beta-Nitropropionic acid

Beta-Nitropropionic acid

Identifiers
CAS Number	504-88-1
ChemSpider	1615
Jmol interactive 3D	Image
PubChem	1678
InChI InChI=1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6) Key: WBLZUCOIBUDNBV-UHFFFAOYSA-N InChI=1/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6) Key: WBLZUCOIBUDNBV-UHFFFAOYAZ
SMILES C(C[N+](=O)[O-])C(=O)O
Properties
Chemical formula	C3H5NO4
Molar mass	119.08 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

beta-Nitropropionic acid (3-nitropropanoic acid, BPA, 3-NPA, C₃H₅NO₄) is a mycotoxin, a potent mitochondrial inhibitor,^[1] toxic to humans. It is produced by a number of fungi, and found widely in food, in sugar cane, as well as Japanese fungally fermented staples miso, soy sauce, katsuobushi,^[2] and some traditional Chinese medicines.^[3]

References

1. Roberts, Toby John (2004). "Stroke Genomics" 104: 203. doi:10.1385/1-59259-836-6:203. ISBN 1-59259-836-6. |chapter= ignored (help)
2. Advances in Food Mycology
3. Wang, X.P.; Yang, R.M. (2003). "Movement Disorders Possibly Induced by Traditional Chinese Herbs". European Neurology 50 (3): 153. doi:10.1159/000073056. PMID 14530621.

External

• 3-Nitropropionic Acid Is a Suicide Inhibitor of Mitochondrial Respiration J. Biol. Chem. 2006, 281:5965-5972