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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:stavudine
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Accession:CHEBI:63581 term browser browse the term
Definition:A nucleoside analogue obtained by formal dehydration across positions 2 and 3 of thymidine. An inhibitor of HIV-1 reverse transcriptase
Synonyms:exact_synonym: 1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
 related_synonym: 1-(2,3-Dideoxy-beta-D-glycero-pent-2-enofuranosyl)thymine;   2',3'-Didehydro-3'-deoxythimidine;   3'-Deoxy-2'-thymidinene;   Formula=C10H12N2O4;   InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1;   InChIKey=XNKLLVCARDGLGL-JGVFFNPUSA-N;   SMILES=Cc1cn([C@@H]2O[C@H](CO)C=C2)c(=O)[nH]c1=O;   STV;   Sanilvudine;   d4T;   estavudina;   stavudinum
 alt_id: CHEBI:9253
 xref: CAS:3056-17-5;   DrugBank:DB00649;   Drug_Central:2478;   KEGG:C07312;   KEGG:D00445;   LINCS:LSM-5983
 xref_mesh: MESH:D018119
 xref: Patent:EP334368;   Patent:US5130421;   Reaxys:618327;   Wikipedia:Stavudine


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stavudine 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 expression ISO Stavudine results in increased expression of ABCB1 mRNA CTD PMID:18310046 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709 		JBrowse link
G Adipoq adiponectin, C1Q and collagen domain containing decreases expression ISO Stavudine results in decreased expression of ADIPOQ protein
Stavudine results in decreased expression of ADIPOQ mRNA; Stavudine results in decreased expression of ADIPOQ protein		 CTD PMID:15865214 PMID:17503663 PMID:17668557 NCBI chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564 		JBrowse link
G Alb albumin affects binding ISO Stavudine binds to ALB protein CTD PMID:15814459 PMID:16336266 NCBI chr14:17,607,397...17,622,814
Ensembl chr14:17,607,381...17,622,836 		JBrowse link
G Atp5f1e ATP synthase F1 subunit epsilon decreases expression EXP Stavudine results in decreased expression of ATP5F1E mRNA CTD PMID:18299183 NCBI chr 3:163,259,072...163,261,974
Ensembl chr 3:163,260,476...163,261,450 		JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO Stavudine results in decreased expression of BCL2 protein CTD PMID:9007205 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Bcl2l1 Bcl2-like 1 increases expression EXP Stavudine results in increased expression of BCL2L1 mRNA CTD PMID:18299183 NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479 		JBrowse link
G Casp3 caspase 3 increases cleavage ISO Stavudine results in increased cleavage of CASP3 protein CTD PMID:32278789 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 increases expression ISO Stavudine results in increased expression of CCL2 protein CTD PMID:17668557 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A affects expression ISO Stavudine affects the expression of CDKN1A protein CTD PMID:18389896 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Cdkn2a cyclin-dependent kinase inhibitor 2A affects expression ISO Stavudine affects the expression of CDKN2A protein CTD PMID:18389896 NCBI chr 5:103,984,949...103,992,143
Ensembl chr 5:103,984,949...104,003,149 		JBrowse link
G Cebpa CCAAT/enhancer binding protein alpha decreases expression ISO Stavudine results in decreased expression of CEBPA protein CTD PMID:15722030 NCBI chr 1:87,759,631...87,762,303
Ensembl chr 1:87,759,433...87,762,412 		JBrowse link
G Cebpb CCAAT/enhancer binding protein beta increases expression EXP Stavudine results in increased expression of CEBPB mRNA CTD PMID:18299183 NCBI chr 3:156,398,035...156,399,466
Ensembl chr 3:156,397,052...156,399,473 		JBrowse link
G Chek1 checkpoint kinase 1 increases phosphorylation ISO Stavudine results in increased phosphorylation of CHEK1 protein CTD PMID:32278789 NCBI chr 8:36,420,565...36,443,477
Ensembl chr 8:36,420,569...36,441,009 		JBrowse link
G Cpt1a carnitine palmitoyltransferase 1A increases expression ISO Stavudine results in increased expression of CPT1A mRNA CTD PMID:14576092 NCBI chr 1:200,564,634...200,627,059
Ensembl chr 1:200,565,613...200,627,055 		JBrowse link
G Fasn fatty acid synthase multiple interactions
decreases expression		 ISO [Stavudine co-treated with Lamivudine co-treated with Indinavir] results in increased expression of FASN mRNA; [Stavudine co-treated with Lamivudine] results in increased expression of FASN mRNA
