ContaminantDB: Floxuridine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:41:13 UTC

Update Date

2016-11-09 01:15:27 UTC

Accession Number

CHEM016712

Identification

Common Name

Floxuridine

Class

Small Molecule

Description

An antineoplastic antimetabolite that is metabolized to fluorouracil when administered by rapid injection. Floxuridine is available as a sterile, nonpyrogenic, lyophilized powder for reconstitution. When administered by slow, continuous, intra-arterial infusion, it is converted to floxuridine monophosphate. It has been used to treat hepatic metastases of gastrointestinal adenocarcinomas and for palliation in malignant neoplasms of the liver and gastrointestinal tract.

Contaminant Sources

HMDB Contaminants - Urine
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1-(2-Deoxy-beta-D-ribofuranosyl)-5-fluorouracil	ChEBI
1-beta-D-2'-Deoxyribofuranosyl-5-flurouracil	ChEBI
1beta-D-2'-Deoxyribofuranosyl-5-flurouracil	ChEBI
2'-Deoxy-5-fluorouridine	ChEBI
5-Fluoro-2'-deoxyuridine	ChEBI
5-Fluoro-2-desoxyuridine	ChEBI
5-Fluorodeoxyuridine	ChEBI
5-Fluorouracil 2'-deoxyriboside	ChEBI
5-Fluorouracil deoxyriboside	ChEBI
5FDU	ChEBI
beta-5-Fluoro-2'-deoxyuridine	ChEBI
Deoxyfluorouridine	ChEBI
FdU	ChEBI
Floxiridina	ChEBI
Floxuridin	ChEBI
Floxuridinum	ChEBI
Fluorodeoxyuridine	ChEBI
Fluoruridine deoxyribose	ChEBI
FUDR	Kegg
1-(2-Deoxy-b-D-ribofuranosyl)-5-fluorouracil	Generator
1-(2-Deoxy-β-D-ribofuranosyl)-5-fluorouracil	Generator
1-b-D-2'-Deoxyribofuranosyl-5-flurouracil	Generator
1-Β-D-2'-deoxyribofuranosyl-5-flurouracil	Generator
1b-D-2'-Deoxyribofuranosyl-5-flurouracil	Generator
1Β-D-2'-deoxyribofuranosyl-5-flurouracil	Generator
b-5-Fluoro-2'-deoxyuridine	Generator
Β-5-fluoro-2'-deoxyuridine	Generator
5 Fluorodeoxyuridine	HMDB
FDUR	HMDB
FDURD	HMDB
5-FUdR	HMDB

Chemical Formula

C₉H₁₁FN₂O₅

Average Molecular Mass

246.192 g/mol

Monoisotopic Mass

246.065 g/mol

CAS Registry Number

50-91-9

IUPAC Name

5-fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

Traditional Name

floxuridine

SMILES

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

InChI Identifier

InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

InChI Key

ODKNJVUHOIMIIZ-RRKCRQDMSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Pyrimidine 2'-deoxyribonucleosides

Direct Parent

Pyrimidine 2'-deoxyribonucleosides

Alternative Parents

Substituents

Pyrimidine 2'-deoxyribonucleoside
Halopyrimidine
Hydroxypyrimidine
Pyrimidone
Aryl fluoride
Aryl halide
Hydropyrimidine
Pyrimidine
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Azacycle
Alcohol
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organofluorine compound (CHEBI:60761 )
nucleoside analogue (CHEBI:60761 )
pyrimidine 2'-deoxyribonucleoside (CHEBI:60761 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	40.8 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.3	ChemAxon
logS	-0.78	ALOGPS
pKa (Strongest Acidic)	7.68	ChemAxon
pKa (Strongest Basic)	-3	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	2	ChemAxon
Refractivity	51.26 m³·mol⁻¹	ChemAxon
Polarizability	20.78 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

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00lr-9600000000-155a97133c7827d2a1ce	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-001i-3900000000-44f00976f508bab47f36	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-00kb-2910000000-2efae68e874a5fdba01c	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00lr-9600000000-155a97133c7827d2a1ce	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-001i-3900000000-44f00976f508bab47f36	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-00kb-2910000000-2efae68e874a5fdba01c	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0036-9340000000-625fd93cccce9bbf8234	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0gk9-8926000000-e5bea4ee2a8fa95520d5	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ikd-5890000000-537ea470ce67d29de875	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-2930000000-9edc79b79e109479fd9b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-8d9d5de0ec79de7d99fd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-0290000000-39ab94dde23863db307a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-054o-5920000000-270199a759ef06b114d5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-4e1f643aecd55a3c5e1a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-e75f17c5e6c58cb63cc4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-1900000000-ab9d2ecf3f514e6cd7fd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01q9-7900000000-5b44e036090ffa5616c4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000t-0590000000-8342a1e97df40065538f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-6910000000-971c4cc98bc9ce3fbe7b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053r-3900000000-9ea95daa1bfdf562eb70	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum