ChemSpider 2D Image | Gemcitabine elaidate | C27H43F2N3O5

Gemcitabine elaidate

  • Molecular FormulaC27H43F2N3O5
  • Average mass527.644 Da
  • Monoisotopic mass527.317078 Da
  • ChemSpider ID8004050
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 3 of 3 defined stereocentres


More details:






Validated by Experts, Validated by Users, Non-Validated, Removed by Users

[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methyl (9E)-octadec-9-enoate
210829-30-4 [RN]
2'-Deoxy-2',2'-difluoro-5'-O-[(9E)-9-octadecenoyl]cytidine [ACD/IUPAC Name]
2'-Desoxy-2',2'-difluor-5'-O-[(9E)-9-octadecenoyl]cytidin [German] [ACD/IUPAC Name]
2'-Désoxy-2',2'-difluoro-5'-O-[(9E)-9-octadecenoyl]cytidine [French] [ACD/IUPAC Name]
Cytidine, 2'-deoxy-2',2'-difluoro-5'-O-[(9E)-1-oxo-9-octadecen-1-yl]- [ACD/Index Name]
Gemcitabine elaidate [USAN]
((2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-4,4-difluoro-3-hydroxytetrahydrofuran-2-yl)methyl (E)-octadec-9-enoate
(E)-((2R,3R,5R)-4,4-difluoro-3-hydroxy-5-(4-imino-2-oxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl octadec-9-enoate
(E)-octadec-9-enoic acid [(2R,3R,5R)-5-(4-amino-2-keto-pyrimidin-1-yl)-4,4-difluoro-3-hydroxy-tetrahydrofuran-2-yl]methyl ester
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

231C73W7LG [DBID]
9409 [DBID]
CP-4126 [DBID]
UNII:231C73W7LG [DBID]
UNII-231C73W7LG [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Bio Activity:

      Cell Cycle/DNA Damage MedChem Express HY-13538
      Cell Cycle/DNA Damage; MedChem Express HY-13538
      Gemcitabine elaidate(CP-4126; CO-101) is a lipophilic, unsaturated fatty acid ester derivative of gemcitabine (dFdC), an antimetabolite deoxynucleoside analogue, with potential antineoplastic activity . MedChem Express
      Gemcitabine elaidate(CP-4126; CO-101) is a lipophilic, unsaturated fatty acid ester derivative of gemcitabine (dFdC), an antimetabolite deoxynucleoside analogue, with potential antineoplastic activity.; IC50 value:; Target: Gemcitabine analog; Upon hydrolysis intracellularly by esterases, the prodrug gemcitabine is converted into the active metabolites difluorodeoxycytidine di- and tri-phosphate (dFdCDP and dFdCTP) by deoxycytidine kinase. MedChem Express HY-13538
      Gemcitabine elaidate(CP-4126; CO-101) is a lipophilic, unsaturated fatty acid ester derivative of gemcitabine (dFdC), an antimetabolite deoxynucleoside analogue, with potential antineoplastic activity.;IC50 value:;Target: Gemcitabine analogUpon hydrolysis intracellularly by esterases, the prodrug gemcitabine is converted into the active metabolites difluorodeoxycytidine di- and tri-phosphate (dFdCDP and dFdCTP) by deoxycytidine kinase. dFdCDP inhibits ribonucleotide reductase, thereby decreasing the deoxynucleotide pool available for DNA synthesis; dFdCTP is incorporated into DNA, resulting in DNA strand termination and apoptosis. Due to its lipophilicity, gemcitabine 5'-elaidic acid ester exhibits an increased cellular uptake and accumulation, resulting in an increased conversion to active metabolites, compared to gemcitabine. In addition, this formulation of gemcitabine may be less susceptible to deamination and deactivation by deoxycytidine deaminase. Check for active clinical MedChem Express HY-13538
      Nucleoside antimetabolite/analog MedChem Express HY-13538

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.2±0.1 g/cm3
Boiling Point: 631.4±65.0 °C at 760 mmHg
Vapour Pressure: 0.0±4.2 mmHg at 25°C
Enthalpy of Vaporization: 107.0±6.0 kJ/mol
Flash Point: 335.7±34.3 °C
Index of Refraction: 1.536
Molar Refractivity: 136.2±0.5 cm3
#H bond acceptors: 8
#H bond donors: 3
#Freely Rotating Bonds: 19
#Rule of 5 Violations: 2
ACD/LogP: 7.70
ACD/LogD (pH 5.5): 5.68
ACD/BCF (pH 5.5): 12148.26
ACD/KOC (pH 5.5): 28837.03
ACD/LogD (pH 7.4): 5.70
ACD/BCF (pH 7.4): 12676.25
ACD/KOC (pH 7.4): 30090.33
Polar Surface Area: 114 Å2
Polarizability: 54.0±0.5 10-24cm3
Surface Tension: 41.8±7.0 dyne/cm
Molar Volume: 437.0±7.0 cm3

Click to predict properties on the Chemicalize site






Advertisement