DL-Cycloserine - ≥97% , CAS No.68-39-3

CAS: 68-39-3 Cat. No.: D136996 Formula: C₃H₆N₂O₂ Molecular Weight: 102.09 EC Number: 200-687-9

GRADE & PURITY ≥97%

Synonyms

O-Isobutyl (3,4-dichlorophenyl)carbamothioate|4-Amino-isoxazolidin-3-on|3-Isoxazolidinone, (+)-|4-amino-4,5-dihydro-1,2-oxazol-3-ol|(+-)-Oxamicina|(+-)-4-Amino-3-isossazolidone|DL-4-Amino-3-isoxazolidinone|4-amino-1,2-oxazolidin-3-one|4-Amino-3-isoxazolidinone|Cycloserine, D-|Cycloserine; Seromycin; Orientomycin; Oxamycin; Seromycin|3-Isoxazolidinone, d-|3-Isoxazolidinone, 4-amino-|3-ISOXAZOLIDINONE, 4-AMINO-, (+-)-|DL-4-Aminoisoxazolidin-3-one|4-Amino-3-isoxazolidinone #|(+/-)-3-Oxoisooxazolidin-4-amine|(+-)-4-Amino-3-isoxazolidinone|Pharmakon1600-01506178|.alpha.-Cycloserine|3-Isoxazolidinone, (R)-|4-Amino-3-isoxazolidone|DL-Cycloserine|4-amino-2-isoxazoline-3-ol|SDCCGSBI-0050255.P002|DL-Cycloserine, crystalline|(S)-4-Amino-3-isoxazolidone; (S)-Cycloserine;Levcycloserine|4-Amino-isoxazolidin-3-one|4-Aminoisoxazolidin-3-one|(+-)-Oxamicina [Italian]

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

rac Cycloserine is an alanine aminotransferase and ketosphinganine synthetase inhibitor. It is also an inhibitor of other pyridoxal-phosphate-requiring transaminases.
An alanine aminotransferase and ketosphinganine synthetase inhibitor.

Specifications

Synonyms

O-Isobutyl (3,4-dichlorophenyl)carbamothioate | 4-Amino-isoxazolidin-3-on | 3-Isoxazolidinone, (+)- | 4-amino-4,5-dihydro-1,2-oxazol-3-ol | (+-)-Oxamicina | (+-)-4-Amino-3-isossazolidone | DL-4-Amino-3-isoxazolidinone | 4-amino-1,2-oxazolidin-3-one | 4-Amino-3-isoxazolidinone | Cycloserine, D- | Cycloserine; Seromycin; Orientomycin; Oxam Show more

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

Inhibitor of alanine aminotransferase and other pyridoxal-phosphate-requiring transaminases; blocks sphingosine biosynthesis by inhibition of ketosphinganine synthetase.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

Pubchem Sid

504750385

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504750385

Canonical Smiles

C1C(C(=O)NO1)N

IUPAC Name

4-amino-1,2-oxazolidin-3-one

InChIKey

DYDCUQKUCUHJBH-UHFFFAOYSA-N

INCHI

1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)

Isomeric SMILES

C1C(C(=O)NO1)N

Molecular Weight

102.09

Reaxy-Rn

80800

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=80800&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

• 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
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Oxazolidinones Isoxazolidines Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Alpha-amino acid or derivatives - Oxazolidinone - Isoxazolidine - Organoheterocyclic compound - Azacycle - Oxacycle - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Primary amine - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organic oxygen compound - Carbonyl group - Amine - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: Amino acid derivatives

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

Chemical and Physical Properties

• x_melt_point_char: >183°C
• Molecular Weight: 102.090 g/mol
• XLogP3: -1.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 102.043 Da
• Monoisotopic Mass: 102.043 Da
• Topological Polar Surface Area: 64.400 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 92.900
• 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