1.0 2016-09-30 22:29:28 UTC 2020-05-11 20:52:44 UTC BMDB0000370 BMDB00370 2-Amino-3-phosphonopropionic acid 2-Amino-3-phosphono-propanoic acid 2-Amino-3-phosphono-propionic acid 2-Amino-3-phosphopropionic acid 2-Amino-3-phosprop 2-AP3 2-Azanyl-3-phosphono-propanoic acid Phosphonoalanine 2-Amino-3-phosphono-propanoate 2-Amino-3-phosphono-propionate 2-Amino-3-phosphopropionate 2-Azanyl-3-phosphono-propanoate 2-Amino-3-phosphonopropionate 2-Amino-3-phosphonopropionic acid, (DL)-isomer 2-Amino-3-phosphonopropionic acid, sodium salt 3-Phosphono-L-alanine L-AP3 1-Amino-3-(phosphohydroxy)propan-2-one 1-Amino-propan-2-one-3-phosphate 2-Amino-3-phosphonopropanoate 2-Amino-3-phosphonopropanoic acid 3-Amino-2-oxopropyl phosphate D-Alanyl-phosphate Glyphosate C3H8NO5P 169.0731 169.014008883 2-amino-3-phosphonopropanoic acid phosphonoalanine 5652-28-8 NC(CP(O)(O)=O)C(O)=O InChI=1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9) LBTABPSJONFLPO-UHFFFAOYSA-N belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Alpha amino acids Amino acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organic phosphonic acids Organophosphorus compounds Organopnictogen compounds Aliphatic acyclic compound Alpha-amino acid Amine Amino acid Carbonyl group Carboxylic acid Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organophosphonic acid Organophosphonic acid derivative Organophosphorus compound Organopnictogen compound Primary aliphatic amine Primary amine Aliphatic acyclic compounds alanine derivative non-proteinogenic alpha-amino acid Solid logp -2.49 ALOGPS logs -0.69 ALOGPS logp -3.8 ChemAxon pka_strongest_acidic 1.4 ChemAxon pka_strongest_basic 9.83 ChemAxon iupac 2-amino-3-phosphonopropanoic acid ChemAxon average_mass 169.0731 ChemAxon mono_mass 169.014008883 ChemAxon smiles NC(CP(O)(O)=O)C(O)=O ChemAxon formula C3H8NO5P ChemAxon inchi InChI=1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9) ChemAxon inchikey LBTABPSJONFLPO-UHFFFAOYSA-N ChemAxon polar_surface_area 120.85 ChemAxon refractivity 31.08 ChemAxon polarizability 12.85 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -1 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::NmrTwoD 1290 Specdb::CMs 1436 Specdb::CMs 2682 Specdb::CMs 31135 Specdb::CMs 37473 Specdb::CMs 134693 Specdb::CMs 142427 Specdb::CMs 1059787 Specdb::CMs 1059788 Specdb::CMs 1059790 Specdb::CMs 1059792 Specdb::CMs 1059794 Specdb::MsIr 457 Specdb::MsIr 458 Specdb::MsIr 459 Specdb::NmrOneD 1348 Specdb::NmrOneD 5136 Specdb::NmrOneD 5137 Specdb::NmrOneD 6642 Specdb::NmrOneD 6643 Specdb::NmrOneD 6644 Specdb::NmrOneD 6645 Specdb::NmrOneD 6646 Specdb::NmrOneD 6647 Specdb::NmrOneD 6648 Specdb::NmrOneD 6649 Specdb::NmrOneD 6650 Specdb::NmrOneD 6651 Specdb::NmrOneD 6652 Specdb::NmrOneD 6653 Specdb::NmrOneD 6654 Specdb::NmrOneD 6655 Specdb::NmrOneD 6656 Specdb::NmrOneD 6657 Specdb::NmrOneD 6658 Specdb::NmrOneD 6659 Specdb::NmrOneD 6660 Specdb::NmrOneD 6661 Specdb::NmrOneD 166587 Specdb::MsMs 585 Specdb::MsMs 586 Specdb::MsMs 587 Specdb::MsMs 4036 Specdb::MsMs 4037 Specdb::MsMs 4038 Specdb::MsMs 4039 Specdb::MsMs 4040 Specdb::MsMs 4041 Specdb::MsMs 4042 Specdb::MsMs 4043 Specdb::MsMs 4044 Specdb::MsMs 4045 Specdb::MsMs 182700 Specdb::MsMs 182701 Specdb::MsMs 182702 Specdb::MsMs 183048 Specdb::MsMs 183049 Specdb::MsMs 183050 Specdb::MsMs 437231 Specdb::MsMs 437232 Specdb::MsMs 437233 Specdb::MsMs 437234 Specdb::MsMs 437235 Specdb::MsMs 445701 Epidermis 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 Fibroblasts 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 Intestine 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 Liver 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 Spleen 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 3723 FDB021989 C05672 3857 28388 5359 Smith, Edward C. R.; McQuaid, Loretta A.; Paschal, Jonathan W.; DeHoniesto, Juel. An enantioselective synthesis of D-(-)- and L-(+)-2-amino-3-phosphonopropanoic acid. Journal of Organic Chemistry (1990), 55(14), 4472-4.