1.0 2010-04-08 22:06:40 UTC 2025-11-18 22:59:11 UTC FDB005417 Guanidino acetic acid Guanidino acetic acid, also known as guanidinoacetate or glycocyamine, belongs to alpha amino acids and derivatives class of compounds. Those 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. Guanidino acetic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Guanidino acetic acid can be found in apple and loquat, which makes guanidino acetic acid a potential biomarker for the consumption of these food products. Guanidino acetic acid can be found primarily in most biofluids, including cellular cytoplasm, feces, urine, and cerebrospinal fluid (CSF), as well as in human brain, kidney and liver tissues. In humans, guanidino acetic acid is involved in a couple of metabolic pathways, which include arginine and proline metabolism and glycine and serine metabolism. Guanidino acetic acid is also involved in several metabolic disorders, some of which include dihydropyrimidine dehydrogenase deficiency (DHPD), hyperprolinemia type II, prolinemia type II, and hyperornithinemia-hyperammonemia-homocitrullinuria [hhh-syndrome]. Moreover, guanidino acetic acid is found to be associated with chronic renal failure and schizophrenia. Guanidino acetic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Chronic Exposure: Kidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored. C3H7N3O2 117.1066 117.053826483 2-carbamimidamidoacetic acid glycocyamine 352-97-6 NC(=N)NCC(O)=O InChI=1S/C3H7N3O2/c4-3(5)6-1-2(7)8/h1H2,(H,7,8)(H4,4,5,6) BPMFZUMJYQTVII-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 Carboximidamides Carboxylic acids Guanidines Hydrocarbon derivatives Imines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Aliphatic acyclic compound Alpha-amino acid or derivatives Carbonyl group Carboximidamide Carboxylic acid Guanidine Hydrocarbon derivative Imine Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound N-amidino-amino acid glycine derivative logp -1.76 ALOGPS logs -1.45 ALOGPS solubility 4.19e+00 g/l ALOGPS logp -3.1 ChemAxon pka_strongest_acidic 3.37 ChemAxon pka_strongest_basic 12.24 ChemAxon iupac 2-carbamimidamidoacetic acid ChemAxon average_mass 117.1066 ChemAxon mono_mass 117.053826483 ChemAxon smiles NC(=N)NCC(O)=O ChemAxon formula C3H7N3O2 ChemAxon inchi InChI=1S/C3H7N3O2/c4-3(5)6-1-2(7)8/h1H2,(H,7,8)(H4,4,5,6) ChemAxon inchikey BPMFZUMJYQTVII-UHFFFAOYSA-N ChemAxon polar_surface_area 99.2 ChemAxon refractivity 36.72 ChemAxon polarizability 10.54 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Metabolism and Physiological Effects of Creatinine SMP0123283 Specdb::CMs 7057 Specdb::CMs 32218 Specdb::CMs 32219 Specdb::CMs 32220 Specdb::CMs 37310 Specdb::CMs 99536 Specdb::CMs 99537 Specdb::CMs 99538 Specdb::CMs 146593 Specdb::CMs 1051144 Specdb::CMs 1051146 Specdb::CMs 1051148 Specdb::CMs 1051149 Specdb::CMs 1051151 Specdb::CMs 1051153 Specdb::CMs 1051154 Specdb::MsIr 198 Specdb::MsIr 199 Specdb::MsIr 200 Specdb::NmrTwoD 1157 Specdb::NmrOneD 1099 Specdb::NmrOneD 1158 Specdb::NmrOneD 142410 Specdb::NmrOneD 142411 Specdb::NmrOneD 142412 Specdb::NmrOneD 142413 Specdb::NmrOneD 142414 Specdb::NmrOneD 142415 Specdb::NmrOneD 142416 Specdb::NmrOneD 142417 Specdb::NmrOneD 142418 Specdb::NmrOneD 142419 Specdb::NmrOneD 142420 Specdb::NmrOneD 142421 Specdb::NmrOneD 142422 Specdb::NmrOneD 142423 Specdb::NmrOneD 142424 Specdb::NmrOneD 142425 Specdb::NmrOneD 142426 Specdb::NmrOneD 142427 Specdb::NmrOneD 142428 Specdb::NmrOneD 142429 Specdb::MsMs 194 Specdb::MsMs 195 Specdb::MsMs 196 Specdb::MsMs 2991 Specdb::MsMs 2992 Specdb::MsMs 251490 Specdb::MsMs 251491 Specdb::MsMs 251492 Specdb::MsMs 271431 Specdb::MsMs 271432 Specdb::MsMs 271433 Specdb::MsMs 439251 Specdb::MsMs 448187 Specdb::MsMs 451885 Specdb::MsMs 2229276 Specdb::MsMs 2230196 Specdb::MsMs 2231639 Specdb::MsMs 2232536 Specdb::MsMs 2233794 Specdb::MsMs 2235128 Specdb::MsMs 2252616 Specdb::MsMs 2252834 Specdb::MsMs 2253651 Specdb::MsMs 2253849 Specdb::MsMs 2254720 HMDB0000128 Anatidae Type 1 specific Anatidae 8830 Apple Type 1 specific Malus pumila 283210 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 Loquat Type 1 specific Eriobotrya japonica 32224 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