1.0 2011-09-21 00:09:37 UTC 2015-10-09 22:29:21 UTC FDB022178 Homocitrulline Homocitrulline is a metabolite that can be detected in larger amounts in the urine of individuals with urea cycle disorders (OMIM 238970). The accumulation of carbamylphosphate due to depleted supply of ornithine for the urea cycle may be responsible for the enhanced synthesis of homocitrulline and homoarginine in some cases (PMID 2474087). [HMDB] Homo-L-citrulline Homocitrulline L-Homocitrulline N-e-Carbamyl-L-lysine N-epsilon-Carbamyl-L-lysine N(6)-(Aminocarbonyl)-L-lysine N6-carbamoyl-L-Lysine N6-carbamoyl-Lysine C7H15N3O3 189.2123 189.111341361 (2S)-2-amino-6-(carbamoylamino)hexanoic acid homocitrulline 1190-49-4 N[C@@H](CCCCNC(N)=O)C(O)=O InChI=1S/C7H15N3O3/c8-5(6(11)12)3-1-2-4-10-7(9)13/h5H,1-4,8H2,(H,11,12)(H3,9,10,13)/t5-/m0/s1 XIGSAGMEBXLVJJ-YFKPBYRVSA-N belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-alpha-amino acids Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic acyclic compounds Amino acids Amino fatty acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Medium-chain fatty acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Ureas Aliphatic acyclic compound Amine Amino acid Amino fatty acid Carbonic acid derivative Carbonyl group Carboxylic acid Fatty acid Fatty acyl Hydrocarbon derivative L-alpha-amino acid Medium-chain fatty acid Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Urea L-lysine derivative non-proteinogenic L-alpha-amino acid ureas Solid logp -3.13 ALOGPS logs -1.19 ALOGPS solubility 1.21e+01 g/l ALOGPS logp -3.5 ChemAxon pka_strongest_acidic 2.35 ChemAxon pka_strongest_basic 9.53 ChemAxon iupac (2S)-2-amino-6-(carbamoylamino)hexanoic acid ChemAxon average_mass 189.2123 ChemAxon mono_mass 189.111341361 ChemAxon smiles N[C@@H](CCCCNC(N)=O)C(O)=O ChemAxon formula C7H15N3O3 ChemAxon inchi InChI=1S/C7H15N3O3/c8-5(6(11)12)3-1-2-4-10-7(9)13/h5H,1-4,8H2,(H,11,12)(H3,9,10,13)/t5-/m0/s1 ChemAxon inchikey XIGSAGMEBXLVJJ-YFKPBYRVSA-N ChemAxon polar_surface_area 118.44 ChemAxon refractivity 45.93 ChemAxon polarizability 19.49 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 4 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1420 Specdb::MsIr 22 Specdb::MsIr 37 Specdb::MsIr 49 Specdb::MsIr 733 Specdb::MsIr 734 Specdb::MsIr 735 Specdb::CMs 599 Specdb::CMs 22236 Specdb::CMs 30438 Specdb::CMs 37693 Specdb::CMs 137587 Specdb::CMs 145321 Specdb::CMs 1072404 Specdb::CMs 1072406 Specdb::CMs 1072408 Specdb::CMs 1072410 Specdb::CMs 1072412 Specdb::CMs 1072414 Specdb::CMs 1072416 Specdb::NmrOneD 2180 Specdb::NmrOneD 2869 Specdb::NmrOneD 316461 Specdb::NmrOneD 316462 Specdb::NmrOneD 316463 Specdb::NmrOneD 316464 Specdb::NmrOneD 316465 Specdb::NmrOneD 316466 Specdb::NmrOneD 316467 Specdb::NmrOneD 316468 Specdb::NmrOneD 316469 Specdb::NmrOneD 316470 Specdb::NmrOneD 316471 Specdb::NmrOneD 316472 Specdb::NmrOneD 316473 Specdb::NmrOneD 316474 Specdb::NmrOneD 316475 Specdb::NmrOneD 316476 Specdb::NmrOneD 316477 Specdb::NmrOneD 316478 Specdb::NmrOneD 316479 Specdb::NmrOneD 316480 Specdb::MsMs 942 Specdb::MsMs 943 Specdb::MsMs 944 Specdb::MsMs 315370 Specdb::MsMs 315371 Specdb::MsMs 315372 Specdb::MsMs 361327 Specdb::MsMs 361328 Specdb::MsMs 361329 Specdb::MsMs 2226235 Specdb::MsMs 2228487 Specdb::MsMs 2231637 Specdb::MsMs 2232538 Specdb::MsMs 2252281 Specdb::MsMs 2252824 Specdb::MsMs 2253663 Specdb::MsMs 2254192 Specdb::MsMs 2254396 Specdb::MsMs 2254844 Specdb::MsMs 2255714 Specdb::MsMs 2256193 Specdb::MsMs 2256320 Specdb::MsMs 2256801 Specdb::MsMs 2257802 Specdb::MsMs 2258246 HMDB00679 17443 #<Reference:0x000055ac3ee7d7a0> #<Reference:0x000055ac3ee7d5e8> #<Reference:0x000055ac3ee7d408> #<Reference:0x000055ac3ee7d250> #<Reference:0x000055ac3ee7d020> #<Reference:0x000055ac3ee7ce40> #<Reference:0x000055ac3ee7cb98> #<Reference:0x000055ac3ee7c9b8> #<Reference:0x000055ac3ee7c800> #<Reference:0x000055ac3ee7c648> #<Reference:0x000055ac3ee7c490> #<Reference:0x000055ac3ee7c2d8> #<Reference:0x000055ac3ee7c120> #<Reference:0x000055ac3ee6fdf8> 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