| Stereochemistry | ACHIRAL |
| Molecular Formula | C3H5NO4 |
| Molecular Weight | 119.0761 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CC[N+]([O-])=O
InChI
InChIKey=WBLZUCOIBUDNBV-UHFFFAOYSA-N
InChI=1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)
| Molecular Formula | C3H5NO4 |
| Molecular Weight | 119.0761 |
| 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 |
3-Nitropropionic Acid (aka beta-Nitropropionic acid) is a mycotoxin and potent mitochondrial inhibitor. It is produced by a number of fungi and found widely in food, in sugar cane, and in Japanese fungally fermented staples such as miso, soy sauce, and katsuobushi. beta-Nitropropionic acid is also present in some traditional Chinese medicines. beta-Nitropropionic Acid can be systematically administered to produce localized striatal neurodegeneration mimicking the pathological features of Huntington's disease.
CNS Activity
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
Patents
Sample Use Guides
To simulate the neuro-degenerative effects of Huntington's Disease adult (9months) and old (24 months) albino Wistar female rats were administered 10 mg/kg bw 3-Nitropropionic Acid twice daily by intraperitoneal injection for four days.
Route of Administration:
Intraperitoneal
Near pure cortical neuronal cell cultures were prepared from E15 Swiss-Webster, C57/Bl6J, ZnT3–/–, MT3–/–, or Wallerian degeneration-slow (Wld^s) mice. Slow toxicity was initiated after 8 days in vitro, by exposure to 100 - 1,000 M 3-Nitropropionic Acid. After 3 or 8 hours exposure of striatal/midbrain or cortical neuronal
cultures to toxic levels of 3-NP, [Zn 2+ ]_i levels are optimally increased as measured using Fluo-Zin3 fluorescence dye microscopy. The increase observed in cortical neurons is equal to, or for 3-NPA greater than, the strong ROS generators, H2O2, or ethacrynic acid.