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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H13N2O8.3Na
Molecular Weight 370.1988
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOSPAGLUMATE SODIUM

SMILES

[Na+].[Na+].[Na+].CC(=O)N[C@@H](CC([O-])=O)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O

InChI

InChIKey=WGWMBRZJCFSSLL-UEEQWHBPSA-K
InChI=1S/C11H16N2O8.3Na/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16;;;/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21);;;/q;3*+1/p-3/t6-,7-;;;/m0.../s1

HIDE SMILES / InChI
ISOSPAGLUMIC ACID is used as an antiallergic agent.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
8.5 µM [Ki]
PubMed

PubMed

TitleDatePubMed
[N acetyl-aspartyl glutamic acid (NAAGA) inhibits the adhesion of leukocytes to activated endothelial cells and down-modulates the cytokine-induced expression of adhesion molecules].
2002 Dec
Brain metabolite composition during early human brain development as measured by quantitative in vivo 1H magnetic resonance spectroscopy.
2002 Dec
Glutamine uptake and metabolism to N-acetylaspartylglutamate (NAAG) by crayfish axons and glia.
2002 Oct
Morphology and ultrastructure of rat hippocampal formation after i.c.v. administration of N-acetyl-L-aspartyl-L-glutamate.
2003
Reductions in N-acetylaspartylglutamate and the 67 kDa form of glutamic acid decarboxylase immunoreactivities in the visual system of albino and pigmented rats after optic nerve transections.
2003 Apr 7
Early embryonic death of glutamate carboxypeptidase II (NAALADase) homozygous mutants.
2003 Dec 15
Cerebral proton magnetic resonance spectroscopy of a patient with giant axonal neuropathy.
2003 Jan
N-acetylaspartate and N-Acetylaspartylglutamate deficits in superior temporal cortex in schizophrenia and bipolar disorder: a postmortem study.
2003 Jun 15
Characterisation of the 1H and 13C NMR spectra of N-acetylaspartylglutamate and its detection in urine from patients with Canavan disease.
2003 Mar 10
Metabotropic glutamate receptor regulation of neuronal cell death.
2003 Nov
N-acetylaspartylglutamate and beta-NAAG protect against injury induced by NMDA and hypoxia in primary spinal cord cultures.
2003 Nov 21
Effect of carbohydrate moieties on the folate hydrolysis activity of the prostate specific membrane antigen.
2003 Oct 1
Protection against glucose-induced neuronal death by NAAG and GCP II inhibition is regulated by mGluR3.
2004 Apr
Biosynthesis of NAAG by an enzyme-mediated process in rat central nervous system neurons and glia.
2004 Aug
Aspartoacylase deficiency does not affect N-acetylaspartylglutamate level or glutamate carboxypeptidase II activity in the knockout mouse brain.
2004 Aug 6
High-field localized 1H NMR spectroscopy in the anesthetized and in the awake monkey.
2004 Dec
GCP II (NAALADase) inhibition suppresses mossy fiber-CA3 synaptic neurotransmission by a presynaptic mechanism.
2004 Jan
Antinociceptive effects of N-acetylaspartylglutamate (NAAG) peptidase inhibitors ZJ-11, ZJ-17 and ZJ-43 in the rat formalin test and in the rat neuropathic pain model.
2004 Jul
Synthesis of urea-based inhibitors as active site probes of glutamate carboxypeptidase II: efficacy as analgesic agents.
2004 Mar 25
NAAG peptidase inhibition reduces locomotor activity and some stereotypes in the PCP model of schizophrenia via group II mGluR.
2004 May
The cloning and characterization of a second brain enzyme with NAAG peptidase activity.
2004 May
Severe hypomyelination associated with increased levels of N-acetylaspartylglutamate in CSF.
2004 May 11
Serotonin1B receptors: from protein to physiological function and behavior.
2004 Oct
Quantitative 1H-MRS of healthy human cortex, hippocampus, and thalamus: metabolite concentrations, quantification precision, and reproducibility.
2004 Sep
NAAG peptidase inhibitors and their potential for diagnosis and therapy.
2005 Dec
Strategies to increase central N-acetyl aspartylglutamate: a potential treatment for schizophrenia and bipolar disorders.
2005 Jul 15
In vitro 1H NMR spectroscopy shows an increase in N-acetylaspartylglutamate and glutamine content in the hippocampus of amygdaloid-kindled rats.
2005 Mar
Chronic phencyclidine administration induces schizophrenia-like changes in N-acetylaspartate and N-acetylaspartylglutamate in rat brain.
2005 Mar 1
Stimulation of microglial metabotropic glutamate receptor mGlu2 triggers tumor necrosis factor alpha-induced neurotoxicity in concert with microglial-derived Fas ligand.
2005 Mar 16
Metabolic characterization of distinct neuroanatomical regions in rats by magic angle spinning 1H nuclear magnetic resonance spectroscopy.
2005 May
Regulation of glutamate carboxypeptidase II hydrolysis of N-acetylaspartylglutamate (NAAG) in crayfish nervous tissue is mediated by glial glutamate and acetylcholine receptors.
2005 May
Simultaneous high performance liquid chromatographic separation of purines, pyrimidines, N-acetylated amino acids, and dicarboxylic acids for the chemical diagnosis of inborn errors of metabolism.
2005 Nov
Central N-acetyl aspartylglutamate deficit: a possible pathogenesis of schizophrenia.
2005 Sep
The neurotransmitter N-acetylaspartylglutamate in models of pain, ALS, diabetic neuropathy, CNS injury and schizophrenia.
2005 Sep
The metabotropic glutamate receptor mGluR3 is critically required for hippocampal long-term depression and modulates long-term potentiation in the dentate gyrus of freely moving rats.
2005 Sep
Synthesis of N-acetylaspartyl-glutamate (NAAG) and N-acetylaspartate (NAA) in axons and glia of the crayfish medial giant nerve fiber.
2006
Functions of N-acetylaspartate and N-acetylaspartylglutamate in brain: evidence of a role in maintenance of higher brain integrative activities of information processing and cognition.
2006
Expression of N-acetylaspartate and N-acetylaspartylglutamate in the nervous system.
2006
A brief overview of N-acetylaspartate and N-acetylaspartylglutamate.
2006
NAAG peptidase as a therapeutic target: Potential for regulating the link between glucose metabolism and cognition.
2006 Apr
ProFit: two-dimensional prior-knowledge fitting of J-resolved spectra.
2006 Apr
Effects of NAAG peptidase inhibitor 2-PMPA in model chronic pain - relation to brain concentration.
2006 Dec
Differential negative coupling of type 3 metabotropic glutamate receptor to cyclic GMP levels in neurons and astrocytes.
2006 Feb
Neurotransmitters of the suprachiasmatic nuclei.
2006 Feb 16
Identifying the affected hemisphere by (1)H-MR spectroscopy in patients with temporal lobe epilepsy and no pathological findings in high resolution MRI.
2006 May
NAAG peptidase inhibitor increases dialysate NAAG and reduces glutamate, aspartate and GABA levels in the dorsal hippocampus following fluid percussion injury in the rat.
2006 May
Neonatal administration of N-acetyl-L-aspartyl-L-glutamate induces early neurodegeneration in hippocampus and alters behaviour in young adult rats.
2006 May-Jun
Ketamine and N-acetylaspartylglutamate peptidase inhibitor exert analgesia in bone cancer pain.
2006 Sep
Metabolic analysis of mouse brains that have compromised iron storage.
2006 Sep
[Alteration of the antinociceptive systems in chronic daily headaches].
2006 Sep 1-15
Patents

