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CHEBI:189871 - (2R,3S)-PPDA

ChEBI IDCHEBI:189871
ChEBI Name(2R,3S)-PPDA
Stars
ASCII Name(2R,3S)-PPDA
DefinitionA 1-(phenanthren-2-ylcarbonyl)piperazine-2,3-dicarboxylic acid that has 2R,3S-configuration.
Last Modified11 May 2022
SubmitterAdnan
DownloadsMolfile
FormulaC21H18N2O5
Net Charge0
Average Mass378.384
Monoisotopic Mass378.12157
SMILESO=C(O)[C@H]1NCCN(C(=O)c2ccc3c(ccc4ccccc43)c2)[C@H]1C(=O)O
InChIInChI=1S/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-7-8-16-13(11-14)6-5-12-3-1-2-4-15(12)16/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/t17-,18+/m0/s1
InChIKeyIWWXIZOMXGOTPP-ZWKOTPCHSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
NMDA receptor antagonist  Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
ChEBI Ontology
Outgoing Relation(s)
(2R,3S)-PPDA (CHEBI:189871) has role NMDA receptor antagonist (CHEBI:60643)
(2R,3S)-PPDA (CHEBI:189871) is a 1-(phenanthren-2-ylcarbonyl)piperazine-2,3-dicarboxylic acid (CHEBI:189873)
(2R,3S)-PPDA (CHEBI:189871) is enantiomer of (2S,3R)-PPDA (CHEBI:189872)
Incoming Relation(s)
PPDA (CHEBI:189866) has part (2R,3S)-PPDA (CHEBI:189871)
(2S,3R)-PPDA (CHEBI:189872) is enantiomer of (2R,3S)-PPDA (CHEBI:189871)
IUPAC Name 
(2R,3S)-1-(phenanthren-2-ylcarbonyl)piperazine-2,3-dicarboxylic acid
Synonym  Source
(2R,3S)-1-(phenanthrene-2-carbonyl)piperazine-2,3-dicarboxylic acidChEBI
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