Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C5H12N2O2.C5H6O5 |
Molecular Weight | 278.2591 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NCCC[C@H](N)C(O)=O.OC(=O)CCC(=O)C(O)=O
InChI
InChIKey=SLPUVFBNQHVEEU-WCCKRBBISA-N
InChI=1S/C5H12N2O2.C5H6O5/c6-3-1-2-4(7)5(8)9;6-3(5(9)10)1-2-4(7)8/h4H,1-3,6-7H2,(H,8,9);1-2H2,(H,7,8)(H,9,10)/t4-;/m0./s1
DescriptionSources: http://www.hmdb.ca/metabolites/HMDB00214Curator's Comment: description was created based on several sources, including
https://www.drugbank.ca/drugs/DB00129
Sources: http://www.hmdb.ca/metabolites/HMDB00214
Curator's Comment: description was created based on several sources, including
https://www.drugbank.ca/drugs/DB00129
Ornithine is an amino acid produced in the urea cycle by the splitting off of urea from arginine. It is a central part of the urea cycle, which allows for the disposal of excess nitrogen. Ornithine is also a precursor of citrulline and arginine. Arginine stimulates the pituitary release of growth hormone. Burns or other injuries affect the state of arginine in tissues throughout the body. As de novo synthesis of arginine during these conditions is usually not sufficient for normal immune function, nor for normal protein synthesis, ornithine may have immunomodulatory and wound-healing activities under these conditions (by virtue of its metabolism to arginine).
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22053755
Curator's Comment: Known to be CNS active in mouse. Human data not available.
Originator
Sources: https://doi.org/10.1515/bchm2.1932.210.1-2.33
Curator's Comment: Krebs, H.A. and Henseleit, K. Z. Physiol. Chem. 1932; 210: 33-66
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Q5T6X5 Gene ID: 222545.0 Gene Symbol: GPRC6A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/15576628 |
112.0 µM [EC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | L-Ornithine Approved UseUsed for nutritional supplementation, also for treating dietary shortage or imbalance. |
PubMed
Title | Date | PubMed |
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The genome of Mycobacterium leprae: a minimal mycobacterial gene set. | 2001 |
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[Hyperornithinemia-hyperammonemia-homocitrullinuria syndrome]. | 2001 |
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Cancer chemopreventive activities of S-3-1, a synthetic derivative of danshinone. | 2001 |
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Diagnosis of Japanese patients with HHH syndrome by molecular genetic analysis: a common mutation, R179X. | 2001 |
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Effect of exercise on the metabolism of vitamin B6 and some PLP-dependent enzymes in young rats fed a restricted vitamin B6 diet. | 2001 Apr |
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Effects of amino acid and trace element supplementation on pneumocandin production by Glarea lozoyensis: impact on titer, analogue levels, and the identification of new analogues of pneumocandin B(0). | 2001 Apr |
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Agmatine deiminase from maize shoots: purification and properties. | 2001 Apr |
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Isolation and characterization of the gene coding for the amidinotransferase involved in the biosynthesis of phaseolotoxin in Pseudomonas syringae pv. phaseolicola. | 2001 Apr |
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Analysis of amino acids in human serum by isocratic reversed-phase high-performance liquid chromatography with electrochemical detection. | 2001 Apr 13 |
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Hyperornithinemia associated with gyrate atrophy of the choroid and retina in a child with myopia. | 2001 Aug |
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Is hyperprolinemia type I actually a benign trait? Report of a case with severe neurologic involvement and vigabatrin intolerance. | 2001 Aug |
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Intrahepatic amino acid and glucose metabolism in a D-galactosamine-induced rat liver failure model. | 2001 Aug |
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The potential mechanism for glutamine-induced collagen biosynthesis in cultured human skin fibroblasts. | 2001 Aug |
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Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase: solid-phase synthesis of ornithine analogues. | 2001 Aug 20 |
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Synthesis of six novel N,N-dialkyl derivatives of spermidine and effects on growth of the fungal plant pathogen Pyrenophora avenae. | 2001 Aug 21 |
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Classical and slow-binding inhibitors of human type II arginase. | 2001 Aug 7 |
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Determination of amino acids by ion-exchange chromatography on filter paper spotted blood samples stored at different temperatures and for different periods: comparison with capillary and venous blood. | 2001 Jul |
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Burkholderia ambifaria sp. nov., a novel member of the Burkholderia cepacia complex including biocontrol and cystic fibrosis-related isolates. | 2001 Jul |
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Urea flux in beef steers: effects of forage species and nitrogen fertilization. | 2001 Jul |
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Medical and surgical therapy of the cystine stone patient. | 2001 Jul |
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Ornithine aminotransferase messenger RNA expression and enzymatic activity in fetal porcine intestine. | 2001 Jul |
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Analysis of differentially expressed genes in human hepatocellular carcinoma using suppression subtractive hybridization. | 2001 Jul 20 |
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Antifungal activity of three spermidine conjugates. | 2001 Jul 24 |
