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52809-07-1 | Quisqualinic acid
CAS No: 52809-07-1 Catalog No: AG003540 MDL No:MFCD00069337
Product Description
Catalog Number:
AG003540
Chemical Name:
Quisqualinic acid
CAS Number:
52809-07-1
Molecular Formula:
C5H7N3O5
Molecular Weight:
189.1262
MDL Number:
MFCD00069337
IUPAC Name:
(2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
InChI:
InChI=1S/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/m0/s1
InChI Key:
ASNFTDCKZKHJSW-REOHCLBHSA-N
SMILES:
OC(=O)[C@H](Cn1oc(=O)[nH]c1=O)N
UNII:
8OC22C1B99
Properties
Complexity:
265
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
189.039g/mol
Formal Charge:
0
Heavy Atom Count:
13
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
189.127g/mol
Monoisotopic Mass:
189.039g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
122A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-3.9
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| Nitric oxide synthase inhibition and glutamate binding in quinolinate-lesioned rat hippocampus. | Physiological research 20020101 |
| Influence of serotonin on the glutamate-induced excitations of secondary vestibular neurons in the rat. | Experimental neurology 20011201 |
| Positive allosteric modulators of metabotropic glutamate 1 receptor: characterization, mechanism of action, and binding site. | Proceedings of the National Academy of Sciences of the United States of America 20011106 |
| Glutamate receptor desensitization block potentiates the stimulated GABA release through external Ca2+-independent mechanisms from granule cells of olfactory bulb. | Neurochemical research 20011101 |
| Protective effect of excitatory amino acids on cold-restraint stress-induced gastric ulcers in mice: role of cyclic nucleotides. | Digestive diseases and sciences 20011001 |
| Binding of the glutamate carboxypeptidase II (NAALADase) inhibitor 2-PMPA to rat brain membranes. | European journal of pharmacology 20010914 |
| Excitotoxic model of post-traumatic syringomyelia in the rat. | Spine 20010901 |
| Physiological and pharmacological characteristics of quisqualic acid-induced K(+)-current response in the ganglion cells of Aplysia. | The Japanese journal of physiology 20010801 |
| Differential effects of glutamate agonists and D-aspartate on oxytocin release from hypothalamus and posterior pituitary of male rats. | Endocrine 20010801 |
| Conditions affecting the onset, severity, and progression of a spontaneous pain-like behavior after excitotoxic spinal cord injury. | The journal of pain : official journal of the American Pain Society 20010801 |
| Expression of c-fos mRNA is increased and related to dynorphin mRNA expression following excitotoxic spinal cord injury in the rat. | Neuroscience letters 20010720 |
| Dibutyryl-cAMP (dbcAMP) up-regulates astrocytic chloride-dependent L-[3H]glutamate transport and expression of both system xc(-) subunits. | Journal of neurochemistry 20010701 |
| Reassessment of the Ca2+ sensing property of a type I metabotropic glutamate receptor by simultaneous measurement of inositol 1,4,5-trisphosphate and Ca2+ in single cells. | The Journal of biological chemistry 20010601 |
| Enhanced inducible mGlu1alpha receptor expression in Chinese hamster ovary cells. | Journal of neurochemistry 20010601 |
| NO-flurbiprofen attenuates excitotoxin-induced brain inflammation, and releases nitric oxide in the brain. | Japanese journal of pharmacology 20010601 |
| Characterization of glutamate-gated chloride channels in the pharynx of wild-type and mutant Caenorhabditis elegans delineates the role of the subunit GluCl-alpha2 in the function of the native receptor. | Molecular pharmacology 20010501 |
| Inhibition of choline acetyltransferase by excitatory amino acids as a possible mechanism for cholinergic dysfunction in the central nervous system. | Journal of neurochemistry 20010501 |
| A Na+-dependent electrogenic glutamate transporter current in voltage-clamped cells of corpora allata in the cricket Gryllus bimaculatus. | Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology 20010501 |
| Cloning and characterization of a human orphan family C G-protein coupled receptor GPRC5D. | Biochimica et biophysica acta 20010416 |
| Cell type-specific differences in the coupling of recombinant mGlu1alpha receptors to endogenous G protein sub-populations. | Neuropharmacology 20010401 |
| An activity-dependent switch from facilitation to inhibition in the control of excitotoxicity by group I metabotropic glutamate receptors. | The European journal of neuroscience 20010401 |
| The effects of nucleus basalis magnocellularis lesions in Long-Evans hooded rats on two learning set formation tasks, delayed matching-to-sample learning, and open-field activity. | Behavioral neuroscience 20010401 |
