Ademetionine Butanedisulfonate

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Cat Number

API200393051

CAS Number

200393-05-1

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Product Detail Description Customer Q&A

CAS Number

200393-05-1

Storage

Store at 2-8°C

Synonyms

S-Adenosylmethionine 1,4-butanedisulfonate; Donamet; C5BTS0548U

Molecular Formula

C19H32N6O11S3

Molecular Weight

616.7

Smiles

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.C(CCS(=O)(=O)O)CS(=O)(=O)O

Appearance

White to off-white crystalline powder

Melting Point

>200°C

Relative Density

1.45 (typical value)

General Description

Ademetionine butanedisulfonate is a stable salt form of S-adenosylmethionine (SAMe). SAMe is a major endpoint of one-carbon metabolism and a ubiquitous methyl donor involved in a wide variety of biological reactions. The butanedisulfonate salt provides stability to the molecule, which is known for its chemical instability.

Mechanism of Action

Ademetionine functions as a methyl-donating cofactor in numerous biochemical pathways, including the biosynthesis of neurotransmitters like norepinephrine, dopamine, and serotonin. It is involved in the synthesis, activation, and metabolism of hormones, neurotransmitters, nucleic acids, proteins, and phospholipids. By serving as a primary methyl donor, it is crucial for epigenetic regulation and post-translational modification of proteins.

Application

AdoMet in the form of its butanedisulfonate salt has been used for more than 30 years in the treatment of depression, liver disorders, and musculoskeletal/joint disorders such as osteoarthritis. It is clinically validated for hepatoprotection and cholestasis research. Specific applications include treating intrahepatic cholestasis in pre-cirrhotic and cirrhotic states, as well as cholestasis in pregnancy.

Does Ademetionine Butanedisulfonate require refrigerated storage as a sulfonium compound?

Yes, it must be stored at 2-8°C. The sulfonium ion is thermally labile; at room temperature, rapid decomposition to methylthioadenosine occurs.

Is Ademetionine Butanedisulfonate sensitive to light and moisture?

Yes, it is both photosensitive and hygroscopic. Store in original, tightly sealed, light-resistant containers with desiccant under refrigeration.

What is the stability of Ademetionine Butanedisulfonate in tablet formulations?

Enteric-coated tablets are stable when protected from moisture and stored under refrigeration.

How is the impurity 5'-methylthioadenosine (MTA, a degradation product) monitored?

This primary degradation product is specifically quantified using a stability-indicating HPLC method, ensuring it remains within ICH limits.