Submit Data |  Help |  Video Tutorials |  News |  Publications |  FTP Download |  REST API |  Citing RGD |  Contact   


go back to main search page
Accession:CHEBI:7936 term browser browse the term
Definition:A benzodioxole that consists of piperidine bearing 1,3-benzodioxol-5-yloxy)methyl and 4-fluorophenyl substituents at positions 3 and 4 respectively; the (3S,4R)-diastereomer. Highly potent and selective 5-HT uptake inhibitor that binds with high affinity to the serotonin transporter (Ki = 0.05 nM). Ki values are 1.1, 350 and 1100 nM for inhibition of [3H]-5-HT, [3H]-l-NA and [3H]-DA uptake respectively. Displays minimal affinity for alpha1-, alpha2- or beta-adrenoceptors, 5-HT2A, 5-HT1A, D2 or H1 receptors at concentrations below 1000 nM, however displays weak affinity for muscarinic ACh receptors (Ki = 42 nM). Antidepressant and anxiolytic in vivo.
Synonyms:exact_synonym: (3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine
 related_synonym: (-)-(3S,4R)-4-(p-fluorophenyl)-3-((3,4-(methylenedioxy)phenoxy)methyl)piperidine;   (3S-trans)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine;   Formula=C19H20FNO3;   InChI=1S/C19H20FNO3/c20-15-3-1-13(2-4-15)17-7-8-21-10-14(17)11-22-16-5-6-18-19(9-16)24-12-23-18/h1-6,9,14,17,21H,7-8,10-12H2/t14-,17-/m0/s1;   InChIKey=AHOUBRCZNHFOSL-YOEHRIQHSA-N;   SMILES=[H][C@]1(CCNC[C@H]1COc1ccc2OCOc2c1)c1ccc(F)cc1;   paroxetina;   paroxetinum
 xref: Beilstein:7467879 "Beilstein";   CAS:61869-08-7 "ChemIDplus";   CAS:61869-08-7 "KEGG COMPOUND";   DrugBank:DB00715;   Drug_Central:2068 "DrugCentral";   KEGG:C07415;   KEGG:D02362;   LINCS:LSM-2843
 xref_mesh: MESH:D017374
 xref: PMID:11009210 "Europe PMC";   PMID:11169163 "Europe PMC";   PMID:11271409 "Europe PMC";   PMID:11281965 "Europe PMC";   PMID:11324355 "Europe PMC";   PMID:11360029 "Europe PMC";   PMID:11513198 "Europe PMC";   PMID:11563413 "Europe PMC";   PMID:11565622 "Europe PMC";   PMID:11819027 "Europe PMC";   PMID:11893234 "Europe PMC";   PMID:11910269 "Europe PMC";   PMID:12027788 "Europe PMC";   PMID:12088162 "Europe PMC";   PMID:12369443 "Europe PMC";   PMID:12421645 "Europe PMC";   PMID:12818234 "Europe PMC";   PMID:12820211 "Europe PMC";   PMID:12906023 "Europe PMC";   PMID:12920419 "Europe PMC";   PMID:14516531 "Europe PMC";   PMID:14521492 "Europe PMC";   PMID:14566196 "Europe PMC";   PMID:14566200 "Europe PMC";   PMID:14619895 "Europe PMC";   PMID:14624192 "Europe PMC";   PMID:14673053 "Europe PMC";   PMID:14689334 "Europe PMC";   PMID:14978354 "Europe PMC";   PMID:15048901 "Europe PMC";   PMID:15199661 "Europe PMC";   PMID:15241233 "Europe PMC";   PMID:15264994 "Europe PMC";   PMID:15374134 "Europe PMC";   PMID:15376524 "Europe PMC";   PMID:15544025 "Europe PMC";   PMID:15613191 "Europe PMC";   PMID:15845695 "Europe PMC";   PMID:15853570 "Europe PMC";   PMID:15903129 "Europe PMC";   PMID:15963219 "Europe PMC";   PMID:15992089 "Europe PMC";   PMID:16395417 "Europe PMC";   PMID:16397315 "Europe PMC";   PMID:16426087 "Europe PMC";   PMID:16765127 "Europe PMC";   PMID:16822276 "Europe PMC";   PMID:16913391 "Europe PMC";   PMID:17122538 "Europe PMC";   PMID:17162096 "Europe PMC";   PMID:17219219 "Europe