Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C5H12NO5P |
| Molecular Weight | 197.1262 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC(CCCP(O)(O)=O)C(O)=O
InChI
InChIKey=VOROEQBFPPIACJ-UHFFFAOYSA-N
InChI=1S/C5H12NO5P/c6-4(5(7)8)2-1-3-12(9,10)11/h4H,1-3,6H2,(H,7,8)(H2,9,10,11)
| Molecular Formula | C5H12NO5P |
| Molecular Weight | 197.1262 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL1907608 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2145436 |
290.0 nM [IC50] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Defective hippocampal mossy fiber long-term potentiation in endothelial nitric oxide synthase knockout mice. | 2001-09-01 |
|
| Spreading depression in human neocortical slices. | 2001-07-06 |
|
| Effect of neonatal capsaicin treatment on neural activity in the medullary dorsal horn of neonatal rats evoked by electrical stimulation to the trigeminal afferents: an optical, electrophysiological, and quantitative study. | 2001-07-06 |
|
| Dopamine-independent locomotion following blockade of N-methyl-D-aspartate receptors in the ventral tegmental area. | 2001-07 |
|
| Increased spinal N-methyl-D-aspartate receptor function after 20 h of carrageenan-induced inflammation. | 2001-07 |
|
| Differential effects of NMDA antagonists microinjections into the nucleus reticularis pontis caudalis on seizures induced by pentylenetetrazol in the rat. | 2001-07 |
|
| N-Methyl-D-aspartate-induced c-Fos expression is enhanced in the forebrain structures related to emotion in Fyn-deficient mice. | 2001-06-29 |
|
| MAP2 phosphorylation and visual plasticity in Xenopus. | 2001-06-29 |
|
| The role of N-methyl-D-aspartate receptors in synaptic plasticity of rat visual cortex in vitro: effect of sensory experience. | 2001-06-29 |
|
| Gabaergic inhibition antagonizes adaptive adjustment of the owl's auditory space map during the initial phase of plasticity. | 2001-06-15 |
|
| Neurophysiological correlates of delayed visual differentiation tasks in monkeys: the effects of the site of intracortical blockade of NMDA receptors. | 2001-06-05 |
|
| The effects of an NDMA receptor antagonist on delayed visual differentiation in monkeys and rearrangements of neuron spike activity in the visual and prefrontal areas of the cortex. | 2001-06-05 |
|
| Unipolar brush cells form a glutamatergic projection system within the mouse cerebellar cortex. | 2001-06-04 |
|
| Amygdalar nmda receptors are critical for the expression of multiple conditioned fear responses. | 2001-06-01 |
|
| Injections of the NMDA receptor antagonist aminophosphonopentanoic acid into the lateral nucleus of the amygdala block the expression of fear-potentiated startle and freezing. | 2001-06-01 |
|
| NMDA-mediated activation of the medial amygdala initiates a downstream neuroendocrine memory responsible for pseudopregnancy in the female rat. | 2001-06-01 |
|
| Effects of adult neurogenesis on synaptic plasticity in the rat dentate gyrus. | 2001-06 |
|
| Dynamic modulation of excitation and inhibition during stimulation at gamma and beta frequencies in the CA1 hippocampal region. | 2001-06 |
|
| Local opiate withdrawal in locus coeruleus neurons in vitro. | 2001-06 |
|
| GABA(A)-dependent chloride influx modulates reversal potential of GABA(B)-mediated IPSPs in hippocampal pyramidal cells. | 2001-06 |
|
| Topical bicuculline to the rat spinal cord induces highly localized allodynia that is mediated by spinal prostaglandins. | 2001-06 |
|
| Early onset of glutamatergic and GABAergic synaptic activity in the visual layers of the rodent superior colliculus. | 2001-06 |
|
| Characterization of spontaneous excitatory synaptic currents in pyramidal cells of rat prelimbic cortex. | 2001-05-18 |
|
| Stress-induced increase in extracellular dopamine in striatum: role of glutamatergic action via N-methyl-D-aspartate receptors in substantia nigra. | 2001-05-18 |
|
| Melanin concentrating hormone depresses synaptic activity of glutamate and GABA neurons from rat lateral hypothalamus. | 2001-05-15 |
|
| Pharmacological aids to locomotor training after spinal injury in the cat. | 2001-05-15 |
|
| High-fidelity transmission acquired via a developmental decrease in NMDA receptor expression at an auditory synapse. | 2001-05-15 |
|
| A kainate receptor increases the efficacy of GABAergic synapses. | 2001-05 |
|
| Regulation of spontaneous inhibitory synaptic transmission by endogenous glutamate via non-NMDA receptors in cultured rat hippocampal neurons. | 2001-05 |
