DL-Proline - ≥99% , CAS No.609-36-9

CAS: 609-36-9 Cat. No.: P105590 Molecular Weight: 115.13 Beilstein Registry Number: 80812 EC Number: 210-189-3

GRADE & PURITY ≥99%

Synonyms

pyrrolidine-2-carboxylic acid | 2-PYRROLIDINYLCARBOXYLIC ACID | BCP26673 | DL-Proline | FT-0605174 | J-300219 | NSC 97923 | DCS9E77JPQ | AKOS000119715 | FT-0659337 | SY001352 | (2R)-pyrrolidin-1-ium-2-carboxylate;DL-Proline | AKOS016182584 | BDBM50000105

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

pyrrolidine-2-carboxylic acid | 2-PYRROLIDINYLCARBOXYLIC ACID | BCP26673 | DL-Proline | FT-0605174 | J-300219 | NSC 97923 | DCS9E77JPQ | AKOS000119715 | FT-0659337 | SY001352 | (2R)-pyrrolidin-1-ium-2-carboxylate;DL-Proline | AKOS016182584 | BDBM50000105

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 508810495
• Canonical Smiles: C1CC(NC1)C(=O)O
• IUPAC Name: pyrrolidine-2-carboxylic acid
• InChIKey: ONIBWKKTOPOVIA-UHFFFAOYSA-N
• INCHI: 1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)
• Isomeric SMILES: C1CC(NC1)C(=O)O
• WGK Germany: 3
• Molecular Weight: 115.13
• Beilstein: 80812
• Reaxy-Rn: 80809
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=80809&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Proline and derivatives

• 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: Alpha amino acids Pyrrolidine carboxylic acids Amino acids Monocarboxylic acids and derivatives Dialkylamines Carboxylic acids Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Proline or derivatives - Alpha-amino acid - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine - Amino acid - Azacycle - Organoheterocyclic compound - Secondary amine - Monocarboxylic acid or derivatives - Secondary aliphatic amine - Carboxylic acid - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Amine - 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: pyrrolidines - alpha-amino acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

GRIN1 Tclin Glutamate (NMDA) receptor subunit zeta 1 (122 Activities)

Discover Target: GRIN1

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A498 (42825 Activities)

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ACHN (49357 Activities)

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COLO 205 (50209 Activities)

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DU-145 (51482 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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KM12 (47707 Activities)

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M14 (47487 Activities)

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MCF7 (126967 Activities)

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MOLT-4 (49676 Activities)

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OVCAR-3 (48710 Activities)

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OVCAR-4 (44535 Activities)

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OVCAR-5 (45555 Activities)

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OVCAR-8 (47708 Activities)

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PC-3 (62116 Activities)

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RPMI-8226 (44974 Activities)

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RXF 393 (41971 Activities)

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SF-295 (48000 Activities)

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SK-MEL-2 (46422 Activities)

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SK-MEL-28 (48833 Activities)

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SK-MEL-5 (47095 Activities)

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SK-OV-3 (52876 Activities)

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SN12C (47755 Activities)

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SNB-19 (46794 Activities)

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TK-10 (45540 Activities)

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U-251 (51189 Activities)

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UACC-257 (46019 Activities)

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UACC-62 (47335 Activities)

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UO-31 (46270 Activities)

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786-0 (47912 Activities)

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A549 (127892 Activities)

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NCI/ADR-RES (33767 Activities)

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T47D (39041 Activities)

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EKVX (44102 Activities)

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NCI-H322M (45589 Activities)

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HCC 2998 (41480 Activities)

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HCT-116 (91556 Activities)

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HOP-92 (41141 Activities)

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Hs-578T (29457 Activities)

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NCI-H460 (60772 Activities)

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SF-268 (49410 Activities)

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IGROV-1 (47897 Activities)

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LOX IMVI (44321 Activities)

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HOP-62 (47048 Activities)

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MDA-MB-435 (38290 Activities)

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MDA-N (28205 Activities)

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Malme-3M (44254 Activities)

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MDA-MB-231 (73002 Activities)

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Associated Targets(non-human)

dapA Dihydrodipicolinate synthase (65 Activities)

Discover Target: dapA

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water and absolute alcohol. Insoluble in ether, butanol and isopropanol.
• Melt Point(°C): 208°C
• Molecular Weight: 115.130 g/mol
• XLogP3: -2.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 115.063 Da
• Monoisotopic Mass: 115.063 Da
• Topological Polar Surface Area: 49.300 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 103.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Ran Liu, Yuanlong Guo, Min Pei, Yumei Chen, Lihua Zhang, Long Li, Qin Chen, Yaozhu Tian, Haibo Xie.  (2023)  Cellulose levulinate ester as a robust building block for the synthesis of fully biobased functional cellulose esters.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:37399870] [10.1016/j.ijbiomac.2023.125654]

2. Chonghui Wei, Xuan Xie, Yue Mou, Shiqi Cheng, Jin Yang, Kaixin Xue, Kewei Yu, Xinru Lin, Chunfen Zhang, Yujie Zhao, Xingyu Luo, Yilin Wang.  (2023)  Controllable synthesis of MoS2@TiO2 nanocomposites for visual detection of dopamine secretion with highly-efficient enzymatic activity.  ANALYST,  148  (8): (1732-1742).  [PMID:36938870] [10.1039/D3AN00089C]

3. Pengcheng Peng, Lifu Liao, Zhaohui Yu, Min Jiang, Jian Deng, Xilin Xiao.  (2019)  A novel sensor based on multi-walled carbon nanotubes and boron-doped double-layer molecularly imprinted membrane for the analysis of SCZ in pharmaceutical and biological samples.  INTERNATIONAL JOURNAL OF ENVIRONMENTAL ANALYTICAL CHEMISTRY,      [PMID:] [10.1080/03067319.2019.1622697]

4. Hongjuan Wang, Duo Qian, Xilin Xiao, Bo He, Shuqin Gao, Han Shi, Lifu Liao, Jian Deng.  (2017)  Enantioselective determination of S-ornidazole by using carbon paste electrode modified with boron-embedded conductive copolymer-polysiloxane-based molecularly imprinted hybrid film.  ELECTROCHIMICA ACTA,      [PMID:] [10.1016/j.electacta.2017.06.064]

5. Shu Zhu, Shangying Qin, Chonghui Wei, Li Cen, Luyun Xiong, Xingyu Luo, Yilin Wang.  (2024)  Acetylcholine triggered enzymatic cascade reaction based on Fe7S8 nanoflakes catalysis for organophosphorus pesticides visual detection.  ANALYTICA CHIMICA ACTA,      [PMID:38553122] [10.1016/j.aca.2024.342464]