Showing information for HMDB0001173 ('5-methylthioadenosine', "5'-deoxy-5'-methylthioadenosine")


Metabolite information

HMDB ID HMDB0001173
Synonyms
1-[6-amino-9H-Purin-9-yl]-1-deoxy-5-S-methyl-5-thio-beta-D-ribofuranose
1-[6-amino-9H-Purin-9-yl]-1-deoxy-5-S-methyl-5-thio-beta-delta-ribofuranose
5'-Deoxy-5'-[methylthio]adenosine
5'-Deoxy-5'-methylthioadenosine
5'-Methylthioadenosine, methyl-[14]C-labeled
5'-S-Methyl-5'-thio-adenosine
5'-S-Methyl-5'-thioadenosine
5'-[methylthio]-5'-Deoxyadenosine
5'-[methylthio]Adenosine
5'-methylthio-5'-Deoxyadenosine
5-MTDA
5-Methylthioadenosine
9-[5-S-Methyl-5-thio-b-D-ribofuranosyl]-9H-purin-6-amine
9-[5-S-Methyl-5-thio-beta-D-ribofuranosyl]-9H-purin-6-amine
9-[5-S-Methyl-5-thio-β-D-ribofuranosyl]-9H-purin-6-amine
Adenine[5'-deoxy-5'-methylthio]9-beta-D-furanoriboside
Cucurbits
Cytoplasma
Digestion
Fauna
Flora
Gourds
Gramineae
Legume
MTA
Methylthioadenosine
Papilionoideae
Prostate gland
S-Methyl-5'-thioadenosine
S-Methyl-5-thioadenosine
Soy
Soya
Soya bean
Soybean
Thiomethyladenosine
Thrombocyte
Chemical formula C11H15N5O3S
IUPAC name
(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-[(methylsulfanyl)methyl]oxolane-3,4-diol
CAS registry number 2457-80-9
Monisotopic molecular weight 297.089560061

Chemical taxonomy

Super class Nucleosides, nucleotides, and analogues
Class 5'-deoxyribonucleosides
Sub class 5'-deoxy-5'-thionucleosides

Biological properties

Pahtways
Cystathionine Beta-Synthase Deficiency
Glycine N-methyltransferase Deficiency
Homocystinuria-megaloblastic anemia due to defect in cobalamin metabolism, cblG complementation type
Hypermethioninemia
Methionine Adenosyltransferase Deficiency
Methionine Metabolism
Methylenetetrahydrofolate Reductase Deficiency [MTHFRD]
S-Adenosylhomocysteine [SAH] Hydrolase Deficiency
Spermidine and Spermine Biosynthesis
Author-emphasized biomarker in the paper(s)

Lung cancer metabolomics studies that identify HMDB0001173 ('5-methylthioadenosine', "5'-deoxy-5'-methylthioadenosine")


Reference Country Specimen Marker function Participants (Case) Participants (Control)
Cancer type Stage Number Gender (M,F) Age mean (range) (M/F) Smoking status Type Number Gender (M,F) Age mean (range) (M/F) Smoking status
Moreno et al. 2018 tissue therapy, diagnosis squamous cell carcinoma I, II, III 35 35, 0 68.71 ± 7.46 tumor vs. adjacent normal tissue 35 35, 0 68.71 ± 7.46
Wikoff et al. 2015b tissue diagnosis adenocarcinoma I 39 15, 24 72.33 ± 8.78 smoker, non-smoker tumor vs. adjacent normal tissue 39 15, 24 72.33 ± 8.78 smoker, non-smoker
Reference Chromatography Ion source Positive/Negative mode Mass analyzer Identification level
Moreno et al. 2018 LC, GC ESI, EI positive, negative LC: linear ion‐trap, GC: single‐quadrupole LC: MS/MS
Wikoff et al. 2015b GC EI TOF
Reference Data processing software Database search
Moreno et al. 2018 KEGG, HMDB
Wikoff et al. 2015b BinBase NIST11, BinBase
Reference Difference method Mean concentration (case) Mean concentration (control) Fold change (case/control) P-value FDR VIP
Moreno et al. 2018 paired two‐sample t‐test, PLS-DA 5.59695706565597 0.000000000560286018197686 0.0000000028478232007755
Wikoff et al. 2015b OPLS-DA 1.8 0.000065
Reference Classification method Cutoff value AUROC 95%CI Sensitivity (%) Specificity (%) Accuracy (%)
Moreno et al. 2018
Wikoff et al. 2015b