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Ornithine

Cat No.:V8762 Purity: ≥98%
L-Ornithine ((S)-2,5-Diaminopentanoic acid) is a non-protein derived amino acid (AA) mainly used in the urea cycle to remove excess nitrogen from the body.
Ornithine
Ornithine Chemical Structure CAS No.: 70-26-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
500mg
Other Sizes

Other Forms of Ornithine:

  • L-Ornithine hydrochloride
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
L-Ornithine ((S)-2,5-Diaminopentanoic acid) is a non-protein derived amino acid (AA) mainly used in the urea cycle to remove excess nitrogen from the body. L-Ornithine has renal protective effects.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
L-ornithine (0–10 mM) influences Ca2+ signaling in HK-2 cells and, in a concentration-dependent manner, activates CaSR [2]. In HK-2 cells, L-ornithine (10 mM) stimulates the Ca2+ entry pathway mediated by the TRPC channel [2]. Via the ROCE pathway, L-ornithine (100 or 300 μM; 24 hours) demonstrated a protective effect against ROS generation in HK-2 cells [2]. When H2O2 is exposed to HK-2 cells, L-ornithine (10 μM) guards against ROS and oxidative damage [2].
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Absorbed from the small intestine via a sodium-dependent active transport process
Metabolism / Metabolites
Ornithine undergoes extensive metabolism in the liver to L-arginine, polyamines, and proline, and several other metabolites.
Ornithine undergoes extensive metabolism in the liver to L-arginine, polyamines, and proline, and several other metabolites.
Toxicity/Toxicokinetics
Toxicity Summary
L-Ornithine is metabolised to L-arginine. L-arginine stimulates the pituitary release of growth hormone. Burns or other injuries affect the state of L-arginine in tissues throughout the body. As De novo synthesis of L-arginine during these conditions is usually not sufficient for normal immune function, nor for normal protein synthesis, L-ornithine may have immunomodulatory and wound-healing activities under these conditions (by virtue of its metabolism to L-arginine).
Toxicity Data
Oral, rat LD50 = 10000 mg/kg
References

[1]. Effect of L-ornithine hydrochloride ingestion on intermittent maximal anaerobic cycle ergometer performance and fatigue recovery after exercise. Eur J Appl Physiol. 2011 Nov;111(11):2837-43.

[2]. l-ornithine activates Ca2+ signaling to exert its protective function on human proximal tubular cells. Cell Signal. 2020 Mar;67:109484.

