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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:5'-S-methyl-5'-thioadenosine
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Accession:CHEBI:17509 term browser browse the term
Definition:Adenosine with the hydroxy group at C-5' substituted with a methylthio (methylsulfanyl) group.
Synonyms:exact_synonym: 5'-deoxy-5'-(methylsulfanyl)adenosine
 related_synonym: 5'-Deoxy-5'-(methylthio)adenosine;   5-Methylthioadenosine;   9-(5-S-methyl-5-thio-beta-D-ribofuranosyl)-9H-purin-6-amine;   Formula=C11H15N5O3S;   InChI=1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1;   InChIKey=WUUGFSXJNOTRMR-IOSLPCCCSA-N;   MTA;   Methylthioadenosine;   S-Methyl-5-thioadenosine;   SMILES=CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12;   Thiomethyladenosine
 alt_id: CHEBI:12055;   CHEBI:12064;   CHEBI:12771;   CHEBI:14605;   CHEBI:1966;   CHEBI:1986;   CHEBI:20491;   CHEBI:20494;   CHEBI:44181
 xref: Beilstein:42420;   CAS:2457-80-9;   DrugBank:DB02282;   HMDB:HMDB0001173;   KEGG:C00170
 xref_mesh: MESH:C008500
 xref: MetaCyc:5-METHYLTHIOADENOSINE;   PMID:22735334;   Reaxys:42420



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5'-S-methyl-5'-thioadenosine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acta2 actin alpha 2, smooth muscle decreases expression ISO 5'-S-methyl-5'-thioadenosine decreases expression of Acta2 mRNA in Mdr2-/- mouse liver and liver myofibroblasts RGD PMID:21209952 RGD:153297773 NCBI chr 1:231,746,527...231,759,307
Ensembl chr 1:231,746,548...231,759,554
JBrowse link
G Adora2b adenosine A2B receptor multiple interactions ISO 5'-S-methyl-5'-thioadenosine enhances the reaction [lipopolysaccharide increases expression of Adora2b mRNA in mouse liver myofibroblasts] RGD PMID:21209952 RGD:153297773 NCBI chr10:46,940,394...46,956,772
Ensembl chr10:46,940,384...46,956,772
JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation
multiple interactions
ISO 5'-methylthioadenosine results in decreased phosphorylation of AKT1 protein
IL7 protein inhibits the reaction [5'-methylthioadenosine results in decreased phosphorylation of AKT1 protein]
CTD PMID:31712395 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 decreases expression ISO 5'-S-methyl-5'-thioadenosine decreases expression of Ccl2 mRNA in Mdr2-/- mouse liver and myofibroblasts RGD PMID:21209952 RGD:153297773 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO 5'-S-methyl-5'-thioadenosine decreases expression of cyclin-D1 mRNA in Mdr2-/- mouse liver myofibroblasts RGD PMID:21209952 RGD:153297773 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Col1a1 collagen type I alpha 1 chain decreases expression ISO 5'-methylthioadenosine results in decreased expression of COL1A1 mRNA
5'-S-methyl-5'-thioadenosine decreases expression of Col1a1 mRNA in Mdr2-/- mouse liver and liver myofibroblasts
CTD
RGD
PMID:15983038 PMID:21209952 RGD:153297773 NCBI chr10:79,883,622...79,900,625
Ensembl chr10:79,883,622...79,900,624
JBrowse link
G Col1a2 collagen type I alpha 2 chain decreases expression ISO 5'-methylthioadenosine results in decreased expression of COL1A2 mRNA CTD PMID:15983038 NCBI chr 4:32,563,938...32,598,868
Ensembl chr 4:32,563,381...32,598,867
JBrowse link
G Idh2 isocitrate dehydrogenase (NADP(+)) 2 increases abundance
multiple interactions
ISO IDH2 protein mutant form results in increased abundance of 5'-methylthioadenosine
Triazines inhibits the reaction [IDH2 protein mutant form results in increased abundance of 5'-methylthioadenosine]
CTD PMID:27469509 NCBI chr 1:134,038,644...134,057,969
Ensembl chr 1:134,029,772...134,058,025
JBrowse link
G Ifng interferon gamma multiple interactions
decreases secretion
ISO 5'-methylthioadenosine inhibits the reaction [fumonisin B1 results in increased expression of IFNG mRNA]
5'-methylthioadenosine results in decreased secretion of IFNG protein
CTD PMID:17080400 PMID:31712395 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Ifnl1 interferon, lambda 1 multiple interactions ISO 5'-methylthioadenosine inhibits the reaction [mono-(2-ethylhexyl)phthalate results in increased expression of IFNL1 mRNA] CTD PMID:37611859 NCBI chr 1:83,798,651...83,800,297
Ensembl chr 1:83,798,703...83,800,235
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO 5'-methylthioadenosine inhibits the reaction [fumonisin B1 results in increased expression of IL1B mRNA] CTD PMID:17080400 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il2 interleukin 2 multiple interactions
decreases secretion
ISO 5'-methylthioadenosine inhibits the reaction [fumonisin B1 results in increased expression of IL2 mRNA]
5'-methylthioadenosine results in decreased secretion of IL2 protein
CTD PMID:17080400 PMID:31712395 NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
JBrowse link
G Il33 interleukin 33 multiple interactions ISO 5'-methylthioadenosine inhibits the reaction [mono-(2-ethylhexyl)phthalate results in increased expression of IL33 mRNA] CTD PMID:37545493 NCBI chr 1:227,701,964...227,736,374
