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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:tenofovir disoproxil fumarate
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Accession:CHEBI:63718 term browser browse the term
Definition:A fumarate salt prepared from equimolar amounts of tenofovir disoproxil and fumaric acid. It is used in combination therapy for the treatment of HIV infection.
Synonyms:exact_synonym: bis({[(propan-2-yloxy)carbonyl]oxy}methyl) ({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonate (2E)-but-2-enedioate
 related_synonym: 9-((R)-2-((bis(((isopropoxycarbonyl)oxy)methoxy)phosphinyl)methoxy)propyl)adenine fumarate;   Formula=C23H34N5O14P;   InChI=1S/C19H30N5O10P.C4H4O4/c1-12(2)33-18(25)28-9-31-35(27,32-10-29-19(26)34-13(3)4)11-30-14(5)6-24-8-23-15-16(20)21-7-22-17(15)24;5-3(6)1-2-4(7)8/h7-8,12-14H,6,9-11H2,1-5H3,(H2,20,21,22);1-2H,(H,5,6)(H,7,8)/b;2-1+/t14-;/m1./s1;   InChIKey=VCMJCVGFSROFHV-WZGZYPNHSA-N;   SMILES=OC(=O)\\C=C\\C(O)=O.CC(C)OC(=O)OCOP(=O)(CO[C@H](C)Cn1cnc2c(N)ncnc12)OCOC(=O)OC(C)C;   TDF;   Viread;   tenofovir DF
 alt_id: MESH:D000068698
 xref: CAS:202138-50-9;   DrugBank:DB00300;   KEGG:D01982
 xref_mesh: MESH:D000068698
 xref: PMID:12064015;   PMID:15482138;   PMID:15669881;   PMID:18434949;   PMID:19372836;   PMID:22077579;   PMID:22210639;   PMID:22928893;   PMID:23466649;   Reaxys:9831556;   Wikipedia:Tenofovir


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tenofovir disoproxil fumarate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb4 ATP binding cassette subfamily B member 4 decreases activity ISO Tenofovir results in decreased activity of ABCB4 protein CTD PMID:28437613 NCBI chr 4:25,150,998...25,209,489
Ensembl chr 4:25,151,953...25,209,202 		JBrowse link
G Acacb acetyl-CoA carboxylase beta affects expression ISO Tenofovir affects the expression of ACACB mRNA CTD PMID:20032539 NCBI chr12:42,365,800...42,477,651
Ensembl chr12:42,366,548...42,457,655 		JBrowse link
G Bnip3l BCL2 interacting protein 3 like increases expression ISO Tenofovir results in increased expression of BNIP3L protein CTD PMID:23640862 NCBI chr15:41,174,594...41,197,730
Ensembl chr15:41,174,594...41,197,803 		JBrowse link
G Casp3 caspase 3 multiple interactions
increases expression		 EXP [efavirenz co-treated with Lamivudine co-treated with Tenofovir] results in increased activity of CASP3 protein; Melatonin inhibits the reaction [Tenofovir results in increased expression of and results in increased activity of CASP3 protein]; Tenofovir results in increased expression of and results in increased activity of CASP3 protein; Zinc inhibits the reaction [[efavirenz co-treated with Lamivudine co-treated with Tenofovir] results in increased activity of CASP3 protein]
Tenofovir results in increased expression of CASP3 mRNA		 CTD PMID:33146023 PMID:36309141 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp9 caspase 9 multiple interactions
increases expression		 EXP Melatonin inhibits the reaction [Tenofovir results in increased expression of CASP9 protein] CTD PMID:33146023 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Cat catalase multiple interactions EXP [efavirenz co-treated with Lamivudine co-treated with Tenofovir] results in decreased activity of CAT protein CTD PMID:34118364 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ccl20 C-C motif chemokine ligand 20 increases expression
multiple interactions		 ISO Tenofovir results in increased expression of CCL20 mRNA
Tenofovir results in increased expression of and results in increased secretion of CCL20 protein		 CTD PMID:24205323 NCBI chr 9:84,389,031...84,391,629
Ensembl chr 9:84,388,904...84,391,629 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions
increases expression		 ISO [Emtricitabine co-treated with Tenofovir] results in increased expression of CDKN1A protein
