LY 379268 (CHEBI:192545)

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ChEBI Name	LY 379268

ChEBI ID	CHEBI:192545

Definition	An organic heterobicyclic compound that is (1R,5S)-2-oxabicyclo[3.1.0]hexane carrying amino, carboxy, and carboxy groups at positions 4R, 4R and 6R, respectively. It is a potent agonist of group II metabotropic glutamate receptors mGluR₂ and mGluR₃ (EC₅₀ = 2.69 nM and 4.48 nM, respectively) that exhibits antipsychotic-like action in animal models of schizophrenia.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kalpana P

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Formula

C7H9NO5

Net Charge

Average Mass

187.151

Monoisotopic Mass

187.04807

InChI

InChI=1S/C7H9NO5/c8-7(6(11)12)1-13-4-2(3(4)7)5(9)10/h2-4H,1,8H2,(H,9,10)(H,11,12)/t2-,3-,4+,7+/m1/s1

InChIKey

YASVRZWVUGJELU-MDASVERJSA-N

SMILES

[H][C@@]12OC[C@@](N)(C(O)=O)[C@]1([H])[C@H]2C(O)=O

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	metabotropic glutamate receptor agonist An agonist that selectively binds to and activates a metabotropic glutamate receptor.

Application(s):	neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders. antipsychotic agent Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. anxiolytic drug Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.

ChEBI Ontology
Outgoing	LY 379268 (CHEBI:192545) has role antipsychotic agent (CHEBI:35476) LY 379268 (CHEBI:192545) has role anxiolytic drug (CHEBI:35474) LY 379268 (CHEBI:192545) has role metabotropic glutamate receptor agonist (CHEBI:61966) LY 379268 (CHEBI:192545) has role neuroprotective agent (CHEBI:63726) LY 379268 (CHEBI:192545) is a amino dicarboxylic acid (CHEBI:36164) LY 379268 (CHEBI:192545) is a bridged compound (CHEBI:35990) LY 379268 (CHEBI:192545) is a organic heterobicyclic compound (CHEBI:27171)

IUPAC Name

(1R,4R,5S,6R)-4-amino-2-oxabicyclo[3.1.0]hexane-4,6-dicarboxylic acid

Registry Number	Type	Source
191471-52-0	CAS Registry Number	ChEBI

Last Modified

06 July 2022