Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C5H12N2O2.C4H7NO4 |
Molecular Weight | 265.2637 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NCCC[C@H](N)C(O)=O.N[C@@H](CC(O)=O)C(O)=O
InChI
InChIKey=IXUZXIMQZIMPSQ-ZBRNBAAYSA-N
InChI=1S/C5H12N2O2.C4H7NO4/c6-3-1-2-4(7)5(8)9;5-2(4(8)9)1-3(6)7/h4H,1-3,6-7H2,(H,8,9);2H,1,5H2,(H,6,7)(H,8,9)/t4-;2-/m00/s1
Molecular Formula | C4H7NO4 |
Molecular Weight | 133.1027 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | C5H12N2O2 |
Molecular Weight | 132.161 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
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 |
---|---|---|---|---|
Primary | L-Ornithine Approved UseUsed for nutritional supplementation, also for treating dietary shortage or imbalance. |
PubMed
Title | Date | PubMed |
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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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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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Derivatization and chromatographic behavior of the o-phthaldialdehyde amino acid derivatives obtained with various SH-group-containing additives. | 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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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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Plasma levels of amino acids and hypermetabolism in patients with chronic obstructive pulmonary disease. | 2001 Feb |
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Biogenic amine production by Lactobacillus. | 2001 Feb |
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Macrophage arginase promotes tumor cell growth and suppresses nitric oxide-mediated tumor cytotoxicity. | 2001 Feb 1 |
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Transforming growth factor-beta(1) stimulates L-arginine transport and metabolism in vascular smooth muscle cells: role in polyamine and collagen synthesis. | 2001 Feb 27 |
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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 |
|
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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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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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 |
|
Methohexital affects neutrophil (PMN) dynamic free amino acid pool and immune functions in vitro. | 2001 Jun |
|
HHH syndrome associated with callosal agenesis and disordered neuronal migration. | 2001 Jun |
|
Regulation of loblolly pine (Pinus taeda L.) arginase in developing seedling tissue during germination and post-germinative growth. | 2001 Mar |
|
Effects of charged amino acids at b and c heptad positions on specificity and stability of four-chain coiled coils. | 2001 Mar |
|
Chromatographic quantification of argpyrimidine, a methylglyoxal-derived product in tissue proteins: comparison with pentosidine. | 2001 Mar |
|
Alterations in arginine metabolic enzymes in trauma. | 2001 Mar |
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In vivo confocal Raman microspectroscopy of the skin: noninvasive determination of molecular concentration profiles. | 2001 Mar |
|
Arginase I expression and activity in human mononuclear cells after injury. | 2001 Mar |
|
Rat colon ornithine and arginine metabolism: coordinated effects after proliferative stimuli. | 2001 Mar |
|
Gastrectomized patients are in a state of chronic protein malnutrition analyses of 23 amino acids. | 2001 Mar-Apr |
|
Facilitatory and neurotoxic effects of intravitreal ornithine on the electroretinographic responses of albino rats. | 2001 Mar-Apr |
|
Significance of arginase and ornithine in malignant tumors of the human skin. | 2001 May |
|
Expression, purification, and characterization of human type II arginase. | 2001 May 1 |
|
Biogenic amines in wines: role of lactic acid bacteria. | 2001 May 15 |
|
Crystallographic studies on endothelial nitric oxide synthase complexed with nitric oxide and mechanism-based inhibitors. | 2001 May 8 |
|
SREA is involved in regulation of siderophore biosynthesis, utilization and uptake in Aspergillus nidulans. | 2001 Sep |
|
Clinical and molecular findings in hyperornithinemia-hyperammonemia-homocitrullinuria syndrome. | 2001 Sep 11 |
|
Interstrand side chain--side chain interactions in a designed beta-hairpin: significance of both lateral and diagonal pairings. | 2001 Sep 12 |
|
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).
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 21:17:47 GMT 2023
by
admin
on
Fri Dec 15 21:17:47 GMT 2023
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Record UNII |
JA08T3B97O
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Record Status |
Validated (UNII)
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Record Version |
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4334 (Number of products:33)
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C002939
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m8239
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ACTIVE MOIETY |