Compound: glycocyamine
SMILES: O=C(O)CNC(=N)N
InChIKey: BPMFZUMJYQTVII-UHFFFAOYSA-N
Synonyms: glycocyamine, 352-97-6, guanidinoacetic acid, Guanidineacetic acid, Guanidoacetic acid, N-amidinoglycine, Betacyamine, Guanyl glycine, Betasyamine, guanidinoacetate, Guanidylacetic acid, glycine, N-(aminoiminomethyl)-, GLYCINE, N-AMIDINO-, Guanidine, (carboxymethyl)-, amidinoglycine, 2-(diaminomethylideneamino)acetic acid, Acetic acid, ((aminoiminomethyl)amino)-, 2-carbamimidamidoacetic acid, N-(aminoiminomethyl)-glycine, GO52O1A04E, NSC1901, NSC-1901, NSC-26360, NSC-227847, CHEBI:16344, 2-[[Amino(imino)methyl]amino]acetic acid, 2-((AMINO(IMINO)METHYL)AMINO)ACETIC ACID, Acetic acid, [(aminoiminomethyl)amino]-, CHEBI:131444, 2-(diaminomethylideneazaniumyl)acetate, RefChem:663881, 206-529-5, 2-Guanidinoacetic acid, Glykocyamin, N-Guanylglycine, N-[AMINO(IMINO)METHYL]GLYCINE, N-carbamimidoylglycine, N-(Aminoiminomethyl)glycine, GUANIDINO ACETATE, MFCD00004278, N-(carbamimidoyl)glycine, NSC 1901, (carbamimidamido)acetic acid, .alpha.-Guanidinoacetic acid, CHEMBL281593, n-amidino-glycine, NMG, EINECS 206-529-5, UNII-GO52O1A04E, Glucocyamine, Glycocyamin, Guanidoacetate, Guanidylacetate, Guanidineacetate, AI3-17119, a-Guanidinoacetate, b-Guanidinoacetate, beta-Guanidinoacetate, guanidine acetic acid, alpha-Guanidinoacetate, a-Guanidinoacetic acid, b-Guanidinoacetic acid, beta-Guanidinoacetic acid, GUANIDOACETIC_ACID, (carboxymethyl)-Guanidine, alpha-Guanidinoacetic acid, GLYCOCYAMINE [MI], bmse000384, Guanidineacetic acid, 99%, 2-(amidinoamino)acetic acid, SCHEMBL33970, SCHEMBL33971, 2-carbamimidamido-acetic acid, GLYCOCYAMINE [WHO-DD], Glycine, N-amidino- (8CI), GTPL5325, orb1303032, SCHEMBL11866140, SCHEMBL30542331, (Diaminomethylenamino)-essigsaure, DTXSID50861885, MSK8334, [(aminoiminomethyl)amino]-Acetate, HMS3604I10, GAA; Glycocyamine; Guanidinoacetate, NSC26360, AC2229, BDBM50021601, EBC-47551, NSC 26360, NSC227847, s6340, SBB028198, STL164350, [(aminoiminomethyl)amino]-Acetic acid, 2-[[Amino(imino)methyl]amino]acetate, AKOS005363765, DB02751, FG23711, HY-W021448, 2-[(diaminomethylidene)amino]acetic acid, ([Amino(imino)methyl]amino)acetic acid #, AS-10760, SY015122, DB-069193, CS-0040590, G0167, NS00009387, EN300-49151, C00581, F450285, Q2740979, Z586248684
Theoretical properties:
molecular_formula: C3H7N3O2
molecular_weight: 117.11 g/mol
exact_mass: 117.053826475 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 2
heavy_atom_count: 8
topological_polar_surface_area: 102 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 3.6 mg/mL at 15 °C
Descriptions:
pubchem: Guanidinoacetic acid is the N-amidino derivative of glycine. It has a role as a nutraceutical, a mouse metabolite, a bacterial metabolite, a human metabolite and a rat metabolite. It is a conjugate acid of a guanidinoacetate. It is a tautomer of a guanidinoacetic acid zwitterion.
chebi: The <em>N</em>-amidino derivative of glycine.
chembl: GUANIDINO ACETATE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Glycocyamine (or guanidinoacetate) is a metabolite of glycine in which the amino group has been converted into a guanidine by guanylation (transfer of a guanidine group from arginine). In vertebrate organism it is then transformed into creatine by methylation.
Glycocyamine is used as a supplement and as a feed additive in poultry farming. However, the metabolism of creatine from glycocyamine in the liver causes a depletion of methyl groups. This causes homocysteine levels to rise, which has been shown to produce cardiovascular and skeletal problems. Glycocyamine plays a role in the metabolism of the amino acids serine, threonine, and proline.