Home Aminos 3-Pentenoic acid, 2-amino-4-methyl-5-phosphono-, (3E)-

3-Pentenoic acid, 2-amino-4-methyl-5-phosphono-, (3E)-

CAS No.:
127910-31-0
Catalog Number:
AG000H8C
Molecular Formula:
C6H12NO5P
Molecular Weight:
209.1369
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
25mg
95%
In Stock USA
United States
$418
- +
100mg
95%
In Stock USA
United States
$1173
- +
Product Description
Catalog Number:
AG000H8C
Chemical Name:
3-Pentenoic acid, 2-amino-4-methyl-5-phosphono-, (3E)-
CAS Number:
127910-31-0
Molecular Formula:
C6H12NO5P
Molecular Weight:
209.1369
MDL Number:
MFCD00153906
IUPAC Name:
(E)-2-amino-4-methyl-5-phosphonopent-3-enoic acid
InChI:
InChI=1S/C6H12NO5P/c1-4(3-13(10,11)12)2-5(7)6(8)9/h2,5H,3,7H2,1H3,(H,8,9)(H2,10,11,12)/b4-2+
InChI Key:
BDYHNCZIGYIOGJ-DUXPYHPUSA-N
SMILES:
C/C(=C\C(C(=O)O)N)/CP(=O)(O)O
Properties
Complexity:
268  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
209.045g/mol
Formal Charge:
0
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
209.138g/mol
Monoisotopic Mass:
209.045g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
121A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-4.1  
Literature
Title Journal
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Involvement of the thalamic parafascicular nucleus in mesial temporal lobe epilepsy. The Journal of neuroscience : the official journal of the Society for Neuroscience 20101208
Reduced effect of NMDA glutamate receptor antagonist on ethanol-induced ataxia and striatal glutamate levels in mice lacking ENT1. Neuroscience letters 20100802
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Impact of postnatal blockade of N-methyl-D-aspartate receptors on rat behavior: a search for a new developmental model of schizophrenia. Neuroscience 20080602
NMDA/glutamate mechanism of magnesium-induced anxiolytic-like behavior in mice. Pharmacological reports : PR 20080101
Detrimental effect of postnatal blockade of N-methyl-D-aspartate receptors on sensorimotor gating is reversed by neuroleptic drugs. Pharmacological reports : PR 20080101
NMDA/glutamate mechanism of antidepressant-like action of magnesium in forced swim test in mice. Pharmacology, biochemistry, and behavior 20071201
Enhanced glutamatergic transmission reduces the anticonvulsant potential of lamotrigine but not of felbamate against tonic-clonic seizures. Pharmacological reports : PR 20070101
Activation of the NMDA/glutamate receptor complex antagonizes the NMDA antagonist-induced antidepressant-like effects in the forced swim test. Pharmacological reports : PR 20070101
Alterations in the dendritic morphology of prefrontal pyramidal neurons in adult rats after blockade of NMDA receptors in the postnatal period. Brain research 20051116
Development of a three-dimensional model for the N-methyl-D-aspartate NR2A subunit. Journal of medicinal chemistry 20050825
Functional roles of NMDA receptor NR2A and NR2B subunits in the acute intoxicating effects of ethanol in mice. Synapse (New York, N.Y.) 20050615
Blockade of NMDA receptors in postnatal period decreased density of tyrosine hydroxylase immunoreactive axonal arbors in the medial prefrontal cortex of adult rats. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20050601
Cortical epileptic afterdischarges in immature rats are differently influenced by NMDA receptor antagonists. European journal of pharmacology 20050523
GSA: behavioral, histological, electrophysiological and neurochemical effects. Physiology & behavior 20050215
Involvement of a glutamergic mechanism in gamma-dendrotoxin-induced hippocampal neuronal cell loss in the rat. Basic & clinical pharmacology & toxicology 20040301
Competitive NMDA receptor antagonists and agonists: effects on spontaneous alternation in mice exposed to cerebral oligemia. Polish journal of pharmacology 20040101
Involvement of voltage- and ligand-gated Ca2+ channels in the neuroexcitatory and synergistic effects of putative uremic neurotoxins. Kidney international 20030501
Effects of clozapine, haloperidol and iloperidone on neurotransmission and synaptic plasticity in prefrontal cortex and their accumulation in brain tissue: an in vitro study. Neuroscience 20030101
A competitive antagonist of NMDA receptors CGP 40116 attenuates experimental symptoms of schizophrenia evoked by MK-801. Polish journal of pharmacology 20030101
NMDA receptor antagonists impair motor performance in immature rats. Psychopharmacology 20020801
Dynamic induction of the long pentraxin PTX3 in the CNS after limbic seizures: evidence for a protective role in seizure-induced neurodegeneration. Neuroscience 20010101
Repeated imipramine administration enhances the effects of NMDA receptor ligands on synchronous activity in rat frontal cortex in vitro. Polish journal of pharmacology 20010101
Morphine-induced catalepsy is augmented by NMDA receptor antagonists, but is partially attenuated by an AMPA receptor antagonist. European journal of pharmacology 19960111
The AMPA receptor antagonist GYKI 52466 reverses the anti-cataleptic effects of the competitive NMDA receptor antagonist CGP 37849. European journal of pharmacology 19940502
The new competitive NMDA receptor antagonist CGP 40116 inhibits pilocarpine-induced limbic motor seizures and unconditioned motor behaviour in the mouse. Pharmacology, biochemistry, and behavior 19940101
Effects of the competitive NMDA receptor antagonist, CGP 37849, on anticonvulsant activity and adverse effects of valproate in amygdala-kindled rats. European journal of pharmacology 19930406
Glutamate-dopamine interactions in the production of pilocarpine motor seizures in the mouse. Journal of neural transmission. Parkinson's disease and dementia section 19930101
Central effects of repeated treatment with CGP 37849, a competitive NMDA receptor antagonist with potential antidepressant activity. Polish journal of pharmacology 19930101
Central effects of SL 82.0715, an antagonist of polyamine site of the NMDA receptor complex. Polish journal of pharmacology 19930101
Properties