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CHEBI:40133 - (−)-rolipram
| Formula | C16H21NO3 |
| Net Charge | 0 |
| Average Mass | 275.348 |
| Monoisotopic Mass | 275.15214 |
| SMILES | [H][C@@]1(c2ccc(OC)c(OC3CCCC3)c2)CNC(=O)C1 |
| InChI | InChI=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)/t12-/m0/s1 |
| InChIKey | HJORMJIFDVBMOB-LBPRGKRZSA-N |
| 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:40133) is a rolipram (CHEBI:104872) |
| (−)-rolipram (CHEBI:40133) is enantiomer of (+)-rolipram (CHEBI:59540) |
| Incoming Relation(s) |
| (+)-rolipram (CHEBI:59540) is enantiomer of (−)-rolipram (CHEBI:40133) |
| IUPAC Name |
|---|
| (4R)-4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one |
| Synonyms | Source |
|---|---|
| (R)-(−)-rolipram | ChEBI |
| (R)-rolipram | ChEBI |
| (R)-4-(3-Cyclopentyloxy-4-methoxy-phenyl)-pyrrolidin-2-one | ChEMBL |
| ROLIPRAM | PDBeChem |