5′-Deoxythymidine - ≥98% , CAS No.3458-14-8

CAS: 3458-14-8 Cat. No.: D349614 Fórmula: C₁₀H₁₄N₂O₄ Peso molecular: 226.23

CALIDAD & PUREZA ≥98%

Synonyms

Thymidine, 5'-deoxy-|5/'-deoxy Thymidine|2',5'-Dideoxythymidine|5'-Deoxythymidine|1-((2R,4S,5R)-4-hydroxy-5-methyltetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione|5'-Ddthd|5-deoxy Thymidine|1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methylpyrimidine-2,4-dione

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

5'-Deoxythymidine is a research tool for antiviral and anticancer studies. 5'-Deoxythymidine has been employed in studying the entry mechanism into human erythrocytes in comparison with other deoxythymidines. Deoxythymidine is the DNA nucleoside T, which pairs with deoxyadenosine (A) in double-stranded DNA. In cell biology it is employed to synchronize the cells in S phase. As part of one of the 4 nucleotides in DNA, it is a naturally occurring compound that exists in all living organisms and DNA viruses. RNA has uridine (uracil joined to ribose) instead. Uracil is chemically very similar to thymine, the latter being 5-methyluracil. Since thymine nucleotides are precursors of DNA, and not RNA, the prefix "deoxy" is often left out, i.e., deoxythymidine is often just called thymidine.

Especificaciones

Sinónimos

Thymidine, 5'-deoxy- | 5/'-deoxy Thymidine | 2',5'-Dideoxythymidine | 5'-Deoxythymidine | 1-((2R,4S,5R)-4-hydroxy-5-methyltetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione | 5'-Ddthd | 5-deoxy Thymidine | 1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methylpyrimidine-2,4-dione

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Propiedades del producto

pKa

pKa: 9.55 (Predicted)

Nombres e identificadores

Pubchem Sid

504753961

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504753961

Sonrisas canónicas

CC1C(CC(O1)N2C=C(C(=O)NC2=O)C)O

IUPAC Name

1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methylpyrimidine-2,4-dione

InChIKey

UGUILUGCFSCUKR-GJMOJQLCSA-N

INCHI

1S/C10H14N2O4/c1-5-4-12(10(15)11-9(5)14)8-3-7(13)6(2)16-8/h4,6-8,13H,3H2,1-2H3,(H,11,14,15)/t6-,7+,8-/m1/s1

Isómeros SMILES

C[C@@H]1[C@H](C[C@@H](O1)N2C=C(C(=O)NC2=O)C)O

WGK Alemania

3

Peso molecular

226.23

Reaxy-Rn

25337436

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25337436&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Clase 2',5'-dideoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Clase: 2',5'-dideoxyribonucleosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: 2',5'-dideoxyribonucleosides
• Alternative Parents: Pyrimidones Hydropyrimidines Vinylogous amides Tetrahydrofurans Heteroaromatic compounds Ureas Secondary alcohols Lactams Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 2',5'-dideoxyribonucleoside - Pyrimidone - Hydropyrimidine - Pyrimidine - Heteroaromatic compound - Vinylogous amide - Tetrahydrofuran - Lactam - Secondary alcohol - Urea - Oxacycle - Azacycle - Organoheterocyclic compound - Alcohol - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as 2',5'-dideoxyribonucleosides. These are nucleosides characterized by a purine or pyrimidine base, which is N-linked to a 2',5'-dideoxyribose moiety.
• 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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water.
• Índice de refracción: n20D1.56 (Predicted)
• Rotación específica [α]: α28/D 8.9°, c = 0.6 in water
• Punto de ebullición (°C): 486.56° C (Predicted)
• Punto de fusión (°C): 192-193° C (lit.)
• Peso molecular: 226.230 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 226.095 Da
• Monoisotopic Mass: 226.095 Da
• Topological Polar Surface Area: 78.900 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 366.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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