Tenofovir results in increased expression of CDKN1A protein		 CTD PMID:31545371 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases activity ISO Tenofovir results in decreased activity of CYP2E1 protein CTD PMID:17162464 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G Ddx3y DEAD box helicase 3, Y-linked increases expression EXP Tenofovir results in increased expression of DDX3Y mRNA CTD PMID:37852574 NCBI chr  Y:1,115,095...1,135,754
Ensembl chr  Y:1,116,309...1,135,706 		JBrowse link
G Edn1 endothelin 1 increases secretion
multiple interactions		 ISO Tenofovir results in increased secretion of EDN1 protein
coenzyme Q10 inhibits the reaction [Tenofovir results in increased secretion of EDN1 protein]		 CTD PMID:23640862 NCBI chr17:22,454,924...22,460,812
Ensembl chr17:22,454,420...22,460,885 		JBrowse link
G Eif2s1 eukaryotic translation initiation factor 2 subunit alpha affects phosphorylation ISO Tenofovir affects the phosphorylation of EIF2S1 protein CTD PMID:27041070 NCBI chr 6:97,672,829...97,697,499
Ensembl chr 6:97,672,766...97,706,225 		JBrowse link
G Fgb fibrinogen beta chain decreases expression EXP Tenofovir results in decreased expression of FGB mRNA CTD PMID:37852574 NCBI chr 2:168,394,901...168,402,863
Ensembl chr 2:168,394,916...168,405,979 		JBrowse link
G Gjc2 gap junction protein, gamma 2 increases expression EXP Tenofovir results in increased expression of GJC2 mRNA CTD PMID:37852574 NCBI chr10:43,962,642...43,971,358
Ensembl chr10:43,962,642...43,970,467 		JBrowse link
G Havcr1 hepatitis A virus cellular receptor 1 increases secretion
multiple interactions		 ISO Tenofovir results in increased secretion of HAVCR1 protein
Tenofovir inhibits the reaction [cidofovir results in increased secretion of HAVCR1 protein]		 CTD PMID:29738843 NCBI chr10:31,118,667...31,151,730
Ensembl chr10:31,119,088...31,151,698 		JBrowse link
G Hmox1 heme oxygenase 1 decreases expression
multiple interactions		 EXP Tenofovir results in decreased expression of HMOX1 protein
Melatonin inhibits the reaction [Tenofovir results in decreased expression of HMOX1 protein]		 CTD PMID:33146023 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Hsd11b1 hydroxysteroid 11-beta dehydrogenase 1 affects expression ISO Tenofovir affects the expression of HSD11B1 mRNA CTD PMID:20032539 NCBI chr13:104,728,539...104,798,884
Ensembl chr13:104,728,539...104,788,687 		JBrowse link
G Hspd1 heat shock protein family D (Hsp60) member 1 affects expression ISO Tenofovir affects the expression of HSPD1 protein CTD PMID:27041070 NCBI chr 9:56,579,195...56,590,011
Ensembl chr 9:56,579,201...56,589,662 		JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP [efavirenz co-treated with Lamivudine co-treated with Tenofovir] results in increased expression of IL1B protein; Zinc inhibits the reaction [[efavirenz co-treated with Lamivudine co-treated with Tenofovir] results in increased expression of IL1B protein] CTD PMID:36309141 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Irf4 interferon regulatory factor 4 decreases expression EXP Tenofovir results in decreased expression of IRF4 mRNA CTD PMID:37852574 NCBI chr17:33,721,800...33,742,570
Ensembl chr17:33,721,811...33,740,070 		JBrowse link
G Kdm5d lysine demethylase 5D increases expression EXP Tenofovir results in increased expression of KDM5D mRNA CTD PMID:37852574 NCBI chr  Y:527,069...624,019
Ensembl chr  Y:530,401...624,018 		JBrowse link
G Klf15 KLF transcription factor 15 decreases expression EXP Tenofovir results in decreased expression of KLF15 mRNA CTD PMID:37852574 NCBI chr 4:122,965,718...122,978,403
Ensembl chr 4:122,965,807...122,978,374 		JBrowse link
G Lipe lipase E, hormone sensitive type affects expression ISO Tenofovir affects the expression of LIPE mRNA CTD PMID:20032539 NCBI chr 1:80,965,612...80,984,313
Ensembl chr 1:80,965,627...80,984,310 		JBrowse link
G Lonp1 lon peptidase 1, mitochondrial affects expression ISO Tenofovir affects the expression of LONP1 protein CTD PMID:27041070 NCBI chr 9:1,447,444...1,459,771
Ensembl chr 9:1,447,447...1,459,771 		JBrowse link
G Lpin1 lipin 1 decreases expression EXP Tenofovir results in decreased expression of LPIN1 mRNA CTD PMID:37852574 NCBI chr 6:39,309,198...39,417,034
