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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 EXP Tenofovir results in decreased activity of ABCB4 protein CTD PMID:28437613 NCBI chr 7:87,365,896...87,476,027
Ensembl chr 7:87,401,696...87,480,435 		JBrowse link
G ACACB acetyl-CoA carboxylase beta affects expression EXP Tenofovir affects the expression of ACACB mRNA CTD PMID:20032539 NCBI chr12:109,111,189...109,268,226
Ensembl chr12:109,116,587...109,268,226 		JBrowse link
G BNIP3L BCL2 interacting protein 3 like increases expression EXP Tenofovir results in increased expression of BNIP3L protein CTD PMID:23640862 NCBI chr 8:26,383,054...26,413,127
Ensembl chr 8:26,383,054...26,505,636 		JBrowse link
G CASP3 caspase 3 multiple interactions ISO [efavirenz co-treated with Lamivudine co-treated with Tenofovir] 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] CTD PMID:36309141 NCBI chr 4:184,627,696...184,649,447
Ensembl chr 4:184,627,696...184,650,062 		JBrowse link
G CAT catalase multiple interactions ISO [efavirenz co-treated with Lamivudine co-treated with Tenofovir] results in decreased activity of CAT protein CTD PMID:34118364 NCBI chr11:34,438,934...34,472,060
Ensembl chr11:34,438,934...34,472,060 		JBrowse link
G CCL20 C-C motif chemokine ligand 20 increases expression
multiple interactions		 EXP 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 2:227,813,842...227,817,556
Ensembl chr 2:227,805,739...227,817,564 		JBrowse link
G CDKN1A cyclin dependent kinase inhibitor 1A increases expression
multiple interactions		 EXP Tenofovir results in increased expression of CDKN1A protein
[Emtricitabine co-treated with Tenofovir] results in increased expression of CDKN1A protein		 CTD PMID:31545371 NCBI chr 6:36,676,463...36,687,332
Ensembl chr 6:36,676,460...36,687,337 		JBrowse link
G CXCL8 C-X-C motif chemokine ligand 8 multiple interactions
increases expression		 EXP Tenofovir results in increased expression of and results in increased secretion of CXCL8 protein
Tenofovir results in increased expression of CXCL8 mRNA		 CTD PMID:24205323 NCBI chr 4:73,740,569...73,743,716
Ensembl chr 4:73,740,519...73,743,716 		JBrowse link
G CYP2C9 cytochrome P450 family 2 subfamily C member 9 decreases activity EXP Tenofovir results in decreased activity of CYP2C9 protein CTD PMID:17162464 NCBI chr10:94,938,658...94,990,091
Ensembl chr10:94,938,658...94,990,091 		JBrowse link
G CYP2E1 cytochrome P450 family 2 subfamily E member 1 decreases activity EXP Tenofovir results in decreased activity of CYP2E1 protein CTD PMID:17162464 NCBI chr10:133,527,363...133,539,123
Ensembl chr10:133,520,406...133,561,220 		JBrowse link
G DDX3Y DEAD-box helicase 3 Y-linked increases expression ISO Tenofovir results in increased expression of DDX3Y mRNA CTD PMID:37852574 NCBI chr  Y:12,903,999...12,920,478
Ensembl chr  Y:12,904,108...12,920,478 		JBrowse link
G EDN1 endothelin 1 increases secretion
multiple interactions		 EXP 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 chr 6:12,230,516...12,297,194
Ensembl chr 6:12,290,361...12,297,194 		JBrowse link
G EIF2S1 eukaryotic translation initiation factor 2 subunit alpha affects phosphorylation EXP Tenofovir affects the phosphorylation of EIF2S1 protein CTD PMID:27041070 NCBI chr14:67,360,328...67,386,516
Ensembl chr14:67,360,328...67,386,516 		JBrowse link
G FGB fibrinogen beta chain decreases expression ISO Tenofovir results in decreased expression of FGB mRNA CTD PMID:37852574 NCBI chr 4:154,562,980...154,572,807
Ensembl chr 4:154,563,011...154,572,807 		JBrowse link
G GJC2 gap junction protein gamma 2 increases expression ISO Tenofovir results in increased expression of GJC2 mRNA CTD PMID:37852574 NCBI chr 1:228,149,930...228,159,826
Ensembl chr 1:228,149,930...228,159,826 		JBrowse link
G HAVCR1 hepatitis A virus cellular receptor 1 multiple interactions
increases secretion		 EXP Tenofovir inhibits the reaction [cidofovir results in increased secretion of HAVCR1 protein]
Tenofovir results in increased secretion of HAVCR1 protein		 CTD PMID:29738843 NCBI chr 5:157,029,413...157,069,407
Ensembl chr 5:157,026,742...157,069,396 		JBrowse link
G HSD11B1 hydroxysteroid 11-beta dehydrogenase 1 affects expression EXP Tenofovir affects the expression of HSD11B1 mRNA CTD PMID:20032539 NCBI chr 1:209,686,179...209,734,929
