Ademetionine
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MedKoo CAT#: 328008

CAS#: 29908-03-0

Description: Ademetionine, also known as AdoMet; MSI-195; SAMe, S-adenosylmethionine, is a PDE4B inhibitor potentially for treatment of primary biliary cirrhosis and major depressive disorder. Ademetionine is a ubiquitous metabolite present in all cells and biological fluids, and serves as a methyl donor in a multitude of different methylation reactions involving proteins, phospholipids, catecholamines and DNA. Pharmaceutical preparations of some stable salts of SAMe are available for parenteral and oral use in humans, and have been shown to increase plasma and cerebrospinal fluid SAMe concentrations.


Price and Availability

Size
Price

100mg
USD 275
Size
Price

Size
Price

Ademetioninepurity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 328008
Name: Ademetionine
CAS#: 29908-03-0
Chemical Formula: C15H22N6O5S
Exact Mass: 398.1372
Molecular Weight: 398.438
Elemental Analysis: C, 45.22; H, 5.57; N, 21.09; O, 20.08; S, 8.05


Synonym: Ademetionine; AdoMet; MSI-195; MSI 195; MSI195; SAMe; S-adenosylmethionine. Heptral; Gumbaral.

IUPAC/Chemical Name: (2S)-2-amino-4-((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(methyl)sulfonio)butanoate

InChi Key: MEFKEPWMEQBLKI-AIRLBKTGSA-N

InChi Code: InChI=1S/C15H22N6O5S/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)/t7-,8+,10+,11+,14+,27?/m0/s1

SMILES Code: O=C([O-])[C@@H](N)CC[S+](C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C23)[C@H](O)[C@@H]1O)C


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Pogotova GA. [AN INFLUENCE OF ADEMETIONINE ON AN ENERGY METABOLISM, PROOXIDANT-ANTIOXIDANT SYSTEM IN LIVER, MYOCARDIUM, AND BRAIN OF RATS IN THE PRESENCE OF THE DICHLOROETHANE HEPATITIS]. Lik Sprava. 2015 Jul-Sep;(5-6):120-5. Ukrainian. PubMed PMID: 27089729.

2: Tong S, Guo J, Song H, Lv S, Zhu Y, Ma J, Zheng Y. Effect of ademetionine on cytochrome P450 isoforms activity in rats. Int J Clin Exp Med. 2015 Jun 15;8(6):9716-22. eCollection 2015. PubMed PMID: 26309647; PubMed Central PMCID: PMC4538182.

3: Virukalpattigopalratnam MP, Singh T, Ravishankar AC. Heptral (ademetionine) in patients with intrahepatic cholestasis in chronic liver disease due to non-alcoholic liver disease: results of a multicentre observational study in India. J Indian Med Assoc. 2013 Dec;111(12):856-9. PubMed PMID: 25154164.

4: Tian YM, Dou LP, Yao S, Yao ZL, Zhang QF, Yu L, Jing Y. [Protective effect of ademetionine 1, 4-butanedisulfonate on liver injury caused by chemotherapeutic agents]. Zhongguo Shi Yan Xue Ye Xue Za Zhi. 2013 Oct;21(5):1305-8. doi: 10.7534/j.issn.1009-2137.2013.05.044. Chinese. PubMed PMID: 24156455.

5: Sukhanov DS, Artyushkova EB, Dudka VT. [Hepato- and endothelioprotective action of runihol and ademetionine in experimental liver injury induced by TB drugs in combination with alcohol]. Patol Fiziol Eksp Ter. 2013 Apr-Jun;(2):45-9. Russian. PubMed PMID: 24000714.

6: Sukhanov DS. [Antioxidant properties of remaxol, reamberin, and ademetionine in patients with drug-induced liver injury on the background of antituberculous therapy]. Eksp Klin Farmakol. 2013;76(4):45-8. Russian. PubMed PMID: 23762990.

