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2457-80-9

2457-80-9 structure
2457-80-9 structure

Name 5'-S-methyl-5'-thioadenosine
Synonyms 5-Methylthioadenosine
1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-β-D-Ribofuranose
β-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-
Vitamin L2
5'-S-Methylthioadenosine
(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol
5'-S-Methyl-5'-thioadenosine
7-[Tetrahydro-3,4-dihydroxy-5-(methylmeracptomrthyl)-2-futyl]adenine
Adenosine, 5'-S-methyl-5'-thio-
5'-Deoxy-5'-(methylthio)adenosine
MFCD00010533
MTA,Methylthioadenosine
5'-Deoxy-5'-Methylthioadenosine
Adenylthiomethylpentose
(2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-((methylthio)methyl)tetrahydrofuran-3,4-diol
Description 5'-Methylthioadenosine is produced from S-adenosylmethionine and behaves as a powful inhibitory product.
Related Catalog
Target

Human Endogenous Metabolite

In Vitro 5'-Methylthioadenosine (MTA) can affect cellular processes in many ways. 5'-Methylthioadenosine has been shown to influence numerous critical responses of the cell including regulation of gene expression, proliferation, differentiation and apoptosis. Although most of these responses have been observed at the pharmacological level, their specificity makes it tempting to speculate that endogenous 5'-Methylthioadenosine could play a regulatory role in the cell. Finally, observations carried out in models of liver damage and cancer demonstrate a therapeutic potential for 5'-Methylthioadenosine that deserves further consideration[1].
References

[1]. Avila MA, et al. Methylthioadenosine. Int J Biochem Cell Biol. 2004 Nov;36(11):2125-30.

Density 1.9±0.1 g/cm3
Boiling Point 642.7±65.0 °C at 760 mmHg
Melting Point 210-213ºC (dec.)
Molecular Formula C11H15N5O3S
Molecular Weight 297.333
Flash Point 342.5±34.3 °C
Exact Mass 297.089569
PSA 144.61000
LogP 0.67
Vapour Pressure 0.0±2.0 mmHg at 25°C
Index of Refraction 1.843
Storage condition −20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AU7410000
CHEMICAL NAME :
Adenosine, 5'-S-methyl-5'-thio-
CAS REGISTRY NUMBER :
2457-80-9
BEILSTEIN REFERENCE NO. :
0042420
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C11-H15-N5-O3-S
MOLECULAR WEIGHT :
297.37

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Rodent - rat Liver
DOSE/DURATION :
100 umol/L
REFERENCE :
CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 8,653,1987
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS AU7410000
HS Code 2934999090
HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%