Ensembl chr 1:209,686,178...209,734,949 		JBrowse link
G HSPD1 heat shock protein family D (Hsp60) member 1 affects expression EXP Tenofovir affects the expression of HSPD1 protein CTD PMID:27041070 NCBI chr 2:197,486,584...197,500,274
Ensembl chr 2:197,486,584...197,516,737 		JBrowse link
G IL1B interleukin 1 beta multiple interactions ISO [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 2:112,829,751...112,836,779
Ensembl chr 2:112,829,751...112,836,816 		JBrowse link
G IRF4 interferon regulatory factor 4 decreases expression ISO Tenofovir results in decreased expression of IRF4 mRNA CTD PMID:37852574 NCBI chr 6:391,752...411,443
Ensembl chr 6:391,739...411,443 		JBrowse link
G KDM5D lysine demethylase 5D increases expression ISO Tenofovir results in increased expression of KDM5D mRNA CTD PMID:37852574 NCBI chr  Y:19,703,865...19,744,726
Ensembl chr  Y:19,703,865...19,744,939 		JBrowse link
G KLF15 KLF transcription factor 15 decreases expression ISO Tenofovir results in decreased expression of KLF15 mRNA CTD PMID:37852574 NCBI chr 3:126,288,125...126,357,408
Ensembl chr 3:126,342,635...126,357,408 		JBrowse link
G LIPE lipase E, hormone sensitive type affects expression EXP Tenofovir affects the expression of LIPE mRNA CTD PMID:20032539 NCBI chr19:42,401,514...42,427,388
Ensembl chr19:42,401,514...42,427,388 		JBrowse link
G LONP1 lon peptidase 1, mitochondrial affects expression EXP Tenofovir affects the expression of LONP1 protein CTD PMID:27041070 NCBI chr19:5,691,834...5,720,452
Ensembl chr19:5,691,834...5,720,572 		JBrowse link
G LPIN1 lipin 1 decreases expression ISO Tenofovir results in decreased expression of LPIN1 mRNA CTD PMID:37852574 NCBI chr 2:11,677,544...11,827,409
Ensembl chr 2:11,677,595...11,827,409 		JBrowse link
G MAPK8 mitogen-activated protein kinase 8 affects phosphorylation EXP Tenofovir affects the phosphorylation of MAPK8 protein CTD PMID:27041070 NCBI chr10:48,306,677...48,439,360
Ensembl chr10:48,306,639...48,439,360 		JBrowse link
G MPO myeloperoxidase multiple interactions ISO [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 chr17:58,269,855...58,280,935
Ensembl chr17:58,269,855...58,280,935 		JBrowse link
G MT-CO2 mitochondrially encoded cytochrome c oxidase II multiple interactions EXP Tenofovir promotes the reaction [Didanosine results in decreased expression of COX2 mRNA] CTD PMID:16940060 NCBI chr MT:7,586...8,269
Ensembl chr MT:7,586...8,269 		JBrowse link
G NFKBIA NFKB inhibitor alpha decreases expression ISO Tenofovir results in decreased expression of NFKBIA protein CTD PMID:27899301 NCBI chr14:35,401,513...35,404,749
Ensembl chr14:35,401,079...35,404,749 		JBrowse link
G NOS2 nitric oxide synthase 2 increases expression ISO Tenofovir results in increased expression of NOS2 mRNA; Tenofovir results in increased expression of NOS2 protein CTD PMID:27899301 NCBI chr17:27,756,766...27,800,529
Ensembl chr17:27,756,766...27,800,529 		JBrowse link
G NOS3 nitric oxide synthase 3 multiple interactions
decreases phosphorylation		 EXP coenzyme Q10 inhibits the reaction [Tenofovir results in decreased phosphorylation of NOS3 protein] CTD PMID:23640862 NCBI chr 7:150,991,017...151,014,588
Ensembl chr 7:150,991,017...151,014,588 		JBrowse link
G NR3C1 nuclear receptor subfamily 3 group C member 1 affects expression EXP Tenofovir affects the expression of NR3C1 mRNA CTD PMID:20032539 NCBI chr 5:143,277,931...143,435,512
Ensembl chr 5:143,277,931...143,435,512 		JBrowse link
G NT5E 5'-nucleotidase ecto increases expression EXP Tenofovir results in increased expression of NT5E mRNA CTD PMID:24205323 NCBI chr 6:85,450,083...85,495,784
Ensembl chr 6:85,449,584...85,495,791 		JBrowse link
G NT5M 5',3'-nucleotidase, mitochondrial decreases expression EXP Tenofovir results in decreased expression of NT5M mRNA CTD PMID:24205323 NCBI chr17:17,303,373...17,347,663
Ensembl chr17:17,303,335...17,347,663 		JBrowse link
G PPARG peroxisome proliferator activated receptor gamma affects expression EXP Tenofovir affects the expression of PPARG mRNA CTD PMID:20032539 NCBI chr 3:12,287,368...12,434,344
Ensembl chr 3:12,287,368...12,434,356 		JBrowse link
