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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:rolipram
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Accession:CHEBI:104872 term browser browse the term
Definition:A 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.
Synonyms:exact_synonym: 4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
 related_synonym: 4-(3-(Cyclopentyloxy)-4-methoxyphenyl)-2-pyrrolidinone;   Formula=C16H21NO3;   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);   InChIKey=HJORMJIFDVBMOB-UHFFFAOYSA-N;   SMILES=COc1ccc(cc1OC1CCCC1)C1CNC(=O)C1;   ZK 62711;   rolipramum
 alt_id: CHEBI:32104
 xref: Beilstein:1588548;   CAS:61413-54-5;   DrugBank:DB01954;   KEGG:D01783;   LINCS:LSM-1471
 xref_mesh: MESH:D020889
 xref: PMID:11163637;   PMID:11239354;   PMID:11408555;   PMID:11555183;   PMID:11737051;   PMID:11739553;   PMID:11959789;   PMID:11978843;   PMID:11992650;   PMID:12003795;   PMID:12065724;   PMID:12191588;   PMID:12447004;   PMID:12508846;   PMID:15114341;   PMID:15277469;   PMID:15374348;   PMID:15646801;   PMID:15744818;   PMID:15790951;   PMID:15839805;   PMID:15986861;   PMID:16010295;   PMID:16022866;   PMID:16077397;   PMID:16129118;   PMID:16190900;   PMID:16242629;   PMID:16250839;   PMID:16253125;   PMID:16254133;   PMID:16442096;   PMID:16455619;   PMID:16962789;   PMID:16968783;   PMID:17081698;   PMID:17097801;   PMID:17390056;   PMID:17489366;   PMID:18311187;   PMID:18347080;   PMID:18424161;   PMID:18437099;   PMID:18554698;   PMID:19554392;   PMID:19569465;   Patent:US4193926;   Patent:US6337325;   Patent:WO2011143607;   Reaxys:1588548;   Wikipedia:Rolipram


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rolipram term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adcyap1 adenylate cyclase activating polypeptide 1 multiple interactions ISO Rolipram promotes the reaction [ADCYAP1 protein affects the secretion of Acids] CTD PMID:20388963 NCBI chr 9:113,102,632...113,122,500
Ensembl chr 9:113,103,718...113,109,773
JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions
increases phosphorylation
EXP 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [Rolipram promotes the reaction [Nitroprusside results in increased phosphorylation of AKT1 protein]]; RAPGEF3 mutant form inhibits the reaction [Rolipram results in increased phosphorylation of AKT1 protein]; Rolipram promotes the reaction [Nitroprusside results in increased phosphorylation of AKT1 protein] CTD PMID:18276108 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Ap2m1 adaptor related protein complex 2 subunit mu 1 multiple interactions ISO Rolipram inhibits the reaction [NTRK2 protein binds to AP2M1 protein] CTD PMID:31631060 NCBI chr11:80,355,307...80,364,218
Ensembl chr11:80,328,041...80,364,140
JBrowse link
G Areg amphiregulin increases expression ISO Rolipram results in increased expression of AREG mRNA CTD PMID:15284208 NCBI chr14:16,972,185...16,981,443
Ensembl chr14:16,972,187...16,981,535
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions EXP Rolipram inhibits the reaction [Manganese results in increased expression of BAX protein] CTD PMID:31161640 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP Rolipram inhibits the reaction [Manganese results in decreased expression of BCL2 protein] CTD PMID:31161640 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Bdnf brain-derived neurotrophic factor multiple interactions
increases expression
EXP Rolipram inhibits the reaction [Manganese results in decreased expression of BDNF protein]; Rolipram promotes the reaction [Imipramine results in increased expression of BDNF mRNA]
Rolipram results in increased expression of BDNF mRNA
CTD PMID:8601816 PMID:31161640 NCBI chr 3:96,165,042...96,215,621
Ensembl chr 3:96,165,042...96,215,615
JBrowse link
G Casp8 caspase 8 multiple interactions EXP Rolipram inhibits the reaction [Manganese results in increased activity of CASP8 protein] CTD PMID:31161640 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions EXP Rolipram inhibits the reaction [Oxygen results in increased expression of CCL2 protein] CTD PMID:18941502 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Ccl3 C-C motif chemokine ligand 3 multiple interactions ISO Rolipram inhibits the reaction [Lipopolysaccharides results in increased expression of CCL3 mRNA]; Rolipram inhibits the reaction [Lipopolysaccharides results in increased secretion of CCL3 protein] CTD PMID:9863660 NCBI chr10:68,451,388...68,452,938
