Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C6H13O9P |
| Molecular Weight | 260.1358 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(O)(O)=O)[C@H](O)[C@@H]1O
InChI
InChIKey=INAPMGSXUVUWAF-UOTPTPDRSA-N
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-/m1/s1
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Phosphoinositide-specific inositol polyphosphate 5-phosphatase IV inhibits Akt/protein kinase B phosphorylation and leads to apoptotic cell death. | 2002-02-22 |
|
| A single subunit (GB2) is required for G-protein activation by the heterodimeric GABA(B) receptor. | 2002-02-01 |
|
| Mutational and computational analysis of the alpha(1b)-adrenergic receptor. Involvement of basic and hydrophobic residues in receptor activation and G protein coupling. | 2001-12-07 |
|
| Differential regulation of diverse physiological responses to VEGF in pulmonary endothelial cells. | 2001-12 |
|
| Inositol trisphosphate mediates the action of hypertrehalosemic hormone on fat body of the American cockroach, Periplaneta americana. | 2001-12 |
|
| Specific binding of the C-terminal Src homology 2 domain of the p85alpha subunit of phosphoinositide 3-kinase to phosphatidylinositol 3,4,5-trisphosphate. Localization and engineering of the phosphoinositide-binding motif. | 2001-11-23 |
|
| Amino acids in the cytoplasmic C terminus of the parathyroid Ca2+-sensing receptor mediate efficient cell-surface expression and phospholipase C activation. | 2001-11-23 |
|
| Single nucleotide polymorphism of human platelet-activating factor receptor impairs G-protein activation. | 2001-11-16 |
|
| Regulation of VEGF-induced endothelial cell PAF synthesis: role of p42/44 MAPK, p38 MAPK and PI3K pathways. | 2001-11 |
|
| Noradrenaline-induced increase in protein synthesis in adult rat cardiomyocytes: involvement of only alpha1A-adrenoceptors. | 2001-11 |
|
| Identification and characterization of two distinct GnRH receptor subtypes in a teleost, the medaka Oryzias latipes. | 2001-11 |
|
| Factors affecting prostacyclin receptor agonist efficacy in different cell types. | 2001-11 |
|
| Inositol 1,4,5-trisphosphate 3-kinase A associates with F-actin and dendritic spines via its N terminus. | 2001-10-05 |
|
| Insulin regulation of gene expression through the forkhead transcription factor Foxo1 (Fkhr) requires kinases distinct from Akt. | 2001-10-02 |
|
| Reperfusion-induced Ins(1,4,5)P(3) generation and arrhythmogenesis require activation of the Na(+)/Ca(2+) exchanger. | 2001-10 |
|
| Inverse agonist activity of selected ligands of platelet-activating factor receptor. | 2001-10 |
|
| Identification and pharmacological characterization of a novel human melanin-concentrating hormone receptor, mch-r2. | 2001-09-14 |
|
| Kaposi's sarcoma-associated herpesvirus G protein-coupled receptor signals through multiple pathways in endothelial cells. | 2001-09-07 |
|
| Differential conformational requirements for activation of G proteins and the regulatory proteins arrestin and G protein-coupled receptor kinase in the G protein-coupled receptor for parathyroid hormone (PTH)/PTH-related protein. | 2001-09-07 |
|
| Mechanisms of endothelin receptor subtype-specific targeting to distinct intracellular trafficking pathways. | 2001-09-07 |
|
| Glycosylation of the human prostacyclin receptor: role in ligand binding and signal transduction. | 2001-09 |
|
| Design, synthesis and pharmacological characterization of a potent radioiodinated and photoactivatable peptidic oxytocin antagonist. | 2001-08-30 |
|
| Parathyroid hormone-related peptide stimulates osteogenic cell proliferation through protein kinase C activation of the Ras/mitogen-activated protein kinase signaling pathway. | 2001-08-24 |
|
| Microglial signaling by amyloid beta protein through mitogen-activated protein kinase mediating phosphorylation of MARCKS. | 2001-08-08 |
|
