(R)-(-)-Rolipram
PubChem CID
448055
Structure
Molecular Formula
Synonyms
- (R)-(-)-Rolipram
- 85416-75-7
- (R)-ROLIPRAM
- (-)-ROLIPRAM
- (4R)-4-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]PYRROLIDIN-2-ONE
Molecular Weight
275.34 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-06-24
- Modify:2025-01-04
Description
(-)-rolipram is the (R)-enantiomer of rolipram. It is an enantiomer of a (+)-rolipram.
The (R)-enantiomer of rolipram, it is a phosphodiesterase inhibitor with antidepressant properties.
Chemical Structure Depiction
(4R)-4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
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
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
HJORMJIFDVBMOB-LBPRGKRZSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
COC1=C(C=C(C=C1)[C@H]2CC(=O)NC2)OC3CCCC3
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C16H21NO3
Computed by PubChem 2.2 (PubChem release 2021.10.14)
- (R)-(-)-Rolipram
- 85416-75-7
- (R)-ROLIPRAM
- (-)-ROLIPRAM
- (4R)-4-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]PYRROLIDIN-2-ONE
- (R)-4-(3-(cyclopentyloxy)-4-methoxyphenyl)pyrrolidin-2-one
- R-Rolipram
- Rolipram, (-)-
- (4R)-4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one
- DPX51KUP08
- CHEMBL430893
- CHEBI:40133
- R-(-)-Rolipram
- (R)-4-(3-Cyclopentyloxy-4-methoxy-phenyl)-pyrrolidin-2-one
- 2-Pyrrolidinone, 4-(3-(cyclopentyloxy)-4-methoxyphenyl)-, (R)-
- 2-Pyrrolidinone, 4-[3-(cyclopentyloxy)-4-methoxyphenyl]-, (4R)-
- Rolipram, (R)-
- UNII-DPX51KUP08
- 2-PYRROLIDINONE, 4-(3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL)-, (4R)-
- 1xmy
- NCGC00016899-01
- CAS-61413-54-5
- MFCD03093860
- Tocris-0905
- Tocris-1349
- Tocris-1350
- 1q9m
- 1ro6
- 3g4k
- Lopac-R-6520
- (R)-Rolipram;(-)-Rolipram
- SCHEMBL576805
- DTXSID101318033
- HMS3267P19
- HMS3412I06
- HMS3676I06
- BCP14111
- BDBM50042058
- HB2898
- HY-16900A
- AKOS015891287
- CCG-208064
- CS-3246
- DB04149
- NCGC00015898-01
- NCGC00015898-02
- NCGC00015898-10
- NCGC00016899-02
- NCGC00016899-03
- NCGC00016899-04
- NCGC00016899-05
- NCGC00024862-01
- NCGC00024862-02
- NCGC00024862-03
- AC-22384
- AS-31755
- DA-59586
- R0182
- AE-641/11320426
- SR-01000597573
- SR-01000597573-1
- BRD-K75516118-001-01-7
- BRD-K75516118-001-03-3
- Q27094987
- 4R)-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
- (4R)-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]-2-PYRROLIDINONE
- (R)-(-)-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
- (4R)-4-(3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL)-2-PYRROLIDINONE
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
275.34 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
2.2
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
275.15214353 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
275.15214353 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
47.6 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
20
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
341
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Stereo Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Stereo Count
Same Parent, Isotope Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=HJORMJIFDVBMOB-LBPRGKRZSA-N
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/
- ChemIDplusChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- DrugBankLICENSECreative Common's Attribution-NonCommercial 4.0 International License (http://creativecommons.org/licenses/by-nc/4.0/legalcode)https://www.drugbank.ca/legal/terms_of_use(R)-Rolipramhttps://www.drugbank.ca/drugs/DB04149
- EPA DSSToxCompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
- ChEBI
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads section.http://www.dgidb.org/downloads(-)-ROLIPRAMhttps://www.dgidb.org/drugs/chembl:CHEMBL430893
- Therapeutic Target Database (TTD)(R)-Rolipramhttps://idrblab.net/ttd/data/drug/details/D01RUN
- Japan Chemical Substance Dictionary (Nikkaji)
- Metabolomics Workbench
- PharmGKBLICENSEPharmGKB data are subject to the Creative Commons Attribution-ShareALike 4.0 license (https://creativecommons.org/licenses/by-sa/4.0/).https://www.pharmgkb.org/page/policies
- PharosLICENSEData accessed from Pharos and TCRD is publicly available from the primary sources listed above. Please respect their individual licenses regarding proper use and redistribution.https://pharos.nih.gov/about
- Protein Data Bank in Europe (PDBe)
- RCSB Protein Data Bank (RCSB PDB)LICENSEData files contained in the PDB archive (ftp://ftp.wwpdb.org) are free of all copyright restrictions and made fully and freely available for both non-commercial and commercial use. Users of the data should attribute the original authors of that structural data.https://www.rcsb.org/pages/policies
- SpectraBase(R)-4-(3-(Cyclopentyloxy)-4-methoxyphenyl)pyrrolidin-2-onehttps://spectrabase.com/spectrum/AcVb78kDvWF(R)-(-)-Rolipramhttps://spectrabase.com/spectrum/GfhrKMLTAgZ
- Springer Nature
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- Wikidata(R)-rolipramhttps://www.wikidata.org/wiki/Q27094987
- Wiley
- PubChem
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 389463133https://pubchem.ncbi.nlm.nih.gov/substance/389463133
CONTENTS