Ensembl chr 6:39,312,748...39,417,097 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 affects phosphorylation ISO Tenofovir affects the phosphorylation of MAPK8 protein CTD PMID:27041070 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981 		JBrowse link
G Mpo myeloperoxidase multiple interactions EXP [efavirenz co-treated with Lamivudine co-treated with Tenofovir] promotes the reaction [[isoniazid, pyrazinamide, rifampin drug combination co-treated with Ethambutol] results in increased activity of MPO protein]; [efavirenz co-treated with Lamivudine co-treated with Tenofovir] results in increased activity of MPO protein CTD PMID:34118364 NCBI chr10:72,594,883...72,608,862
Ensembl chr10:72,594,661...72,604,819 		JBrowse link
G Mt-co2 mitochondrially encoded cytochrome c oxidase II multiple interactions ISO Tenofovir promotes the reaction [Didanosine results in decreased expression of COX2 mRNA] CTD PMID:16940060 NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
Ensembl chr MT:7,006...7,689 		JBrowse link
G Nfkbia NFKB inhibitor alpha decreases expression EXP Tenofovir results in decreased expression of NFKBIA protein CTD PMID:27899301 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Nos2 nitric oxide synthase 2 increases expression
multiple interactions		 EXP Tenofovir results in increased expression of NOS2 mRNA; Tenofovir results in increased expression of NOS2 protein
Melatonin inhibits the reaction [Tenofovir results in increased expression of NOS2 protein]		 CTD PMID:27899301 PMID:33146023 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210 		JBrowse link
G Nos3 nitric oxide synthase 3 multiple interactions
decreases phosphorylation		 ISO coenzyme Q10 inhibits the reaction [Tenofovir results in decreased phosphorylation of NOS3 protein] CTD PMID:23640862 NCBI chr 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166 		JBrowse link
G Nr3c1 nuclear receptor subfamily 3, group C, member 1 affects expression ISO Tenofovir affects the expression of NR3C1 mRNA CTD PMID:20032539 NCBI chr18:31,271,681...31,393,320
Ensembl chr18:31,271,681...31,393,375 		JBrowse link
G Nt5e 5' nucleotidase, ecto increases expression ISO Tenofovir results in increased expression of NT5E mRNA CTD PMID:24205323 NCBI chr 8:89,271,046...89,314,918
Ensembl chr 8:89,270,696...89,314,881 		JBrowse link
G Nt5m 5',3'-nucleotidase, mitochondrial decreases expression ISO Tenofovir results in decreased expression of NT5M mRNA CTD PMID:24205323 NCBI chr10:44,652,845...44,680,549
Ensembl chr10:44,652,975...44,679,150 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases expression
multiple interactions		 EXP Tenofovir results in increased expression of PARP1 protein
Melatonin inhibits the reaction [Tenofovir results in increased expression of PARP1 protein]		 CTD PMID:33146023 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma affects expression ISO Tenofovir affects the expression of PPARG mRNA CTD PMID:20032539 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468 		JBrowse link
G Prkn parkin RBR E3 ubiquitin protein ligase multiple interactions ISO [Emtricitabine co-treated with Tenofovir] results in decreased expression of PRKN protein CTD PMID:31545371 NCBI chr 1:48,688,651...49,882,520
Ensembl chr 1:48,690,556...49,882,555 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases expression EXP Tenofovir results in increased expression of PTGS2 mRNA; Tenofovir results in increased expression of PTGS2 protein CTD PMID:27899301 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions
increases expression
affects localization		 EXP Melatonin inhibits the reaction [Tenofovir affects the localization of RELA protein]; Melatonin inhibits the reaction [Tenofovir results in increased expression of and results in increased activity of RELA protein]; Melatonin inhibits the reaction [Tenofovir results in increased expression of RELA mRNA]; Tenofovir results in increased expression of and results in increased activity of RELA protein CTD PMID:27899301 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Sirt3 sirtuin 3 increases expression ISO Tenofovir results in increased expression of SIRT3 protein CTD PMID:27041070 NCBI chr 1:195,942,066...195,964,472