| Different regulation of rat 5-HT(2A) and rat 5-HT(2C) receptors in NIH 3T3 cells upon exposure to 5-HT and pipamperone. | 2001-08-03 |
|
| Effects of chronic lithium administration on rat brain phosphatidylinositol cycle constituents, membrane phospholipids and amino acids. | 2001-08 |
|
| Reactive oxygen species potentiate the negative inotropic effect of cardiac M2-muscarinic receptor stimulation. | 2001-08 |
|
| Conditionally expressed G alpha 15 couples to endogenous receptors in GH3 cells. | 2001-08 |
|
| Discrimination between the functional and biochemical effects of two herbal oxytocics on the rat myometrium. | 2001-08 |
|
| Binding of the non-typeable Haemophilus influenzae lipooligosaccharide to the PAF receptor initiates host cell signalling. | 2001-08 |
|
| Selected contribution: effects of ischemia-reperfusion on vascular contractility and alpha(1)-adrenergic-receptor signaling in the rat tail artery. | 2001-08 |
|
| Inositol 1,4,5-trisphosphate-independent calcium signalling by platelet-derived growth factor in the human SH-SY5Y neuroblastoma cell. | 2001-08 |
|
| Role of protein kinase Cdelta in transmitting hypoxia signal to HSF and HIF-1. | 2001-08 |
|
| Effect of lithium on phosphoinositide metabolism in human brain: a proton decoupled (31)P magnetic resonance spectroscopy study. | 2001-07-01 |
|
| Purification and characterization of insulin-mimetic inositol phosphoglycan-like molecules from grass pea (Lathyrus sativus) seeds. | 2001-07 |
|
| Reversal of type 2 diabetes in mice by products of malaria parasites. II. Role of inositol phosphoglycans (IPGs). | 2001-07 |
|
| Effect of several germination conditions on total P, phytate P, phytase, and acid phosphatase activities and inositol phosphate esters in rye and barley. | 2001-07 |
|
| Effect of somatostatin on cholecystokinin-induced amylase release in rat pancreatic acini. | 2001-07 |
|
| Melanotrope cell plasticity: a key mechanism for the physiological adaptation to background color changes. | 2001-07 |
|
| Vasoactive intestinal peptide (VIP) stimulates rat prostatic epithelial cell proliferation. | 2001-06-01 |
|
| 2B4 (CD244) and CS1: novel members of the CD2 subset of the immunoglobulin superfamily molecules expressed on natural killer cells and other leukocytes. | 2001-06 |
|
| Phosphatidylinositol and inositol phosphate metabolism. | 2001-06 |
|
| Signal transduction pathways underlying the expression of tissue factor and thrombomodulin in promyelocytic cells induced to differentiate by retinoid acid and dibutyryl cAMP. | 2001-06 |
|
| Two novel mutations in the gonadotropin-releasing hormone receptor gene in Brazilian patients with hypogonadotropic hypogonadism and normal olfaction. | 2001-06 |
|
| Mutations in the mouse TSH receptor equivalent to human constitutively activating TSH receptor mutations also cause constitutive activity. | 2001-05 |
|
| Synthesis of inositol glycan cyclic phosphates. | 2001-04-23 |
|
| D-chiro-inositol in insulin action and insulin resistance-old-fashioned biochemistry still at work. | 2001-03 |
|
| Naloxone inhibits A6 cell Na(+)/H(+) exchange by activating protein kinase C via the mobilization of intracellular calcium. | 2001 |
|
| Functional importance of bovine myometrial and vascular LH receptors and cervical FSH receptors. | 2001 |
|
| [The role of cytoskeleton structures in regulation of Ca2+ responses in macrophages]. | 2001 |
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
573-35-3
Created by
admin on Mon Mar 31 17:34:39 GMT 2025 , Edited by admin on Mon Mar 31 17:34:39 GMT 2025
|
PRIMARY | |||
|
m6291
Created by
admin on Mon Mar 31 17:34:39 GMT 2025 , Edited by admin on Mon Mar 31 17:34:39 GMT 2025
|
PRIMARY | Merck Index | ||
|
5G9I890092
Created by
admin on Mon Mar 31 17:34:39 GMT 2025 , Edited by admin on Mon Mar 31 17:34:39 GMT 2025
|
PRIMARY | |||
|
DTXSID20878849
Created by
admin on Mon Mar 31 17:34:39 GMT 2025 , Edited by admin on Mon Mar 31 17:34:39 GMT 2025
|
PRIMARY |
SUBSTANCE RECORD
