CHEBI:17509 - 5'-S-methyl-5'-thioadenosine

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ChEBI Name 5'-S-methyl-5'-thioadenosine
ChEBI ID CHEBI:17509
ChEBI ASCII Name 5'-S-methyl-5'-thioadenosine
Definition Adenosine with the hydroxy group at C-5' substituted with a methylthio (methylsulfanyl) group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14605, CHEBI:20494, CHEBI:44181, CHEBI:12064, CHEBI:12771, CHEBI:1966, CHEBI:1986, CHEBI:12055, CHEBI:18175, CHEBI:20491
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Formula C11H15N5O3S
Net Charge 0
Average Mass 297.33470
Monoisotopic Mass 297.08956
InChI 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
SMILES CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5'-S-methyl-5'-thioadenosine (CHEBI:17509) has functional parent adenosine (CHEBI:16335)
5'-S-methyl-5'-thioadenosine (CHEBI:17509) has role Escherichia coli metabolite (CHEBI:76971)
5'-S-methyl-5'-thioadenosine (CHEBI:17509) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
5'-S-methyl-5'-thioadenosine (CHEBI:17509) has role algal metabolite (CHEBI:84735)
5'-S-methyl-5'-thioadenosine (CHEBI:17509) has role human metabolite (CHEBI:77746)
5'-S-methyl-5'-thioadenosine (CHEBI:17509) has role mouse metabolite (CHEBI:75771)
5'-S-methyl-5'-thioadenosine (CHEBI:17509) is a thioadenosine (CHEBI:26953)
IUPAC Name
5'-deoxy-5'-(methylsulfanyl)adenosine
Synonyms Sources
5'-Deoxy-5'-(methylthio)adenosine KEGG COMPOUND
5'-Methylthioadenosine KEGG COMPOUND
5-Methylthioadenosine KEGG COMPOUND
9-(5-S-methyl-5-thio-β-D-ribofuranosyl)-9H-purin-6-amine ChEBI
Methylthioadenosine KEGG COMPOUND
MTA KEGG COMPOUND
S-Methyl-5'-thioadenosine KEGG COMPOUND
S-methyl-5'-thioadenosine UniProt
Thiomethyladenosine KEGG COMPOUND
Manual Xrefs Databases
5-METHYLTHIOADENOSINE MetaCyc
C00170 KEGG COMPOUND
DB02282 DrugBank
HMDB0001173 HMDB
View more database links
Registry Numbers Types Sources
2457-80-9 CAS Registry Number KEGG COMPOUND
2457-80-9 CAS Registry Number ChemIDplus
42420 Beilstein Registry Number Beilstein
42420 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22735334 PubMed citation Europe PMC
Last Modified
27 January 2016