1.0 2016-09-30 23:08:15 UTC 2020-04-22 15:13:25 UTC BMDB0004157 BMDB04157 L-Urobilinogen (2R,3R,4S,16S,17R,18R)-2,17-Diethyl-1,2,3,4,5,10,15,16,17,18,19,22,23,24-tetradecahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid L-Stercobilinogen (2R,3R,4S,16S,17R,18R)-2,17-Diethyl-1,2,3,4,5,10,15,16,17,18,19,22,23,24-tetradecahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoate Stercobilinogen ixα (-)-2,17-Diethyl-1,2,3,4,5,10,15,16,17,18,19,22,23,24-tetradecahydro-3,7,13,18-tetramethyl-1,19-dioxo-biline-8,12-dipropionic acid (-)-Stercobilinogen L-Urobilinogen Stercobilinogen ixalpha Stercobilinogen C33H48N4O6 596.769 596.357385282 3-(2-{[3-(2-carboxyethyl)-5-{[(2S,3R,4R)-4-ethyl-3-methyl-5-oxopyrrolidin-2-yl]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2S,3R,4R)-3-ethyl-4-methyl-5-oxopyrrolidin-2-yl]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid (-)-stercobilinogen 17095-63-5 [H][C@@]1(CC2=C(C)C(CCC(O)=O)=C(CC3=C(CCC(O)=O)C(C)=C(C[C@]4([H])NC(=O)[C@H](C)[C@H]4CC)N3)N2)NC(=O)[C@H](CC)[C@H]1C InChI=1S/C33H48N4O6/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/h16,19-21,26-27,34-35H,7-15H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/t16-,19-,20-,21-,26+,27+/m1/s1 VKGRRZVYCXLHII-OLFWPHQKSA-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 Pyrrolidine-2-ones Secondary carboxylic acid amides Substituted pyrroles 2-pyrrolidone 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 Pyrrolidine Pyrrolidone Secondary carboxylic acid amide Substituted pyrrole Aromatic heteromonocyclic compounds stercobilinogen Solid logp 2.917 logp 2.96 ALOGPS logs -4.64 ALOGPS logp 4 ChemAxon pka_strongest_acidic 4.05 ChemAxon pka_strongest_basic -0.89 ChemAxon iupac 3-(2-{[3-(2-carboxyethyl)-5-{[(2S,3R,4R)-4-ethyl-3-methyl-5-oxopyrrolidin-2-yl]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2S,3R,4R)-3-ethyl-4-methyl-5-oxopyrrolidin-2-yl]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid ChemAxon average_mass 596.769 ChemAxon mono_mass 596.357385282 ChemAxon smiles [H][C@@]1(CC2=C(C)C(CCC(O)=O)=C(CC3=C(CCC(O)=O)C(C)=C(C[C@]4([H])NC(=O)[C@H](C)[C@H]4CC)N3)N2)NC(=O)[C@H](CC)[C@H]1C ChemAxon formula C33H48N4O6 ChemAxon inchi InChI=1S/C33H48N4O6/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/h16,19-21,26-27,34-35H,7-15H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/t16-,19-,20-,21-,26+,27+/m1/s1 ChemAxon inchikey VKGRRZVYCXLHII-OLFWPHQKSA-N ChemAxon polar_surface_area 164.38 ChemAxon refractivity 164.98 ChemAxon polarizability 68.4 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 2779837 Specdb::MsMs 2779838 Specdb::MsMs 2779839 Specdb::MsMs 2925241 Specdb::MsMs 2925242 Specdb::MsMs 2925243 Specdb::CMs 455788 Specdb::CMs 455789 Specdb::CMs 455790 Specdb::CMs 455791 Specdb::CMs 455792 Specdb::CMs 455793 Specdb::CMs 455794 Specdb::CMs 455795 Specdb::CMs 455796 Specdb::CMs 455797 Specdb::CMs 455798 Specdb::CMs 455799 Specdb::CMs 455800 Specdb::CMs 455801 Specdb::CMs 455802 Specdb::CMs 455803 Specdb::CMs 455804 Specdb::CMs 455805 Specdb::CMs 455806 Specdb::CMs 455807 Specdb::CMs 455808 Specdb::CMs 455809 Specdb::CMs 455810 Specdb::CMs 455811 Specdb::CMs 455812 FDB112384 7827641 9548718 C05789 6320 Stercobilinogen Birch, A. J. The structure of stercobilin. Chemistry & Industry (London, United Kingdom) (1955), 652. CODEN: CHINAG ISSN:0009-3068. CAN 50:36041 AN 1956:36041