Ensembl chr 1:195,942,073...195,964,808 		JBrowse link
G Slc22a6 solute carrier family 22 member 6 increases response to substance
multiple interactions
increases import		 ISO SLC22A6 protein results in increased susceptibility to Tenofovir
Probenecid inhibits the reaction [SLC22A6 protein results in increased susceptibility to Tenofovir]; SLC22A6 protein results in increased uptake of and results in increased susceptibility to Tenofovir; Tenofovir inhibits the reaction [SLC22A6 protein results in increased uptake of p-Aminohippuric Acid]
SLC22A6 protein results in increased import of Tenofovir		 CTD PMID:23856525 PMID:25448811 PMID:29738843 NCBI chr 1:205,522,579...205,531,179
Ensembl chr 1:205,522,729...205,531,173 		JBrowse link
G Slc22a8 solute carrier family 22 member 8 increases response to substance
increases import		 ISO SLC22A8 protein results in increased susceptibility to Tenofovir
SLC22A8 protein results in increased import of Tenofovir		 CTD PMID:25448811 PMID:29738843 NCBI chr 1:205,496,331...205,516,378
Ensembl chr 1:205,498,084...205,517,450 		JBrowse link
G Tnf tumor necrosis factor decreases expression
increases expression
multiple interactions		 ISO
EXP		 Tenofovir results in decreased expression of TNF mRNA
Tenofovir results in increased expression of TNF mRNA; Tenofovir results in increased expression of TNF protein
[efavirenz co-treated with Lamivudine co-treated with Tenofovir] results in increased expression of TNF protein; Zinc inhibits the reaction [[efavirenz co-treated with Lamivudine co-treated with Tenofovir] results in increased expression of TNF protein]		 CTD PMID:24205323 PMID:27899301 PMID:36309141 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tp53 tumor protein p53 multiple interactions
increases expression		 ISO [Emtricitabine co-treated with Tenofovir] results in increased expression of TP53 protein
Tenofovir results in increased expression of TP53 protein		 CTD PMID:31545371 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Usp18 ubiquitin specific peptidase 18 increases expression EXP Tenofovir results in increased expression of USP18 mRNA CTD PMID:37852574 NCBI chr 4:154,471,634...154,499,154
Ensembl chr 4:154,471,592...154,499,144 		JBrowse link
Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19890
    role 19839
      application 19703
        pro-agent 11549
          prodrug 11293
            tenofovir disoproxil fumarate 45
Path 2
Term Annotations click to browse term
  CHEBI ontology 19890
    subatomic particle 19867
      composite particle 19888
        hadron 19888
          baryon 19888
            nucleon 19867
              atomic nucleus 19888
                atom 19888
                  main group element atom 19806
                    p-block element atom 19806
                      carbon group element atom 19746
                        carbon atom 19743
                          organic molecular entity 19743
                            heteroorganic entity 19502
                              organochalcogen compound 19264
                                organooxygen compound 19180
                                  carbohydrates and carbohydrate derivatives 15283
                                    carbohydrate 15304
                                      carbohydrate derivative 14317
                                        glycosyl compound 13080
                                          N-glycosyl compound 5878
                                            nucleoside analogue 955
                                              tenofovir (anhydrous) 45
                                                tenofovir disoproxil 45
                                                  tenofovir disoproxil fumarate 45
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