S-Methylcysteine S-oxide

Base Information

• Chemical Name: S-Methylcysteine S-oxide
• CAS No.: 6853-87-8
• Molecular Formula: C4H9NO3S
• Molecular Weight: 151.186
• Hs Code.: 2930909090
• Nikkaji Number: J1.006.136I
• Mol file: 6853-87-8.mol

Synonyms:kale anemia factor;methiin;methiin, (DL-Ala)-isomer;methiin, (L-Ala)-(R)-isomer;methiin, (L-Ala)-(S)-isomer;methiin, (L-Ala)-isomer;S-methyl-L-cysteinesulfoxide;S-methylcysteine sulfoxide

Chemical Property of S-Methylcysteine S-oxide

Chemical Property:

• Vapor Pressure: 1.56E-08mmHg at 25°C
• Melting Point: 169-170 °C
• Refractive Index: 1.586
• Boiling Point: 428.232 °C at 760 mmHg
• PKA: 1.85±0.10(Predicted)
• Flash Point: 212.787 °C
• PSA: 99.60000
• Density: 1.471 g/cm³
• LogP: 0.34280
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Aqueous Base (Slightly), Water (Slightly)
• XLogP3: -4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 151.03031432
• Heavy Atom Count: 9
• Complexity: 136

Purity/Quality:

98% ^*data from raw suppliers

S-Methyl-L-cysteinesulfoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)CC(C(=O)O)N
• Isomeric SMILES: CS(=O)C[C@H](C(=O)O)N
• Description: S-Methyl-L-Cysteine-S-oxide is an analog of alliin found in some cruciferous vegetables including cabbage, turnip, cauliflower, and kale. This odorless amino acid is converted through alliinase activity into a volatile thiosulfinate.
• Uses: An alliin analogue S-?Methyl-?L-?cysteine Sulfoxide is a metabolite produced as a result of onion, garlic and other herb consumption which may also have effects that warrant use in the food and medical industry involving cholesterol. Labelled: (M299549)

Technology Process of S-Methylcysteine S-oxide

There total 6 articles about S-Methylcysteine S-oxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

S-methyl-DL-cysteine (19651-44-6,7728-98-5) → S-methylcysteine sulfoxide (3226-62-8,4740-94-7,6853-87-8,23315-24-4,32726-14-0,56816-70-7)

Guidance literature:

With chlorine dioxide; In water; at 30 ℃; for 1h;

DOI:10.1007/s10600-009-9182-8

Reference yield: 87.0%

S-methyl-L-cysteine (1187-84-4,7728-98-5) → methiin (6853-87-8)

Guidance literature:

With dihydrogen peroxide; In water; at 25 ℃; for 1h;

DOI:10.1021/jf020166e

Reference yield:

DL-methionine (59-51-8,26062-47-5,58576-49-1) → 2-aminomalonic acid (1068-84-4) + cysteic acid (13100-82-8,3024-83-7) + methionine sulfone (88547-35-7) + S-methylcysteine sulfoxide (3226-62-8,4740-94-7,6853-87-8,23315-24-4,32726-14-0,56816-70-7) + glycine (56-40-6,18875-39-3,25718-94-9) + aspartic Acid (617-45-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3)

Guidance literature:

In water; Product distribution; oxidation pathway examined by argon arc plasma (40A, 10V);

DOI:10.1016/S0040-4039(00)94021-8

upstream raw materials:

S-methyl-L-cysteine

DL-methionine

S-methyl-DL-cysteine

Downstream raw materials:

S-methylcysteine sulfoximine

S-methyl methanethiosulfinate

3-((S)-imino-methyl-oxo-λ⁶-sulfanyl)-L-alanine

L-alanin

Refernces

• 1、 Kolodiazhna, Anastasy О.,Skliarov, Аleksei I.,Slastennikova, Alena A.,Kolodiazhnyi, Oleg I.. "Asymmetric synthesis of (S,R)- and (R,R)-methiin stereoisomers". . p. 713 - 717. Retrieved 2020/05/11.
• 2、 -. "A step-by-step crystallization for preparing thio alkyl/alkenyl cysteine sulfoxide method". Paragraph 0048; 0049. . Retrieved 2017/05/26.