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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 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
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 chr11:81,330,845...81,344,488
Ensembl chr11:81,330,293...81,344,488
JBrowse link
G Alb albumin affects binding ISO Stavudine binds to ALB protein CTD PMID:15814459 PMID:16336266 NCBI chr14:19,176,275...19,191,793
Ensembl chr14:19,176,277...19,191,863
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 3:172,563,105...172,566,007
Ensembl chr 3:172,563,105...172,566,010
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO Stavudine results in decreased expression of BCL2 protein CTD PMID:9007205 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Bcl2l1 Bcl2-like 1 increases expression EXP Stavudine results in increased expression of BCL2L1 mRNA CTD PMID:18299183 NCBI chr 3:148,259,594...148,314,191
Ensembl chr 3:148,259,596...148,313,810
JBrowse link
G Casp3 caspase 3 increases cleavage ISO Stavudine results in increased cleavage of CASP3 protein CTD PMID:32278789 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
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 chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A affects expression ISO Stavudine affects the expression of CDKN1A protein CTD PMID:18389896 NCBI chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
JBrowse link
G Cdkn2a cyclin-dependent kinase inhibitor 2A affects expression ISO Stavudine affects the expression of CDKN2A protein CTD PMID:18389896 NCBI chr 5:107,823,323...107,832,405
Ensembl chr 5:107,823,330...107,841,175
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 1:91,363,492...91,366,164
Ensembl chr 1:91,363,492...91,366,164
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 3:164,424,502...164,425,933
Ensembl chr 3:164,424,515...164,425,910
JBrowse link
G Chek1 checkpoint kinase 1 increases phosphorylation ISO Stavudine results in increased phosphorylation of CHEK1 protein CTD PMID:32278789 NCBI chr 8:39,181,162...39,201,588
Ensembl chr 8:39,181,163...39,243,882
JBrowse link
G Cpt1a carnitine palmitoyltransferase 1A increases expression ISO Stavudine results in increased expression of CPT1A mRNA CTD PMID:14576092 NCBI chr 1:218,568,157...218,629,679
Ensembl chr 1:218,569,510...218,629,678
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 chr10:109,987,735...110,005,901
Ensembl chr10:109,987,735...110,005,901
JBrowse link
G Fth1 ferritin heavy chain 1 increases expression EXP Stavudine results in increased expression of FTH1 mRNA CTD PMID:18299183 NCBI chr 1:226,030,940...226,033,228
Ensembl chr 1:226,030,938...226,033,228
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 chr19:49,692,790...49,746,178
Ensembl chr19:49,695,579...49,741,965
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 8:85,059,051...85,097,471
Ensembl chr 8:85,059,051...85,097,468
JBrowse link
G Gpx4 glutathione peroxidase 4 decreases expression EXP Stavudine results in decreased expression of GPX4 mRNA CTD PMID:18299183 NCBI chr 7:12,516,357...12,519,154
Ensembl chr 7:12,516,352...12,519,154
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 9:27,366,404...27,381,004
Ensembl chr 9:27,368,272...27,452,902
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 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
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 chr17:43,661,276...43,669,327
Ensembl chr17:43,661,222...43,669,985
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 9:61,680,529...61,691,202
Ensembl chr 9:61,680,530...61,690,956
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 chr14:87,448,716...87,453,783
Ensembl chr14:87,448,692...87,453,785
JBrowse link
G Il1b interleukin 1 beta increases expression ISO Stavudine results in increased expression of IL1B protein CTD PMID:17668557 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il6 interleukin 6 increases expression ISO Stavudine results in increased expression of IL6 protein CTD PMID:17668557 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
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 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
JBrowse link
G Lep leptin decreases expression ISO Stavudine results in decreased expression of LEP protein CTD PMID:17668557 NCBI chr 4:56,337,695...56,351,818
Ensembl chr 4:56,337,695...56,351,818
JBrowse link
G Lonp1 lon peptidase 1, mitochondrial affects expression ISO Stavudine affects the expression of LONP1 protein CTD PMID:27041070 NCBI chr 9:10,428,853...10,441,180
Ensembl chr 9:10,428,853...10,441,177
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 chr16:22,537,687...22,561,487
