1.0 2011-09-21 00:28:31 UTC 2018-05-29 01:52:59 UTC FDB023351 Phosphatidylinositol-3,4,5-trisphosphate <p>Phosphatidylinositol (3,4,5)-trisphosphate (PtdIns(3,4,5)P3) commonly abbreviated to PIP3 is the product of the class I phosphoinositide 3-kinases (PI 3-kinases) activity on phosphatidylinositol (4,5)-bisphosphate. PtdIns(3,4,5)P3 is dephophosphorylated by the phosphatase, PTEN on the 3 position and by SHIPs (SH2-containing inositol phosphatase) on the 5' position of the inositol ring.</p> <p>The PH domain in a number of proteins binds to PtdIns(3,4,5)P3. Such proteins include Akt/PKB, PDK1, Btk1 and ARNO. The generation of PtdIns(3,4,5)P3 at the plasma membrane upon the activation of class I PI 3-kinases causes these proteins to translocate to the plasma membrane and accordingly affects their activity. The PH domain allows binding between PtdIns(3,4,5)P3 and G-protein coupled receptor kinases (GRKs). This enhances the binding of the GRK to the plasma membrane. </p> [HMDB] 1-Atidyl-1D-myo-inositol 3,4,5-trisate 1-Phosphatidyl-1D-myo-inositol 3,4,5-trisphosphate 1,2-Diacyl-sn-glycero-3-O-(1'-myo-inositol-3',4',5'-bisate) 1,2-Diacyl-sn-glycero-3-phospho-(1'-myo-inositol-3',4',5'-bisphosphate) Atidylinositol-3,4,5-trisate Phosphatidylinositol-3,4,5-trisphosphate Phosphatidylinositol-3,4,5-trisphosphic acid C12H24O22P4 644.2008 643.9709685 {[(1S,2S,3S,4S,5R,6S)-3-({[2,2-bis(acetyloxy)ethoxy](hydroxy)phosphoryl}oxy)-2,4-dihydroxy-5,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid [(1S,2S,3S,4S,5R,6S)-3-{[2,2-bis(acetyloxy)ethoxy(hydroxy)phosphoryl]oxy}-2,4-dihydroxy-5,6-bis(phosphonooxy)cyclohexyl]oxyphosphonic acid CC(=O)OC(COP(O)(=O)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]1O)OC(C)=O InChI=1S/C12H24O22P4/c1-4(13)29-6(30-5(2)14)3-28-38(26,27)34-9-7(15)10(31-35(17,18)19)12(33-37(23,24)25)11(8(9)16)32-36(20,21)22/h6-12,15-16H,3H2,1-2H3,(H,26,27)(H2,17,18,19)(H2,20,21,22)(H2,23,24,25)/t7-,8-,9-,10+,11-,12-/m0/s1 RQQIRMLGKSPXSE-UQPICLANSA-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 Acetals Acylals Carbonyl compounds Cyclohexanols Dialkyl phosphates Dicarboxylic acids and derivatives Hydrocarbon derivatives Monoalkyl phosphates Organic oxides Acetal Acylal Aliphatic homomonocyclic compound Alkyl phosphate Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclohexanol Dialkyl phosphate Dicarboxylic acid or derivatives Hydrocarbon derivative Inositol phosphate Monoalkyl phosphate Organic oxide Organic phosphoric acid derivative Phosphoric acid ester Secondary alcohol Solid logp -0.20 ALOGPS logs -1.65 ALOGPS solubility 1.44e+01 g/l ALOGPS logp -4.1 ChemAxon pka_strongest_acidic 0.38 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac {[(1S,2S,3S,4S,5R,6S)-3-({[2,2-bis(acetyloxy)ethoxy](hydroxy)phosphoryl}oxy)-2,4-dihydroxy-5,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid ChemAxon average_mass 644.2008 ChemAxon mono_mass 643.9709685 ChemAxon smiles CC(=O)OC(COP(O)(=O)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]1O)OC(C)=O ChemAxon formula C12H24O22P4 ChemAxon inchi InChI=1S/C12H24O22P4/c1-4(13)29-6(30-5(2)14)3-28-38(26,27)34-9-7(15)10(31-35(17,18)19)12(33-37(23,24)25)11(8(9)16)32-36(20,21)22/h6-12,15-16H,3H2,1-2H3,(H,26,27)(H2,17,18,19)(H2,20,21,22)(H2,23,24,25)/t7-,8-,9-,10+,11-,12-/m0/s1 ChemAxon inchikey RQQIRMLGKSPXSE-UQPICLANSA-N ChemAxon polar_surface_area 349.1 ChemAxon refractivity 109.37 ChemAxon polarizability 47.51 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 15 