| [Synthesis and release of N-acetylaspartyl glutamate (NAAG) in medial giant axons in crayfish]. | Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova 20010401 |
| Tetanic stimulation and metabotropic glutamate receptor agonists modify synaptic responses and protein kinase activity in rat auditory cortex. | Brain research 20010316 |
| Methylmercury inhibits the in vitro uptake of the glutathione precursor, cystine, in astrocytes, but not in neurons. | Brain research 20010309 |
| Characterization with [3H]quisqualate of group I metabotropic glutamate receptor subtype in rat central and peripheral excitable tissues. | Neurochemistry international 20010301 |
| Effects of interleukin-10 (IL-10) on pain behavior and gene expression following excitotoxic spinal cord injury in the rat. | Experimental neurology 20010301 |
| Cajal-Retzius cells in early postnatal mouse cortex selectively express functional metabotropic glutamate receptors. | The European journal of neuroscience 20010301 |
| Metabotropic glutamate receptor type 1alpha and tubulin assemble into dynamic interacting complexes. | Journal of neurochemistry 20010201 |
| Spinal and supraspinal changes in opioid mRNA expression are related to the onset of pain behaviors following excitotoxic spinal cord injury. | Pain 20010201 |
| Covalent and noncovalent interactions mediate metabotropic glutamate receptor mGlu5 dimerization. | Molecular pharmacology 20010101 |
| Expression of ionotropic glutamate receptors in the retina of the rdta transgenic mouse. | BMC neuroscience 20010101 |
| The role of kainic acid/AMPA and metabotropic glutamate receptors in the regulation of opioid mRNA expression and the onset of pain-related behavior following excitotoxic spinal cord injury. | Neuroscience 20010101 |
| Synthesis and release of N-acetylaspartylglutamate (NAAG) by crayfish nerve fibers: implications for axon-glia signaling. | Neuroscience 20010101 |
| L-Quisqualic acid transport into hippocampal neurons by a cystine-sensitive carrier is required for the induction of quisqualate sensitization. | Neuroscience 20010101 |
| Mechanisms for clearance of released N-acetylaspartylglutamate in crayfish nerve fibers: implications for axon-glia signaling. | Neuroscience 20010101 |
| Cognitive effects of neurotoxic lesions of the nucleus basalis magnocellularis in rats: differential roles for corticopetal versus amygdalopetal projections. | Neurotoxicity research 20010101 |
| Characterization of [(3)H]Quisqualate binding to recombinant rat metabotropic glutamate 1a and 5a receptors and to rat and human brain sections. | Journal of neurochemistry 20001201 |
| Pharmacological characterization of the rat metabotropic glutamate receptor type 8a revealed strong similarities and slight differences with the type 4a receptor. | European journal of pharmacology 20000407 |
| Effect of the umami peptides on the ligand binding and function of rat mGlu4a receptor might implicate this receptor in the monosodium glutamate taste transduction. | British journal of pharmacology 19991101 |
| 2-Methyl-6-(phenylethynyl)-pyridine (MPEP), a potent, selective and systemically active mGlu5 receptor antagonist. | Neuropharmacology 19991001 |
| Propofol modulates the effects of chemoconvulsants acting at GABAergic, glycinergic, and glutamate receptor subtypes. | Anesthesiology 19951001 |
| Pharmacological analysis of 4-carboxyphenylglycine derivatives: comparison of effects on mGluR1 alpha and mGluR5a subtypes. | Neuropharmacology 19950801 |
| Felbamate displays in vitro antiepileptic effects as a broad spectrum excitatory amino acid receptor antagonist. | European journal of pharmacology 19941227 |
| Benzothiadiazides inhibit rapid glutamate receptor desensitization and enhance glutamatergic synaptic currents. | The Journal of neuroscience : the official journal of the Society for Neuroscience 19930901 |
| A pharmacological characterization of the mGluR1 alpha subtype of the metabotropic glutamate receptor expressed in a cloned baby hamster kidney cell line. | Brain research 19930813 |
| Anticonvulsant action of the beta-carboline abecarnil: studies in rodents and baboon, Papio papio. | The Journal of pharmacology and experimental therapeutics 19900401 |
| The involvement of excitatory amino acid receptors within the prepiriform cortex in pilocarpine-induced limbic seizures in rats. | Experimental brain research 19880101 |
| Amino acid neurotoxicity: relationship to neuronal depolarization in rat cerebellar slices. | Neuroscience 19860601 |
| Quantitative studies on some antagonists of N-methyl D-aspartate in slices of rat cerebral cortex. | British journal of pharmacology 19850201 |
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