Gemcitabine monophosphate(GemMP) - Moligand™, ≥97% , CAS No.116371-67-6

CAS: 116371-67-6 Cat. No.: G302257 Molecular Weight: 343.18 EC Number: 867-509-5 PubChem CID: 503015

GRADE & PURITY Moligand™, ≥97%

Synonyms

2',2'-difluorodeoxycytidine monophosphate | 5'-Cytidylic acid, 2'-deoxy-2',2'-difluoro- | 2-Deoxy-2,2-difluoro-5-cytidylic acid | DTXSID90747851 | [(2R,3R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-4,4-difluoro-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen p

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

Gemcitabine monophosphate is one of the active intermediates of Gemcitabine. Gemcitabine monophosphate has a synergistic anti-cancer effect and can be delivered by formulating it into nanoparticles.

Specifications

Synonyms

2', 2'-difluorodeoxycytidine monophosphate | 5'-Cytidylic acid, 2'-deoxy-2', 2'-difluoro- | 2-Deoxy-2, 2-difluoro-5-cytidylic acid | DTXSID90747851 | [(2R, 3R, 5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-4, 4-difluoro-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen p

Specifications & Purity

Moligand™, ≥97%

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

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

Grade

Moligand™

Purity

≥97%

Names and Identifiers

• Canonical Smiles: C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=O)(O)O)O)(F)F
• IUPAC Name: [(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
• InChIKey: KNTREFQOVSMROS-QPPQHZFASA-N
• INCHI: 1S/C9H12F2N3O7P/c10-9(11)6(15)4(3-20-22(17,18)19)21-7(9)14-2-1-5(12)13-8(14)16/h1-2,4,6-7,15H,3H2,(H2,12,13,16)(H2,17,18,19)/t4-,6-,7-/m1/s1
• Isomeric SMILES: C1=CN(C(=O)N=C1N)[C@H]2C([C@@H]([C@H](O2)COP(=O)(O)O)O)(F)F
• PubChem CID: 503015
• Molecular Weight: 343.18

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidones
• Alternative Parents: Aminopyrimidines and derivatives Monoalkyl phosphates Hydropyrimidines Imidolactams Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Fluorohydrins Oxacyclic compounds Azacyclic compounds Organic oxides Primary amines Hydrocarbon derivatives Alkyl fluorides Organofluorides Organopnictogen compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aminopyrimidine - Pyrimidone - Monoalkyl phosphate - Hydropyrimidine - Organic phosphoric acid derivative - Phosphoric acid ester - Imidolactam - Alkyl phosphate - Heteroaromatic compound - Tetrahydrofuran - Fluorohydrin - Halohydrin - Secondary alcohol - Oxacycle - Azacycle - Alcohol - Organooxygen compound - Organonitrogen compound - Organofluoride - Hydrocarbon derivative - Organohalogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Alkyl halide - Primary amine - Alkyl fluoride - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidones. These are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Melt Point(°C): 151-153 °C
• Molecular Weight: 343.180 g/mol
• XLogP3: -3.000
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 343.038 Da
• Monoisotopic Mass: 343.038 Da
• Topological Polar Surface Area: 155.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 578.000
• 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