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Chemical Structure| 2457-80-9 Chemical Structure| 2457-80-9

Structure of 5'-Methylthioadenosine
CAS No.: 2457-80-9

Chemical Structure| 2457-80-9

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5'-Methylthioadenosine is produced from S-adenosylmethionine and behaves as a powful inhibitory product and has been used as a protein methylation inhibitor to reduce E2F transcription factor 1 (E2F1) protein abundance in hepatocellular carcinoma (HCC) cells.

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Product Details of 5'-Methylthioadenosine

CAS No. :2457-80-9
Formula : C11H15N5O3S
M.W : 297.33
SMILES Code : CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N
MDL No. :MFCD00010533
InChI Key :WUUGFSXJNOTRMR-IOSLPCCCSA-N
Pubchem ID :439176

Safety of 5'-Methylthioadenosine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
RAW 264.7 cells 0.034–340 nM 7 days To evaluate the effect of MTA on the bone resorption function of osteoclasts. Results showed that MTA dose-dependently reduced the formation of pit areas, with the highest inhibitory effect observed at 340 nM. Heliyon. 2023 Nov 18;9(11):e22365
RAW 264.7 cells 0.034–340 nM 5 days To evaluate the inhibitory effect of MTA on RANKL-induced osteoclast differentiation. Results showed that MTA dose-dependently reduced the number of TRAP-positive multinucleated cells, with the highest inhibitory effect observed at 340 nM. Heliyon. 2023 Nov 18;9(11):e22365
RAW 264.7 cells 0.034–340 nM 24, 48, 72 h To evaluate the effect of MTA on the viability of RAW 264.7 cells. Results showed that MTA did not significantly affect cell viability at concentrations of 0.034–34 μM, but significantly reduced cell viability at 340 μM and 3400 μM. Heliyon. 2023 Nov 18;9(11):e22365
MCF-7 cells 1mmol/L 24 h To investigate the effect of MTA on Ubc9 protein level, results showed that MTA treatment for 24 h reduced Ubc9 protein level by about 30-40%. Hepatology. 2012 Sep;56(3):982-93
RKO cells 1mmol/L 24 h To investigate the effect of MTA on Ubc9 protein level, results showed that MTA treatment for 24 h reduced Ubc9 protein level by about 30-40%. Hepatology. 2012 Sep;56(3):982-93
Huh-7 cells 1mmol/L 24 h To investigate the effect of MTA on Ubc9 protein level, results showed that MTA treatment for 24 h reduced Ubc9 protein level by about 30-40%. Hepatology. 2012 Sep;56(3):982-93
HepG2 cells 1mmol/L 24 h To investigate the effect of MTA on Ubc9 protein level, results showed that MTA treatment for 24 h reduced Ubc9 protein level by about 30-40%. Hepatology. 2012 Sep;56(3):982-93
rat hepatocytes 500 μM 12, 24, 36 h MTA increased Cx26 mRNA expression, a process partially mediated by Adenosine A 2A receptors but independent of PKA. Eur J Cell Biol. 2011 Apr;90(4):312-22
PC12 cells 3 mM 2.5-60 min To investigate the effect of 5'-methylthioadenosine on NGF-induced protein-tyrosine phosphorylation in PC12 cells. Results showed that 5'-methylthioadenosine inhibited NGF-induced protein-tyrosine phosphorylation but had no effect on EGF-induced phosphorylation. Proc Natl Acad Sci U S A. 1988 Sep;85(18):6788-91
NIH3T3 MTAP+ cells 10 µM 48 h Evaluate the protective effect of MTA against 2FA toxicity, results showed MTA significantly increased IC50 in MTAP+ cells. Cancer Res. 2018 Aug 1;78(15):4386-4395
NIH3T3 MTAP− cells 10 µM 48 h Evaluate the protective effect of MTA against 2FA toxicity, results showed MTA did not significantly alter IC50 in MTAP− cells. Cancer Res. 2018 Aug 1;78(15):4386-4395
HT1080:MTAP+ cells 10 µM 48 h Evaluate the protective effect of MTA against 2FA toxicity, results showed MTA significantly increased IC50 in MTAP+ cells. Cancer Res. 2018 Aug 1;78(15):4386-4395
HT1080:MTAP− cells 10 µM 48 h Evaluate the protective effect of MTA against 2FA toxicity, results showed MTA did not significantly alter IC50 in MTAP− cells. Cancer Res. 2018 Aug 1;78(15):4386-4395

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.36mL

0.67mL

0.34mL

16.82mL

3.36mL

1.68mL

33.63mL

6.73mL

3.36mL

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