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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 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 chr19:45,207,864...45,258,831
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 chr13:62,164,080...62,169,770
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 7:120,438,125...120,447,429
Ensembl chr 7:120,438,125...120,447,429
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

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  CHEBI ontology 20050
    role 20001
      biological role 20000
        antimicrobial agent 17759
          antiviral agent 10475
            stavudine 49
Path 2
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  CHEBI ontology 20050
    subatomic particle 20048
      composite particle 20048
        hadron 20048
          baryon 20048
            nucleon 20048
              atomic nucleus 20048
                atom 20048
                  main group element atom 19948
                    p-block element atom 19948
                      carbon group element atom 19872
                        carbon atom 19863
                          organic molecular entity 19863
                            heteroorganic entity 19544
                              organochalcogen compound 19283
                                organooxygen compound 19228
                                  carbohydrates and carbohydrate derivatives 13915
                                    carbohydrate 13915
                                      carbohydrate derivative 13640
                                        glycosyl compound 12897
                                          N-glycosyl compound 5527
                                            nucleoside analogue 721
                                              stavudine 49
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