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20298-95-7 | myo-Inositol, 1,3,4,5,6-pentakis(dihydrogen phosphate)
CAS No: 20298-95-7 Catalog No: AG0028M0 MDL No:
Product Description
Catalog Number:
AG0028M0
Chemical Name:
myo-Inositol, 1,3,4,5,6-pentakis(dihydrogen phosphate)
CAS Number:
20298-95-7
IUPAC Name:
[(1R,2S,4R,5S)-3-hydroxy-2,4,5,6-tetraphosphonooxycyclohexyl] dihydrogen phosphate
InChI:
InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1?,2-,3+,4+,5-,6?
InChI Key:
CTPQAXVNYGZUAJ-UYSNGIAKSA-N
Properties
Complexity:
824
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
4
Defined Bond Stereocenter Count:
0
Exact Mass:
579.895g/mol
Formal Charge:
0
Heavy Atom Count:
32
Hydrogen Bond Acceptor Count:
21
Hydrogen Bond Donor Count:
11
Isotope Atom Count:
0
Molecular Weight:
580.05g/mol
Monoisotopic Mass:
579.895g/mol
Rotatable Bond Count:
10
Topological Polar Surface Area:
354A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-9.2
Literature
| Title | Journal |
|---|---|
| The JAZ proteins: a crucial interface in the jasmonate signaling cascade. | The Plant cell 20110901 |
| Jasmonic acid perception by COI1 involves inositol polyphosphates in Arabidopsis thaliana. | The Plant journal : for cell and molecular biology 20110301 |
| Inositol pentakisphosphate isomers bind PH domains with varying specificity and inhibit phosphoinositide interactions. | BMC structural biology 20110101 |
| Jasmonate perception by inositol-phosphate-potentiated COI1-JAZ co-receptor. | Nature 20101118 |
| A novel inhibitor of the PI3K/Akt pathway based on the structure of inositol 1,3,4,5,6-pentakisphosphate. | British journal of cancer 20100105 |
| A Solanum tuberosum inositol phosphate kinase (StITPK1) displaying inositol phosphate-inositol phosphate and inositol phosphate-ADP phosphotransferase activities. | FEBS letters 20080528 |
| Inositol pentakisphosphate mediates Wnt/beta-catenin signaling. | The Journal of biological chemistry 20070907 |
| The absence of expression of the three isoenzymes of the inositol 1,4,5-trisphosphate 3-kinase does not prevent the formation of inositol pentakisphosphate and hexakisphosphate in mouse embryonic fibroblasts. | Cellular signalling 20070701 |
| Structural analysis of the carboxy terminal PH domain of pleckstrin bound to D-myo-inositol 1,2,3,5,6-pentakisphosphate. | BMC structural biology 20070101 |
| Regioselective hydrolysis of myo-inositol 1,3,5-orthobenzoate via a 1,2-bridged 2'-phenyl-1',3'-dioxolan-2'-ylium ion provides a rapid route to the anticancer agent Ins(1,3,4,5,6)P5. | Chemical communications (Cambridge, England) 20060728 |
| scyllo-inositol pentakisphosphate as an analogue of myo-inositol 1,3,4,5,6-pentakisphosphate: chemical synthesis, physicochemistry and biological applications. | Chembiochem : a European journal of chemical biology 20060701 |
| Pathogenicity of Salmonella: SopE-mediated membrane ruffling is independent of inositol phosphate signals. | FEBS letters 20060320 |
| Inhibition of the phosphatidylinositol 3-kinase/Akt pathway by inositol pentakisphosphate results in antiangiogenic and antitumor effects. | Cancer research 20050915 |
| Increased levels of inositol hexakisphosphate (InsP6) protect HEK293 cells from tumor necrosis factor (alpha)- and Fas-induced apoptosis. | The Journal of biological chemistry 20050812 |
| Degradation of myo-inositol hexakisphosphate by a phytate-degrading enzyme from Pantoea agglomerans. | The protein journal 20041101 |
| Determination of phytic acid and inositol pentakisphosphates in foods by high-performance ion chromatography. | Journal of agricultural and food chemistry 20040728 |
| The neuropeptides vasoactive intestinal peptide (VIP) and pituitary adenylate cyclase activating polypeptide (PACAP) modulate several biochemical pathways in human leukemic myeloid cells. | Journal of neuroimmunology 20040401 |
| Inositol pentakisphosphate promotes apoptosis through the PI 3-K/Akt pathway. | Oncogene 20040304 |
| The importance to chondrocyte differentiation of changes in expression of the multiple inositol polyphosphate phosphatase. | Experimental cell research 20031101 |
| Stimulation of L-type Ca2+ channels by inositol pentakis- and hexakisphosphates in rat vascular smooth muscle cells. | The Journal of physiology 20030615 |
| Regulation of chromatin remodeling by inositol polyphosphates. | Science (New York, N.Y.) 20030103 |
| Modulation of ATP-dependent chromatin-remodeling complexes by inositol polyphosphates. | Science (New York, N.Y.) 20030103 |
| Effect of traditional, microwave and industrial cooking on inositol phosphate content in beans, chickpeas and lentils. | International journal of food sciences and nutrition 20021101 |
| The structure of greylag goose oxy haemoglobin: the roles of four mutations compared with bar-headed goose haemoglobin. | Acta crystallographica. Section D, Biological crystallography 20011201 |
| Stereospecificity of myo-inositol hexakisphosphate dephosphorylation by a phytate-degrading enzyme of Escherichia coli. | Journal of biotechnology 20011117 |
| The crystal structure of bar-headed goose hemoglobin in deoxy form: the allosteric mechanism of a hemoglobin species with high oxygen affinity. | Journal of molecular biology 20011012 |
| Synthesis and biological activity of D- and L-chiro-inositol 2,3,4,5-tetrakisphosphate: design of a novel and potent inhibitor of Ins(3,4,5,6)P4 1-kinase/Ins(1,3,4)P3 5/6-kinase. | Journal of medicinal chemistry 20010830 |
| Expanding coincident signaling by PTEN through its inositol 1,3,4,5,6-pentakisphosphate 3-phosphatase activity. | FEBS letters 20010615 |
| An expanded view of inositol signaling. | Advances in enzyme regulation 20010101 |
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