1.0 2016-09-30 22:27:19 UTC 2020-05-19 22:01:32 UTC BMDB0000245 BMDB00245 Porphobilinogen Porphobilinogen, also known as PBG, belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. Porphobilinogen is possibly soluble (in water) and a very strong basic compound (based on its pKa). Porphobilinogen exists in all living species, ranging from bacteria to humans. Porphobilinogen can be biosynthesized from 5-aminolevulinic acid through its interaction with the enzyme Delta-aminolevulinic acid dehydratase. In cattle, porphobilinogen is involved in the metabolic pathway called the porphyrin metabolism pathway. Porphobilinogen is a potentially toxic compound. 5-(Aminomethyl)-4-(carboxymethyl)-pyrrole-3-propionate 5-(Aminomethyl)-4-(carboxymethyl)-pyrrole-3-propionic acid PBG Porphobilinogen C10H14N2O4 226.2292 226.095356946 3-[5-(aminomethyl)-4-(carboxymethyl)-1H-pyrrol-3-yl]propanoic acid porphobilinogen 487-90-1 NCC1=C(CC(O)=O)C(CCC(O)=O)=CN1 InChI=1S/C10H14N2O4/c11-4-8-7(3-10(15)16)6(5-12-8)1-2-9(13)14/h5,12H,1-4,11H2,(H,13,14)(H,15,16) QSHWIQZFGQKFMA-UHFFFAOYSA-N belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. Organic compounds Organic nitrogen compounds Organonitrogen compounds Amines Aralkylamines Amino acids Azacyclic compounds Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Heteroaromatic compounds Hydrocarbon derivatives Monoalkylamines Organic oxides Organopnictogen compounds Substituted pyrroles Amino acid Amino acid or derivatives Aralkylamine Aromatic heteromonocyclic compound Azacycle Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Heteroaromatic compound Hydrocarbon derivative Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Pyrrole Substituted pyrrole Aromatic heteromonocyclic compounds aralkylamino compound dicarboxylic acid pyrroles Solid logp -2.40 ALOGPS logs -1.92 ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 3.66 ChemAxon pka_strongest_basic 8.78 ChemAxon iupac 3-[5-(aminomethyl)-4-(carboxymethyl)-1H-pyrrol-3-yl]propanoic acid ChemAxon average_mass 226.2292 ChemAxon mono_mass 226.095356946 ChemAxon smiles NCC1=C(CC(O)=O)C(CCC(O)=O)=CN1 ChemAxon formula C10H14N2O4 ChemAxon inchi InChI=1S/C10H14N2O4/c11-4-8-7(3-10(15)16)6(5-12-8)1-2-9(13)14/h5,12H,1-4,11H2,(H,13,14)(H,15,16) ChemAxon inchikey QSHWIQZFGQKFMA-UHFFFAOYSA-N ChemAxon polar_surface_area 116.41 ChemAxon refractivity 56.38 ChemAxon polarizability 22.56 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Porphyrin Metabolism SMP0087243 Specdb::MsMs 415 Specdb::MsMs 416 Specdb::MsMs 417 Specdb::MsMs 21143 Specdb::MsMs 21144 Specdb::MsMs 21145 Specdb::MsMs 22694 Specdb::MsMs 22695 Specdb::MsMs 22696 Specdb::MsMs 1471172 Specdb::MsMs 1471192 Specdb::MsMs 1471325 Specdb::MsMs 1471885 Specdb::MsMs 1471886 Specdb::MsMs 1471887 Specdb::MsMs 1471888 Specdb::MsMs 1471889 Specdb::MsMs 1471890 Specdb::MsMs 1471891 Specdb::MsMs 1471892 Specdb::MsMs 1471893 Specdb::MsMs 1471894 Specdb::MsMs 1471895 Specdb::MsMs 1471896 Specdb::MsMs 1471897 Specdb::CMs 1965 Specdb::CMs 2545 Specdb::CMs 31101 Specdb::CMs 37384 Specdb::CMs 173746 Specdb::CMs 1055294 Specdb::CMs 1055296 Specdb::CMs 1055298 Specdb::CMs 1055300 Specdb::CMs 1055301 Specdb::CMs 1055303 Specdb::CMs 1055305 Specdb::CMs 1055307 Specdb::CMs 1055309 Specdb::CMs 1055311 Specdb::CMs 1055312 Specdb::CMs 1055314 Specdb::CMs 1055316 Specdb::CMs 1055318 Specdb::CMs 1055320 Specdb::CMs 1055322 Specdb::CMs 1055323 Specdb::CMs 1055325 Specdb::CMs 1055327 Specdb::CMs 1055329 Specdb::NmrOneD 143190 Specdb::NmrOneD 143191 Specdb::NmrOneD 143192 Specdb::NmrOneD 143193 Specdb::NmrOneD 143194 Specdb::NmrOneD 143195 Specdb::NmrOneD 143196 Specdb::NmrOneD 143197 Specdb::NmrOneD 143198 Specdb::NmrOneD 143199 Specdb::NmrOneD 143200 Specdb::NmrOneD 143201 Specdb::NmrOneD 143202 Specdb::NmrOneD 143203 Specdb::NmrOneD 143204 Specdb::NmrOneD 143205 Specdb::NmrOneD 143206 Specdb::NmrOneD 143207 Specdb::NmrOneD 143208 Specdb::NmrOneD 143209 Erythrocyte 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 C00931 FDB021916 995 DB02272 C00007339 1021 17381 Porphobilinogen PORPHOBILINOGEN Frydman, Benjamin; Despuy, Maria E.; Rapoport, Henry. Pyrroles from azaindoles. A synthesis of porphobilinogen. Journal of the American Chemical Society (1965), 87(15), 3530-1. BMDBP00110 Porphobilinogen deaminase Q2KIN5 HMBS Enzyme BMDBP00111 Delta-aminolevulinic acid dehydratase Q2KIL3 ALAD Enzyme BMDBP00112 Delta-aminolevulinic acid dehydratase Q58DK5 ALAD Enzyme