Details
Stereochemistry | ABSOLUTE |
Molecular Formula | 2C5H12N2O2.C5H6O5 |
Molecular Weight | 410.4201 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NCCC[C@H](N)C(O)=O.NCCC[C@H](N)C(O)=O.OC(=O)CCC(=O)C(O)=O
InChI
InChIKey=MXZWEWUFDLGQKZ-SCGRZTRASA-N
InChI=1S/2C5H12N2O2.C5H6O5/c2*6-3-1-2-4(7)5(8)9;6-3(5(9)10)1-2-4(7)8/h2*4H,1-3,6-7H2,(H,8,9);1-2H2,(H,7,8)(H,9,10)/t2*4-;/m00./s1
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 |
Molecular Formula | C5H6O5 |
Molecular Weight | 146.0981 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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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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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Possible implications of arginase and diamine oxidase in prostatic carcinoma. | 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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Transgenic manipulation of the metabolism of polyamines in poplar cells. | 2001 Apr |
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Ophthalmologic heterogeneity in subjects with gyrate atrophy of choroid and retina harboring the L402P mutation of ornithine aminotransferase. | 2001 Apr |
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Ornithine transcarbamylase deficiency unmasked because of gastrointestinal bleeding. | 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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CCAAT/enhancer-binding protein beta is required for activation of genes for ornithine cycle enzymes by glucocorticoids and glucagon in primary-cultured hepatocytes. | 2001 Apr 6 |
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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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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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Nitric oxide generation by hemocytes of the mussel Mytilus galloprovincialis. | 2001 Feb |
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Biogenic amine production by Lactobacillus. | 2001 Feb |
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Evidence for inducible nitric-oxide synthase expression and activity in vascular smooth muscle of streptozotocin-diabetic rats. | 2001 Feb |
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Arginine catabolism by Thermanaerovibrio acidaminovorans. | 2001 Feb 20 |
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Synthesis and biological activity of novel macrocyclic antifungals: acylated conjugates of the ornithine moiety of the lipopeptidolactone FR901469. | 2001 Feb 26 |
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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 |
|
Urea flux in beef steers: effects of forage species and nitrogen fertilization. | 2001 Jul |
|
Medical and surgical therapy of the cystine stone patient. | 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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An invariant threonine is involved in self-catalyzed cleavage of the precursor protein for ornithine acetyltransferase. | 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 |
|
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 |
|
Effects of charged amino acids at b and c heptad positions on specificity and stability of four-chain coiled coils. | 2001 Mar |
|
Filobacillus milensis gen. nov., sp. nov., a new halophilic spore-forming bacterium with Orn-D-Glu-type peptidoglycan. | 2001 Mar |
|
Tryptic hydrolysis of hGH-RH(1-29)-NH2 analogues containing Lys or Orn in positions 12 and 21. | 2001 Mar |
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Chromatographic quantification of argpyrimidine, a methylglyoxal-derived product in tissue proteins: comparison with pentosidine. | 2001 Mar |
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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 |
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Induction of arginases I and II in cornea during herpes simplex virus infection. | 2001 Mar |
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Gastrectomized patients are in a state of chronic protein malnutrition analyses of 23 amino acids. | 2001 Mar-Apr |
|
[Gyrate atrophy and craniopharyngioma: a case report]. | 2001 May |
|
Argpyrimidine, a blue fluorophore in human lens proteins: high levels in brunescent cataractous lenses. | 2001 May |
|
Nitric oxide modulates cardiac performance in the heart of Anguilla anguilla. | 2001 May |
|
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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Crystallographic studies on endothelial nitric oxide synthase complexed with nitric oxide and mechanism-based inhibitors. | 2001 May 8 |
|
Polyamine synthesis and interconversion by the Microsporidian Encephalitozoon cuniculi. | 2001 May-Jun |
|
Effect of L-arginine on the course of experimental colitis. | 2001 Oct |
|
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 |
|
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 17:50:09 GMT 2023
by
admin
on
Fri Dec 15 17:50:09 GMT 2023
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Record UNII |
URK9D85MYO
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Record Status |
Validated (UNII)
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Record Version |
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WHO-ATC |
A05BA06
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DSLD |
1799 (Number of products:44)
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WHO-VATC |
QA05BA06
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2702 (Number of products:61)
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SUB03543MIG
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556834-43-6
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9909482
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5144-42-3
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252-003-3
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DTXSID30965754
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100000085502
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34414-83-0
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URK9D85MYO
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1482634
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C002118
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URK9D85MYO
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SOLVATE->ANHYDROUS |
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ACTIVE MOIETY |