3-Nitrooxypropanol

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3-Nitrooxypropanol
Names
IUPAC name
3-Hydroxypropyl nitrate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.225.103 Edit this at Wikidata
  • InChI=1S/C3H7NO4/c5-2-1-3-8-4(6)7/h5H,1-3H2
    Key: PTMLFFXFTRSBJW-UHFFFAOYSA-N
  • 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).

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.[1] When it is fed to ruminants, their methane production is diminished and they gain weight. Ruminants are some of the greatest contributors of methane, a significant greenhouse gas.

References

  1. ^ Hristov, A. N., et al., "An inhibitor persistently decreased enteric methane emission from dairy cows with no negative effect on milk production", Proc. Natl. Acad. Sci. U. S. A. 2015, volume 112, 10663-10668. doi:10.1073/pnas.1504124112
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