N-Acetylglutamic acid

N-Acetylglutamic acid
Names
	IUPAC name 2-Acetamidopentanedioic acid
	Other names Acetylglutamic acid
Identifiers
CAS Number	5817-08-3 ; 19146-55-5 R ; 1188-37-0 S ;
3D model (JSmol)	Interactive image;
Abbreviations	N-Acetyl-Glu; NAcGlu; Ac-Glu-OH;
Beilstein Reference	1727473 S
ChEBI	CHEBI:17533 ;
ChemSpider	180 ; 1272049 R ; 64077 S ;
DrugBank	DB04075 ;
ECHA InfoCard	100.024.899
EC Number	227-388-6;
KEGG	C00624 ;
MeSH	N-acetylglutamate
PubChem CID	185; 1560015 R; 70914 S;
RTECS number	LZ9725000 S;
UNII	MA61H539YZ S ;
CompTox Dashboard (EPA)	DTXSID00859595 ;
	InChI InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13) Key: RFMMMVDNIPUKGG-UHFFFAOYSA-N ; InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m1/s1 Key: RFMMMVDNIPUKGG-RXMQYKEDSA-N; InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m0/s1 Key: RFMMMVDNIPUKGG-YFKPBYRVSA-N;
	SMILES CC(=O)NC(CCC(=O)O)C(=O)O;
Properties
Chemical formula	C7H11NO5
Molar mass	189.167 g·mol−1
Appearance	White crystals
Density	1 g mL−1
Melting point	191 to 194 °C (376 to 381 °F; 464 to 467 K)
Solubility in water	36 g L−1
Hazards
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	>7 g kg−1 (oral, rat)
Related compounds
Related alkanoic acids	N-Acetylaspartic acid; Aceglutamide; Citrulline; Pivagabine;
Related compounds	Bromisoval; Carbromal;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

N-Acetylglutamic acid (also referred to as N-acetylglutamate, abbreviated NAG, chemical formula C₇H₁₁NO₅) is biosynthesized from glutamate and acetylornithine by ornithine acetyltransferase, and from glutamic acid and acetyl-CoA by the enzyme N-acetylglutamate synthase. The reverse reaction, hydrolysis of the acetyl group, is catalyzed by a specific hydrolase. It is the first intermediate involved in the biosynthesis of arginine in prokaryotes and simple eukaryotes and a regulator in the process known as the urea cycle that converts toxic ammonia to urea for excretion from the body in vertebrates.