5′-Methylthioadenosine

5′-Methylthioadenosine
Names
	IUPAC name 5′-S-Methyl-5′-thioadenosine
	Systematic IUPAC name (2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-[(methylsulfanyl)methyl]oxolane-3,4-diol
	Other names 5′-S-Methyl-5'-thioadenosine; 5′-(Methylthio)-5′-deoxyadenosine; 5′-(Methylthio)adenosine; 5′-Deoxy(methylthio)adenosine; 5′-Deoxy-5′-(methylthio)adenosine; 5′-S-Methylthioadenosine; 9′-(5-Thiomethyl-ribofuranosyl)-adenine; Methylthioadenosine; Vitamin L2;
Identifiers
CAS Number	2457-80-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17509;
ChemSpider	388321;
ECHA InfoCard	100.154.727
KEGG	C00170;
PubChem CID	439176;
UNII	634Z2VK3UQ ;
CompTox Dashboard (EPA)	DTXSID20179308 ;
	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 Key: WUUGFSXJNOTRMR-IOSLPCCCSA-N; InChI=1/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 Key: WUUGFSXJNOTRMR-IOSLPCCCBD;
	SMILES CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12;
Properties
Chemical formula	C11H15N5O3S
Molar mass	297.33 g·mol−1
Melting point	205 °C (401 °F; 478 K)
Hazards
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	>1000 mg/kg (mouse, oral)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

5′-Methylthioadenosine is S-methyl derivative of the adenosine. It is an intermediate in the methylthioadenosine (MTA) cycle, also known as the methionine salvage pathway that is universal to aerobic life.