Thymidine 5′-monophosphate disodium salt hydrate - 10mM in Water , CAS No.33430-62-5

CAS: 33430-62-5 Cat. No.: T423443 Molecular Weight: 366.17 (anhydrous basis) EC Number: 251-518-0 PubChem CID: 153672

GRADE & PURITY 10mM in Water

Synonyms

33430-62-5|5'-Thymidylic Acid Disodium Salt|5'-Thymidylic acid, disodium salt|thymidine-5'-monophosphate disodium salt|sodium ((2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl phosphate|THYMIDINE 5'-MONO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Thymidine 5′-monophosphate de novo synthesis from deoxyuridine monophosphate (dUMP) is catalyzed by the enzyme thymidylate synthase.

Application：
Thymidine 5′-monophosphate disodium salt hydrate has been used as a standard for the quantification of metabolites from plasma and tumor interstitial fluid using liquid chromatography-mass spectrometry analysis (LC/MS).It has also been used as a single deoxy-mononucleotide to test its effect on the cell growth of human malignant intestinal CaCo-2 cells and normal rat intestinal cell line IEC-6 cells.Thymidine 5′-monophosphate disodium salt hydrate has been used as a standard solution.

Specifications

Synonyms

33430-62-5 | 5'-Thymidylic Acid Disodium Salt | 5'-Thymidylic acid, disodium salt | thymidine-5'-monophosphate disodium salt | sodium ((2R, 3S, 5R)-3-hydroxy-5-(5-methyl-2, 4-dioxo-3, 4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl phosphate | THYMIDINE 5'-MONO

Specifications & Purity

10mM in Water

Biochemical and Physiological Mechanisms

Deoxyribonucleotide used as a substrate in many molecular biology applications.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Names and Identifiers

• Canonical Smiles: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=O)([O-])[O-])O.[Na+].[Na+]
• IUPAC Name: disodium;[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl phosphate
• InChIKey: AGSQMPPRYZYDFV-ZJWYQBPBSA-L
• INCHI: 1S/C10H15N2O8P.2Na/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18;;/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18);;/q;2*+1/p-2/t6-,7+,8+;;/m0../s1
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COP(=O)([O-])[O-])O.[Na+].[Na+]
• PubChem CID: 153672
• Molecular Weight: 366.17 (anhydrous basis)

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrimidine nucleotides
      • Subclass Pyrimidine deoxyribonucleotides
        • Level5 Pyrimidine deoxyribonucleoside monophosphates
          • Level6 Pyrimidine 2'-deoxyribonucleoside monophosphates

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleotides
• Subclass: Pyrimidine deoxyribonucleotides
• Intermediate Tree Nodes: Pyrimidine deoxyribonucleoside monophosphates
• Direct Parent: Pyrimidine 2'-deoxyribonucleoside monophosphates
• Alternative Parents: Pyrimidones Hydropyrimidines Alkyl phosphates Vinylogous amides Tetrahydrofurans Heteroaromatic compounds Ureas Secondary alcohols Lactams Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic sodium salts Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine 2'-deoxyribonucleoside monophosphate - Pyrimidone - Alkyl phosphate - Pyrimidine - Phosphoric acid ester - Organic phosphoric acid derivative - Hydropyrimidine - Heteroaromatic compound - Vinylogous amide - Tetrahydrofuran - Urea - Secondary alcohol - Lactam - Oxacycle - Azacycle - Organic alkali metal salt - Organoheterocyclic compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic sodium salt - Organic salt - Organooxygen compound - Organonitrogen compound - Alcohol - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
• 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

Chemical and Physical Properties

• Sensitivity: Moisture sensitive；heat sensitive
• Specific Rotation[α]: -8° (C=0.4,H2O)
• Molecular Weight: 366.170 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 366.02 Da
• Monoisotopic Mass: 366.02 Da
• Topological Polar Surface Area: 151.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 518.000
• 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: 3

XLogP3

References

1. Chujing Yang, Zhiwei Zhang, Jingqi Chen, Xinying Zhang, Yankai Dai, Xuyi Li, Yingying Chen, Jiaqiang Xu, Lingyan Feng.  (2023)  Multiple switchable circularly polarized luminescence from nucleotide/terbium(III) complexes.  NEW JOURNAL OF CHEMISTRY,  47  (9): (4472-4477).  [PMID:] [10.1039/D2NJ06145G]

2. Yating Li, Jason Tan, Yanqin Tu, Jingnan Wu, Zaifang Zhang, Yifeng Wei, Xinan Jiao, Yan Zhou.  (2025)  Distinct Phage-Encoded Enzymes for Substitution of Deoxythymidine by Deoxyuridine in Phage Genomes.  Advanced Science,      [PMID:41001765] [10.1002/advs.202512937]