1.0 2016-09-30 23:04:50 UTC 2020-05-11 20:49:19 UTC BMDB0003464 BMDB03464 4-Guanidinobutanoic acid 4-Guanidinobutanoate 4-Guanidinobutyric acid gamma-Guanidinobutyrate gamma-Guanidinobutyric acid 4-Guanidinobutyrate g-Guanidinobutyrate g-Guanidinobutyric acid Γ-guanidinobutyrate Γ-guanidinobutyric acid 4-(Carbamimidamido)butanoate 4-(Carbamimidamido)butanoic acid gamma-Guanidinobutyrate, monosodium salt 4-[(Aminoiminomethyl)amino]butanoate 4-[(Aminoiminomethyl)amino]butanoic acid N-(4-Butanoate)guanidine N-(4-Butanoic acid)guanidine gamma-Guanidinebutyrate gamma-Guanidinebutyric acid Γ-guanidinebutyrate Γ-guanidinebutyric acid 4-Guanidinobutanoic acid C5H11N3O2 145.1597 145.085126611 4-[(diaminomethylidene)amino]butanoic acid 4-[(diaminomethylidene)amino]butanoic acid 463-00-3 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. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Gamma amino acids and derivatives 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 Aliphatic acyclic compounds guanidines Solid logp -1.52 ALOGPS logs -1.72 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 number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 3295 Specdb::CMs 38609 Specdb::CMs 132718 Specdb::CMs 140452 Specdb::NmrTwoD 1908 Specdb::MsIr 1987 Specdb::MsIr 1988 Specdb::MsIr 1989 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 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Prostate Tissue Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C01035 FDB005408 486 500 15728 CPD-592 6938 Pisano, John J.; Mitoma, Chozo; Udenfriend, Sidney. Biosynthesis of g-guanidinobutyric acid from g-aminobutyric acid and arginine. Nature (London, United Kingdom) (1957), 180 1125-6.