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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The genome of Mycobacterium leprae: a minimal mycobacterial gene set. | 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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Ornithine transcarbamylase deficiency unmasked because of gastrointestinal bleeding. | 2001 Apr |
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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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The Plasmodium falciparum bifunctional ornithine decarboxylase, S-adenosyl-L-methionine decarboxylase, enables a well balanced polyamine synthesis without domain-domain interaction. | 2001 Aug 10 |
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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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Evidence for inducible nitric-oxide synthase expression and activity in vascular smooth muscle of streptozotocin-diabetic rats. | 2001 Feb |
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Synthesis of a conformationally restricted substrate analogue of siderophore biosynthetases. | 2001 Feb 22 |
|
Synthesis and biological activity of novel macrocyclic antifungals: acylated conjugates of the ornithine moiety of the lipopeptidolactone FR901469. | 2001 Feb 26 |
|
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 |
|
Abnormal elution behavior of ornitine derivatized with 1-fluoro-2,4-dinitrophenyl-5-leucinamide in advanced Marfey's method. | 2001 Jul 6 |
|
The remarkable hydrophobic effect of a fatty acid side chain on the microbial growth promoting activity of a synthetic siderophore. | 2001 Jun |
|
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 |
|
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 |
|
In vivo confocal Raman microspectroscopy of the skin: noninvasive determination of molecular concentration profiles. | 2001 Mar |
|
Induction of arginases I and II in cornea during herpes simplex virus infection. | 2001 Mar |
|
Mechanistic and metabolic inferences from the binding of substrate analogues and products to arginase. | 2001 Mar 6 |
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Facilitatory and neurotoxic effects of intravitreal ornithine on the electroretinographic responses of albino rats. | 2001 Mar-Apr |
|
A new technique to elevate night time growth hormone release and a potential growth hormone feedback control loop. | 2001 May |
|
Adverse effects of excess lysine in calves. | 2001 May |
|
Expression, purification, and characterization of human type II arginase. | 2001 May 1 |
|
Synthesis and antifungal activities of novel 1,3-beta-D-glucan synthase inhibitors. Part 2. | 2001 May 21 |
|
Crystallographic studies on endothelial nitric oxide synthase complexed with nitric oxide and mechanism-based inhibitors. | 2001 May 8 |
|
Localization of amino acid neurotransmitters following in vitro ischemia and anoxia in the rat retina. | 2001 May-Jun |
|
Effect of L-arginine on the course of experimental colitis. | 2001 Oct |
|
SREA is involved in regulation of siderophore biosynthesis, utilization and uptake in Aspergillus nidulans. | 2001 Sep |
|
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 |
|
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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PARENT -> SALT/SOLVATE | |||
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PARENT -> SALT/SOLVATE |
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ACTIVE MOIETY |