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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:fentanyl
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Accession:CHEBI:119915 term browser browse the term
Definition:A monocarboxylic acid amide resulting from the formal condensation of the aryl amino group of N-phenyl-1-(2-phenylethyl)piperidin-4-amine with propanoic acid.
Synonyms:exact_synonym: N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
 related_synonym: 1-phenethyl-4-(N-phenylpropionamido)piperidine;   1-phenethyl-4-N-propionylanilinopiperidine;   Duragesic;   Formula=C22H28N2O;   InChI=1S/C22H28N2O/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19/h3-12,21H,2,13-18H2,1H3;   InChIKey=PJMPHNIQZUBGLI-UHFFFAOYSA-N;   N-(1-Phenethyl-piperidin-4-yl)-N-phenyl-propionamide;   N-(1-phenethyl-4-piperidinyl)-N-phenylpropionamide;   N-(1-phenethyl-4-piperidyl)propionanilide;   N-(1-phenethylpiperidin-4-yl)-N-phenylpropionamide;   N-phenethyl-4-(N-propionylanilino)piperidine;   N-phenyl-N-(1-(2-phenylethyl)-4-piperidinyl)propanamide;   SMILES=CCC(=O)N(C1CCN(CC1)CCc1ccccc1)c1ccccc1;   fentanilo;   fentanylum;   phentanyl
 alt_id: CHEBI:310077;   CHEBI:5012
 xref: CAS:437-38-7;   DrugBank:DB00813;   Drug_Central:1164;   KEGG:D00320
 xref_mesh: MESH:D005283
 xref: PMID:10669565;   PMID:10987438;   PMID:11585443;   PMID:14698188;   PMID:16621415;   PMID:18462178;   PMID:18728103;   PMID:30176422;   PMID:30305277;   Patent:FR1344366;   Patent:US3164600;   Reaxys:494484;   VSDB:1864;   Wikipedia:Fentanyl


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fentanyl term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A increases transport
multiple interactions
increases response to substance
ISO
EXP
ABCB1 protein results in increased transport of Fentanyl
tariquidar inhibits the reaction [ABCB1 protein results in increased transport of Fentanyl]
ABCB1 protein results in increased susceptibility to Fentanyl
CTD PMID:29669042 NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Arrb2 arrestin, beta 2 affects localization ISO Fentanyl affects the localization of ARRB2 protein CTD PMID:27030709 NCBI chr10:57,040,252...57,048,045
Ensembl chr10:57,040,267...57,048,134
JBrowse link
G Calca calcitonin-related polypeptide alpha multiple interactions EXP Fentanyl inhibits the reaction [Potassium Chloride results in increased secretion of CALCA protein]; Naloxone inhibits the reaction [Fentanyl inhibits the reaction [Potassium Chloride results in increased secretion of CALCA protein]] CTD PMID:27030709 NCBI chr 1:184,184,018...184,188,922
Ensembl chr 1:184,184,020...184,188,911
JBrowse link
G Crh corticotropin releasing hormone affects expression EXP Fentanyl affects the expression of CRH mRNA CTD PMID:18819432 NCBI chr 2:104,459,999...104,461,863
Ensembl chr 2:104,459,999...104,461,863
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression EXP Fentanyl results in increased expression of FOS protein CTD PMID:7970238 NCBI chr 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G Gast gastrin multiple interactions EXP [fluanisone co-treated with Fentanyl co-treated with Midazolam] inhibits the reaction [GAST protein results in increased secretion of Histamine] CTD PMID:10864877 NCBI chr10:88,245,532...88,248,485
Ensembl chr10:88,245,532...88,248,484
JBrowse link
G Il2 interleukin 2 decreases expression ISO Fentanyl results in decreased expression of IL2 mRNA CTD PMID:23965172 NCBI chr 2:123,847,150...123,851,854
Ensembl chr 2:123,847,150...123,851,854
JBrowse link
G Il4 interleukin 4 increases expression ISO Fentanyl results in increased expression of IL4 mRNA CTD PMID:23965172 NCBI chr10:38,963,979...38,969,531
Ensembl chr10:38,963,979...38,969,531
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity ISO Fentanyl results in decreased activity of KCNH2 protein CTD PMID:28551711 NCBI chr 4:7,355,066...7,387,282
Ensembl chr 4:7,355,574...7,387,253
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO Fentanyl results in increased phosphorylation of MAPK1 protein CTD PMID:23965172 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation ISO Fentanyl results in increased phosphorylation of MAPK3 protein CTD PMID:23965172 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Nfkbia NFKB inhibitor alpha increases expression ISO Fentanyl results in increased expression of NFKBIA protein CTD PMID:22258905 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
JBrowse link
G Oprm1 opioid receptor, mu 1 increases phosphorylation ISO Fentanyl results in increased phosphorylation of OPRM1 protein CTD PMID:17240843, PMID:21957251, PMID:23300227 NCBI chr 1:43,454,803...43,704,948
Ensembl chr 1:43,454,803...43,704,948
JBrowse link
G Pdyn prodynorphin increases expression EXP Fentanyl results in increased expression of PDYN protein CTD PMID:19200067 NCBI chr 3:122,194,327...122,206,671
Ensembl chr 3:122,194,329...122,206,671
JBrowse link
G Pld2 phospholipase D2 increases activity ISO Fentanyl results in increased activity of PLD2 protein CTD PMID:23965172 NCBI chr10:57,161,921...57,181,148
Ensembl chr10:57,163,174...57,179,730
JBrowse link
G Pomc proopiomelanocortin decreases expression
multiple interactions
ISO Fentanyl results in decreased expression of POMC protein alternative form
[Fentanyl co-treated with Morphine] results in decreased expression of POMC protein alternative form
CTD PMID:20084599 NCBI chr 6:28,382,937...28,388,771
Ensembl chr 6:28,382,962...28,388,967
JBrowse link
G Ren renin multiple interactions ISO [Fentanyl co-treated with Isoflurane] results in decreased expression of REN protein CTD PMID:3284271 NCBI chr13:50,502,724...50,513,953
Ensembl chr13:50,502,724...50,514,151
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        pharmaceutical 19272
          adjuvant 1595
            fentanyl 17
              fentanyl citrate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    main group molecular entity 19670
                      s-block molecular entity 19428
                        hydrogen molecular entity 19418
                          hydrides 18685
                            inorganic hydride 17409
                              pnictogen hydride 17381
                                nitrogen hydride 17223
                                  azane 16940
                                    ammonia 16939
                                      organic amino compound 16938
                                        amine 7601
                                          primary amine 5663
                                            primary arylamine 2954
                                              aniline 2802
                                                anilide 265
                                                  fentanyl 17
                                                    fentanyl citrate 0
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