1.0 2010-04-08 22:06:40 UTC 2025-11-18 22:59:10 UTC FDB005408 gamma-Guanidinobutyric acid 4-guanidinobutanoic acid, also known as gamma-guanidinobutyrate or 4-(carbamimidamido)butanoate, belongs to gamma amino acids and derivatives class of compounds. Those are amino acids having a (-NH2) group attached to the gamma carbon atom. 4-guanidinobutanoic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 4-guanidinobutanoic acid can be found in apple, french plantain, and loquat, which makes 4-guanidinobutanoic acid a potential biomarker for the consumption of these food products. 4-guanidinobutanoic acid can be found primarily in blood, cerebrospinal fluid (CSF), and urine, as well as in human prostate tissue. 4-guanidinobutanoic acid exists in all eukaryotes, ranging from yeast to humans. Moreover, 4-guanidinobutanoic acid is found to be associated with cirrhosis. C5H11N3O2 145.1597 145.085126611 4-[(diaminomethylidene)amino]butanoic acid 4-[(diaminomethylidene)amino]butanoic acid NC(N)=NCCCC(O)=O InChI=1S/C5H11N3O2/c6-5(7)8-3-1-2-4(9)10/h1-3H2,(H,9,10)(H4,6,7,8) TUHVEAJXIMEOSA-UHFFFAOYSA-N belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. Gamma 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 Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Straight chain fatty acids Aliphatic acyclic compound Carbonyl group Carboximidamide Carboxylic acid Fatty acid Fatty acyl Gamma amino acid or derivatives Guanidine Hydrocarbon derivative Monocarboxylic acid or derivatives Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Propargyl-type 1,3-dipolar organic compound Straight chain fatty acid guanidines logp -1.52 ALOGPS logs -1.72 ALOGPS solubility 2.78e+00 g/l ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 4.24 ChemAxon pka_strongest_basic 12.07 ChemAxon iupac 4-[(diaminomethylidene)amino]butanoic acid ChemAxon average_mass 145.1597 ChemAxon mono_mass 145.085126611 ChemAxon smiles NC(N)=NCCCC(O)=O ChemAxon formula C5H11N3O2 ChemAxon inchi InChI=1S/C5H11N3O2/c6-5(7)8-3-1-2-4(9)10/h1-3H2,(H,9,10)(H4,6,7,8) ChemAxon inchikey TUHVEAJXIMEOSA-UHFFFAOYSA-N ChemAxon polar_surface_area 101.7 ChemAxon refractivity 35.88 ChemAxon polarizability 14.71 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1908 Specdb::MsIr 1987 Specdb::MsIr 1988 Specdb::MsIr 1989 Specdb::CMs 3295 Specdb::CMs 38609 Specdb::CMs 132718 Specdb::CMs 140452 Specdb::MsMs 2319 Specdb::MsMs 2320 Specdb::MsMs 2321 Specdb::MsMs 5971 Specdb::MsMs 5972 Specdb::MsMs 5973 Specdb::MsMs 5974 Specdb::MsMs 5975 Specdb::MsMs 5976 Specdb::MsMs 5977 Specdb::MsMs 5978 Specdb::MsMs 5979 Specdb::MsMs 5980 Specdb::MsMs 179850 Specdb::MsMs 179851 Specdb::MsMs 179852 Specdb::MsMs 182184 Specdb::MsMs 182185 Specdb::MsMs 182186 Specdb::MsMs 437716 Specdb::MsMs 437717 Specdb::MsMs 437718 Specdb::MsMs 437719 Specdb::MsMs 437720 Specdb::MsMs 438617 Specdb::NmrOneD 1973 Specdb::NmrOneD 4920 Specdb::NmrOneD 4921 Specdb::NmrOneD 149520 Specdb::NmrOneD 149521 Specdb::NmrOneD 149522 Specdb::NmrOneD 149523 Specdb::NmrOneD 149524 Specdb::NmrOneD 149525 Specdb::NmrOneD 149526 Specdb::NmrOneD 149527 Specdb::NmrOneD 149528 Specdb::NmrOneD 149529 Specdb::NmrOneD 149530 Specdb::NmrOneD 149531 Specdb::NmrOneD 149532 Specdb::NmrOneD 149533 Specdb::NmrOneD 149534 Specdb::NmrOneD 149535 Specdb::NmrOneD 149536 Specdb::NmrOneD 149537 Specdb::NmrOneD 149538 Specdb::NmrOneD 149539 HMDB0003464 Apple Type 1 specific Malus pumila 283210 French plantain Type 1 specific Musa X paradisiaca 89151 Loquat Type 1 specific Eriobotrya japonica 32224