Additional Infomation
L-ornithine is an optically active form of ornithine having L-configuration. It has a role as a hepatoprotective agent, an algal metabolite and a mouse metabolite. It is an ornithine and a non-proteinogenic L-alpha-amino acid. It is a conjugate base of a L-ornithinium(1+). It is a conjugate acid of a L-ornithinate. It is an enantiomer of a D-ornithine.
Produced during the urea cycle, ornithine is an amino acid produced from the splitting off of urea from arginine. L-Ornithine allows for the disposal of excess nitrogen and acts as a precursor of citrulline and arginine.
Ornithine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
L-Ornithine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
L-ornithine has been reported in Euphorbia prostrata, Glycine max, and other organisms with data available.
Ornithine is a naturally occurring amino acid found in meat, fish, dairy and eggs. Ornithine is one of the key reactants in the urea cycle that is responsible for 80% of the nitrogen excretion in the body. Ornithine enhances liver function and helps detoxify harmful substances.
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. L-Ornithine is also a precursor of citrulline and arginine. In order for ornithine produced in the cytosol to be converted to citrulline, it must first cross the inner mitochondrial membrane into the mitochondrial matrix where it is carbamylated by ornithine transcarbamylase. This transfer is mediated by the mitochondrial ornithine transporter (SLC25A15; AF112968; ORNT1). Mutations in the mitochondrial ornithine transporter result in hyperammonemia, hyperornithinemia, homocitrullinuria (HHH) syndrome, a disorder of the urea cycle. The pathophysiology of thef the disease may involve diminished ornithine transport into mitochondria, resulting in ornithine accumulation in the cytoplasm and reduced ability to clear carbamoyl phosphate and ammonia loads. (OMIM 838970). (A3420).
An amino acid produced in the urea cycle by the splitting off of urea from arginine.
See also: Lysine (annotation moved to).
Drug Indication
Used for nutritional supplementation, also for treating dietary shortage or imbalance. It has been claimed that ornithine improves athletic performance, has anabolic effects, has wound-healing effects, and is immuno-enhancing.
Mechanism of Action
L-Ornithine is metabolised to L-arginine. L-arginine stimulates the pituitary release of growth hormone. Burns or other injuries affect the state of L-arginine in tissues throughout the body. As De novo synthesis of L-arginine during these conditions is usually not sufficient for normal immune function, nor for normal protein synthesis, L-ornithine may have immunomodulatory and wound-healing activities under these conditions (by virtue of its metabolism to L-arginine).
Pharmacodynamics
A non-essential and nonprotein amino acid, ornithine is critical for the production of the body's proteins, enzymes and muscle tissue. Ornithine plays a central role in the urea cycle and is important for the disposal of excess nitrogen (ammonia). Ornithine is the starting point for the synthesis of many polyamines such as putrescine and spermine. Ornithine supplements are claimed to enhance the release of growth hormone and to burn excess body fat. Ornithine is necessary for proper immune function and good liver function.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H12N2O2
Molecular Weight
132.16098
Exact Mass
132.089
CAS #
70-26-8
Related CAS #
L-Ornithine hydrochloride;3184-13-2
PubChem CID
6262
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
308.7±32.0 °C at 760 mmHg
Melting Point
140ºC
Flash Point
140.5±25.1 °C
Vapour Pressure
0.0±1.4 mmHg at 25°C
Index of Refraction
1.508
LogP
-0.96
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
9
Complexity
95
Defined Atom Stereocenter Count
1
SMILES
N[C@@H](CCCN)C(O)=O
InChi Key
AHLPHDHHMVZTML-BYPYZUCNSA-N
InChi Code
InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1
Chemical Name
(2S)-2,5-diaminopentanoic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~50 mg/mL (~378.33 mM)
DMSO : ~1.3 mg/mL (~9.84 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 7.5666 mL 37.8329 mL 75.6659 mL
5 mM 1.5133 mL 7.5666 mL 15.1332 mL
10 mM 0.7567 mL 3.7833 mL 7.5666 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT06455267 RECRUITING Dietary Supplement: Now Foods L-Ornithine Capsules Mild to Severe Crohns Disease The Third Xiangya Hospital of Central South University 2024-04-01 Not Applicable
NCT03159390 UNKNOWN STATUS Other: phenylacetate salt of ornithine Healthy Texas A&M University 2015-02 Not Applicable
NCT01722578 COMPLETED Drug: L-ornithine L-aspartate
Drug: Placebo
Cirrhosis of Liver
Hepatic Encephalopathy
Dayanand Medical College and Hospital 2013-12 Phase 4
NCT00896831 UNKNOWN STATUS Drug: L-ornithine-L-aspartate
Drug: placebo
Hepatic Encephalopathy Hospital de Clinicas de Porto Alegre 2008-11 Phase 4
NCT03846843 COMPLETED Drug: OCR-002 IR Oral Tablet
Drug: OCR-002 Oral Solution
Drug: OCR-002 IV Solution
Cirrhosis Ocera Therapeutics, Inc. 2016-08-15 Phase 1
Biological Data
  • A. Mean Fura-2 Fluorescent traces of HK-2 cells in 1.2 mM [Ca2+]o solution upon application of L-ornithine (L-Orn) to elicit concentration-dependent response (0 mM, 1.0 mM, 3.0 mM, and 10 mM). Bar diagram depicts peak ratiometric [Ca2+]i after L-Orn application. B. Whole-cell patch clamp current of HK-2 cell upon concentration dependent application of L-Orn (100, 500, and 1000 uM) with voltage sweep from −100 to +100 mV. Bar diagram depicts peak current at +100 mV. Fura-2 fluorescent traces of transfected HK-2 cells with C. 0 nM, D. 10 nM, or E. 20 nM CaSR siRNA bathed in 0.5 mM [Ca2+]o solution with application of 10 mM L-Orn followed by 2.0 mM [Ca2+]o. F. Bar diagram depicts peak [Ca2+]i entry for C-D. Two-tailed t-test statistical analysis performed for A, B, and F. *, p<0.05; **, p<0.01.[2]. Shin S, et al. l-ornithine activates Ca2+ signaling to exert its protective function on human proximal tubular cells. Cell Signal. 2020 Mar;67:109484.
  • Mean Fura-2 fluorescent traces of HK-2 cells bathed in 0.5 mM [Ca2+]o solution incubated in A. 1 μM NPS-2143 (NPS), B. 1 μM SKF-96163 (SKF), or C. 12 μM 2-APB, with application of 10 mM L-ornithine (L-Orn) followed by 2.0 mM [Ca2+]o solution. D. Bar diagram depicts peak Ca2+ entry for A, B, and C. Average whole-cell patch clamp current of HK-2 cell upon application of L-Orn followed by inhibition with E. NPS, F. SKF, or G. 2-APB, with voltage sweep from −100 to +100 mV. Bar diagram for each current graph depicts peak current at +100 mV. Two-tailed t-test statistical analysis performed for D, E, F, and G. +, added activator/inhibitor. *, p<0.05; **, p<0.01.[2]. Shin S, et al. l-ornithine activates Ca2+ signaling to exert its protective function on human proximal tubular cells. Cell Signal. 2020 Mar;67:109484.
  • A. Mean Fura-2 fluorescent traces of HK-2 cells bathed in 0.5 mM [Ca2+]o solution incubated in 3 μM Pyr6 or 3 μM Pyr10, with application of 10 mM L-ornithine (L-Orn) followed by 2.0 mM [Ca2+]o solution. Bar diagram depicts peak Ca2+ entry for A. Average whole-cell patch clamp current of HK-2 cell upon application of L-Orn followed by inhibition with B. Pyr6, or C. Pyr10, with voltage sweep from −100 to +100 mV. Bar diagram for each current graph depicts peak current at +100 mV. +, added activator/inhibitor. Two-tailed t-test statistical analysis performed for A, B, and C. *, p<0.05; **, p<0.01.[2]. Shin S, et al. l-ornithine activates Ca2+ signaling to exert its protective function on human proximal tubular cells. Cell Signal. 2020 Mar;67:109484.
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