ChemAxon donor_count 9 ChemAxon physiological_charge -7 ChemAxon formal_charge 0 ChemAxon Inositol Metabolism SMP00011 map00562 Specdb::NmrOneD 48002 Specdb::NmrOneD 48003 Specdb::NmrOneD 48004 Specdb::NmrOneD 48005 Specdb::NmrOneD 48006 Specdb::NmrOneD 48007 Specdb::NmrOneD 48008 Specdb::NmrOneD 48009 Specdb::NmrOneD 48010 Specdb::NmrOneD 48011 Specdb::NmrOneD 48012 Specdb::NmrOneD 48013 Specdb::NmrOneD 48014 Specdb::NmrOneD 48015 Specdb::NmrOneD 48016 Specdb::NmrOneD 48017 Specdb::NmrOneD 48018 Specdb::NmrOneD 48019 Specdb::NmrOneD 48020 Specdb::NmrOneD 48021 Specdb::MsMs 182715 Specdb::MsMs 182716 Specdb::MsMs 182717 Specdb::MsMs 183063 Specdb::MsMs 183064 Specdb::MsMs 183065 Specdb::MsMs 2371094 Specdb::MsMs 2371095 Specdb::MsMs 2371096 Specdb::MsMs 2563830 Specdb::MsMs 2563831 Specdb::MsMs 2563832 Specdb::CMs 9427 Specdb::CMs 626126 Specdb::CMs 626127 Specdb::CMs 626128 Specdb::CMs 626129 Specdb::CMs 626130 Specdb::CMs 626131 Specdb::CMs 626132 Specdb::CMs 626133 Specdb::CMs 626134 Specdb::CMs 626135 Specdb::CMs 626136 Specdb::CMs 626137 Specdb::CMs 626138 Specdb::CMs 626139 Specdb::CMs 626140 Specdb::CMs 626141 Specdb::CMs 626142 Specdb::CMs 626143 Specdb::CMs 626144 Specdb::CMs 626145 Specdb::CMs 626146 Specdb::CMs 626147 Specdb::CMs 626148 Specdb::CMs 626149 HMDB04249 16618 #<Reference:0x000055ce2ef170a0> #<Reference:0x000055ce2ef16e70> #<Reference:0x000055ce2ef16998> #<Reference:0x000055ce2ef16268> #<Reference:0x000055ce2ef15fe8> 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 GPI ethanolamine phosphate transferase 1 O95427 PIGN GPI ethanolamine phosphate transferase 2 Q5H8A4 PIGG GPI ethanolamine phosphate transferase 3 Q8TEQ8 PIGO GPI mannosyltransferase 1 Q9H3S5 PIGM GPI mannosyltransferase 2 Q9NUD9 PIGV GPI mannosyltransferase 3 Q92521 PIGB GPI mannosyltransferase 4 Q86VD9 PIGZ GPI transamidase component PIG-S Q96S52 PIGS GPI transamidase component PIG-T Q969N2 PIGT N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase Q9Y2B2 PIGL Phosphatidylinositol 3,4,5-trisphosphate 3-phosphatase TPTE2 Q6XPS3 TPTE2 Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 1 Q92835 INPP5D Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2 O15357 INPPL1 Phosphatidylinositol glycan anchor biosynthesis class U protein Q9H490 PIGU Phosphatidylinositol N-acetylglucosaminyltransferase subunit A P37287 PIGA Phosphatidylinositol N-acetylglucosaminyltransferase subunit C Q92535 PIGC Phosphatidylinositol N-acetylglucosaminyltransferase subunit H Q14442 PIGH Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q Q9BRB3 PIGQ Phosphatidylinositol N-acetylglucosaminyltransferase subunit Y Q3MUY2 PIGY Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit alpha isoform P42336 PIK3CA Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit beta isoform P42338 PIK3CB Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit delta isoform O00329 PIK3CD Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PIK3CG Phosphatidylinositol-glycan biosynthesis class F protein Q07326 PIGF Phosphatidylinositol-glycan biosynthesis class W protein Q7Z7B1 PIGW Phosphatidylinositol-glycan biosynthesis class X protein Q8TBF5 PIGX Phosphatidylserine decarboxylase proenzyme Q9UG56 PISD Phosphatidylserine synthase 1 P48651 PTDSS1 Phosphatidylserine synthase 2 Q9BVG9 PTDSS2 Phospholipase A1 member A Q53H76 PLA1A PI-PLC X domain-containing protein 1 Q9NUJ7 PLCXD1 PI-PLC X domain-containing protein 2 Q0VAA5 PLCXD2 PI-PLC X domain-containing protein 3 Q63HM9 PLCXD3