2.0 2012-05-31 10:23:46 -0600 2015-09-13 12:56:07 -0600 ECMDB00213 M2MDB000086 Myo-inositol 1-phosphate Myo-inositol 1-phosphate is an inositol having myo- configuration substituted at position 1 by a phosphate group. (ChEBI) There are 2 stereoisomers of myo-inositol 1-phosphate: 1D-myo-inositol 1-phosphate and 1L-myo-inositol 1-phosphate. The D-isomer is the isomer that is more commonly referred to when discussing myo-inositol 1-phosphate (in KEGG, for example), and is a constituent of phospholipids and inositol polyphosphates. The L-isomer is also known as 1D-myo-inositol 3-phosphate. (EcoCyc) The enzyme myo-inositol-1(or 4)-monophosphatase (an inositol monophosphatase) (EC:3.1.3.25) catalyzes the removal of the phosphate group from both isomers of myo-inositol 1-phosphate. (KEGG) 1-(Dihydrogen phosphate) DL-myo-Inositol 1-(Dihydrogen phosphate) myo-Inositol 1-(Dihydrogen phosphoric acid) DL-myo-inositol 1-(Dihydrogen phosphoric acid) myo-inositol 1-D-myo-inositol-1-p 1-D-Myo-inositol-1-P 1D-myo-inositol 1-phosphate 1D-myo-Inositol 1-phosphate 1D-Myo-inositol 1-phosphoric acid 1D-myo-Inositol 1-phosphoric acid D-myo-inositol (1)-monophosphate D-Myo-inositol (1)-monophosphate D-Myo-inositol (1)-monophosphoric acid DL-myo-Inositol 1-phosphate DL-myo-Inositol 1-phosphoric acid Ins(1)P Ins(1)P1 Ins(1)P1 Ins1P Myo-Inositol 1-monophosphate myo-Inositol 1-monophosphoric acid Myo-Inositol 1-phosphate myo-Inositol 1-phosphoric acid Myo-Inositol-1-phosphate myo-Inositol-1-phosphoric acid Myoinositol 1-phosphate Myoinositol 1-phosphoric acid C6H13O9P 260.1358 260.029718526 {[(1R,2S,3R,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}phosphonic acid myo-inositol 1-phosphate 573-35-3 O[C@H]1[C@H](O)[C@H](O)[C@H](OP(O)(O)=O)[C@@H](O)[C@@H]1O InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3+,4-,5-,6-/m0/s1 INAPMGSXUVUWAF-PTQMNWPWSA-N Solid Cytosol logp -1.98 ALOGPS logs -0.82 ALOGPS solubility 3.95e+01 g/l ALOGPS melting_point 195 oC logp -3.9 ChemAxon pka_strongest_acidic 1.16 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac {[(1R,2S,3R,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}phosphonic acid ChemAxon average_mass 260.1358 ChemAxon mono_mass 260.029718526 ChemAxon smiles O[C@H]1[C@H](O)[C@H](O)[C@H](OP(O)(O)=O)[C@@H](O)[C@@H]1O ChemAxon formula C6H13O9P ChemAxon inchi InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3+,4-,5-,6-/m0/s1 ChemAxon inchikey INAPMGSXUVUWAF-PTQMNWPWSA-N ChemAxon polar_surface_area 167.91 ChemAxon refractivity 46.65 ChemAxon polarizability 20.63 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 8 ChemAxon donor_count 7 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Inositol phosphate metabolism ec00562 Specdb::CMs 1962 Specdb::CMs 1991 Specdb::CMs 2639 Specdb::CMs 31077 Specdb::CMs 31078 Specdb::CMs 37362 Specdb::CMs 148911 Specdb::NmrOneD 91692 Specdb::NmrOneD 91693 Specdb::NmrOneD 91694 Specdb::NmrOneD 91695 Specdb::NmrOneD 91696 Specdb::NmrOneD 91697 Specdb::NmrOneD 91698 Specdb::NmrOneD 91699 Specdb::NmrOneD 91700 Specdb::NmrOneD 91701 Specdb::NmrOneD 91702 Specdb::NmrOneD 91703 Specdb::NmrOneD 91704 Specdb::NmrOneD 91705 Specdb::NmrOneD 91706 Specdb::NmrOneD 91707 Specdb::NmrOneD 91708 Specdb::NmrOneD 91709 Specdb::NmrOneD 91710 Specdb::NmrOneD 91711 Specdb::MsMs 29606 Specdb::MsMs 29607 Specdb::MsMs 29608 Specdb::MsMs 36164 Specdb::MsMs 36165 Specdb::MsMs 36166 Specdb::MsMs 2762641 Specdb::MsMs 2762642 Specdb::MsMs 2762643 Specdb::MsMs 2946672 Specdb::MsMs 2946673 Specdb::MsMs 2946674 HMDB00213 107737 17215924 C04006 18297 D-MYO-INOSITOL-1-MONOPHOSPHATE LIP Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 Klyashchitskii, B. A.; Pimenova, V. V.; Shvets, V. I.; Sokolov, S. D.; Preobrazhenskii, N. A. Total synthesis of sn-myoinositol 1-phosphate. Zhurnal Obshchei Khimii (1969), 39(10), 2373. http://hmdb.ca/system/metabolites/msds/000/000/151/original/HMDB00213.pdf?1358463124 Inositol-1-monophosphatase P0ADG4 SUHB_ECOLI suhB http://ecmdb.ca/proteins/P0ADG4.xml Water + Myo-inositol 1-phosphate > Inositol + Phosphate R01185 Myo-inositol 1-phosphate + Water <> Inositol + Phosphate R01185 Water + Myo-inositol 1-phosphate > Inositol + Phosphate Water + Myo-inositol 1-phosphate > Inositol + Phosphate