Metabolite Gemcitabine triphosphate

Name

Gemcitabine triphosphate

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

A0Q7SO4OZE

CAS number

Not Available

Weight

Average: 503.1379
Monoisotopic: 502.970753495

Chemical Formula

C₉H₁₄F₂N₃O₁₃P₃

InChI Key

YMOXEIOKAJSRQX-QPPQHZFASA-N

InChI

InChI=1S/C9H14F2N3O13P3/c10-9(11)6(15)4(25-7(9)14-2-1-5(12)13-8(14)16)3-24-29(20,21)27-30(22,23)26-28(17,18)19/h1-2,4,6-7,15H,3H2,(H,20,21)(H,22,23)(H2,12,13,16)(H2,17,18,19)/t4-,6-,7-/m1/s1

IUPAC Name

({[({[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid

SMILES

NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)C1(F)F

Reactions

Gemcitabine

Gemcitabine Monophosphate
- Gemcitabine Monophosphate
  
  2′,2′-difluorodeoxyuridine monophosphate
- Gemcitabine Monophosphate
  
  Gemcitabine diphosphate
  - Gemcitabine diphosphate
    
    Gemcitabine triphosphate

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-004i-9343200000-7b3d57bbbb4251d57fe2
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-0000090000-9111468e19f6b654948e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0zgi-0000950000-595d61659c0078446092
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-03di-0900000000-d9b951c2e42d622be7c2
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0kdi-7421910000-83f7ca38d3b64833763e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-004j-3931000000-83582dfea10eaba01a32
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-004i-9200100000-f8610f182862846efc04

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	210.2249743	predicted	DarkChem Lite v0.1.0
[M-H]-	176.15112	predicted	DeepCCS 1.0 (2019)
[M+H]+	210.8365743	predicted	DarkChem Lite v0.1.0
[M+H]+	178.9483	predicted	DeepCCS 1.0 (2019)
[M+Na]+	210.4759743	predicted	DarkChem Lite v0.1.0
[M+Na]+	186.23871	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0060638
ChemSpider: 115568
ChEBI: 178151
ChEMBL: CHEMBL1201383
ZINC: ZINC000013546270
PharmGKB: PA166153003
PDBe Ligand: GTF

Predicted Properties

Property	Value	Source
Water Solubility	16.9 mg/mL	ALOGPS
logP	0.33	ALOGPS
logP	-2.5	Chemaxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	0.89	Chemaxon
pKa (Strongest Basic)	3.98	Chemaxon
Physiological Charge	-4	Chemaxon
Hydrogen Acceptor Count	12	Chemaxon
Hydrogen Donor Count	6	Chemaxon
Polar Surface Area	247.97 Å²	Chemaxon
Rotatable Bond Count	8	Chemaxon
Refractivity	85.87 m³·mol^-1	Chemaxon
Polarizability	35.24 Å³	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Gemcitabine triphosphate

Structure for Gemcitabine triphosphate

Collision Cross Sections (CCS)