3-Nitrooxypropanol

3-Nitrooxypropanol
Names
	Preferred IUPAC name 3-Hydroxypropyl nitrate
	Other names Bovaer, 3-NOP, 3NOP, abrucomstat
Identifiers
CAS Number	100502-66-7 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1817841;
ChemSpider	8187468;
ECHA InfoCard	100.225.103
EC Number	695-997-8;
PubChem CID	10011893;
UNII	582N19CWP9 ;
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	121.092 g·mol−1
Appearance	Colorless liquid
Density	1.12 g/cm3
Melting point	−20 °C (−4 °F; 253 K)
Boiling point	120 °C (248 °F; 393 K)
Solubility in water	Soluble
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Irritant to skin and eyes, harmful if inhaled
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H242, H302, H315, H318, H319, H335, H361
Precautionary statements	P203, P210, P234, P240, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403, P403+P233, P405, P410, P411, P420, P501
	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 as 3-NOP or 3NOP) is a synthetic organic compound with the formula HOCH₂CH₂CH₂ONO₂. It is the mononitrate ester of 1,3-propanediol and acts as an enzyme inhibitor that specifically targets methyl coenzyme M reductase (MCR), the enzyme that catalyzes the final step of methanogenesis in microbes living in the digestive system of ruminants, such as cows and sheep.

When added to the feed of ruminant animals, it significantly lowers methane emissions by inhibiting the activity of MCR without being incorporated into milk or meat. It causes a slight increase in feed conversion without affecting raw yields. Studies have demonstrated that methane output is lowered by 30%.