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Structural requirements for conserved arginine of parathyroid hormone. | 2001 Jul 31 |
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Abnormal elution behavior of ornitine derivatized with 1-fluoro-2,4-dinitrophenyl-5-leucinamide in advanced Marfey's method. | 2001 Jul 6 |
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Experimental chronic arthritis and granulomatous inflammation induced by bifidobacterium cell walls. | 2001 Jul-Aug |
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Metabolic effects of arginine addition to the enteral feeding of critically ill patients. | 2001 Jul-Aug |
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The remarkable hydrophobic effect of a fatty acid side chain on the microbial growth promoting activity of a synthetic siderophore. | 2001 Jun |
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Sustained oral lysine supplementation in ornithine delta-aminotransferase deficiency. | 2001 Jun |
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Detection of neonatal argininosuccinate lyase deficiency by serum tandem mass spectrometry. | 2001 Jun |
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Methohexital affects neutrophil (PMN) dynamic free amino acid pool and immune functions in vitro. | 2001 Jun |
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HHH syndrome associated with callosal agenesis and disordered neuronal migration. | 2001 Jun |
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Involvement of a transformylase enzyme in siderophore synthesis in Pseudomonas aeruginosa. | 2001 Jun |
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Regulation of loblolly pine (Pinus taeda L.) arginase in developing seedling tissue during germination and post-germinative growth. | 2001 Mar |
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Gastrectomized patients are in a state of chronic protein malnutrition analyses of 23 amino acids. | 2001 Mar-Apr |
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[Gyrate atrophy and craniopharyngioma: a case report]. | 2001 May |
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Nitric oxide modulates cardiac performance in the heart of Anguilla anguilla. | 2001 May |
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Expression, purification, and characterization of human type II arginase. | 2001 May 1 |
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Synthesis and antifungal activities of novel 1,3-beta-D-glucan synthase inhibitors. Part 2. | 2001 May 21 |
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A new receptor molecule for lysine and histidine in water: strong binding of basic amino acid esters by a macrocyclic host. | 2001 May 31 |
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Convenient method for the determination of arginine and its related compounds in rumen fluid by reversed-phase high-performance liquid chromatography. | 2001 May 5 |
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Crystallographic studies on endothelial nitric oxide synthase complexed with nitric oxide and mechanism-based inhibitors. | 2001 May 8 |
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Localization of amino acid neurotransmitters following in vitro ischemia and anoxia in the rat retina. | 2001 May-Jun |
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Polyamine synthesis and interconversion by the Microsporidian Encephalitozoon cuniculi. | 2001 May-Jun |
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Effect of L-arginine on the course of experimental colitis. | 2001 Oct |
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SREA is involved in regulation of siderophore biosynthesis, utilization and uptake in Aspergillus nidulans. | 2001 Sep |
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Induction of L-arginine transport is inhibited by atrial natriuretic peptide: a peptide hormone as a novel regulator of inducible nitric-oxide synthase substrate availability. | 2001 Sep |
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Clinical and molecular findings in hyperornithinemia-hyperammonemia-homocitrullinuria syndrome. | 2001 Sep 11 |
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Interstrand side chain--side chain interactions in a designed beta-hairpin: significance of both lateral and diagonal pairings. | 2001 Sep 12 |
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Allosteric control of the oligomerization of carbamoyl phosphate synthetase from Escherichia coli. | 2001 Sep 18 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15576628
Measurement of Ca2+-dependent chloride currents in Xenopus laevis oocytes facilitated the deorphanization of human family C G-protein-coupled receptor hGPRC6A/homologous goldfish 5.24 receptor chimeric construct (h6A/5.24) and identification of L-amino acids as agonists. The most active agonists were L-Arg, L-Lys, and L-ornithine, suggesting that these may function as endogenous signaling molecules (only L-Arg, L-Lys, and L-ornithine were able to activate h6A/5.24 at 10 uM concentration).
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WHO-ATC |
A05BA06
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78866
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225-976-7
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34414-83-0
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NON-SPECIFIC STOICHIOMETRY | |||
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556834-43-6
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m6620
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4680
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5191-97-9
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Ornithine oxoglurate
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SUB03543MIG
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4FEN49K96W
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DTXSID30958449
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DBSALT002529
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ACTIVE MOIETY
SUBSTANCE RECORD