1.0 2016-09-30 22:34:10 UTC 2020-05-11 20:21:15 UTC BMDB0000643 BMDB00643 Coproporphyrin I Coproporphyrin I belongs to the class of organic compounds known as porphyrins. Porphyrins are compounds containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure. Coproporphyrin I is possibly soluble (in water) and a very strong basic compound (based on its pKa). Coproporphyrin I exists in all eukaryotes, ranging from yeast to humans. In cattle, coproporphyrin i is involved in the metabolic pathway called the porphyrin metabolism pathway. Coproporphyrin I is a potentially toxic compound. 3,8,13,17-Tetramethylporphyrin-2,7,12,18-tetrapropanoic acid 3,8,13,17-Tetramethylporphyrin-2,7,12,18-tetrapropanoate 3,8,13,18-Tetramethyl-2,7,12,17-porphinetetrapropionate 3,8,13,18-Tetramethyl-2,7,12,17-porphinetetrapropionic acid 3,8,13,18-Tetramethyl-21H,23H-porphine-2,7,12,17-tetrapropionate 3,8,13,18-Tetramethyl-21H,23H-porphine-2,7,12,17-tetrapropionic acid C36H38N4O8 654.7089 654.268964212 3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid 3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid 531-14-6 CC1=C(CCC(O)=O)/C2=C/C3=N/C(=C\C4=C(C)C(CCC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(CCC(O)=O)=C4C)/C(CCC(O)=O)=C3C InChI=1S/C36H38N4O8/c1-17-21(5-9-33(41)42)29-14-26-19(3)23(7-11-35(45)46)31(39-26)16-28-20(4)24(8-12-36(47)48)32(40-28)15-27-18(2)22(6-10-34(43)44)30(38-27)13-25(17)37-29/h13-16,37,40H,5-12H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)/b25-13-,26-14-,27-15-,28-16-,29-14-,30-13-,31-16-,32-15- VORBHEGMEBOMMB-JRHDEHKPSA-N belongs to the class of organic compounds known as porphyrins. Porphyrins are compounds containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure. Organic compounds Organoheterocyclic compounds Tetrapyrroles and derivatives Porphyrins Porphyrins Solid logp 2.53 ALOGPS logs -4.33 ALOGPS logp 5 ChemAxon pka_strongest_acidic 3.56 ChemAxon pka_strongest_basic 5.18 ChemAxon iupac 3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid ChemAxon average_mass 654.7089 ChemAxon mono_mass 654.268964212 ChemAxon smiles CC1=C(CCC(O)=O)/C2=C/C3=N/C(=C\C4=C(C)C(CCC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(CCC(O)=O)=C4C)/C(CCC(O)=O)=C3C ChemAxon formula C36H38N4O8 ChemAxon inchi InChI=1S/C36H38N4O8/c1-17-21(5-9-33(41)42)29-14-26-19(3)23(7-11-35(45)46)31(39-26)16-28-20(4)24(8-12-36(47)48)32(40-28)15-27-18(2)22(6-10-34(43)44)30(38-27)13-25(17)37-29/h13-16,37,40H,5-12H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)/b25-13-,26-14-,27-15-,28-16-,29-14-,30-13-,31-16-,32-15- ChemAxon inchikey VORBHEGMEBOMMB-JRHDEHKPSA-N ChemAxon polar_surface_area 206.56 ChemAxon refractivity 176.26 ChemAxon polarizability 74.04 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon number_of_rings 5 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Porphyrin Metabolism SMP0087243 Specdb::MsMs 9065 Specdb::MsMs 9066 Specdb::MsMs 9067 Specdb::MsMs 15737 Specdb::MsMs 15738 Specdb::MsMs 15739 Specdb::MsMs 2684817 Specdb::MsMs 2684818 Specdb::MsMs 2684819 Specdb::MsMs 3024771 Specdb::MsMs 3024772 Specdb::MsMs 3024773 Specdb::CMs 19008 Specdb::CMs 651120 Specdb::CMs 651121 Specdb::CMs 651122 Specdb::CMs 651123 Specdb::CMs 651124 Specdb::CMs 651125 Specdb::CMs 651126 Specdb::CMs 651127 Specdb::CMs 651128 Specdb::CMs 651129 Specdb::CMs 651130 Specdb::CMs 651131 Specdb::CMs 651132 Specdb::CMs 651133 Specdb::CMs 651134 Specdb::CMs 651135 Specdb::CMs 651136 Specdb::CMs 651137 Specdb::CMs 651138 Specdb::CMs 651139 Specdb::CMs 651140 Specdb::CMs 651141 Specdb::CMs 651142 Specdb::CMs 651143 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 FDB022159 16736701 28421 DB03727 C05769 5616 Schonheyder, Fritz. The formation of coproporphyrin I and hemoglobin during embryonic life. Journal of Biological Chemistry (1938), 123 491-7.