1.02010-04-08 22:06:40 UTC2019-11-26 03:00:33 UTCFDB005417Guanidino acetic acidGuanidino 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.C3H7N3O2117.1066117.0538264832-carbamimidamidoacetic acidglycocyamine352-97-6NC(=N)NCC(O)=OInChI=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 derivativesOrganic compoundsOrganic acids and derivativesCarboxylic acids and derivativesAmino acids, peptides, and analoguesAliphatic acyclic compoundsCarbonyl compoundsCarboximidamidesCarboxylic acidsGuanidinesHydrocarbon derivativesIminesMonocarboxylic acids and derivativesOrganic oxidesOrganopnictogen compoundsAliphatic acyclic compoundAlpha-amino acid or derivativesCarbonyl groupCarboximidamideCarboxylic acidGuanidineHydrocarbon derivativeImineMonocarboxylic acid or derivativesOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundN-amidino-amino acidglycine derivativelogp-1.76logs-1.45solubility4.19e+00 g/llogp-3.1pka_strongest_acidic3.37pka_strongest_basic12.24iupac2-carbamimidamidoacetic acidaverage_mass117.1066mono_mass117.053826483smilesNC(=N)NCC(O)=OformulaC3H7N3O2inchiInChI=1S/C3H7N3O2/c4-3(5)6-1-2(7)8/h1H2,(H,7,8)(H4,4,5,6)inchikeyBPMFZUMJYQTVII-UHFFFAOYSA-Npolar_surface_area99.2refractivity36.72polarizability10.54rotatable_bond_count2acceptor_count5donor_count4physiological_charge0formal_charge0Specdb::NmrTwoD1157Specdb::MsIr198Specdb::MsIr199Specdb::MsIr200Specdb::NmrOneD1099Specdb::NmrOneD1158Specdb::NmrOneD142410Specdb::NmrOneD142411Specdb::NmrOneD142412Specdb::NmrOneD142413Specdb::NmrOneD142414Specdb::NmrOneD142415Specdb::NmrOneD142416Specdb::NmrOneD142417Specdb::NmrOneD142418Specdb::NmrOneD142419Specdb::NmrOneD142420Specdb::NmrOneD142421Specdb::NmrOneD142422Specdb::NmrOneD142423Specdb::NmrOneD142424Specdb::NmrOneD142425Specdb::NmrOneD142426Specdb::NmrOneD142427Specdb::NmrOneD142428Specdb::NmrOneD142429Specdb::CMs7057Specdb::CMs32218Specdb::CMs32219Specdb::CMs32220Specdb::CMs37310Specdb::CMs99536Specdb::CMs99537Specdb::CMs99538Specdb::CMs146593Specdb::CMs1051144Specdb::CMs1051146Specdb::CMs1051148Specdb::CMs1051149Specdb::CMs1051151Specdb::CMs1051153Specdb::CMs1051154Specdb::MsMs194Specdb::MsMs195Specdb::MsMs196Specdb::MsMs2991Specdb::MsMs2992Specdb::MsMs251490Specdb::MsMs251491Specdb::MsMs251492Specdb::MsMs271431Specdb::MsMs271432Specdb::MsMs271433Specdb::MsMs439251Specdb::MsMs448187Specdb::MsMs451885Specdb::MsMs2229276Specdb::MsMs2230196Specdb::MsMs2231639Specdb::MsMs2232536Specdb::MsMs2233794Specdb::MsMs2235128Specdb::MsMs2252616Specdb::MsMs2252834Specdb::MsMs2253651Specdb::MsMs2253849Specdb::MsMs2254720AnatidaeType 1specificAnatidae8830AppleType 1specificMalus pumila283210BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796LoquatType 1specificEriobotrya japonica32224Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823