Ensembl chr10:68,451,388...68,452,938
JBrowse link
G Cebpb CCAAT/enhancer binding protein beta multiple interactions EXP Rolipram promotes the reaction [FSHB protein results in increased expression of CEBPB protein] CTD PMID:25253736 NCBI chr 3:156,398,035...156,399,466
Ensembl chr 3:156,397,052...156,399,473
JBrowse link
G Cftr CF transmembrane conductance regulator multiple interactions
decreases activity
increases activity
ISO Rolipram promotes the reaction [CFTR protein affects the secretion of Chlorides]
Rolipram results in decreased activity of CFTR protein
Rolipram results in increased activity of CFTR protein
CTD PMID:12714375 PMID:15611099 NCBI chr 4:46,561,269...46,728,759
Ensembl chr 4:46,560,885...46,728,756
JBrowse link
G Creb1 cAMP responsive element binding protein 1 multiple interactions
increases phosphorylation
increases expression
EXP 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [Rolipram promotes the reaction [Nitroprusside results in increased phosphorylation of CREB1 protein]]; Rolipram inhibits the reaction [Manganese results in decreased phosphorylation of CREB1 protein]; Rolipram promotes the reaction [Imipramine results in increased expression of CREB1 mRNA]; Rolipram promotes the reaction [Nitroprusside results in increased phosphorylation of CREB1 protein]
Rolipram results in increased phosphorylation of CREB1 protein
Rolipram results in increased expression of CREB1 mRNA
CTD PMID:8601816 PMID:10908723 PMID:18276108 PMID:31161640 NCBI chr 9:65,903,511...65,972,562
Ensembl chr 9:65,903,547...65,970,816
JBrowse link
G Cxcl10 C-X-C motif chemokine ligand 10 decreases secretion ISO Rolipram results in decreased secretion of CXCL10 protein CTD PMID:17996064 NCBI chr14:15,704,772...15,706,969
Ensembl chr14:15,704,758...15,706,975
JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 multiple interactions ISO Rolipram inhibits the reaction [Atrazine inhibits the reaction [FSHB protein results in increased expression of CYP19A1 mRNA]] CTD PMID:28859905 NCBI chr 8:54,553,165...54,580,758
Ensembl chr 8:54,553,165...54,580,758
JBrowse link
G Edn1 endothelin 1 increases activity EXP Rolipram results in increased activity of EDN1 protein CTD PMID:15464066 NCBI chr17:22,454,924...22,460,812
Ensembl chr17:22,454,420...22,460,885
JBrowse link
G Epx eosinophil peroxidase multiple interactions EXP Rolipram inhibits the reaction [sephadex results in increased expression of EPX protein] CTD PMID:10850854 NCBI chr10:72,666,865...72,677,952
Ensembl chr10:72,666,865...72,677,952
JBrowse link
G Fshb follicle stimulating hormone subunit beta multiple interactions EXP
ISO
Rolipram promotes the reaction [FSHB protein results in increased expression of CEBPB protein]; Rolipram promotes the reaction [FSHB protein results in increased expression of STAR mRNA]
Rolipram inhibits the reaction [Atrazine inhibits the reaction [FSHB protein results in increased expression of CYP19A1 mRNA]]; Rolipram inhibits the reaction [Atrazine inhibits the reaction [FSHB protein results in increased expression of STAR mRNA]]
CTD PMID:25253736 PMID:28859905 NCBI chr 3:93,548,560...93,552,370
Ensembl chr 3:93,548,560...93,552,370
JBrowse link
G Il10 interleukin 10 decreases secretion ISO Rolipram results in decreased secretion of IL10 protein CTD PMID:9819297 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il13 interleukin 13 decreases expression
decreases secretion
ISO Rolipram results in decreased expression of IL13 mRNA
Rolipram results in decreased secretion of IL13 protein
CTD PMID:16083514 NCBI chr10:37,790,130...37,792,687
Ensembl chr10:37,790,130...37,792,737
JBrowse link
G Il18 interleukin 18 multiple interactions ISO Rolipram inhibits the reaction [Picryl Chloride results in increased expression of IL18 protein] CTD PMID:16442096 NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO
EXP
Rolipram inhibits the reaction [Picryl Chloride results in increased expression of IL1B protein]
Rolipram promotes the reaction [IL1B protein results in increased abundance of Cyclic AMP]
Rolipram inhibits the reaction [Cyclophosphamide results in increased expression of IL1B mRNA]
