1.0 2011-09-21 00:26:43 UTC 2015-07-21 06:57:36 UTC FDB023236 D-Myo-inositol 3,4,5,6-tetrakisphosphate Inositol phosphates are a family of water-soluble intracellular signaling molecules derived from membrane inositol phospholipids. They undergo a variety of complex interconversion pathways, and their levels are dynamically regulated within the cytosol in response to a variety of agonists. D-Myo-inositol (3,4,5,6) tetrakisphosphate (Ins(3,4,5,6)P4) has a direct biphasic (activation/inhibition) effect on an epithelial Ca2+-activated chloride channel. The effect of Ins(3,4,5,6)P4 is not mimicked by other inositol tetrakisphosphate isomers, is dependent on the prevailing calcium concentration, and is influenced when channels are phosphorylated by calmodulin kinase II. The predominant effect of Ins(3,4,5,6)P4 on phosphorylated channels is inhibitory at levels of intracellular calcium observed in stimulated cells. Ins(3,4,5,6)P4 activity acts to inhibit calcium-dependent chloride secretion. The secretion of fluid and electrolytes across intestinal epithelial cells in response to Ca2+-dependent secretagogues is a tightly regulated process that is subject to both positive and negative influences. Agonists of Gq protein-coupled receptor (GqPCRs) appear to have the ability to evoke antisecretory mechanisms. One is mediated by the generation of Ins(3,4,5,6)P4 and serves to chronically downregulate epithelial responsiveness to subsequent challenge with Ca2+-dependent agonists. (PMID: 12388102, 11408264) [HMDB] 1D-myo-Inositol 3,4,5,6-tetrakisate 1D-myo-Inositol 3,4,5,6-tetrakisic acid 1D-myo-Inositol 3,4,5,6-tetrakisphosphate 1D-myo-Inositol 3,4,5,6-tetrakisphosphic acid D-myo-Inositol 3,4,5,6-tetrakisate D-myo-Inositol 3,4,5,6-tetrakisic acid D-myo-Inositol, 3,4,5,6-tetrakis(dihydrogen ate) D-myo-Inositol, 3,4,5,6-tetrakis(dihydrogen phosphate) Inositol 3,4,5,6-tetrakisate Inositol 3,4,5,6-tetrakisphosphate Inositol-3,4,5,6-tetraate Inositol-3,4,5,6-tetraic acid Ins-3,4,5,6-P4 myo-Inositol-3,4,5,6-tetrakisate myo-Inositol-3,4,5,6-tetrakisic acid C6H16O18P4 500.0755 499.928709756 {[(1R,2S,3R,4S,5S,6R)-3,4-dihydroxy-2,5,6-tris(phosphonooxy)cyclohexyl]oxy}phosphonic acid [(1R,2S,3R,4S,5S,6R)-3,4-dihydroxy-2,5,6-tris(phosphonooxy)cyclohexyl]oxyphosphonic acid 112791-61-4 O[C@H]1[C@@H](O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1OP(O)(O)=O InChI=1S/C6H16O18P4/c7-1-2(8)4(22-26(12,13)14)6(24-28(18,19)20)5(23-27(15,16)17)3(1)21-25(9,10)11/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2+,3-,4-,5+,6+/m0/s1 MRVYFOANPDTYBY-UZAAGFTCSA-N belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. Inositol phosphates Organic compounds Organic oxygen compounds Organooxygen compounds Alcohols and polyols Aliphatic homomonocyclic compounds 1,2-diols Cyclohexanols Hydrocarbon derivatives Monoalkyl phosphates Organic oxides 1,2-diol Aliphatic homomonocyclic compound Alkyl phosphate Cyclohexanol Hydrocarbon derivative Inositol phosphate Monoalkyl phosphate Organic oxide Organic phosphoric acid derivative Phosphoric acid ester Secondary alcohol myo-inositol tetrakisphosphate Solid logp -0.45 ALOGPS logs -1.64 ALOGPS solubility 1.15e+01 g/l ALOGPS logp -4.3 ChemAxon pka_strongest_acidic 0.24 ChemAxon iupac {[(1R,2S,3R,4S,5S,6R)-3,4-dihydroxy-2,5,6-tris(phosphonooxy)cyclohexyl]oxy}phosphonic acid ChemAxon average_mass 500.0755 ChemAxon mono_mass 499.928709756 ChemAxon smiles O[C@H]1[C@@H](O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1OP(O)(O)=O ChemAxon formula C6H16O18P4 ChemAxon inchi InChI=1S/C6H16O18P4/c7-1-2(8)4(22-26(12,13)14)6(24-28(18,19)20)5(23-27(15,16)17)3(1)21-25(9,10)11/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2+,3-,4-,5+,6+/m0/s1 ChemAxon inchikey MRVYFOANPDTYBY-UZAAGFTCSA-N ChemAxon polar_surface_area 307.5 ChemAxon refractivity 79.27 ChemAxon polarizability 33.99 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 14 ChemAxon donor_count 10 ChemAxon physiological_charge -8 ChemAxon formal_charge 0 ChemAxon Inositol Metabolism SMP00011 map00562 Inositol Phosphate Metabolism SMP00462 map00562 Specdb::CMs 24271 Specdb::CMs 38661 Specdb::CMs 154168 Specdb::MsMs 319750 Specdb::MsMs 319751 Specdb::MsMs 319752 Specdb::MsMs 366961 Specdb::MsMs 366962 Specdb::MsMs 366963 Specdb::MsMs 2840253 Specdb::MsMs 2840254 Specdb::MsMs 2840255 Specdb::MsMs 2869491 Specdb::MsMs 2869492 Specdb::MsMs 2869493 Specdb::NmrOneD 149660 Specdb::NmrOneD 149661 Specdb::NmrOneD 149662 Specdb::NmrOneD 149663 Specdb::NmrOneD 149664 Specdb::NmrOneD 149665 Specdb::NmrOneD 149666 Specdb::NmrOneD 149667 Specdb::NmrOneD 149668 Specdb::NmrOneD 149669 Specdb::NmrOneD 149670 Specdb::NmrOneD 149671 Specdb::NmrOneD 149672 Specdb::NmrOneD 149673 Specdb::NmrOneD 149674 Specdb::NmrOneD 149675 Specdb::NmrOneD 149676 Specdb::NmrOneD 149677 Specdb::NmrOneD 149678 Specdb::NmrOneD 149679 HMDB03848 15844 4MY #<Reference:0x000055ce31c2a650> #<Reference:0x000055ce31c2a498> 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