3-Nitrooxypropanol

3-Nitrooxypropanol
Names
	IUPAC name 3-Hydroxypropyl nitrate
Identifiers
CAS Number	100502-66-7;
3D model (JSmol)	Interactive image;
ChemSpider	8187468;
ECHA InfoCard	100.225.103
PubChem CID	10011893;
CompTox Dashboard (EPA)	DTXSID10760800 ;
	InChI 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
Chemical formula	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

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.

References

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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