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Details

Stereochemistry ACHIRAL
Molecular Formula C5H3FN2O4
Molecular Weight 174.0867
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-FLUOROOROTIC ACID

SMILES

OC(=O)C1=C(F)C(=O)NC(=O)N1

InChI

InChIKey=SEHFUALWMUWDKS-UHFFFAOYSA-N
InChI=1S/C5H3FN2O4/c6-1-2(4(10)11)7-5(12)8-3(1)9/h(H,10,11)(H2,7,8,9,12)

HIDE SMILES / InChI

Molecular Formula C5H3FN2O4
Molecular Weight 174.0867
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

5-Fluoroorotic acid is a fluorinated derivative of the pyrimidine precursor orotic acid. 5-Fluoroorotic acid exert considerable antitumor activity against transplanted tumors in rats and mice. 5-Fluoroorotate shows increased cytotoxicity on ovarian carcinoma cell lines following encapsulation in liposomes. 5-Fluoroorotic acid is used in vitro in the positive selection of genetically transformed yeast cells.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Mice: 15-125 mg/kg
Route of Administration: Intraperitoneal
In Vitro Use Guide
With a continuous, 96-h exposure of OVCAR-3 cells to drug, the IC50 of 5-Fluoroorotic acid is 7.8 uM.
Substance Class Chemical
Record UNII
7IA9OUC93E
Record Status Validated (UNII)
Record Version