PeptideDB

(R)-5-Oxopyrrolidine-2-carboxylic acid (D-pyroglutamic acid) 4042-36-8

(R)-5-Oxopyrrolidine-2-carboxylic acid (D-pyroglutamic acid) 4042-36-8

CAS No.: 4042-36-8

(R)-5-Oxopyrrolidine-2-carboxylic acid is an endogenously produced metabolite.
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(R)-5-Oxopyrrolidine-2-carboxylic acid is an endogenously produced metabolite.

Physicochemical Properties


Molecular Formula C5H7NO3
Molecular Weight 129.11
Exact Mass 129.042
CAS # 4042-36-8
PubChem CID 439685
Appearance White to off-white solid powder
Density 1.4±0.1 g/cm3
Boiling Point 453.1±38.0 °C at 760 mmHg
Melting Point 155-162ºC
Flash Point 227.8±26.8 °C
Vapour Pressure 0.0±2.4 mmHg at 25°C
Index of Refraction 1.512
LogP -2.39
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 1
Heavy Atom Count 9
Complexity 154
Defined Atom Stereocenter Count 1
SMILES

C1CC(=O)N[C@H]1C(=O)O

InChi Key ODHCTXKNWHHXJC-GSVOUGTGSA-N
InChi Code

InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m1/s1
Chemical Name

(2R)-5-oxopyrrolidine-2-carboxylic 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

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


Additional Infomation 5-oxo-D-proline is the D-enantiomer of 5-oxoproline. It has a role as a metabolite. It is a D-proline derivative and a 5-oxoproline. It is a conjugate acid of a 5-oxo-D-prolinate. It is an enantiomer of a 5-oxo-L-proline.
D-Pyroglutamic acid has been reported in Ascochyta medicaginicola, Rehmannia glutinosa, and other organisms with data available.

Solubility Data


Solubility (In Vitro) DMSO: 100 mg/mL (774.53 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (19.36 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 (19.36 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.

Solubility in Formulation 3: ≥ 2.5 mg/mL (19.36 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 7.7453 mL 38.7267 mL 77.4533 mL
5 mM 1.5491 mL 7.7453 mL 15.4907 mL
10 mM 0.7745 mL 3.8727 mL 7.7453 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.