3-Nitrooxypropanol

3-Nitrooxypropanol, abbreviated 3NOP, is an organic compound with the formula HOCH2CH2CH2ONO2. It is the mononitrate ester of 1,3-propanediol. The compound is an inhibitor of the enzyme methyl coenzyme M reductase (MCR). MCR catalyzes the final step in methanogenesis. When it is fed to ruminants, their methane production is diminished. In 2021 Bovaer, a feed additive for cows produced by DSM based on this compound, has been approved in Brazil, one of the world's largest meat exporters and also Chile. In 2022, it was approved for use on dairy cows in the EU.

3-Nitrooxypropanol
Names
Preferred IUPAC name
3-Hydroxypropyl nitrate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.225.103
PubChem CID
UNII
  • InChI=1S/C3H7NO4/c5-2-1-3-8-4(6)7/h5H,1-3H2
    Key: PTMLFFXFTRSBJW-UHFFFAOYSA-N
SMILES
  • C(CO)CO[N+](=O)[O-]
Properties
C3H7NO4
Molar mass 121.09
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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