Stavudine results in decreased expression of FASN protein		 CTD PMID:11741158 PMID:15722030 NCBI chr10:106,072,093...106,090,259
Ensembl chr10:106,072,091...106,090,261 		JBrowse link
G Fth1 ferritin heavy chain 1 increases expression EXP Stavudine results in increased expression of FTH1 mRNA CTD PMID:18299183 NCBI chr 1:206,627,142...206,629,430
Ensembl chr 1:206,627,103...206,725,424 		JBrowse link
G Gan gigaxonin decreases expression ISO Stavudine results in decreased expression of GAN mRNA; Stavudine results in decreased expression of GAN protein CTD PMID:19398414 NCBI chr19:45,207,783...45,265,066
Ensembl chr19:45,207,184...45,254,107 		JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit increases expression EXP Stavudine results in increased expression of GCLC mRNA CTD PMID:18299183 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544 		JBrowse link
G Gpx4 glutathione peroxidase 4 decreases expression EXP Stavudine results in decreased expression of GPX4 mRNA CTD PMID:18299183 NCBI chr 7:9,650,186...9,652,982
Ensembl chr 7:9,650,185...9,652,982 		JBrowse link
G Gsta1 glutathione S-transferase alpha 1 increases expression EXP Stavudine results in increased expression of GSTA1 mRNA CTD PMID:18299183 NCBI chr 9:23,703,476...23,720,121
Ensembl chr 9:23,703,477...23,720,121 		JBrowse link
G Gstp1 glutathione S-transferase pi 1 increases expression EXP Stavudine results in increased expression of GSTP1 mRNA CTD PMID:18299183 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226 		JBrowse link
G Hfe homeostatic iron regulator multiple interactions ISO HFE gene SNP affects the susceptibility to [Didanosine co-treated with Stavudine] CTD PMID:16847405 NCBI chr17:41,413,451...41,421,502
Ensembl chr17:41,413,451...41,421,502 		JBrowse link
G Hspd1 heat shock protein family D (Hsp60) member 1 affects expression ISO Stavudine 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 Igfbp1 insulin-like growth factor binding protein 1 increases expression EXP Stavudine results in increased expression of IGFBP1 mRNA CTD PMID:18299183 NCBI chr14:82,047,415...82,052,482
Ensembl chr14:82,047,415...82,052,482 		JBrowse link
G Il1b interleukin 1 beta increases expression ISO Stavudine results in increased expression of IL1B protein CTD PMID:17668557 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il6 interleukin 6 increases expression ISO Stavudine results in increased expression of IL6 protein CTD PMID:17668557 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit increases expression EXP Stavudine results in increased expression of JUN mRNA CTD PMID:18299183 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656 		JBrowse link
G Lep leptin decreases expression ISO Stavudine results in decreased expression of LEP protein CTD PMID:17668557 NCBI chr 4:57,661,127...57,675,262
Ensembl chr 4:57,661,131...57,675,262 		JBrowse link
G Lonp1 lon peptidase 1, mitochondrial affects expression ISO Stavudine 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 Lpl lipoprotein lipase multiple interactions ISO [Stavudine co-treated with Lamivudine co-treated with Indinavir] affects the expression of LPL mRNA; [Stavudine co-treated with Lamivudine co-treated with Nelfinavir] results in decreased expression of LPL mRNA; [Stavudine co-treated with Lamivudine] affects the expression of LPL mRNA CTD PMID:11741158 NCBI chr16:20,830,055...20,853,855
Ensembl chr16:20,829,465...20,855,249 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 decreases phosphorylation ISO Stavudine results in decreased 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 Me1 malic enzyme 1 multiple interactions
increases expression		 ISO [Stavudine co-treated with Lamivudine co-treated with Indinavir] results in increased expression of ME1 mRNA; [Stavudine co-treated with Lamivudine co-treated with Nelfinavir] results in decreased expression of ME1 mRNA; [Stavudine co-treated with Lamivudine] results in increased expression of ME1 mRNA
Stavudine results in increased expression of ME1 mRNA		 CTD PMID:11741158 NCBI chr 8:87,549,043...87,660,251
Ensembl chr 8:87,549,043...87,660,304 		JBrowse link
G Mttp microsomal triglyceride transfer protein multiple interactions
