SAM e (S-(5-Adenosyl)-L-methionine disulfate tosylate), Methyl donor

Key facts

CAS number

97540-22-2

Purity

>95%

Form

Solid

form

Molecular weight

763.8 Da

Molecular formula

C₂₂H₃₁N₆O₁₆S₄-₃

PubChem

163657

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Biochemical name

[(3S)-3-amino-3-carboxypropyl]-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl]-methylsulfanium;hydrogen sulfate;4-methylbenzenesulfonate;sulfate

Biological description

Methyl donor and cofactor for enzyme-catalyzed methylations, such as catechol O-methyltransferase (COMT) and DNA methyltransferases (DNMT).

Canonical smiles

CC1=CC=C(C=C1)S(=O)(=O)[O-].C[S+](CCC(C(=O)O)N)CC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O.OS(=O)(=O)[O-].[O-]S(=O)(=O)[O-]

Isomeric smiles

CC1=CC=C(C=C1)S(=O)(=O)[O-].C[S+](CC[C@@H](C(=O)O)N)C[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O.OS(=O)(=O)[O-].[O-]S(=O)(=O)[O-]

InChi

InChI=1S/C15H22N6O5S.C7H8O3S.2H2O4S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21;1-6-2-4-7(5-3-6)11(8,9)10;2*1-5(2,3)4/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25);2-5H,1H3,(H,8,9,10);2*(H2,1,2,3,4)/p-3/t7-,8+,10+,11+,14+,27?;;;/m0.../s1

InChiKey

XDCFCHNAIMYBAZ-XQVUROGGSA-K

IUPAC Name

[(3S)-3-amino-3-carboxypropyl]-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl]-methylsulfanium;hydrogen sulfate;4-methylbenzenesulfonate;sulfate