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Oxaceprol

Alias: AHP 200; Jonctum; Oxaceprol
Cat No.:V26999 Purity: ≥98%
Oxaceprol (N-Acetyl-L-hydroxyproline) is an orally bioactive L-proline analogue with significant anti~inflammatory activity.
Oxaceprol
Oxaceprol Chemical Structure CAS No.: 33996-33-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
25g
Other Sizes
Official Supplier of:
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Product Description
Oxaceprol (N-Acetyl-L-hydroxyproline) is an orally bioactive L-proline analogue with significant anti~inflammatory activity. Oxaceprol is widely utilized in the research on osteoarthritis and rheumatoid arthritis.
Biological Activity I Assay Protocols (From Reference)
ln Vivo
The surface area and wet weight of cotton ball granuloma can be greatly reduced by oxapropanol at a dose of 6 mg/kg each day for 7 days. Its effectiveness is somewhat greater than that of indomethacin at 3 mg/kg. Oxapropanol, when administered therapeutically (6–54 mg/kg/day), suppresses subsequent lesions in the ears and tail but has no effect on the main paw edema response [3]. While oxapropanol greatly reduces neutrophil infiltration into the joints of rats suffering from adjuvant arthritis, it has no effect on prostaglandin generation in vitro [4].
Animal Protocol
Animal/Disease Models: Male SD (SD (Sprague-Dawley)) rat [3].
Doses: 18, 50 or 150 mg/kg.
Route of Administration: Administer daily for 15 days.
Experimental Results: The inhibitory effect on hyperalgesia was comparable to that of indomethacin.
References

[1]. Oxaceprol, an atypical inhibitor of inflammation and joint damage. Pharmacol Res, 1996 Jun, 33(6):367-73.

[2]. Comparative evaluation of therapeutic efficacy of intra-articular oxaceprol with conventional modalities in osteoarthritis animal model. Clin Rheumatol. 2018 Aug;37(8):2195-2201.

[3]. Oxaceprol, an atypical inhibitor of inflammation and joint damage. Pharmacol Res. 1996 Jun;33(6):367-73.

[4]. Antirheumatic agents and leukocyte recruitment. New light on the mechanism of action of oxaceprol. Biochem Pharmacol. 1999 Jul 15;58(2):209-15.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H11NO4
Molecular Weight
173.16
Exact Mass
173.068
CAS #
33996-33-7
PubChem CID
65784
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
442.1±45.0 °C at 760 mmHg
Melting Point
132-133 °C (dec.)(lit.)
Flash Point
221.2±28.7 °C
Vapour Pressure
0.0±2.4 mmHg at 25°C
Index of Refraction
1.561
LogP
-2.04
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Heavy Atom Count
12
Complexity
216
Defined Atom Stereocenter Count
2
SMILES
CC(=O)N1C[C@@H](C[C@H]1C(=O)O)O
InChi Key
BAPRUDZDYCKSOQ-RITPCOANSA-N
InChi Code
InChI=1S/C7H11NO4/c1-4(9)8-3-5(10)2-6(8)7(11)12/h5-6,10H,2-3H2,1H3,(H,11,12)/t5-,6+/m1/s1
Chemical Name
(2S,4R)-1-acetyl-4-hydroxypyrrolidine-2-carboxylic acid
Synonyms
AHP 200; Jonctum; Oxaceprol
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

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)
DMSO : ≥ 100 mg/mL (~577.47 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (14.44 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (14.44 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.7750 mL 28.8750 mL 57.7501 mL
5 mM 1.1550 mL 5.7750 mL 11.5500 mL
10 mM 0.5775 mL 2.8875 mL 5.7750 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:

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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)
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  • 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:
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  • 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)
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  • 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:
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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.

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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.

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