Ensembl chr 1:227,721,435...227,736,373
JBrowse link
G Il6 interleukin 6 multiple interactions
decreases expression
ISO 5'-methylthioadenosine inhibits the reaction [fumonisin B1 results in increased expression of IL6 mRNA]
5'-S-methyl-5'-thioadenosine decreases expression of Il6 mRNA in Mdr2-/- mouse liver
CTD
RGD
PMID:17080400 PMID:21209952 RGD:153297773 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Il7 interleukin 7 multiple interactions ISO IL7 protein inhibits the reaction [5'-methylthioadenosine results in decreased phosphorylation of AKT1 protein] CTD PMID:31712395 NCBI chr 2:94,235,219...94,280,075
Ensembl chr 2:94,234,766...94,280,075
JBrowse link
G Jund JunD proto-oncogene, AP-1 transcription factor subunit decreases expression ISO 5'-S-methyl-5'-thioadenosine decreases expression of JunD protein in Mdr2-/- mouse liver myofibroblasts RGD PMID:21209952 RGD:153297773 NCBI chr16:18,734,121...18,735,799
Ensembl chr16:18,734,122...18,735,799
JBrowse link
G Ltb lymphotoxin beta multiple interactions ISO 5'-methylthioadenosine inhibits the reaction [fumonisin B1 results in increased expression of LTB mRNA] CTD PMID:17080400 NCBI chr20:3,627,536...3,629,381
Ensembl chr20:3,627,537...3,629,381
JBrowse link
G Mdm4 MDM4 regulator of p53 multiple interactions ISO 5'-methylthioadenosine affects the splicing of and affects the expression of MDM4 mRNA alternative form CTD PMID:31712395 NCBI chr13:44,432,596...44,516,165
Ensembl chr13:44,406,213...44,474,226
JBrowse link
G Mki67 marker of proliferation Ki-67 decreases expression ISO 5'-S-methyl-5'-thioadenosine decreases expression of Ki-67 protein in Mdr2-/- mouse liver RGD PMID:21209952 RGD:153297773 NCBI chr 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762
JBrowse link
G Mmp13 matrix metallopeptidase 13 decreases expression ISO 5'-S-methyl-5'-thioadenosine decreases expression of MMP13 mRNA in Mdr2-/- mouse liver RGD PMID:21209952 RGD:153297773 NCBI chr 8:4,497,960...4,508,239
Ensembl chr 8:4,497,960...4,508,239
JBrowse link
G Mtor mechanistic target of rapamycin kinase decreases phosphorylation ISO 5'-methylthioadenosine results in decreased phosphorylation of MTOR protein CTD PMID:31712395 NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311
JBrowse link
G Nos2 nitric oxide synthase 2 decreases expression ISO 5'-S-methyl-5'-thioadenosine decreases expression of iNOS mRNA in Mdr2-/- mouse liver RGD PMID:21209952 RGD:153297773 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Rps6 ribosomal protein S6 decreases phosphorylation ISO 5'-methylthioadenosine results in decreased phosphorylation of RPS6 protein CTD PMID:31712395 NCBI chr 5:101,371,716...101,374,576
Ensembl chr 5:101,371,136...101,374,602
Ensembl chr 5:101,371,136...101,374,602
JBrowse link
G Tgfb1 transforming growth factor, beta 1 decreases expression ISO 5'-S-methyl-5'-thioadenosine decreases expression of Tgfb1 mRNA in Mdr2-/- mouse liver myofibroblasts RGD PMID:21209952 RGD:153297773 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Tgfb2 transforming growth factor, beta 2 decreases expression ISO 5'-S-methyl-5'-thioadenosine decreases expression of Tgfb2 mRNA in Mdr2-/- mouse liver and myofibroblasts RGD PMID:21209952 RGD:153297773 NCBI chr13:98,160,075...98,261,771
Ensembl chr13:98,160,087...98,261,405
JBrowse link
G Tnc tenascin C decreases expression ISO 5'-S-methyl-5'-thioadenosine decreases expression of tenascin-C mRNA in Mdr2-/- mouse liver RGD PMID:21209952 RGD:153297773 NCBI chr 5:77,375,851...77,460,712
Ensembl chr 5:77,375,851...77,460,624
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO 5'-S-methyl-5'-thioadenosine inhibits the reaction [lipopolysaccharide increases expression of Tnf-alpha mRNA and protein in mouse liver myofibroblasts] RGD PMID:21209952 RGD:153297773 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tp53 tumor protein p53 increases expression ISO 5'-methylthioadenosine results in increased expression of TP53 protein CTD PMID:31712395 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link

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  CHEBI ontology 19890
    role 19839
      biological role 19858
        pharmacological role 19090
          analgesic 14766
            adenosine 403
              5'-S-methyl-5'-thioadenosine 28
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  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 5735
                                              ribonucleoside 1143
                                                purine ribonucleoside 813
                                                  purines D-ribonucleoside 416
                                                    adenosine 403
                                                      thioadenosine 28
                                                        5'-S-methyl-5'-thioadenosine 28
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