PMC";   PMID:17286545 "Europe PMC";   PMID:17452166 "Europe PMC";   PMID:17559097 "Europe PMC";   PMID:17612590 "Europe PMC";   PMID:17652957 "Europe PMC";   PMID:17874333 "Europe PMC";   PMID:18273418 "Europe PMC";   PMID:18345955 "Europe PMC";   PMID:18808757 "Europe PMC";   PMID:18983224 "Europe PMC";   PMID:19687003 "Europe PMC";   PMID:19851065 "Europe PMC";   PMID:21404089 "Europe PMC";   PMID:21452176 "Europe PMC";   PMID:21739267 "Europe PMC";   PMID:21908494 "Europe PMC";   PMID:21909633 "Europe PMC";   PMID:21922171 "Europe PMC";   PMID:21939725 "Europe PMC";   PMID:22153922 "Europe PMC";   PMID:22198456 "Europe PMC";   PMID:22212003 "Europe PMC";   PMID:22240860 "Europe PMC";   PMID:22263916 "Europe PMC";   PMID:22283559 "Europe PMC";   PMID:22353759 "Europe PMC";   PMID:22377745 "Europe PMC";   Reaxys:7467879 "Reaxys";   Wikipedia:Paroxetine
 cyclic_relationship: is_conjugate_base_of CHEBI:64197

show annotations for term's descendants       view all columns           Sort by:
paroxetine term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Abcb1a ATP binding cassette subfamily B member 1A JBrowse link 4 22,339,829 22,517,642 RGD:6480464
G Abcc2 ATP binding cassette subfamily C member 2 JBrowse link 1 263,554,426 263,612,556 RGD:6480464
G App amyloid beta precursor protein JBrowse link 11 24,425,013 24,641,872 RGD:6480464
G Ar androgen receptor JBrowse link X 67,656,253 67,828,998 RGD:6480464
G Arc activity-regulated cytoskeleton-associated protein JBrowse link 7 115,907,097 115,911,059 RGD:6480464
G Bdnf brain-derived neurotrophic factor JBrowse link 3 100,768,637 100,819,216 RGD:6480464
G Casp3 caspase 3 JBrowse link 16 48,845,011 48,863,249 RGD:6480464
G Casp8 caspase 8 JBrowse link 9 65,614,142 65,662,624 RGD:6480464
G Casp9 caspase 9 JBrowse link 5 160,356,211 160,373,774 RGD:6480464
G Chl1 cell adhesion molecule L1-like JBrowse link 4 70,269,414 70,331,313 RGD:6480464
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 JBrowse link 8 58,744,849 58,772,408 RGD:6480464
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 JBrowse link 1 83,163,103 83,236,615 RGD:6480464
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 JBrowse link 7 123,599,264 123,608,436 RGD:6480464
G Dbh dopamine beta-hydroxylase JBrowse link 3 5,709,236 5,731,895 RGD:6480464
G Ddah1 dimethylarginine dimethylaminohydrolase 1 JBrowse link 2 251,634,368 251,766,009 RGD:6480464
G Egfr epidermal growth factor receptor JBrowse link 14 99,919,485 100,104,136 RGD:6480464
G Glud1 glutamate dehydrogenase 1 JBrowse link 16 10,661,486 10,695,557 RGD:6480464
G Hcrtr1 hypocretin receptor 1 JBrowse link 5 148,346,029 148,355,404 RGD:6480464
G Hcrtr2 hypocretin receptor 2 JBrowse link 8 83,307,684 83,421,612 RGD:6480464
G Hrh1 histamine receptor H 1 JBrowse link 4 146,374,596 146,458,148 RGD:6480464
G Htr1b 5-hydroxytryptamine receptor 1B JBrowse link 8 89,113,984 89,130,830 RGD:6480464
G Htr2a 5-hydroxytryptamine receptor 2A JBrowse link 15 56,666,152 56,732,469 RGD:6480464
G Htr2c 5-hydroxytryptamine receptor 2C JBrowse link X 118,084,520 118,318,040 RGD:6480464
G Ins2 insulin 2 JBrowse link 1 215,856,967 215,858,034 RGD:6480464