CTD PMID:8904084 PMID:16442096 PMID:18710439 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il4 interleukin 4 multiple interactions ISO Rolipram inhibits the reaction [Picryl Chloride results in increased expression of IL4 protein] CTD PMID:16442096 NCBI chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750
JBrowse link
G Il6 interleukin 6 multiple interactions ISO Rolipram inhibits the reaction [Picryl Chloride results in increased expression of IL6 protein]
Rolipram promotes the reaction [TNF protein results in increased expression of IL6 mRNA]
CTD PMID:16442096 PMID:24771768 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Itgam integrin subunit alpha M multiple interactions ISO N-(2-(4-bromocinnamylamino)ethyl)-5-isoquinolinesulfonamide inhibits the reaction [Rolipram inhibits the reaction [N-Formylmethionine Leucyl-Phenylalanine results in increased expression of ITGAM protein]]; Rolipram inhibits the reaction [N-Formylmethionine Leucyl-Phenylalanine results in increased expression of ITGAM protein] CTD PMID:21457779 NCBI chr 1:182,659,047...182,709,495
Ensembl chr 1:182,659,000...182,709,503
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity ISO Rolipram results in decreased activity of KCNH2 protein CTD PMID:17146843 NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
JBrowse link
G Ltc4s leukotriene C4 synthase decreases secretion ISO Rolipram results in decreased secretion of LTC4S protein CTD PMID:16083514 NCBI chr10:34,560,476...34,562,790
Ensembl chr10:34,560,360...34,562,651
JBrowse link
G Mpo myeloperoxidase multiple interactions ISO
EXP
Rolipram inhibits the reaction [Picryl Chloride results in increased activity of MPO protein]
Rolipram inhibits the reaction [Cyclophosphamide results in increased activity of MPO protein]; Rolipram inhibits the reaction [Indomethacin results in increased activity of MPO protein]
CTD PMID:14567935 PMID:16442096 PMID:18710439 NCBI chr10:72,594,458...72,608,862
Ensembl chr10:72,594,661...72,604,819
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions EXP Rolipram inhibits the reaction [Cyclophosphamide results in increased expression of NOS2 mRNA]; Rolipram inhibits the reaction [Cyclophosphamide results in increased expression of NOS2 protein] CTD PMID:18710439 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Ntrk2 neurotrophic receptor tyrosine kinase 2 increases expression
multiple interactions
EXP
ISO
Rolipram results in increased expression of NTRK2 mRNA
Rolipram inhibits the reaction [NTRK2 protein binds to AP2M1 protein]
CTD PMID:8601816 PMID:31631060 NCBI chr17:5,558,992...5,870,299
Ensembl chr17:5,559,043...5,869,136
JBrowse link
G Pde4a phosphodiesterase 4A multiple interactions
decreases activity
ISO [Albuterol co-treated with Rolipram] results in increased expression of PDE4A mRNA
Rolipram results in decreased activity of PDE4A protein
CTD PMID:10763856 PMID:15922051 NCBI chr 8:19,706,649...19,751,937
Ensembl chr 8:19,703,290...19,751,961
JBrowse link
G Pde4b phosphodiesterase 4B multiple interactions ISO
EXP
[Albuterol co-treated with Rolipram] results in increased expression of PDE4B mRNA
Rolipram inhibits the reaction [Manganese results in increased expression of PDE4B protein]
Rolipram inhibits the reaction [Lipopolysaccharides results in increased expression of PDE4B mRNA]
CTD PMID:10763856 PMID:20384571 PMID:31161640 NCBI chr 5:116,799,827...117,367,707
Ensembl chr 5:116,799,971...117,367,696
JBrowse link
G Rap1a RAP1A, member of RAS oncogene family multiple interactions EXP Rolipram affects the reaction [Colforsin results in increased activity of RAP1A protein] CTD PMID:10908723 NCBI chr 2:193,208,631...193,286,513
Ensembl chr 2:193,208,635...193,286,501
JBrowse link
G Rap1b RAP1B, member of RAS oncogene family multiple interactions EXP Rolipram affects the reaction [Colforsin results in increased activity of RAP1B protein] CTD PMID:10908723 NCBI chr 7:53,423,039...53,456,388
Ensembl chr 7:53,423,130...53,456,370
JBrowse link
G Rapgef3 Rap guanine nucleotide exchange factor 3 multiple interactions
increases expression
EXP RAPGEF3 mutant form inhibits the reaction [Rolipram results in increased phosphorylation of AKT1 protein]
Rolipram results in increased expression of RAPGEF3 protein
CTD PMID:18276108 NCBI chr 7:128,875,772...128,898,203
Ensembl chr 7:128,875,773...128,898,521
JBrowse link
