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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
Structure of ORNITHINE OXOGLURATE

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

HIDE SMILES / InChI

Description
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

Curator's Comment: Known to be CNS active in mouse. Human data not available.

Originator

Curator's Comment: Krebs, H.A. and Henseleit, K. Z. Physiol. Chem. 1932; 210: 33-66

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q5T6X5
Gene ID: 222545.0
Gene Symbol: GPRC6A
Target Organism: Homo sapiens (Human)
112.0 µM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
L-Ornithine

Approved Use

Used for nutritional supplementation, also for treating dietary shortage or imbalance.
PubMed

PubMed

TitleDatePubMed
The genome of Mycobacterium leprae: a minimal mycobacterial gene set.
2001
[Hyperornithinemia-hyperammonemia-homocitrullinuria syndrome].
2001
Cancer chemopreventive activities of S-3-1, a synthetic derivative of danshinone.
2001
Diagnosis of Japanese patients with HHH syndrome by molecular genetic analysis: a common mutation, R179X.
2001
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
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
Agmatine deiminase from maize shoots: purification and properties.
2001 Apr
Isolation and characterization of the gene coding for the amidinotransferase involved in the biosynthesis of phaseolotoxin in Pseudomonas syringae pv. phaseolicola.
2001 Apr
Analysis of amino acids in human serum by isocratic reversed-phase high-performance liquid chromatography with electrochemical detection.
2001 Apr 13
Hyperornithinemia associated with gyrate atrophy of the choroid and retina in a child with myopia.
2001 Aug
Is hyperprolinemia type I actually a benign trait? Report of a case with severe neurologic involvement and vigabatrin intolerance.
2001 Aug
Intrahepatic amino acid and glucose metabolism in a D-galactosamine-induced rat liver failure model.
2001 Aug
The potential mechanism for glutamine-induced collagen biosynthesis in cultured human skin fibroblasts.
2001 Aug
Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase: solid-phase synthesis of ornithine analogues.
2001 Aug 20
Synthesis of six novel N,N-dialkyl derivatives of spermidine and effects on growth of the fungal plant pathogen Pyrenophora avenae.
2001 Aug 21
Classical and slow-binding inhibitors of human type II arginase.
2001 Aug 7
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
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
Ornithine aminotransferase messenger RNA expression and enzymatic activity in fetal porcine intestine.
2001 Jul
Analysis of differentially expressed genes in human hepatocellular carcinoma using suppression subtractive hybridization.
2001 Jul 20
Antifungal activity of three spermidine conjugates.
2001 Jul 24
Structural requirements for conserved arginine of parathyroid hormone.
2001 Jul 31
Abnormal elution behavior of ornitine derivatized with 1-fluoro-2,4-dinitrophenyl-5-leucinamide in advanced Marfey's method.
2001 Jul 6
Experimental chronic arthritis and granulomatous inflammation induced by bifidobacterium cell walls.
2001 Jul-Aug
Metabolic effects of arginine addition to the enteral feeding of critically ill patients.
2001 Jul-Aug
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
Detection of neonatal argininosuccinate lyase deficiency by serum tandem mass spectrometry.
2001 Jun
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
Involvement of a transformylase enzyme in siderophore synthesis in Pseudomonas aeruginosa.
2001 Jun
Regulation of loblolly pine (Pinus taeda L.) arginase in developing seedling tissue during germination and post-germinative growth.
2001 Mar
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
Nitric oxide modulates cardiac performance in the heart of Anguilla anguilla.
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
A new receptor molecule for lysine and histidine in water: strong binding of basic amino acid esters by a macrocyclic host.
2001 May 31
Convenient method for the determination of arginine and its related compounds in rumen fluid by reversed-phase high-performance liquid chromatography.
2001 May 5
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
Polyamine synthesis and interconversion by the Microsporidian Encephalitozoon cuniculi.
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 Vivo Use Guide
Unknown
Route of Administration: Unknown
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).
Name Type Language
ORNITHINE OXOGLURATE
MART.   WHO-DD  
Common Name English
Ornithine oxoglurate [WHO-DD]
Common Name English
CETORNAN
Brand Name English
ORNITHINE .ALPHA.-KETOGLUTARATE
Common Name English
ORNITHINE OXOGLUTARATE
Common Name English
GLUTARIC ACID, 2-OXO-, COMPD. WITH L-ORNITHINE (1:1)
Systematic Name English
L-ORNITHINE, 2-OXOPENTANEDIOATE (1:1)
Systematic Name English
ORNITHINE OXOGLURATE [MART.]
Common Name English
ORNICETIL
Brand Name English
.ALPHA.-KETOGLUTARIC ACID COMPOUND WITH L(+)-ORNITHINE [MI]
Common Name English
ORNITHINE MONOXOGLURATE
Common Name English
Classification Tree Code System Code
WHO-ATC A05BA06
Created by admin on Sat Dec 16 09:57:37 GMT 2023 , Edited by admin on Sat Dec 16 09:57:37 GMT 2023
Code System Code Type Description
PUBCHEM
78866
Created by admin on Sat Dec 16 09:57:37 GMT 2023 , Edited by admin on Sat Dec 16 09:57:37 GMT 2023
PRIMARY
ECHA (EC/EINECS)
225-976-7
Created by admin on Sat Dec 16 09:57:37 GMT 2023 , Edited by admin on Sat Dec 16 09:57:37 GMT 2023
PRIMARY
CAS
34414-83-0
Created by admin on Sat Dec 16 09:57:37 GMT 2023 , Edited by admin on Sat Dec 16 09:57:37 GMT 2023
NON-SPECIFIC STOICHIOMETRY
CAS
556834-43-6
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NON-SPECIFIC STOICHIOMETRY
MERCK INDEX
m6620
Created by admin on Sat Dec 16 09:57:37 GMT 2023 , Edited by admin on Sat Dec 16 09:57:37 GMT 2023
PRIMARY Merck Index
DRUG CENTRAL
4680
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PRIMARY
CAS
5191-97-9
Created by admin on Sat Dec 16 09:57:37 GMT 2023 , Edited by admin on Sat Dec 16 09:57:37 GMT 2023
PRIMARY
WIKIPEDIA
Ornithine oxoglurate
Created by admin on Sat Dec 16 09:57:37 GMT 2023 , Edited by admin on Sat Dec 16 09:57:37 GMT 2023
PRIMARY
EVMPD
SUB03543MIG
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PRIMARY
FDA UNII
4FEN49K96W
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PRIMARY
EPA CompTox
DTXSID30958449
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PRIMARY
DRUG BANK
DBSALT002529
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PRIMARY