Metabolite 5’-Deoxy-5-fluorouridine (5'DFUR)

Name

5’-Deoxy-5-fluorouridine (5'DFUR)

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 246.1924
Monoisotopic: 246.065199677

Chemical Formula

C₉H₁₁FN₂O₅

InChI Key

ZWAOHEXOSAUJHY-ZIYNGMLESA-N

InChI

InChI=1S/C9H11FN2O5/c1-3-5(13)6(14)8(17-3)12-2-4(10)7(15)11-9(12)16/h2-3,5-6,8,13-14H,1H3,(H,11,15,16)/t3-,5-,6-,8-/m1/s1

IUPAC Name

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione

SMILES

C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=C(F)C(O)=NC1=O

Reactions

Capecitabine

5’-Deoxy-5-fluorocytidine (5'-DFCR)
- 5’-Deoxy-5-fluorocytidine (5'-DFCR)
  
  5’-Deoxy-5-fluorouridine (5'DFUR)
  - 5’-Deoxy-5-fluorouridine (5'DFUR)
    
    5-fluorouracil

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-056u-9210000000-68ddd4a6bcf1d8ff7c3f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000t-3920000000-df9644460b025f5e3cf9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00fu-7910000000-52ea66229c1f3b8a19b7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01q1-9300000000-fc72a9de01872e046bb5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0006-9200000000-3f9e4ed06f7f5bfb79f6
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00e9-5900000000-52bd56e255fbc0e0c81b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0006-9600000000-ec657cb53e18ece906ad
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000t-3920000000-df9644460b025f5e3cf9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00fu-7910000000-52ea66229c1f3b8a19b7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01q1-9300000000-fc72a9de01872e046bb5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0006-9200000000-3f9e4ed06f7f5bfb79f6
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0006-9600000000-ec657cb53e18ece906ad
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00e9-5900000000-52bd56e255fbc0e0c81b
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	157.2577097	predicted	DarkChem Lite v0.1.0
[M-H]-	153.0681	predicted	DeepCCS 1.0 (2019)
[M-H]-	157.2577097	predicted	DarkChem Lite v0.1.0
[M-H]-	153.0681	predicted	DeepCCS 1.0 (2019)
[M+H]+	159.3055097	predicted	DarkChem Lite v0.1.0
[M+H]+	155.46422	predicted	DeepCCS 1.0 (2019)
[M+H]+	159.3055097	predicted	DarkChem Lite v0.1.0
[M+H]+	155.46422	predicted	DeepCCS 1.0 (2019)
[M+Na]+	157.6968097	predicted	DarkChem Lite v0.1.0
[M+Na]+	161.49538	predicted	DeepCCS 1.0 (2019)
[M+Na]+	157.6968097	predicted	DarkChem Lite v0.1.0
[M+Na]+	161.49538	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0060406
KEGG Compound: C12739
ChemSpider: 17322
BindingDB: 50132295
ChEBI: 31521
ChEMBL: CHEMBL1130
ZINC: ZINC000001319177

Predicted Properties

Property	Value	Source
Water Solubility	37.7 mg/mL	ALOGPS
logP	-0.77	ALOGPS
logP	-1.2	Chemaxon
logS	-0.81	ALOGPS
pKa (Strongest Acidic)	8.07	Chemaxon
pKa (Strongest Basic)	-3.6	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	5	Chemaxon
Hydrogen Donor Count	3	Chemaxon
Polar Surface Area	99.1 Å²	Chemaxon
Rotatable Bond Count	1	Chemaxon
Refractivity	51.22 m³·mol^-1	Chemaxon
Polarizability	20.99 Å³	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite 5’-Deoxy-5-fluorouridine (5'DFUR)

Structure for 5’-Deoxy-5-fluorouridine (5'DFUR)

Collision Cross Sections (CCS)