Navigation

name Structure Reference Source Properties Activities Metabolism

Guanidinoacetic acid

AlkaPlorer ID: AK020399

Synonym: N-(Aminoiminomethyl)glycine, Glycocyamine, N-Guanylglycine, [(Aminoiminomethyl)amino]acetic acid, Guanidineacetic acid, (Carboxymethyl)guanidine 

IUPAC Name: 2-(diaminomethylideneamino)acetic acid

Structure

SMILES: N=C(N)NCC(=O)O

copy

InChI: InChI=1S/C3H7N3O2/c4-3(5)6-1-2(7)8/h1H2,(H,7,8)(H4,4,5,6)

copy

InChIKey: BPMFZUMJYQTVII-UHFFFAOYSA-N

copy

Properties Information

Molecule Weight: 117.108

TPSA？: 99.2

MolLogP？: -1.4459299999999995

Number of H-Donors: 4

Number of H-Acceptors: 2

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Proton-coupled amino acid transporter 1 Ki 1500000.0 nM 10.1016/j.bmc.2011.08.058
Homo sapiens Proton-coupled amino acid transporter 1 pKi -0.15 mM 10.1016/j.bmc.2011.08.058
Homo sapiens Tryptase beta-1 Inhibition -3.0 % 10.1016/j.bmcl.2005.01.048
Rattus norvegicus GABA-A receptor; anion channel IC50 2100.0 nM 10.1021/jm00385a003
None Unchecked MISS T/C 0.62 None 10.1021/jm000094n
None Unchecked MISS T/C 0.62 None 10.1021/jm000095f

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT000067 *C(=O)CC(=O)O.*C(=O)[C@@H](N)C(=O)O.N=C(N)NCC(=O)O.NC(=O)OP(=O)(O)O.N[C@@H](CCC(=O)O)C(=O)O>>N=C1NC(C[C@H](O)CCC[C@H](N)[C@H](N)C(=O)O)CN1C(N)=O RXN-16911
AKRT012631 C[33S].N=C(N)NCC(=O)O>>CN(CC(=O)O)C(=N)N None
AKRT014621 C[SAH].N=C(N)NCC(=O)O>>CN(CC(=O)O)C(=N)N GUANIDINOACETATE-N-METHYLTRANSFERASE-RXN
AKRT015846 N=C(N)NC(C(=O)O)P(=O)(O)O>>N=C(N)NCC(=O)O enzymemap_47757
AKRT015847 N=C(N)NCC(=O)O.NCCC[C@H](N)C(=O)O>>N=C(N)NCCC[C@H](N)C(=O)O R00565
AKRT015848 N=C(N)NCC(=O)O.NCCC[C@H](N)C(=O)O>>N=C(N)NCCC[C@H](N)C(=O)O.NCC(=O)O None
AKRT015849 N=C(N)NCC(=O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>N=C(NCC(=O)O)NP(=O)(O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT015850 N=C(N)NCC(=O)O>>*C(=O)CNC(=N)N RXN-20452
AKRT015851 N=C(N)NCC(=O)O>>N=C(N)NC(C(=O)O)P(=O)(O)O enzymemap_47756
AKRT015852 N=C(N)NCC(=O)O>>N=C(N)NO enzymemap_28161
AKRT015853 N=C(N)NCC(=O)O>>N=C(NCC(=O)O)NP(=O)(O)O R02575
AKRT015854 N=C(N)NCC(=O)O>>NC(N)=O enzymemap_78967
AKRT015855 N=C(N)NCC(=O)O>>NCC(=O)O R00565
AKRT016028 N=C(N)NCCC[C@H](N)C(=O)O.NCC(=O)O>>N=C(N)NCC(=O)O GLYCINE-AMIDINOTRANSFERASE-RXN
AKRT016270 N=C(NCC(=O)O)NP(=O)(O)O>>N=C(N)NCC(=O)O R02575
AKRT017623 NCC(=O)O.N=C(N)NCCCC[C@H](N)C(=O)O>>N=C(N)NCC(=O)O enzymemap_28162
AKRT017624 NCC(=O)O.N=C(N)NCCC[C@H](N)C(=O)O>>N=C(N)NCC(=O)O enzymemap_28150
AKRT017625 NCC(=O)O.N=C(N)NO>>N=C(N)NCC(=O)O enzymemap_28157
AKRT017626 NCC(=O)O.N=C(N)NOCC[C@H](N)C(=O)O>>N=C(N)NCC(=O)O enzymemap_28159
AKRT018078 NCCCC[C@H](N)C(=O)O.N=C(N)NCC(=O)O>>N=C(N)NCCCC[C@H](N)C(=O)O enzymemap_28162
AKRT018243 NCCC[C@H](N)C(=O)O.N=C(N)NCC(=O)O>>N=C(N)NCCC[C@H](N)C(=O)O enzymemap_28150
AKRT018552 NOCC[C@H](N)C(=O)O.N=C(N)NCC(=O)O>>N=C(N)NOCC[C@H](N)C(=O)O enzymemap_28159