1.0 2011-09-21 00:28:08 UTC 2015-07-21 06:57:38 UTC FDB023325 I-Urobilin Urobilin is one of the final by-products of hemoglobin breakdown. Urobilin is excreted in both the urine and feces from many mammals, particularly humans. The breakdown of hemoglobin to biliverdin is common to most animals, while the next step, the conversion of biliverdin to bilirubin, and subsequently to the urobilinogens (urobilin is one particular oxidized chemical form of urobilinogen) is unique to mammals. (PMID: 16604237) [HMDB] (-)-Urobilin 3,18-diethyl-1,4,5,15,16,19,22,24-octahydro-2,7,13,17-tetramethyl-1,19-dioxo-Biline-8,12-dipropionic acid i-Urobilin Urobilin IXa C33H42N4O6 590.7098 590.310435096 3-[(2Z)-2-{[3-(2-carboxyethyl)-5-[(3-ethyl-5-hydroxy-4-methyl-2H-pyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene}-5-[(4-ethyl-5-hydroxy-3-methyl-2H-pyrrol-2-yl)methyl]-4-methyl-2H-pyrrol-3-yl]propanoic acid 3-[(2Z)-2-{[3-(2-carboxyethyl)-5-[(3-ethyl-5-hydroxy-4-methyl-2H-pyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene}-5-[(4-ethyl-5-hydroxy-3-methyl-2H-pyrrol-2-yl)methyl]-4-methylpyrrol-3-yl]propanoic acid 1856-98-0 CCC1=C(C)C(=O)NC1CC1=C(C)C(CCC(O)=O)=C(N1)\C=C1/N=C(CC2NC(=O)C(CC)=C2C)C(C)=C1CCC(O)=O 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/h15,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15- KDCCOOGTVSRCHX-MBTHVWNTSA-N belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative. Bilirubins Organic compounds Organoheterocyclic compounds Tetrapyrroles and derivatives Bilirubins Aromatic heteromonocyclic compounds Azacyclic compounds Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Dipyrrins Heteroaromatic compounds Hydrocarbon derivatives Ketimines Lactams Organic oxides Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Pyrrolines Secondary carboxylic acid amides Aromatic heteromonocyclic compound Azacycle Bilirubin skeleton Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Dipyrrin Heteroaromatic compound Hydrocarbon derivative Imine Ketimine Lactam Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Propargyl-type 1,3-dipolar organic compound Pyrrole Pyrroline Secondary carboxylic acid amide Substituted pyrrole Solid logp 3.39 ALOGPS logs -4.45 ALOGPS solubility 2.10e-02 g/l ALOGPS logp 2.52 ChemAxon pka_strongest_acidic 4.05 ChemAxon pka_strongest_basic 5.62 ChemAxon iupac 3-[(2Z)-2-{[3-(2-carboxyethyl)-5-[(3-ethyl-5-hydroxy-4-methyl-2H-pyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene}-5-[(4-ethyl-5-hydroxy-3-methyl-2H-pyrrol-2-yl)methyl]-4-methyl-2H-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(N1)\C=C1/N=C(CC2NC(=O)C(CC)=C2C)C(C)=C1CCC(O)=O 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/h15,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15- ChemAxon inchikey KDCCOOGTVSRCHX-MBTHVWNTSA-N ChemAxon polar_surface_area 167.93 ChemAxon refractivity 167.3 ChemAxon polarizability 67.38 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21281 Specdb::CMs 38725 Specdb::MsMs 313339 Specdb::MsMs 313340 Specdb::MsMs 313341 Specdb::MsMs 358816 Specdb::MsMs 358817 Specdb::MsMs 358818 HMDB04160 36378 #<Reference:0x000055ce307c34c8>