1.0 2011-09-21 00:22:52 UTC 2015-10-09 22:33:15 UTC FDB022986 Mesoporphyrin IX Mesoporphyrins are porphyrins with four methyl, two ethyl, and two propionic acid side chains attached to the pyrrole rings. There are fifteen isomers of mesoporphyrin. Mesoporphyrin has anti-inflammatory action. Mesoporphyrin inhibits interferon-gamma and interleukin-6 production, which is closely related to the suppression of prostaglandin E2 generation by interfering cyclooxygenase 1 and 2 enzyme activities suggesting that the inhibition of cytokine production is one of the anti-inflammatory mechanisms of mesoporphyrin. (PMID: 10446754) [HMDB] 7,12-diethyl-3,8,13,17-tetramethyl-2,18-Porphinedipropionic acid 7,12-diethyl-3,8,13,17-tetramethyl-21H,23H-Porphine-2,18-dipropanoate 7,12-diethyl-3,8,13,17-tetramethyl-21H,23H-Porphine-2,18-dipropanoic acid Mesoporphyrin Mesoporphyrin IX MPIX C34H38N4O4 566.6899 566.289305724 3-[20-(2-carboxyethyl)-10,15-diethyl-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),4,6,8,10,12,14,16,18(21),19-undecaen-4-yl]propanoic acid MPIX 493-90-3 CCC1=C(C)/C2=C/C3=C(CC)C(C)=C(N3)\C=C3/N=C(/C=C4\N=C(\C=C\1/N\2)C(C)=C4CCC(O)=O)C(CCC(O)=O)=C3C InChI=1S/C34H38N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h13-16,35-36H,7-12H2,1-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16- NCAJWYASAWUEBY-UJJXFSCMSA-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. Porphyrins Organic compounds Organoheterocyclic compounds Tetrapyrroles and derivatives Porphyrins Solid logp 4.82 ALOGPS logs -4.38 ALOGPS solubility 2.36e-02 g/l ALOGPS logp 7.29 ChemAxon pka_strongest_acidic 3.53 ChemAxon pka_strongest_basic 4.95 ChemAxon iupac 3-[20-(2-carboxyethyl)-10,15-diethyl-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),4,6,8,10,12,14,16,18(21),19-undecaen-4-yl]propanoic acid ChemAxon average_mass 566.6899 ChemAxon mono_mass 566.289305724 ChemAxon smiles CCC1=C(C)/C2=C/C3=C(CC)C(C)=C(N3)\C=C3/N=C(/C=C4\N=C(\C=C\1/N\2)C(C)=C4CCC(O)=O)C(CCC(O)=O)=C3C ChemAxon formula C34H38N4O4 ChemAxon inchi InChI=1S/C34H38N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h13-16,35-36H,7-12H2,1-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16- ChemAxon inchikey NCAJWYASAWUEBY-UJJXFSCMSA-N ChemAxon polar_surface_area 131.96 ChemAxon refractivity 163.72 ChemAxon polarizability 67.28 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10887 Specdb::CMs 38401 Specdb::CMs 282149 Specdb::CMs 362670 Specdb::CMs 362671 Specdb::CMs 362672 Specdb::CMs 362673 Specdb::CMs 362674 Specdb::CMs 362675 Specdb::CMs 362676 Specdb::CMs 362677 Specdb::CMs 362678 Specdb::CMs 362679 Specdb::CMs 362680 Specdb::CMs 362681 Specdb::CMs 362682 Specdb::CMs 362683 Specdb::CMs 362684 Specdb::CMs 362685 Specdb::CMs 362686 Specdb::CMs 362687 Specdb::CMs 362688 Specdb::MsMs 289969 Specdb::MsMs 289970 Specdb::MsMs 289971 Specdb::MsMs 329551 Specdb::MsMs 329552 Specdb::MsMs 329553 Specdb::MsMs 2744229 Specdb::MsMs 2744230 Specdb::MsMs 2744231 Specdb::MsMs 2934779 Specdb::MsMs 2934780 Specdb::MsMs 2934781 HMDB02379 #<Reference:0x000055ce31e733d0> #<Reference:0x000055ce31e73218> #<Reference:0x000055ce31e73010> #<Reference:0x000055ce31e72de0> #<Reference:0x000055ce31e72c28> #<Reference:0x000055ce31e72a20> #<Reference:0x000055ce31e72818> #<Reference:0x000055ce31e72638> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823