L-(+)-Ergothioneine , ≥98% , 497-30-3

Synonym(s):
(S)-α-Carboxy-N,N,N-trimethyl-2-mercapto-1H-imidazole-4-ethanaminium inner salt;Thioneine

CAS NO.：497-30-3

Empirical Formula: C9H15N3O2S

Molecular Weight: 229.3

MDL number: MFCD00167474

EINECS: 207-843-5

PRODUCT Properties

• Melting point: 275-277°C (dec.)
• Density: 1.2541 (rough estimate)
• refractive index: 1.6740 (estimate)
• storage temp.: -20°C
• solubility: Soluble in Water (up to 10 mg/ml)
• form: White solid.
• color: White or off-white
• PH: +47^o (c=1 in water)
• Stability: Stable for 1 year from date of purchase as supplied. Solutions in water may be stored at -20°C for no more then 1 day.
• InChI: InChI=1/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/t7-/s3
• InChIKey: SSISHJJTAXXQAX-KPOCXSGKNA-N
• SMILES: [N+](C)(C)(C)[C@@H](CC1=CNC(S)=N1)C([O-])=O |&1:4,r|
• EPA Substance Registry System: 1H-Imidazole-4-ethanaminium, .alpha.-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-, inner salt, (.alpha.S)- (497-30-3)

Description and Uses

L-(+)-Ergothioneine is a naturally-occurring amino acid derived from histidine via hercynine. Ergothioneine is a stable antioxidant that scavenges and detoxifies free radicals and oxidants, increases intracellular thiol levels, controls nuclear factor-κB activation, and inhibits inflammatory gene expression. In addition, it inhibits the peroxynitrite-dependent nitration of nitrotyrosine, blocks oxidative DNA damage and cell death, and prevents the formation of xanthine and hypoxanthine. Ergothioneine is transported by the organic cation/carnitine transporter 1, which has been linked with autoimmune diseases, including rheumatoid arthritis and Crohn’s disease.

L-(+)-Ergothioneine is a natural molecule isolated from the rye ergot fungus and later identified in rat erythrocytes and liver and in numerous other animal tissues. Its antioxidizing properties may afford the compound therapeutic potential or it may be used as a food additive or in cosmetics.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H315-H319-H335
• Precautionary statements: P280-P302+P352-P304+P340
• WGK Germany: 3
• HS Code: 2933299090