7: Shilov VV, Shikalova IA, Batotsyrenov BV, Andrianov AIu, Vasil'ev SA, Loladze AT. [Comparative evaluation of clinical efficacy of drugs remaxol and ademetionine in patients with acute ethanol poisoning complicated by the toxic damage of the liver]. Georgian Med News. 2012 Apr;(205):38-43. Russian. PubMed PMID: 22665730.

8: Zhu SS, Dong Y, Gan Y, Tang HM, Xu ZQ, Chen DW, Jia WZ, Wang LM, Zhang HF. [Efficacy and safety of ademetionine for treatment of drug-induced liver disease in children]. Zhonghua Shi Yan He Lin Chuang Bing Du Xue Za Zhi. 2010 Apr;24(2):136-8. Chinese. PubMed PMID: 21110437.

9: Tkachenko EI, Uspenskiĭ IuP, Skvortsova TE. [Clinical efficacy of ademetionine "Heptor" in the therapy of alcohol-dependent liver disease]. Eksp Klin Gastroenterol. 2008;(2):106-12. Russian. PubMed PMID: 19145875.

10: Arnold O, Saletu B, Anderer P, Assandri A, di Padova C, Corrado M, Saletu-Zyhlarz GM. Double-blind, placebo-controlled pharmacodynamic studies with a nutraceutical and a pharmaceutical dose of ademetionine (SAMe) in elderly subjects, utilizing EEG mapping and psychometry. Eur Neuropsychopharmacol. 2005 Oct;15(5):533-43. PubMed PMID: 16046102.

11: Qin B, Guo S, Zhao Y, Zou S, Zhang Q, Wang Z, Zeng W, Zhang D. A trial of ademetionine in the treatment of intrahepatic biliary stasis viral hepatitis. Zhonghua Gan Zang Bing Za Zhi. 2000 Jun;8(3):158-60. Chinese. PubMed PMID: 10880165.

12: Bottiglieri T. Ademetionine (S-adenosylmethionine) neuropharmacology: implications for drug therapies in psychiatric and neurological disorders. Expert Opin Investig Drugs. 1997 Apr;6(4):417-26. PubMed PMID: 15989609.

13: König H, Stahl H, Sieper J, Wolf KJ. [Magnetic resonance tomography of finger polyarthritis: morphology and cartilage signals after ademetionine therapy]. Aktuelle Radiol. 1995 Jan;5(1):36-40. German. PubMed PMID: 7888428.

14: Bottiglieri T, Hyland K, Reynolds EH. The clinical potential of ademetionine (S-adenosylmethionine) in neurological disorders. Drugs. 1994 Aug;48(2):137-52. Review. PubMed PMID: 7527320.

15: Almasio P, Pagliaro L. [Ademetionine: the state of the art and future prospects]. Ann Ital Med Int. 1993 Oct;8 Suppl:52S-55S. Review. Italian. PubMed PMID: 8117523.

16: Frezza M. [A meta-analysis of therapeutic trials with ademetionine in the treatment of intrahepatic cholestasis]. Ann Ital Med Int. 1993 Oct;8 Suppl:48S-51S. Italian. PubMed PMID: 8117521.

17: Kalbhen DA, Jansen G. [Pharmacologic studies on the antidegenerative effect of ademetionine in experimental arthritis in animals]. Arzneimittelforschung. 1990 Sep;40(9):1017-21. German. PubMed PMID: 2080935.

18: Domljan Z, Vrhovac B, Dürrigl T, Pucar I. A double-blind trial of ademetionine vs naproxen in activated gonarthrosis. Int J Clin Pharmacol Ther Toxicol. 1989 Jul;27(7):329-33. PubMed PMID: 2674027.

19: Cozens DD, Barton SJ, Clark R, Gibson WA, Hughes EW, Masters RE, Offer JM, Perkin CJ, Stramentinoli G. Reproductive toxicity studies of ademetionine. Arzneimittelforschung. 1988 Nov;38(11):1625-9. PubMed PMID: 3214447.

20: Berger R, Nowak H. A new medical approach to the treatment of osteoarthritis. Report of an open phase IV study with ademetionine (Gumbaral). Am J Med. 1987 Nov 20;83(5A):84-8. PubMed PMID: 3318446.