CHEBI:32058 - proglumide

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ChEBI Name proglumide
ChEBI ID CHEBI:32058
Definition A racemate composed of equal amounts of (R)- and (S)-proglumide. A non-selective CCK antagonist that was used primarily for treatment of stomach ulcers, but has been replaced by newer drugs.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H26N2O4
Net Charge 0
Average Mass 334.41000
Monoisotopic Mass 334.189
InChI InChI=1S/C18H26N2O4/c1-3-12-20(13-4-2)18(24)15(10-11-16(21)22)19-17(23)14-8-6-5-7-9-14/h5-9,15H,3-4,10-13H2,1-2H3,(H,19,23)(H,21,22)
InChIKey DGMKFQYCZXERLX-UHFFFAOYSA-N
SMILES CCCN(CCC)C(=O)C(CCC(O)=O)NC(=O)c1ccccc1
Roles Classification
Biological Role(s): opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
drug metabolite

xenobiotic metabolite
Any metabolite produced by metabolism of a xenobiotic compound.
cholinergic antagonist
Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
cholecystokinin antagonist
A hormone antagonist that inhibits the action of the peptide hormone cholecystokinin.
delta-opioid receptor agonist
A compound that exhibits agonist activity at the delta-opioid receptor.
Application(s): opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
cholinergic antagonist
Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
anti-ulcer drug
One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
cholecystokinin antagonist
A hormone antagonist that inhibits the action of the peptide hormone cholecystokinin.
gastrointestinal drug
A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.
delta-opioid receptor agonist
A compound that exhibits agonist activity at the delta-opioid receptor.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing proglumide (CHEBI:32058) has part (R)-proglumide (CHEBI:76267)
proglumide (CHEBI:32058) has part (S)-proglumide (CHEBI:76268)
proglumide (CHEBI:32058) has role δ-opioid receptor agonist (CHEBI:64054)
proglumide (CHEBI:32058) has role anti-ulcer drug (CHEBI:49201)
proglumide (CHEBI:32058) has role cholecystokinin antagonist (CHEBI:73296)
proglumide (CHEBI:32058) has role cholinergic antagonist (CHEBI:48873)
proglumide (CHEBI:32058) has role drug metabolite (CHEBI:49103)
proglumide (CHEBI:32058) has role gastrointestinal drug (CHEBI:55324)
proglumide (CHEBI:32058) has role opioid analgesic (CHEBI:35482)
proglumide (CHEBI:32058) has role xenobiotic metabolite (CHEBI:76206)
proglumide (CHEBI:32058) is a racemate (CHEBI:60911)
Incoming proglumetacin (CHEBI:76263) has functional parent proglumide (CHEBI:32058)
IUPAC Name
rac-N2-benzoyl-N,N-dipropyl-α-glutamine
INNs Sources
proglumida ChemIDplus
proglumide WHO MedNet
proglumide KEGG DRUG
proglumidum ChemIDplus
Synonyms Sources
(±)-4-benzamido-N,N-dipropylglutaramic acid ChemIDplus
(±)-proglumide ChEBI
(RS)-proglumide ChEBI
DL-proglumide ChEBI
racemic proglumide ChEBI
Manual Xrefs Databases
2281 DrugCentral
D01818 KEGG DRUG
LSM-4439 LINCS
Proglumide Wikipedia
WO2005011665 Patent
WO2005041963 Patent
WO2005044248 Patent
View more database links
Registry Numbers Types Sources
4151696 Reaxys Registry Number Reaxys
4151696 Beilstein Registry Number ChemIDplus
6620-60-6 CAS Registry Number ChemIDplus
6620-60-6 CAS Registry Number KEGG DRUG
Citation Waiting for Citations Type Source
23247127 PubMed citation Europe PMC
Last Modified
22 February 2017