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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
Structure of DIORNITHINE OXOGLURATE

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

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

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

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
Cancer chemopreventive activities of S-3-1, a synthetic derivative of danshinone.
2001
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
Ornithine transcarbamylase deficiency unmasked because of gastrointestinal bleeding.
2001 Apr
Effects of dietary salt intake on plasma arginine.
2001 Apr
Analysis of amino acids in human serum by isocratic reversed-phase high-performance liquid chromatography with electrochemical detection.
2001 Apr 13
Derivatization and chromatographic behavior of the o-phthaldialdehyde amino acid derivatives obtained with various SH-group-containing additives.
2001 Apr 13
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
The potential mechanism for glutamine-induced collagen biosynthesis in cultured human skin fibroblasts.
2001 Aug
Nitric oxide generation by hemocytes of the mussel Mytilus galloprovincialis.
2001 Feb
Role of nitric oxide in the synthesis of guanidinosuccinic acid, an activator of the N-methyl-D-aspartate receptor.
2001 Feb
Arginine catabolism by Thermanaerovibrio acidaminovorans.
2001 Feb 20
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
Structural requirements for conserved arginine of parathyroid hormone.
2001 Jul 31
An invariant threonine is involved in self-catalyzed cleavage of the precursor protein for ornithine acetyltransferase.
2001 Jul 6
Experimental chronic arthritis and granulomatous inflammation induced by bifidobacterium cell walls.
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
Occupational lead exposure and amino acid profiles and liver function tests in industrial workers.
2001 Jun
Effects of charged amino acids at b and c heptad positions on specificity and stability of four-chain coiled coils.
2001 Mar
Tryptic hydrolysis of hGH-RH(1-29)-NH2 analogues containing Lys or Orn in positions 12 and 21.
2001 Mar
Nitric oxide synthase isoform expression in a porcine model of granulation tissue formation.
2001 Mar
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
[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
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
Clinical and molecular findings in hyperornithinemia-hyperammonemia-homocitrullinuria syndrome.
2001 Sep 11
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).
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:50:09 UTC 2023
Edited
by admin
on Fri Dec 15 17:50:09 UTC 2023
Record UNII
URK9D85MYO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIORNITHINE OXOGLURATE
Common Name English
PENTANEDIOIC ACID, 2-OXO-, COMPD. WITH L-ORNITHINE (1:2)
Systematic Name English
L-ORNITHINE, 2-OXOPENTANEDIOATE (2:1)
Common Name English
ORNITHINE HEMOXOGLURATE
Common Name English
DIORNITHINE .ALPHA.-KETOGLUTARATE
Common Name English
ORNITHINE, COMPD. WITH 2-OXOGLUTARIC ACID (2:1), L-
Systematic Name English
Ornithine ketoglutarate [WHO-DD]
Common Name English
ORNITHINE ALPHA-KETOGLUTARATE
Common Name English
OKG
Common Name English
ORNITHINE KETOGLUTARATE
WHO-DD  
Common Name English
GLUTARIC ACID, 2-OXO-, COMPD. WITH L-ORNITHINE (1:2)
Systematic Name English
DI-L(+)-ORNITHINE-.ALPHA.-OXOGLUTARATE
Common Name English
Classification Tree Code System Code
WHO-ATC A05BA06
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
DSLD 1799 (Number of products:44)
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
WHO-VATC QA05BA06
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
DSLD 2702 (Number of products:61)
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
Code System Code Type Description
EVMPD
SUB03543MIG
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
PRIMARY
CAS
556834-43-6
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
NON-SPECIFIC STOICHIOMETRY
PUBCHEM
9909482
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
PRIMARY
CAS
5144-42-3
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
PRIMARY
ECHA (EC/EINECS)
252-003-3
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
ALTERNATIVE
ECHA (EC/EINECS)
225-914-9
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
PRIMARY
EPA CompTox
DTXSID30965754
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
PRIMARY
SMS_ID
100000085502
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
PRIMARY
CAS
34414-83-0
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
NON-SPECIFIC STOICHIOMETRY
FDA UNII
URK9D85MYO
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
PRIMARY
RXCUI
1482634
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
PRIMARY
MESH
C002118
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
PRIMARY
DAILYMED
URK9D85MYO
Created by admin on Fri Dec 15 17:50:09 UTC 2023 , Edited by admin on Fri Dec 15 17:50:09 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
SOLVATE->ANHYDROUS
Related Record Type Details
ACTIVE MOIETY