Ensembl chr16:22,537,056...22,561,496
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 decreases phosphorylation ISO Stavudine results in decreased phosphorylation of MAPK8 protein CTD PMID:27041070 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
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 8:94,256,830...94,368,834
Ensembl chr 8:94,256,839...94,368,834
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 2:243,366,181...243,407,608
Ensembl chr 2:243,366,181...243,407,608
JBrowse link
G Nrf1 nuclear respiratory factor 1 increases expression ISO Stavudine results in increased expression of NRF1 mRNA CTD PMID:17926646 NCBI chr 4:57,335,732...57,445,317
Ensembl chr 4:57,378,069...57,445,341
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 3:124,880,698...124,884,570
Ensembl chr 3:124,880,698...124,884,570
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 4:147,274,055...147,399,383
Ensembl chr 4:147,274,107...147,399,380
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression ISO Stavudine results in decreased expression of PTGS2 protein CTD PMID:18389896 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Sirt3 sirtuin 3 increases expression ISO Stavudine results in increased expression of SIRT3 protein CTD PMID:27041070 NCBI chr 1:213,613,502...213,636,061
Ensembl chr 1:213,613,513...213,635,546
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 chr10:104,166,594...104,179,523
Ensembl chr10:104,166,598...104,179,523
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:123,404,570...123,407,637
Ensembl chr  X:123,404,518...123,407,645
JBrowse link
G Slc29a3 solute carrier family 29 member 3 affects transport ISO SLC29A3 protein affects the transport of Stavudine CTD PMID:19164483 NCBI chr20:30,289,527...30,327,343
Ensembl chr20:30,287,424...30,327,361
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 chr10:46,570,996...46,593,021
Ensembl chr10:46,570,996...46,593,009
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 chr10:88,790,401...88,842,263
Ensembl chr10:88,790,408...88,842,233
JBrowse link
G Tfap2a transcription factor AP-2 alpha decreases expression ISO Stavudine results in decreased expression of TFAP2A mRNA CTD PMID:17926646 NCBI chr17:24,653,342...24,670,457
Ensembl chr17:24,654,902...24,670,457
JBrowse link
G Tnf tumor necrosis factor increases expression ISO Stavudine results in increased expression of TNF protein CTD PMID:17668557 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Tymp thymidine phosphorylase increases expression ISO Stavudine results in increased expression of TYMP protein CTD PMID:16457948 NCBI chr 7:130,342,481...130,347,845
Ensembl chr 7:130,342,483...130,347,587
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 chr19:24,456,976...24,464,808
Ensembl chr19:24,456,976...24,464,807
JBrowse link
G Ucp2 uncoupling protein 2 decreases expression ISO Stavudine results in decreased expression of UCP2 mRNA CTD PMID:14518702 NCBI chr 1:165,506,375...165,512,744
Ensembl chr 1:165,506,361...165,512,744
JBrowse link
G Ucp3 uncoupling protein 3 decreases expression ISO Stavudine results in decreased expression of UCP3 mRNA CTD PMID:14518702 NCBI chr 1:165,482,912...165,495,895
Ensembl chr 1:165,482,155...165,496,206
JBrowse link

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  CHEBI ontology 19770
    role 19720
      biological role 19720
        antimicrobial agent 17372
          antiviral agent 10272
            stavudine 49
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  CHEBI ontology 19770
    subatomic particle 19768
      composite particle 19768
        hadron 19768
          baryon 19768
            nucleon 19768
              atomic nucleus 19768
                atom 19768
                  main group element atom 19662
                    p-block element atom 19662
                      carbon group element atom 19580
                        carbon atom 19571
                          organic molecular entity 19571
                            heteroorganic entity 19206
                              organochalcogen compound 18951
                                organooxygen compound 18877
                                  carbohydrates and carbohydrate derivatives 12259
                                    carbohydrate 12259
                                      carbohydrate derivative 11889
                                        glycosyl compound 10958
                                          N-glycosyl compound 5480
                                            nucleoside analogue 708
                                              stavudine 49
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