|
| Postsynaptic modulation of AMPA receptor-mediated synaptic responses and LTP by the type 3 ryanodine receptor. | 2001-05 |
|
| Kindling induces transient NMDA receptor-mediated facilitation of high-frequency input in the rat dentate gyrus. | 2001-05 |
|
| Post-episode depression of GABAergic transmission in spinal neurons of the chick embryo. | 2001-05 |
|
| Short-term plasticity at inhibitory synapses in rat striatum and its effects on striatal output. | 2001-05 |
|
| Enhanced temporal stability of cholinergic hippocampal gamma oscillations following respiratory alkalosis in vitro. | 2001-05 |
|
| Short-term synaptic depression in the neonatal mouse spinal cord: effects of calcium and temperature. | 2001-05 |
|
| Electrophysiological characterization of "giant" cells in stratum radiatum of the CA3 hippocampal region. | 2001-05 |
|
| Activation of group III mGluRs inhibits GABAergic and glutamatergic transmission in the substantia nigra pars reticulata. | 2001-05 |
|
| Activation of brainstem N-methyl-D-aspartate receptors is required for the analgesic actions of morphine given systemically. | 2001-05 |
|
| Ontogeny of ionotropic glutamate receptor expression in human fetal brain. | 2001-04-30 |
|
| NMDA and dopamine D2 receptors in the caudate-putamen are not involved in control of motor readiness in rats. | 2001-04 |
|
| An electrophysiological study of neural pathways for corticofugally inhibited neurons in the central nucleus of the inferior colliculus of the big brown bat, Eptesicus fuscus. | 2001-04 |
|
| Multiple-site optical recording reveals embryonic organization of synaptic networks in the chick spinal cord. | 2001-04 |
|
| Dopamine, but not glutamate, receptor blockade in the basolateral amygdala attenuates conditioned reward in a rat model of relapse to cocaine-seeking behavior. | 2001-03 |
|
| Stimulatory effect of endothelin-1 on neurons in the nucleus tractus solitarii is mediated by non-N-methyl-D-aspartate receptors. | 2001-03 |
|
| [The effect of metabotropic glutamate receptors on longitude of posttetanic reaction in spinal motoneurons of frog]. | 2001 |
|
| Bidirectional modulation of basal forebrain N-methyl-D-aspartate receptor function differentially affects visual attention but not visual discrimination performance. | 2001 |
|
| Effect of lactate on the synaptic potential, energy metabolism, calcium homeostasis and extracellular glutamate concentration in the dentate gyrus of the hippocampus from guinea-pig. | 2001 |
|
| Modification of extracellular matrix by enzymatic removal of chondroitin sulfate and by lack of tenascin-R differentially affects several forms of synaptic plasticity in the hippocampus. | 2001 |
|
| PKC activation rescues LTP from NMDA receptor blockade. | 2001 |
|
| Differential mechanisms of Ca2+ responses in glial cells evoked by exogenous and endogenous glutamate in rat hippocampus. | 2001 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:29:48 GMT 2025
by
admin
on
Mon Mar 31 21:29:48 GMT 2025
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| Record UNII |
39PJ29YY8Z
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| Record Status |
Validated (UNII)
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| Record Version |
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WIKIPEDIA |
NMDA receptor antagonist
Created by
admin on Mon Mar 31 21:29:48 GMT 2025 , Edited by admin on Mon Mar 31 21:29:48 GMT 2025
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1216
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76326-31-3
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2-Amino-5-phosphonovalerate
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D015763
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138644
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39PJ29YY8Z
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DTXSID90893701
Created by
admin on Mon Mar 31 21:29:48 GMT 2025 , Edited by admin on Mon Mar 31 21:29:48 GMT 2025
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| Related Record | Type | Details | ||
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TARGET -> INHIBITOR |
Binds to glutamate site
COMPETITIVE INHIBITOR
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ACTIVE ENANTIOMER->RACEMATE |
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| Related Record | Type | Details | ||
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ACTIVE MOIETY |
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