ORNITHINE

Possibly Marketed Outside US

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C5H12N2O2
Molecular Weight	132.161
Optical Activity	( + )
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCCC[C@H](N)C(O)=O

InChI

InChIKey=AHLPHDHHMVZTML-BYPYZUCNSA-N

InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1

HIDE SMILES / InChI

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

Description
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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
G-protein coupled receptor family C group 6 member A 22 Target ID: Q5T6X5 Gene ID: 222545.0 Gene Symbol: GPRC6A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/15576628	Agonist 2752		112.0 µM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Dietary shortage or imbalance 9 Sources: https://www.drugbank.ca/drugs/DB00129	Primary		Approved 8583	L-Ornithine Approved Use Used for nutritional supplementation, also for treating dietary shortage or imbalance.

PubMed

Title	Date	PubMed
Effect of L-arginine on the course of experimental colitis.	2001-10	11534936
Allosteric control of the oligomerization of carbamoyl phosphate synthetase from Escherichia coli.	2001-09-18	11551199
Interstrand side chain--side chain interactions in a designed beta-hairpin: significance of both lateral and diagonal pairings.	2001-09-12	11535071
Clinical and molecular findings in hyperornithinemia-hyperammonemia-homocitrullinuria syndrome.	2001-09-11	11552031
SREA is involved in regulation of siderophore biosynthesis, utilization and uptake in Aspergillus nidulans.	2001-09	11555288
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.	2001-09	11502871
Synthesis of six novel N,N-dialkyl derivatives of spermidine and effects on growth of the fungal plant pathogen Pyrenophora avenae.	2001-08-21	11520618
Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase: solid-phase synthesis of ornithine analogues.	2001-08-20	11514144
Localization of amino acid neurotransmitters following in vitro ischemia and anoxia in the rat retina.	2001-08-11	11497418
The Plasmodium falciparum bifunctional ornithine decarboxylase, S-adenosyl-L-methionine decarboxylase, enables a well balanced polyamine synthesis without domain-domain interaction.	2001-08-10	11390378
Classical and slow-binding inhibitors of human type II arginase.	2001-08-07	11478904
Hyperornithinemia associated with gyrate atrophy of the choroid and retina in a child with myopia.	2001-08	11521006
Is hyperprolinemia type I actually a benign trait? Report of a case with severe neurologic involvement and vigabatrin intolerance.	2001-08	11510941
Intrahepatic amino acid and glucose metabolism in a D-galactosamine-induced rat liver failure model.	2001-08	11481621
The potential mechanism for glutamine-induced collagen biosynthesis in cultured human skin fibroblasts.	2001-08	11470441
Structural requirements for conserved arginine of parathyroid hormone.	2001-07-31	11467957
Antifungal activity of three spermidine conjugates.	2001-07-24	11470370
Analysis of differentially expressed genes in human hepatocellular carcinoma using suppression subtractive hybridization.	2001-07-20	11461082
Abnormal elution behavior of ornitine derivatized with 1-fluoro-2,4-dinitrophenyl-5-leucinamide in advanced Marfey's method.	2001-07-06	11471802
Experimental chronic arthritis and granulomatous inflammation induced by bifidobacterium cell walls.	2001-07-06	11439164
Metabolic effects of arginine addition to the enteral feeding of critically ill patients.	2001-07-04	11434648
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.	2001-07	11522278
Burkholderia ambifaria sp. nov., a novel member of the Burkholderia cepacia complex including biocontrol and cystic fibrosis-related isolates.	2001-07	11491349
Urea flux in beef steers: effects of forage species and nitrogen fertilization.	2001-07	11465382
Medical and surgical therapy of the cystine stone patient.	2001-07	11429493
Ornithine aminotransferase messenger RNA expression and enzymatic activity in fetal porcine intestine.	2001-07	11420426
Polyamine synthesis and interconversion by the Microsporidian Encephalitozoon cuniculi.	2001-06-20	11411847
The remarkable hydrophobic effect of a fatty acid side chain on the microbial growth promoting activity of a synthetic siderophore.	2001-06	11508848
Sustained oral lysine supplementation in ornithine delta-aminotransferase deficiency.	2001-06	11486915
Detection of neonatal argininosuccinate lyase deficiency by serum tandem mass spectrometry.	2001-06	11486903
Methohexital affects neutrophil (PMN) dynamic free amino acid pool and immune functions in vitro.	2001-06	11412289
HHH syndrome associated with callosal agenesis and disordered neuronal migration.	2001-06	11409836
Involvement of a transformylase enzyme in siderophore synthesis in Pseudomonas aeruginosa.	2001-06	11390682
Occupational lead exposure and amino acid profiles and liver function tests in industrial workers.	2001-06	11382350
Evidence for a spontaneous nitric oxide release from the rat median eminence: influence on gonadotropin-releasing hormone release.	2001-06	11356681
A new receptor molecule for lysine and histidine in water: strong binding of basic amino acid esters by a macrocyclic host.	2001-05-31	11405664
Gastrectomized patients are in a state of chronic protein malnutrition analyses of 23 amino acids.	2001-05-31	11379360
Synthesis and antifungal activities of novel 1,3-beta-D-glucan synthase inhibitors. Part 2.	2001-05-21	11392535
Biogenic amines in wines: role of lactic acid bacteria.	2001-05-15	11356560
Convenient method for the determination of arginine and its related compounds in rumen fluid by reversed-phase high-performance liquid chromatography.	2001-05-05	11393720
Expression, purification, and characterization of human type II arginase.	2001-05-01	11370664
[Gyrate atrophy and craniopharyngioma: a case report].	2001-05	11397989
A new technique to elevate night time growth hormone release and a potential growth hormone feedback control loop.	2001-05	11388776
Adverse effects of excess lysine in calves.	2001-05	11374556
Analysis of amino acids in human serum by isocratic reversed-phase high-performance liquid chromatography with electrochemical detection.	2001-04-13	11355826
Effect of exercise on the metabolism of vitamin B6 and some PLP-dependent enzymes in young rats fed a restricted vitamin B6 diet.	2001-04	11508701
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).	2001-04	11464269
Regulation of loblolly pine (Pinus taeda L.) arginase in developing seedling tissue during germination and post-germinative growth.	2001-03	11414614
The genome of Mycobacterium leprae: a minimal mycobacterial gene set.	2001	11532219
[Hyperornithinemia-hyperammonemia-homocitrullinuria syndrome].	2001	11462710

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

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 `Mon Mar 31 17:48:44 GMT 2025` Edited by `admin` on `Mon Mar 31 17:48:44 GMT 2025`
Record UNII	E524N2IXA3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ORNITHINE

Official Name

English

NSC-758894

Preferred Name

English

ORNITHINE [MART.]

Common Name

English

ORNITHINE [MI]

Common Name

English

L-ORNITHINE

Systematic Name

English

ornithine [INN]

Common Name

English

LYSINE ACETATE IMPURITY E [EP IMPURITY]

Common Name

English

(+)-S-ORNITHINE

Common Name

English

Ornithine [WHO-DD]

Common Name

English

ORNITHINE, (L)-ISOMER

Common Name

English

Classification Tree Code System Code

LOINC

13379-3