-mediated suppression of isoprene emission in poplar transiently impacts phenolic metabolism under high temperature and high light intensities: a transcriptomic and metabolomic analysis.	2010-09	20526857
Caloric restriction reverses high-fat diet-induced endothelial dysfunction and vascular superoxide production in C57Bl/6 mice.	2010-05	20512454
Specificities of olfactory receptor neuron responses to amino acids in the black bullhead catfish (Ameiurus melas).	2010-02	19756721
Glutathione-supported arsenate reduction coupled to arsenolysis catalyzed by ornithine carbamoyl transferase.	2009-09-01	19248796
Inhibition of S6K1 accounts partially for the anti-inflammatory effects of the arginase inhibitor L-norvaline.	2009-03-13	19284655
Kinetic and thermodynamic control in the stereoselective formation of trans- and cis-2-ferrocenyl-3-pivaloyl-4-alkyl-1,3-oxazolidin-5-ones.	2009-02-07	19156318
A 3(10)-helical pentapeptide in water: interplay of alpha,alpha-disubstituted amino acids and the central residue on structure formation.	2009	19489061
Molecular evolution of B6 enzymes: binding of pyridoxal-5'-phosphate and Lys41Arg substitution turn ribonuclease A into a model B6 protoenzyme.	2008-06-19	18565210
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	18062991
Enzymatic evidence for the key role of arginine in nitrogen translocation by arbuscular mycorrhizal fungi.	2007-06	17142485
Structural and evolutionary bioinformatics of the SPOUT superfamily of methyltransferases.	2007-03-05	17338813
Intricate knots in proteins: Function and evolution.	2006-09-15	16978047
Arginase activity in a murine macrophage cell line (RAW264.7) stimulated with lipopolysaccharide from Actinobacillus actinomycetemcomitans.	2006-06	16626370
Thrombin stimulates human endothelial arginase enzymatic activity via RhoA/ROCK pathway: implications for atherosclerotic endothelial dysfunction.	2004-12-14	15569838
Arginase pathway in human endothelial cells in pathophysiological conditions.	2004-08	15276021
High glucose augments arginase activity and nitric oxide production in the renal cortex.	2004-07	15254879
Consumption of L-arginine mediated by Entamoeba histolytica L-arginase (EhArg) inhibits amoebicidal activity and nitric oxide production by activated macrophages.	2004-04-01	15053781
Kinetic analysis of phenylalanine dehydrogenase mutants designed for aliphatic amino acid dehydrogenase activity with guidance from homology-based modelling.	2003-12	14622249
Two new cyclosporin folds observed in the structures of the immunosuppressant cyclosporin G and the formyl peptide receptor antagonist cyclosporin H at ultra-high resolution.	2003-05-07	12926274
Changes in the ornithine cycle following ionising radiation cause a cytotoxic conditioning of the culture medium of H35 hepatoma cells.	2003-02-10	12569390
Arginine deprivation and tumour cell death: arginase and its inhibition.	2003-02	12701828
Resistance and susceptibility to Marek's disease: nitric oxide synthase/arginase activity balance.	2002-05-01	11900957
Sulfamide antifolates inhibiting thymidylate synthase: synthesis, enzyme inhibition and cytotoxicity.	2002	12362982
Conversion of a glutamate dehydrogenase into methionine/norleucine dehydrogenase by site-directed mutagenesis.	2001-11	11722565
Human ornithine transcarbamylase: crystallographic insights into substrate recognition and conformational changes.	2001-03-15	11237854
Macrophage arginase promotes tumor cell growth and suppresses nitric oxide-mediated tumor cytotoxicity.	2001-02-01	11221839

Patents

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	A70UKS48FE
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NORVALINE

Official Name

English

NSC-203786

Preferred Name

English

Norvaline [WHO-DD]

Common Name

English

(S)-2-AMINOVALERIC ACID

Systematic Name

English

(S)-2-AMINOPENTANOIC ACID

Systematic Name

English

(S)-(+)-2-AMINOPENTANOIC ACID

Systematic Name

English

L-.ALPHA.-AMINOVALERIC ACID

Common Name

English

L-NORVALINE

Systematic Name

English

NORVALINE [MI]

Common Name

English

NORVALINE, L-

Systematic Name

English

2S-AMINOVALERIC ACID

Common Name

English

Classification Tree Code System Code

DSLD

1076 (Number of products:82)