G Sele selectin E multiple interactions ISO [Colforsin co-treated with Rolipram] inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of SELE protein]; [Colforsin co-treated with Rolipram] inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of SELE protein]; [Colforsin co-treated with Rolipram] inhibits the reaction [TNF protein results in increased expression of SELE protein]; [Colforsin co-treated with Rolipram] inhibits the reaction [TNF protein results in increased secretion of SELE protein] CTD PMID:8780174 NCBI chr13:76,402,841...76,412,741
Ensembl chr13:76,403,304...76,412,741
JBrowse link
G Socs3 suppressor of cytokine signaling 3 multiple interactions
increases expression
ISO 2-(2-chloro-4-iodophenylamino)-N-cyclopropylmethoxy-3,4-difluorobenzamide inhibits the reaction [[[Colforsin co-treated with Rolipram] results in increased abundance of Cyclic AMP] which results in increased expression of SOCS3 protein]; [[Colforsin co-treated with Rolipram] results in increased abundance of Cyclic AMP] which results in increased expression of SOCS3 protein; dorsomorphin inhibits the reaction [[[Colforsin co-treated with Rolipram] results in increased abundance of Cyclic AMP] which results in increased expression of SOCS3 protein]
Rolipram results in increased expression of SOCS3 protein
CTD PMID:23782265 NCBI chr10:103,193,909...103,197,322
Ensembl chr10:103,193,537...103,197,787
JBrowse link
G Spp1 secreted phosphoprotein 1 multiple interactions EXP Rolipram inhibits the reaction [Oxygen results in increased expression of SPP1 mRNA]; Rolipram inhibits the reaction [Oxygen results in increased expression of SPP1 protein] CTD PMID:18941502 NCBI chr14:5,308,885...5,315,120
Ensembl chr14:5,308,885...5,315,162
JBrowse link
G Star steroidogenic acute regulatory protein multiple interactions EXP
ISO
Rolipram promotes the reaction [FSHB protein results in increased expression of STAR mRNA]
Rolipram inhibits the reaction [Atrazine inhibits the reaction [FSHB protein results in increased expression of STAR mRNA]]
CTD PMID:25253736 PMID:28859905 NCBI chr16:66,267,094...66,274,368
Ensembl chr16:66,264,807...66,271,672
JBrowse link
G Tnf tumor necrosis factor multiple interactions
decreases secretion
decreases expression
ISO
EXP
Rolipram inhibits the reaction [[Lipopolysaccharides co-treated with deoxynivalenol] results in increased expression of TNF protein]
[Colforsin co-treated with Rolipram] inhibits the reaction [TNF protein results in increased expression of SELE protein]; [Colforsin co-treated with Rolipram] inhibits the reaction [TNF protein results in increased secretion of SELE protein]; Rolipram inhibits the reaction [Lipopolysaccharides results in increased expression of TNF protein]; Rolipram promotes the reaction [TNF protein results in increased expression of IL6 mRNA]
Rolipram results in decreased secretion of TNF protein
Rolipram results in decreased expression of TNF protein
Rolipram inhibits the reaction [Cyclophosphamide results in increased expression of TNF mRNA]
CTD PMID:8780174 PMID:8937731 PMID:9819297 PMID:11922776 PMID:15231041 More... NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

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  CHEBI ontology 19821
    role 19769
      application 19481
        pharmaceutical 19329
          drug 19329
            central nervous system drug 16522
              psychotropic drug 15171
                antidepressant 3651
                  rolipram 40
                    (+)-rolipram 0
                    (-)-rolipram 0
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  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        carboacyl group 17485
                                          univalent carboacyl group 17485
                                            carbamoyl group 17299
                                              carboxamide 17299
                                                lactam 8307
                                                  gamma-lactam 6589
                                                    pyrrolidin-2-ones 140
                                                      rolipram 40
                                                        (+)-rolipram 0
                                                        (-)-rolipram 0
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