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
Accession: CHEBI:17509
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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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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