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Merck
CN

02095

S-(5′-Adenosyl)-L-methionine chloride dihydrochloride

≥80% (HPCE)

Synonym(s):

Active methionine, AdoMet, SAM chloride dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C15H23ClN6O5S · 2 HCl
CAS Number:
Molecular Weight:
507.82
EC Number:
246-184-8
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
6560002
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assay

≥80% (HPCE)

impurities

≤6% solvent, ≤8% water

shipped in

dry ice

storage temp.

−70°C

SMILES string

Cl.Cl.[Cl-].C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23

InChI

1S/C15H22N6O5S.3ClH/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;;;/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25);3*1H/t7-,8+,10+,11+,14+,27?;;;/m0.../s1

InChI key

KBAFOJZCBYWKPU-XQVUROGGSA-N

Biochem/physiol Actions

Methyl donor; cofactor for enzyme-catalyzed methylations, including catechol O-methyltransferase (COMT) and DNA methyltransferases (DNMT).
Methyl donor; cofactor for enzyme-catalyzed methylations, including catechol O-methyltransferase (COMT) and DNA methyltransferases (DNMT). Although present in all cells, it is concentrated in liver where 85% of all methylation reactions occur. It is also involved in regulating liver function, growth, and response to injury.

Other Notes

Prevents ischemic neuronal death in rats


Regulatory Information

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Y Matsui et al.
European journal of pharmacology, 144(2), 211-216 (1987-12-01)
The effect of S-adenosyl-L-methionine (SAM) on neuronal degeneration induced by transient forebrain ischemia was studied in rats. Bilateral occlusion of the common carotid arteries for 30 min in a 4-vessel occlusion model caused degeneration of CA1 neurons of the hippocampus.



Global Trade Item Number

SKUGTIN
C0125-100G04061833450161
C0125-250G04061833450178
20835-10G-F04061838769695
20835-50G-F04061833448595
N11779-500MG04061834106906
C0125-25G04061833450185
C0125-5G04061833450192