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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 SPAGLUMATE SODIUM

SMILES

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

InChI

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

HIDE SMILES / InChI

Description

Spaglumic acid (NAAG) is the β-aspartyl isoform of N-Acetyl-l-aspartylglutamate (isospaglumic Acid is N-(N-Acetyl-l-α-aspartyl)-l-glutamic acid). In eye drops, spaglumic acid is either a magnesium or sodium salt of N-Acetyl-l-aspartylglutamate. Spaglumic acid is a mast cell stabilizer. Thus it is used in allergic conditions such as allergic conjunctivitis. Specifically spaglumic acid is approved in Portugal under the brand name Naabak and in Greece under the brand name Naaxia for use in patients with allergic conjunctivitis. Spaglumic Acid is a peptide neurotransmitter and the third-most-prevalent neurotransmitter in the mammalian nervous system. It is a weak activator of NMDA receptors and a highly selective agonist for mGlu3 receptors. Spaglumic Acid is neuroprotective under non-hydrolysing conditions in vivo.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
19.0 µM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Naaxia

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Conjunctivitis and blepharoconjunctivitis: 2-6 drops per day
Route of Administration: Topical
In Vitro Use Guide
At low concentrations (20 uM), NAAG reduced rat isolated N-methyl-D-aspartate receptor (NMDAR)-mediated synaptic currents or NMDA-induced currents.