1.0 2016-09-30 22:48:47 UTC 2020-04-22 15:09:03 UTC BMDB0001898 BMDB01898 Mesobilirubinogen 2,17-Diethyl-1,4,5,10,15,16,19,22,23,24-decahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid 8,12-Bis(2-carboxyethyl)-3,18-diethyl-2,7,13,17-tetramethylbilane-1,19(4H,16H)-dione I-urobilinogen Mesobilirubinogen ixalpha Urobilinogen ixalpha Urobilinogen 2,17-Diethyl-1,4,5,10,15,16,19,22,23,24-decahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoate 2,17-Diethyl-1,4,5,10,15,16,19,22,23,24-decahydro-3,7,13,18-tetramethyl-1,19-dioxo-biline-8,12-dipropionic acid Mesobilirubinogen Mesobilirubinogen IXα Urobilinogen IXα C33H44N4O6 592.7257 592.32608516 3-(2-{[3-(2-carboxyethyl)-5-[(4-ethyl-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 urobilinogen 14684-37-8 CCC1=C(C)C(=O)NC1CC1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(CC3NC(=O)C(CC)=C3C)N2)N1 InChI=1S/C33H44N4O6/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/h26-27,34-35H,7-15H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41) OBHRVMZSZIDDEK-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 bilanes Solid logp 1.969 logp 3.11 ALOGPS logs -4.53 ALOGPS logp 3.77 ChemAxon pka_strongest_acidic 4.06 ChemAxon pka_strongest_basic -0.018 ChemAxon iupac 3-(2-{[3-(2-carboxyethyl)-5-[(4-ethyl-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 592.7257 ChemAxon mono_mass 592.32608516 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(CC)=C3C)N2)N1 ChemAxon formula C33H44N4O6 ChemAxon inchi InChI=1S/C33H44N4O6/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/h26-27,34-35H,7-15H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41) ChemAxon inchikey OBHRVMZSZIDDEK-UHFFFAOYSA-N ChemAxon polar_surface_area 164.38 ChemAxon refractivity 166.04 ChemAxon polarizability 67.38 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 Specdb::MsMs 290059 Specdb::MsMs 290060 Specdb::MsMs 290061 Specdb::MsMs 329662 Specdb::MsMs 329663 Specdb::MsMs 329664 Specdb::MsMs 438663 Specdb::MsMs 3061175 Specdb::MsMs 3061176 Specdb::MsMs 3061177 Specdb::MsMs 3109101 Specdb::MsMs 3109102 Specdb::MsMs 3109103 Specdb::NmrOneD 296355 Specdb::NmrOneD 296356 Specdb::NmrOneD 296357 Specdb::NmrOneD 296358 Specdb::NmrOneD 296359 Specdb::NmrOneD 296360 Specdb::NmrOneD 296361 Specdb::NmrOneD 296362 Specdb::NmrOneD 296363 Specdb::NmrOneD 296364 Specdb::NmrOneD 296365 Specdb::NmrOneD 296366 Specdb::NmrOneD 296367 Specdb::NmrOneD 296368 Specdb::NmrOneD 296369 Specdb::NmrOneD 296370 Specdb::NmrOneD 296371 Specdb::NmrOneD 296372 Specdb::NmrOneD 296373 Specdb::NmrOneD 296374 Specdb::CMs 10927 Specdb::CMs 38176 Specdb::CMs 282915 Specdb::CMs 424529 Specdb::CMs 424530 Specdb::CMs 424531 Specdb::CMs 424532 Specdb::CMs 424533 Specdb::CMs 424534 Specdb::CMs 424535 Specdb::CMs 424536 Specdb::CMs 424537 Specdb::CMs 424538 Specdb::CMs 424539 Specdb::CMs 424540 Specdb::CMs 424541 Specdb::CMs 424542 Specdb::CMs 424543 Specdb::CMs 424544 Specdb::CMs 424545 Specdb::CMs 424546 Specdb::CMs 424547 Specdb::CMs 424548 Specdb::CMs 424549 Specdb::CMs 424550 24980 FDB022727 C05790 26818 29026 Urobilinogen Watson, C. J.; Lightner, D. A.; Moscowitz, A.; Davis, E.; Petryka, Z. J.; Weimer, M. A natural crystalline urobilinogen composed of d- and l-components of differing molecular weight. Proceedings of the National Academy of Sciences of the United States of America (1968), 61(1), 223-8