G PRKN parkin RBR E3 ubiquitin protein ligase multiple interactions EXP [Emtricitabine co-treated with Tenofovir] results in decreased expression of PRKN protein CTD PMID:31545371 NCBI chr 6:161,347,417...162,727,766
Ensembl chr 6:161,347,417...162,727,775 		JBrowse link
G PTGS2 prostaglandin-endoperoxide synthase 2 increases expression ISO Tenofovir results in increased expression of PTGS2 mRNA; Tenofovir results in increased expression of PTGS2 protein CTD PMID:27899301 NCBI chr 1:186,671,791...186,680,423
Ensembl chr 1:186,671,791...186,680,922 		JBrowse link
G RELA RELA proto-oncogene, NF-kB subunit multiple interactions
affects localization
increases expression		 ISO 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 chr11:65,653,601...65,663,857
Ensembl chr11:65,653,599...65,663,090 		JBrowse link
G SIRT3 sirtuin 3 increases expression EXP Tenofovir results in increased expression of SIRT3 protein CTD PMID:27041070 NCBI chr11:215,030...236,931
Ensembl chr11:215,030...236,931 		JBrowse link
G SLC22A6 solute carrier family 22 member 6 increases response to substance
increases import
multiple interactions		 EXP SLC22A6 protein results in increased susceptibility to Tenofovir
SLC22A6 protein results in increased import of 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]		 CTD PMID:23856525 PMID:25448811 PMID:29738843 NCBI chr11:62,976,597...62,984,967
Ensembl chr11:62,936,385...62,984,967 		JBrowse link
G SLC22A8 solute carrier family 22 member 8 increases response to substance
increases import		 EXP SLC22A8 protein results in increased susceptibility to Tenofovir
SLC22A8 protein results in increased import of Tenofovir		 CTD PMID:25448811 PMID:29738843 NCBI chr11:62,992,824...63,015,841
Ensembl chr11:62,989,154...63,015,841 		JBrowse link
G TNF tumor necrosis factor decreases expression
multiple interactions
increases expression		 EXP
ISO		 Tenofovir results in decreased expression of TNF mRNA
[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]
Tenofovir results in increased expression of TNF mRNA; Tenofovir results in increased expression of TNF protein		 CTD PMID:24205323 PMID:27899301 PMID:36309141 NCBI chr 6:31,575,565...31,578,336
Ensembl chr 6:31,575,565...31,578,336 		JBrowse link
G TP53 tumor protein p53 multiple interactions
increases expression		 EXP [Emtricitabine co-treated with Tenofovir] results in increased expression of TP53 protein
Tenofovir results in increased expression of TP53 protein		 CTD PMID:31545371 NCBI chr17:7,668,421...7,687,490
Ensembl chr17:7,661,779...7,687,538 		JBrowse link
G USP18 ubiquitin specific peptidase 18 increases expression ISO Tenofovir results in increased expression of USP18 mRNA CTD PMID:37852574 NCBI chr22:18,150,170...18,177,397
Ensembl chr22:18,150,118...18,177,397 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 26034
    role 25961
      application 25172
        pro-agent 12044
          prodrug 11725
            tenofovir disoproxil fumarate 44
Path 2
Term Annotations click to browse term
  CHEBI ontology 26034
    subatomic particle 26009
      composite particle 26009
        hadron 26020
          baryon 26009
            nucleon 26009
              atomic nucleus 26009
                atom 26009
                  main group element atom 25834
                    p-block element atom 25834
                      carbon group element atom 25434
                        carbon atom 25403
                          organic molecular entity 25392
                            heteroorganic entity 24766
                              organochalcogen compound 24378
                                organooxygen compound 24054
                                  carbohydrates and carbohydrate derivatives 16772
                                    carbohydrate 16785
                                      carbohydrate derivative 15661
                                        glycosyl compound 13717
                                          N-glycosyl compound 6128
                                            nucleoside analogue 982
                                              tenofovir (anhydrous) 44
                                                tenofovir disoproxil 44
                                                  tenofovir disoproxil fumarate 44
paths to the root