decreases expression		 EXP Carnitine inhibits the reaction [Stavudine results in decreased expression of MTTP mRNA] CTD PMID:18299183 NCBI chr 2:226,613,090...226,654,239
Ensembl chr 2:226,613,090...226,654,239 		JBrowse link
G Nrf1 nuclear respiratory factor 1 increases expression ISO Stavudine results in increased expression of NRF1 mRNA CTD PMID:17926646 NCBI chr 4:58,664,932...58,772,328
Ensembl chr 4:58,664,957...58,825,328 		JBrowse link
G Pcna proliferating cell nuclear antigen increases expression
decreases expression		 EXP
ISO		 Stavudine results in increased expression of PCNA mRNA
Stavudine results in decreased expression of PCNA protein		 CTD PMID:18299183 PMID:32278789 NCBI chr 3:119,499,039...119,502,911
Ensembl chr 3:119,498,810...119,502,995 		JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma decreases expression ISO Stavudine results in decreased expression of PPARG mRNA
Stavudine results in decreased expression of PPARG mRNA; Stavudine results in decreased expression of PPARG protein		 CTD PMID:14518702 PMID:15722030 PMID:17926646 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression ISO Stavudine results in decreased expression of PTGS2 protein CTD PMID:18389896 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Sirt3 sirtuin 3 increases expression ISO Stavudine 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 Slc25a19 solute carrier family 25 member 19 multiple interactions ISO SLC25A19 protein affects the susceptibility to [Stavudine co-treated with Lamivudine co-treated with Indinavir] CTD PMID:15951836 NCBI chr10:100,853,554...100,867,517
Ensembl chr10:100,847,168...100,867,447 		JBrowse link
G Slc25a5 solute carrier family 25 member 5 increases expression EXP Stavudine results in increased expression of SLC25A5 mRNA CTD PMID:18299183 NCBI chr  X:116,031,896...116,034,963
Ensembl chr  X:116,031,803...116,034,967 		JBrowse link
G Slc29a3 solute carrier family 29 member 3 affects transport ISO SLC29A3 protein affects the transport of Stavudine CTD PMID:19164483 NCBI chr20:28,645,265...28,685,388
Ensembl chr20:28,647,391...28,685,388 		JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 multiple interactions
increases expression		 EXP Carnitine inhibits the reaction [Stavudine results in increased expression of SREBF1 mRNA] CTD PMID:18299183 NCBI chr10:45,007,637...45,029,650
Ensembl chr10:45,007,637...45,029,650 		JBrowse link
G Stat3 signal transducer and activator of transcription 3 decreases expression EXP Stavudine results in decreased expression of STAT3 mRNA CTD PMID:18299183 NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057 		JBrowse link
G Tfap2a transcription factor AP-2 alpha decreases expression ISO Stavudine results in decreased expression of TFAP2A mRNA CTD PMID:17926646 NCBI chr17:24,028,716...24,047,507
Ensembl chr17:24,024,432...24,047,507 		JBrowse link
G Tnf tumor necrosis factor increases expression ISO Stavudine results in increased expression of TNF protein CTD PMID:17668557 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tymp thymidine phosphorylase increases expression ISO Stavudine results in increased expression of TYMP protein CTD PMID:16457948 NCBI chr 7:120,438,768...120,444,088
Ensembl chr 7:120,438,770...120,443,874
Ensembl chr 7:120,438,770...120,443,874 		JBrowse link
G Ucp1 uncoupling protein 1 decreases expression
increases expression		 ISO Stavudine results in decreased expression of UCP1 mRNA
Stavudine results in increased expression of UCP1		 CTD PMID:16038477 PMID:17926646 NCBI chr19:24,808,782...24,816,853
Ensembl chr19:24,808,783...24,816,852 		JBrowse link
G Ucp2 uncoupling protein 2 decreases expression ISO Stavudine results in decreased expression of UCP2 mRNA CTD PMID:14518702 NCBI chr 1:154,839,242...154,845,612
Ensembl chr 1:154,839,209...154,845,611 		JBrowse link
G Ucp3 uncoupling protein 3 decreases expression ISO Stavudine results in decreased expression of UCP3 mRNA CTD PMID:14518702 NCBI chr 1:154,815,777...154,828,764
Ensembl chr 1:154,815,777...154,828,762 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19890
    role 19839
      biological role 19858
        antimicrobial agent 18239
          antiviral agent 11339
            stavudine 49
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
                                              stavudine 49
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