MDL | MFCD00063498 |
---|---|
Molecular Weight | 570.64 |
Molecular Formula | C22H30N6O8S2 |
SMILES | O[C@@H]([C@H]([C@H](N1C=NC2=C(N=CN=C21)N)O3)O)[C@H]3C[S+](CC[C@H](N)C(O)=O)C.O=S(C4=CC=C(C)C=C4)([O-])=O |
S-Adenosyl-L-methionine tosylate (S-Adenosyl methionine tosylate) is produced endogenously from methionine and ATP by action of the enzyme methionine adenosyltransferase and is an important orally active methyl group donor. S-Adenosyl-L-methionine tosylate is a dietary supplement with potent antidepressant and analgesic effects, and has the potential for liver disease and osteoarthritis research [1] [2] [3] .
Human Endogenous Metabolite |
S-Adenosyl-L-methionine (Ademetionine) is involved in three main metabolic pathways: 1) methylation, as the principal source of methyl groups in the body; 2) transsulfuration, S-Adenosyl-L-methionine forms S-Adenosylhomocysteine (SAH) and then converted to homocysteine (Hcy) which can be converted to cystathionine then to cysteine and the sulfate (SO4) donated to other metabolic intermediates; and 3) aminopropylation, as S-Adenosyl-L-methionine plays an important role in the synthesis of polyamines which can eventually form and recycle methionine
[2]
.
In vitro studies using human articular chondrocytes have shown S-Adenosyl-L-methionine-induced increases in proteoglycan synthesis and proliferation rates in rabbits
[2]
.
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Mice lacking methionine adenosyltransferase 1a (Mat1a) have reduced hepatic S-Adenosyl-L-methionine levels and develop oxidative stress, steatohepatitis, and hepatocellular carcinoma (HCC). However, injury and HCC also occur if hepatic S-Adenosyl-L-methionine level is excessive chronically. Thus a normal hepatic S-Adenosyl-L-methionine level is necessary to maintain liver health and prevent injury and HCC [3] .
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
NCT Number | Sponsor | Condition | Start Date | Phase |
---|---|---|---|---|
NCT00513461 | Chao Family Comprehensive Cancer Center|National Cancer Institute (NCI)|University of California, Irvine |
Adult Primary Liver Cancer|Hepatitis C Infection
|
October 2007 | Phase 2 |
NCT00722124 | Mayo Clinic|Pharmavite LLC |
Tobacco Dependence
|
September 2008 | Phase 2|Phase 3 |
NCT03178929 | Beijing Insight Science & Technology Co. Ltd. |
Primary Liver Cancer
|
July 1, 2017 | Not Applicable |
NCT00310336 | University Hospital, Basel, Switzerland |
Hepatitis C
|
August 2006 | Phase 2|Phase 3 |
NCT01140646 | Mayo Clinic |
Healthy, no Evidence of Disease|Hot Flashes
|
October 2010 | Phase 2 |
NCT00475176 | National Institute of Diabetes and Digestive and Kidney Diseases (NIDDK)|National Institutes of Health Clinical Center (CC) |
Chronic Hepatitis C
|
May 2007 | Phase 2 |
NCT02586285 | Eastern Hepatobiliary Surgery Hospital |
Hepatocellular Carcinoma
|
June 2015 | Phase 1 |
NCT03938662 | University Clinic Dr Dragisa Misovic-Dedinje |
Alcoholic Liver Diseases
|
May 9, 2019 | Not Applicable |
NCT00528710 | Deakin University |
Fibromyalgia Syndrome
|
November 2006 | Phase 2 |
NCT05363020 | Dartmouth-Hitchcock Medical Center |
Osteoarthritis Hand
|
June 1, 2022 | Not Applicable |
NCT02557360 | Pomeranian Medical University Szczecin|Laval University |
Primary Biliary Cirrhosis
|
November 2015 | Phase 4 |
NCT00694564 | Huang, Jeannie, M.D. |
Abdominal Pain
|
June 2007 | Not Applicable |
NCT00101452 | Maurizio Fava, MD|National Center for Complementary and Integrative Health (NCCIH)|Massachusetts General Hospital |
Depression
|
April 2005 | Not Applicable |
Solid
Room temperature in continental US; may vary elsewhere.
-20°C, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
H 2 O : 150 mg/mL ( 262.86 mM ; Need ultrasonic)
Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
---|
1 mM | 1.7524 mL | 8.7621 mL | 17.5242 mL |
5 mM | 0.3505 mL | 1.7524 mL | 3.5048 mL |
10 mM | 0.1752 mL | 0.8762 mL | 1.7524 mL |
Add each solvent one by one: PBS
Solubility: 100 mg/mL (175.24 mM); Clear solution; Need ultrasonic