Patents

Name Type Language
ISOSPAGLUMATE SODIUM
Common Name English
L-GLUTAMIC ACID, N-(N-ACETYL-L-.ALPHA.-ASPARTYL)-, TRISODIUM SALT
Systematic Name English
Isospaglumic acid sodium [WHO-DD]
Common Name English
Isospaglumic acid sodium
Common Name English
ISOSPAGLUMATE TRISODIUM
Common Name English
SODIUM ISOSPAGLUMATE
Common Name English
Code System Code Type Description
CAS
57096-28-3
Created by admin on Sat Dec 16 10:48:15 GMT 2023 , Edited by admin on Sat Dec 16 10:48:15 GMT 2023
PRIMARY
EVMPD
SUB30553
Created by admin on Sat Dec 16 10:48:15 GMT 2023 , Edited by admin on Sat Dec 16 10:48:15 GMT 2023
PRIMARY
SMS_ID
100000115278
Created by admin on Sat Dec 16 10:48:15 GMT 2023 , Edited by admin on Sat Dec 16 10:48:15 GMT 2023
PRIMARY
FDA UNII
Z7Y1U20IBU
Created by admin on Sat Dec 16 10:48:15 GMT 2023 , Edited by admin on Sat Dec 16 10:48:15 GMT 2023
PRIMARY
PUBCHEM
90479713
Created by admin on Sat Dec 16 10:48:15 GMT 2023 , Edited by admin on Sat Dec 16 10:48:15 GMT 2023
PRIMARY
CAS
133585-88-3
Created by admin on Sat Dec 16 10:48:15 GMT 2023 , Edited by admin on Sat Dec 16 10:48:15 GMT 2023
NON-SPECIFIC STOICHIOMETRY