G Irs1 insulin receptor substrate 1 JBrowse link 9 88,033,668 88,086,488 RGD:6480464
G Kcnj3 potassium inwardly-rectifying channel, subfamily J, member 3 JBrowse link 3 41,019,898 41,181,070 RGD:6480464
G Kcnj5 potassium inwardly-rectifying channel, subfamily J, member 5 JBrowse link 8 33,435,493 33,463,410 RGD:6480464
G Kcnj6 potassium inwardly-rectifying channel, subfamily J, member 6 JBrowse link 11 35,011,007 35,262,362 RGD:6480464
G Mapk1 mitogen activated protein kinase 1 JBrowse link 11 88,203,863 88,273,301 RGD:6480464
G Mapk3 mitogen activated protein kinase 3 JBrowse link 1 198,192,773 198,198,975 RGD:6480464
G Mapk8 mitogen-activated protein kinase 8 JBrowse link 16 9,620,854 9,709,342 RGD:6480464
G Pf4 platelet factor 4 JBrowse link 14 18,848,549 18,849,258 RGD:6480464
G Ppbp pro-platelet basic protein JBrowse link 14 18,852,433 18,853,237 RGD:6480464
G Ptgs2 prostaglandin-endoperoxide synthase 2 JBrowse link 13 67,351,230 67,356,920 RGD:6480464
G Slc22a2 solute carrier family 22 member 2 JBrowse link 1 48,318,025 48,360,219 RGD:6480464
G Slc6a15 solute carrier family 6 member 15 JBrowse link 7 45,328,207 45,381,920 RGD:6480464
G Slc6a4 solute carrier family 6 member 4 JBrowse link 10 63,153,656 63,188,377 RGD:6480464
G Sod2 superoxide dismutase 2 JBrowse link 1 47,914,757 47,921,587 RGD:6480464
G Stat3 signal transducer and activator of transcription 3 JBrowse link 10 88,790,401 88,842,263 RGD:6480464
G Tfap2a transcription factor AP-2 alpha JBrowse link 17 24,653,342 24,670,457 RGD:6480464
G Tnf tumor necrosis factor JBrowse link 20 5,189,382 5,192,000 RGD:6480464
G Vegfa vascular endothelial growth factor A JBrowse link 9 17,340,341 17,355,681 RGD:6480464
G Vgf VGF nerve growth factor inducible JBrowse link 12 22,677,302 22,680,630 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19728
    role 19675
      biological role 19673
        aetiopathogenetic role 18781
          hepatotoxic agent 14282
            paroxetine 43
              N-methylparoxetine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19728
    subatomic particle 19724
      composite particle 19724
        hadron 19724
          baryon 19724
            nucleon 19724
              atomic nucleus 19724
                atom 19724
                  main group element atom 19610
                    p-block element atom 19610
                      carbon group element atom 19501
                        carbon atom 19494
                          organic molecular entity 19494
                            organic molecule 19417
                              organic cyclic compound 19184
                                carbocyclic compound 17533
                                  benzenoid aromatic compound 17059
                                    benzenes 16778
                                      fluorobenzenes 1622
                                        monofluorobenzenes 1290
                                          monofluorobenzene 85
                                            paroxetine 43
                                              N-methylparoxetine 0
paths to the root


RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.