1.0 2016-09-30 23:08:17 UTC 2020-04-22 15:13:26 UTC BMDB0004158 BMDB04158 D-Urobilinogen D-D-d-urobilinogen belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative. D-D-d-urobilinogen is possibly soluble (in water) and a moderately basic compound (based on its pKa). D-D-d-urobilinogen exists in all living species, ranging from bacteria to humans. In cattle, D-d-urobilinogen is involved in the metabolic pathway called the porphyrin metabolism pathway. D-Urobilinogen Urobilinogen C33H42N4O6 590.7098 590.310435096 3-(2-{[3-(2-carboxyethyl)-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-2-yl]methyl}-5-[(3-ethyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-3-yl)propanoic acid 3-(2-{[3-(2-carboxyethyl)-5-[(4-ethenyl-3-methyl-5-oxo-1,2-dihydropyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-2-yl]methyl}-5-[(3-ethyl-4-methyl-5-oxo-1,2-dihydropyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-3-yl)propanoic acid 17208-65-0 CCC1=C(C)C(=O)NC1CC1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(CC3NC(=O)C(C=C)=C3C)N2)N1 InChI=1S/C33H42N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h8,26-27,34-35H,2,7,9-15H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41) KSQFFJKKJAEKTB-UHFFFAOYSA-N belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative. Organic compounds Organoheterocyclic compounds Tetrapyrroles and derivatives Bilirubins Bilirubins Azacyclic compounds Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Heteroaromatic compounds Hydrocarbon derivatives Lactams Organic oxides Organonitrogen compounds Organopnictogen compounds Pyrrolines Secondary carboxylic acid amides Substituted pyrroles Aromatic heteromonocyclic compound Azacycle Bilirubin skeleton Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Heteroaromatic compound Hydrocarbon derivative Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyrrole Pyrroline Secondary carboxylic acid amide Substituted pyrrole Aromatic heteromonocyclic compounds biladienes Solid logp 2.77 ALOGPS logs -4.46 ALOGPS logp 3.46 ChemAxon pka_strongest_acidic 4.06 ChemAxon pka_strongest_basic -0.038 ChemAxon iupac 3-(2-{[3-(2-carboxyethyl)-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-2-yl]methyl}-5-[(3-ethyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-3-yl)propanoic acid ChemAxon average_mass 590.7098 ChemAxon mono_mass 590.310435096 ChemAxon smiles CCC1=C(C)C(=O)NC1CC1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(CC3NC(=O)C(C=C)=C3C)N2)N1 ChemAxon formula C33H42N4O6 ChemAxon inchi InChI=1S/C33H42N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h8,26-27,34-35H,2,7,9-15H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41) ChemAxon inchikey KSQFFJKKJAEKTB-UHFFFAOYSA-N ChemAxon polar_surface_area 164.38 ChemAxon refractivity 166.09 ChemAxon polarizability 65.82 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 6 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 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::CMs 17684 Specdb::CMs 38724 Specdb::MsMs 28445 Specdb::MsMs 28446 Specdb::MsMs 28447 Specdb::MsMs 35003 Specdb::MsMs 35004 Specdb::MsMs 35005 Specdb::MsMs 452026 Specdb::MsMs 2664469 Specdb::MsMs 2664470 Specdb::MsMs 2664471 Specdb::MsMs 3017805 Specdb::MsMs 3017806 Specdb::MsMs 3017807 Specdb::NmrOneD 258648 Specdb::NmrOneD 258649 Specdb::NmrOneD 258650 Specdb::NmrOneD 258651 Specdb::NmrOneD 258652 Specdb::NmrOneD 258653 Specdb::NmrOneD 258654 Specdb::NmrOneD 258655 Specdb::NmrOneD 258656 Specdb::NmrOneD 258657 Specdb::NmrOneD 258658 Specdb::NmrOneD 258659 Specdb::NmrOneD 258660 Specdb::NmrOneD 258661 Specdb::NmrOneD 258662 Specdb::NmrOneD 258663 Specdb::NmrOneD 258664 Specdb::NmrOneD 258665 Specdb::NmrOneD 258666 Specdb::NmrOneD 258667 389649 440784 4260 FDB023323 C05791 Urobilinogen 7021 Watson, C. J.; Lowry, P. T. A further study of crystalline d-urobilin. Journal of Biological Chemistry (1956), 218 633-9.