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 |
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Naloxone inhibits A6 cell Na(+)/H(+) exchange by activating protein kinase C via the mobilization of intracellular calcium. | 2001 |
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Functional importance of bovine myometrial and vascular LH receptors and cervical FSH receptors. | 2001 |
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[The role of cytoskeleton structures in regulation of Ca2+ responses in macrophages]. | 2001 |
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Regulation of FRTL-5 thyroid cell growth by phosphatidylinositol (OH) 3 kinase-dependent Akt-mediated signaling. | 2001 Apr |
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Synthesis of inositol glycan cyclic phosphates. | 2001 Apr 23 |
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Signaling pathways activated by alpha1-adrenergic receptor subtypes in PC12 cells. | 2001 Apr 6 |
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Effects of chronic lithium administration on rat brain phosphatidylinositol cycle constituents, membrane phospholipids and amino acids. | 2001 Aug |
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Reactive oxygen species potentiate the negative inotropic effect of cardiac M2-muscarinic receptor stimulation. | 2001 Aug |
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Conditionally expressed G alpha 15 couples to endogenous receptors in GH3 cells. | 2001 Aug |
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Discrimination between the functional and biochemical effects of two herbal oxytocics on the rat myometrium. | 2001 Aug |
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Binding of the non-typeable Haemophilus influenzae lipooligosaccharide to the PAF receptor initiates host cell signalling. | 2001 Aug |
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Selected contribution: effects of ischemia-reperfusion on vascular contractility and alpha(1)-adrenergic-receptor signaling in the rat tail artery. | 2001 Aug |
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Inositol 1,4,5-trisphosphate-independent calcium signalling by platelet-derived growth factor in the human SH-SY5Y neuroblastoma cell. | 2001 Aug |
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Role of protein kinase Cdelta in transmitting hypoxia signal to HSF and HIF-1. | 2001 Aug |
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Parathyroid hormone-related peptide stimulates osteogenic cell proliferation through protein kinase C activation of the Ras/mitogen-activated protein kinase signaling pathway. | 2001 Aug 24 |
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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 Aug 3 |
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Design, synthesis and pharmacological characterization of a potent radioiodinated and photoactivatable peptidic oxytocin antagonist. | 2001 Aug 30 |
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Differential regulation of diverse physiological responses to VEGF in pulmonary endothelial cells. | 2001 Dec |
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Inositol trisphosphate mediates the action of hypertrehalosemic hormone on fat body of the American cockroach, Periplaneta americana. | 2001 Dec |
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Mutational and computational analysis of the alpha(1b)-adrenergic receptor. Involvement of basic and hydrophobic residues in receptor activation and G protein coupling. | 2001 Dec 7 |
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Purification and characterization of insulin-mimetic inositol phosphoglycan-like molecules from grass pea (Lathyrus sativus) seeds. | 2001 Jul |
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Reversal of type 2 diabetes in mice by products of malaria parasites. II. Role of inositol phosphoglycans (IPGs). | 2001 Jul |
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Effect of several germination conditions on total P, phytate P, phytase, and acid phosphatase activities and inositol phosphate esters in rye and barley. | 2001 Jul |
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Effect of somatostatin on cholecystokinin-induced amylase release in rat pancreatic acini. | 2001 Jul |
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Effect of lithium on phosphoinositide metabolism in human brain: a proton decoupled (31)P magnetic resonance spectroscopy study. | 2001 Jul 1 |
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Inositol hexakisphosphate kinase 2 mediates growth suppressive and apoptotic effects of interferon-beta in ovarian carcinoma cells. | 2001 Jul 6 |
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2B4 (CD244) and CS1: novel members of the CD2 subset of the immunoglobulin superfamily molecules expressed on natural killer cells and other leukocytes. | 2001 Jun |
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Phosphatidylinositol and inositol phosphate metabolism. | 2001 Jun |
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Signal transduction pathways underlying the expression of tissue factor and thrombomodulin in promyelocytic cells induced to differentiate by retinoid acid and dibutyryl cAMP. | 2001 Jun |
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Two novel mutations in the gonadotropin-releasing hormone receptor gene in Brazilian patients with hypogonadotropic hypogonadism and normal olfaction. | 2001 Jun |
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Pleiotropic effects of substitutions of a highly conserved leucine in transmembrane helix III of the human lutropin/choriogonadotropin receptor with respect to constitutive activation and hormone responsiveness. | 2001 Jun |
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Vasoactive intestinal peptide (VIP) stimulates rat prostatic epithelial cell proliferation. | 2001 Jun 1 |
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D-chiro-inositol in insulin action and insulin resistance-old-fashioned biochemistry still at work. | 2001 Mar |
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Exogenous phospholipase C stimulates epithelial cell migration and integrin expression in vitro. | 2001 Mar-Apr |
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Mutations in the mouse TSH receptor equivalent to human constitutively activating TSH receptor mutations also cause constitutive activity. | 2001 May |
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Fuel and hormone regulation of phospholipase C beta 1 and delta 1 overexpressed in RINm5F pancreatic beta cells. | 2001 May 25 |
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Regulation of VEGF-induced endothelial cell PAF synthesis: role of p42/44 MAPK, p38 MAPK and PI3K pathways. | 2001 Nov |
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Noradrenaline-induced increase in protein synthesis in adult rat cardiomyocytes: involvement of only alpha1A-adrenoceptors. | 2001 Nov |
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Identification and characterization of two distinct GnRH receptor subtypes in a teleost, the medaka Oryzias latipes. | 2001 Nov |
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Single nucleotide polymorphism of human platelet-activating factor receptor impairs G-protein activation. | 2001 Nov 16 |
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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 Nov 23 |
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Amino acids in the cytoplasmic C terminus of the parathyroid Ca2+-sensing receptor mediate efficient cell-surface expression and phospholipase C activation. | 2001 Nov 23 |
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Reperfusion-induced Ins(1,4,5)P(3) generation and arrhythmogenesis require activation of the Na(+)/Ca(2+) exchanger. | 2001 Oct |
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Inverse agonist activity of selected ligands of platelet-activating factor receptor. | 2001 Oct |
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Insulin regulation of gene expression through the forkhead transcription factor Foxo1 (Fkhr) requires kinases distinct from Akt. | 2001 Oct 2 |
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Inositol 1,4,5-trisphosphate 3-kinase A associates with F-actin and dendritic spines via its N terminus. | 2001 Oct 5 |
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Glycosylation of the human prostacyclin receptor: role in ligand binding and signal transduction. | 2001 Sep |
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Identification and pharmacological characterization of a novel human melanin-concentrating hormone receptor, mch-r2. | 2001 Sep 14 |
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Kaposi's sarcoma-associated herpesvirus G protein-coupled receptor signals through multiple pathways in endothelial cells. | 2001 Sep 7 |
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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 Sep 7 |
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Code System | Code | Type | Description | ||
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573-35-3
Created by
admin on Fri Dec 15 15:00:02 GMT 2023 , Edited by admin on Fri Dec 15 15:00:02 GMT 2023
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m6291
Created by
admin on Fri Dec 15 15:00:02 GMT 2023 , Edited by admin on Fri Dec 15 15:00:02 GMT 2023
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PRIMARY | Merck Index | ||
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5G9I890092
Created by
admin on Fri Dec 15 15:00:02 GMT 2023 , Edited by admin on Fri Dec 15 15:00:02 GMT 2023
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DTXSID20878849
Created by
admin on Fri Dec 15 15:00:02 GMT 2023 , Edited by admin on Fri Dec 15 15:00:02 GMT 2023
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PRIMARY |
SUBSTANCE RECORD