1.0 2011-09-21 01:47:03 UTC 2015-07-21 06:59:34 UTC FDB028903 N-Carbamoylsarcosine N-Carbamoylsarcosine is an intermediate in arginine and proline metabolism. It is also involved in a metabolic pathway for the degradation of creatinine. In this pathway, creatinine is not hydrolyzed back to creatine. Instead, it is deaminated to N-methylhydantoin, releasing an amonia molecule, by the action of creatinine deaminase (also known as creatinine iminohydrolase). N-methylhydantoin is then hydrolyzed to N-carbamoylsarcosine, by the action of N-methylhydantoin amidohydrolase, at the expense of one ATP molecule. N-carbamoylsarcosine is deaminated further to sarcosine by N-carbamoylsarcosine amidohydrolase, releasing a second ammonia molecule. In the last step of this pathway, sarcosine is hydrolyzed to glycine and formaldehyde, by either sarcosine dehydrogenase or sarcosine oxidase. [HMDB] [carbamoyl(methyl)amino]acetic acid Carbamoyl sarcosine Carbamoyl-sarcosine CMS C4H8N2O3 132.1179 132.053492132 2-[(C-hydroxycarbonimidoyl)(methyl)amino]acetic acid [C-hydroxycarbonimidoyl(methyl)amino]acetic acid CN(CC(O)=O)C(O)=N InChI=1S/C4H8N2O3/c1-6(4(5)9)2-3(7)8/h2H2,1H3,(H2,5,9)(H,7,8) SREKYKXYSQMOIB-UHFFFAOYSA-N belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Alpha amino acids and derivatives Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Ureas Aliphatic acyclic compound Alpha-amino acid or derivatives Carbonic acid derivative Carbonyl group Carboxylic acid Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Urea glycine derivative Solid logp -1.20 ALOGPS logs -1.54 ALOGPS solubility 3.83e+00 g/l ALOGPS logp -2.1 ChemAxon pka_strongest_acidic 2.64 ChemAxon pka_strongest_basic 9.38 ChemAxon iupac 2-[(C-hydroxycarbonimidoyl)(methyl)amino]acetic acid ChemAxon average_mass 132.1179 ChemAxon mono_mass 132.053492132 ChemAxon smiles CN(CC(O)=O)C(O)=N ChemAxon formula C4H8N2O3 ChemAxon inchi InChI=1S/C4H8N2O3/c1-6(4(5)9)2-3(7)8/h2H2,1H3,(H2,5,9)(H,7,8) ChemAxon inchikey SREKYKXYSQMOIB-UHFFFAOYSA-N ChemAxon polar_surface_area 84.62 ChemAxon refractivity 40.36 ChemAxon polarizability 11.78 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 2744 Specdb::MsIr 2745 Specdb::MsIr 2746 Specdb::NmrOneD 96798 Specdb::NmrOneD 96799 Specdb::NmrOneD 96800 Specdb::NmrOneD 96801 Specdb::NmrOneD 96802 Specdb::NmrOneD 96803 Specdb::NmrOneD 96804 Specdb::NmrOneD 96805 Specdb::NmrOneD 96806 Specdb::NmrOneD 96807 Specdb::NmrOneD 96808 Specdb::NmrOneD 96809 Specdb::NmrOneD 96810 Specdb::NmrOneD 96811 Specdb::NmrOneD 96812 Specdb::NmrOneD 96813 Specdb::NmrOneD 96814 Specdb::NmrOneD 96815 Specdb::NmrOneD 96816 Specdb::NmrOneD 96817 Specdb::CMs 39888 Specdb::CMs 71108 Specdb::CMs 131328 Specdb::CMs 139062 Specdb::MsMs 29057 Specdb::MsMs 29058 Specdb::MsMs 29059 Specdb::MsMs 35615 Specdb::MsMs 35616 Specdb::MsMs 35617 Specdb::MsMs 2820225 Specdb::MsMs 2820226 Specdb::MsMs 2820227 Specdb::MsMs 2857959 Specdb::MsMs 2857960 Specdb::MsMs 2857961 HMDB12265 15737 CMS #<Reference:0x000055ce306a6b58> #<Reference:0x000055ce306a64a0> #<Reference:0x000055ce306a60e0> #<Reference:0x000055ce306a5a00> #<Reference:0x000055ce306a5758> #<Reference:0x000055ce306a5460> #<Reference:0x000055ce306a50f0> #<Reference:0x000055ce306a4bc8> #<Reference:0x000055ce306a4510> #<Reference:0x000055ce306a4218> #<Reference:0x000055ce306a3de0> #<Reference:0x000055ce306a39a8> #<Reference:0x000055ce306a3480> #<Reference:0x000055ce306a2cd8> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823