CHEBI:104872 - rolipram

ChEBI IDCHEBI:104872
ChEBI Namerolipram
Stars
DefinitionA member of the lclass of pyrrolidin-2-ones that is pyrrolidin-2-one bearing a 3-(cyclopentyloxy)-4-methoxyphenyl substituent at the 4-position. It is a type IV-specific phosphodiesterase (PDE4) inhibitor.
Secondary ChEBI IDCHEBI:32104
Last Modified24 February 2016
DownloadsMolfile
FormulaC16H21NO3
Net Charge0
Average Mass275.348
Monoisotopic Mass275.15214
SMILESCOc1ccc(C2CNC(=O)C2)cc1OC1CCCC1
InChIInChI=1S/C16H21NO3/c1-19-14-7-6-11(12-9-16(18)17-10-12)8-15(14)20-13-4-2-3-5-13/h6-8,12-13H,2-5,9-10H2,1H3,(H,17,18)
InChIKeyHJORMJIFDVBMOB-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor  An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of a phosphoric diester hydrolase (EC 3.1.4.*).
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
Applications:
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
ChEBI Ontology
Outgoing Relation(s)
rolipram (CHEBI:104872) has role antidepressant (CHEBI:35469)
rolipram (CHEBI:104872) has role antidepressant (CHEBI:35469)
rolipram (CHEBI:104872) has role EC 3.1.4.* (phosphoric diester hydrolase) inhibitor (CHEBI:50218)
rolipram (CHEBI:104872) has role immunosuppressive agent (CHEBI:35705)
rolipram (CHEBI:104872) is a organic molecular entity (CHEBI:50860)
rolipram (CHEBI:104872) is a pyrrolidin-2-ones (CHEBI:74223)
rolipram (CHEBI:104872) is a racemate (CHEBI:60911)
Incoming Relation(s)
(+)-rolipram (CHEBI:59540) is a rolipram (CHEBI:104872)
(−)-rolipram (CHEBI:40133) is a rolipram (CHEBI:104872)
IUPAC Name 
4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
INNs  Source
rolipramChemIDplus
rolipramumChemIDplus
Synonyms  Source
4-(3-(Cyclopentyloxy)-4-methoxyphenyl)-2-pyrrolidinoneChemIDplus
NSC-760125ChEMBL
(r,s)-rolipramChEMBL
SB-95952ChEMBL
ZK 62 711ChEMBL
ZK 62711ChemIDplus
Manual XrefsDatabases
D01783KEGG DRUG
DB01954DrugBank
LSM-1471LINCS
RolipramWikipedia
US4193926Patent
US6337325Patent
WO2011143607Patent
Registry NumbersSources
Beilstein:1588548Beilstein
Reaxys:1588548Reaxys
CAS:61413-54-5ChemIDplus
Citations