3，4-dehydro-L-proline - ≥95%(HPLC) , CAS No.4043-88-3

CAS: 4043-88-3 Cat. No.: D137596 Formula: C₅H₇NO₂ Molecular Weight: 113.12

GRADE & PURITY ≥95%(HPLC)

Synonyms

(S)-2,5-Dihydro-1H-pyrrole-2-carboxylic acid | L-3,4-Dehydroproline | 3,4-Dehydro-L-proline | BRN 5376764 | L-3-Pyrroline-2-carboxylic acid | (S)-3-Pyrroline-2-carboxylic acid | Dehydro-proline | (2S)-2,5-dihydro-1H-pyrrol-1-ium-2-carboxylate | 3-(5-Nitro

Storage

Room temperature

Shipped In

Normal

Overview

3,4-Dehydro-L-proline is used as a substrate and inhibitor of various enzymes. 3,4-Dehydro-L-proline may be used to inhibit extensin biosynthesis. 3,4-Dehydro-L-proline is a alternate substrate of the amino acid oxidase, NikD. 3,4-Dehydro-L-proline inhibits collagen secretion by chondorcytes.

Specifications

Synonyms

(S)-2,5-Dihydro-1H-pyrrole-2-carboxylic acid | L-3,4-Dehydroproline | 3,4-Dehydro-L-proline | BRN 5376764 | L-3-Pyrroline-2-carboxylic acid | (S)-3-Pyrroline-2-carboxylic acid | Dehydro-proline | (2S)-2,5-dihydro-1H-pyrrol-1-ium-2-carboxylate | 3-(5-Nitro

Specifications & Purity

≥95%(HPLC)

Storage

Room temperature

Shipped In

Normal

Purity

≥95%(HPLC)

Names and Identifiers

Pubchem Sid

488186823

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488186823

Canonical Smiles

C1C=CC(N1)C(=O)O

IUPAC Name

(2S)-2,5-dihydro-1H-pyrrole-2-carboxylic acid

InChIKey

OMGHIGVFLOPEHJ-BYPYZUCNSA-N

INCHI

1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-2,4,6H,3H2,(H,7,8)/t4-/m0/s1

Isomeric SMILES

C1C=C[C@H](N1)C(=O)O

WGK Germany

3

RTECS

UX9371345

Molecular Weight

113.12

Reaxy-Rn

471693

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=471693&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 Alpha amino acids
              • Level8 L-alpha-amino acids

• 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 - Alpha amino acids
• Direct Parent: L-alpha-amino acids
• Alternative Parents: Pyrroline 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: L-alpha-amino acid - Pyrroline carboxylic acid - Pyrroline carboxylic acid or derivatives - Pyrroline - Amino acid - Carboxylic acid - Secondary aliphatic amine - Monocarboxylic acid or derivatives - Secondary amine - Organoheterocyclic compound - Azacycle - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Amine - Carbonyl group - Organic oxide - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
• External Descriptors: Not available

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

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EGLN1 Tclin Egl nine homolog 1 (1702 Activities)

Discover Target: EGLN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HIF1AN Tbio Hypoxia-inducible factor 1-alpha inhibitor (79 Activities)

Discover Target: HIF1AN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

GAP1 General amino-acid permease GAP1 (481 Activities)

Discover Target: GAP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: clear colorless solution at 50 MG/ML in acetic acid
• Specific Rotation[α]: -380.0 to -410.0 deg(C=1, H2O)
• Melt Point(°C): 217 °C(dec.)
• Molecular Weight: 113.110 g/mol
• XLogP3: -2.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 113.048 Da
• Monoisotopic Mass: 113.048 Da
• Topological Polar Surface Area: 49.300 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 130.000
• 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

Frequently Asked Questions

What is the purity of this product, and how is it determined?

This product is supplied at ≥95% purity, determined by HPLC. Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 4043-88-3, the molecular formula is C5H7NO2, and the molecular weight is 113.12 g/mol. InChIKey OMGHIGVFLOPEHJ-BYPYZUCNSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.