Application：
(R)-(+)-2-Pyrrolidinone-5-carboxylic acid serves as a building block in the synthesis of diphthamide.
| Pubchem Sid | 488189753 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488189753 |
| Canonical Smiles | C1CC(=O)NC1C(=O)O |
| IUPAC Name | (2R)-5-oxopyrrolidine-2-carboxylic acid |
| InChIKey | ODHCTXKNWHHXJC-GSVOUGTGSA-N |
| 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 |
| Isomeric SMILES | C1CC(=O)N[C@H]1C(=O)O |
| WGK Germany | 3 |
| Molecular Weight | 129.11 |
| Beilstein | 82133 |
| Reaxy-Rn | 82131 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=82131&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Proline and derivatives |
| Alternative Parents | Pyrrolidine carboxylic acids Oxoprolines Pyrrolidine-2-ones Secondary carboxylic acid amides Lactams Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Proline or derivatives - Oxoproline - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - Pyrrolidone - 2-pyrrolidone - Pyrrolidine - Carboxamide group - Lactam - Secondary carboxylic acid amide - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
| External Descriptors | D-proline derivative - 5-oxoproline |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 A2211088 | Certificate of Analysis | Oct 13, 2025 | P106190 |
| A2211168 | Certificate of Analysis | Oct 13, 2025 | P106190 |
| J2414790 | Certificate of Analysis | Jun 25, 2024 | P106190 |
| J2414791 | Certificate of Analysis | Jun 25, 2024 | P106190 |
| J2414805 | Certificate of Analysis | Jun 25, 2024 | P106190 |
| H23021007 | Certificate of Analysis | Jul 10, 2023 | P106190 |
| H23021010 | Certificate of Analysis | Jul 10, 2023 | P106190 |
| H23021012 | Certificate of Analysis | Jul 10, 2023 | P106190 |
| H23021014 | Certificate of Analysis | Jul 10, 2023 | P106190 |
| H23021018 | Certificate of Analysis | Jul 10, 2023 | P106190 |
| H23021020 | Certificate of Analysis | Jul 10, 2023 | P106190 |
| H23021045 | Certificate of Analysis | Jul 10, 2023 | P106190 |
| I1502023 | Certificate of Analysis | May 06, 2023 | P106190 |
| C1911021 | Certificate of Analysis | Dec 14, 2022 | P106190 |
| Specific Rotation[α] | 10 ° (C=5, H2O) |
|---|---|
| Melt Point(°C) | 155-162°C |
| Molecular Weight | 129.110 g/mol |
| XLogP3 | -0.800 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 129.043 Da |
| Monoisotopic Mass | 129.043 Da |
| Topological Polar Surface Area | 66.400 Ų |
| Heavy Atom Count | 9 |
| Formal Charge | 0 |
| Complexity | 154.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Seungyeon Lee, You-Rim Lee, Jiyeong Lee, Hee-Gyoo Kang. (2023) Discovery and validation of metabolite markers in bloodstains for bloodstain age estimation. ANALYST, 148 (17): (4180-4188). [PMID:37526270] [10.1039/D3AN00603D] |
| 2. Xiuzhen Qiu, Yangyang Li, Yongbiao hua, Dongmei Liu, Kailian Zhou, Yulin Wang, Huishi Guo. (2022) A molecularly imprinted gel photonic crystal sensor for recognition of chiral amino acids. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:35952590] [10.1016/j.saa.2022.121719] |
| 3. Ae Eun Seok, Jiyeong Lee, You-Rim Lee, Yoo-Jin Lee, Hyo-Jin Kim, Chunhwa Ihm, Ho Joong Sung, Sung Hee Hyun, Hee-Gyoo Kang. (2018) Estimation of Age of Bloodstains by Mass-Spectrometry: A Metabolomic Approach. ANALYTICAL CHEMISTRY, [PMID:30350957] [10.1021/acs.analchem.8b01367] |
| 4. Yin-Xia Zhang, Pin-Yi Zhao, Li-Ping Yu. (2013) Highly-sensitive and selective colorimetric sensor for amino acids chiral recognition based on molecularly imprinted photonic polymers. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2013.02.079] |
| 5. Zhongfei Shang, Meimei Wang, Honghong Li, Jiahao Dong, Luyan Yang, Xincun Dou, Baiyi Zu. (2025) A High Anti-interference Trimode Hydrogen Peroxide Sensing Strategy via Inner Filter Effect between the Anthracene-Based Probes and NaYF4:Yb/Tm/Er Nano Hexagonal Prisms. ACS Applied Nano Materials, [PMID:] [10.1021/acsanm.5c02445] |
