CAS 497-30-3|L-(+)-Ergothioneine

Introduction:Basic information about CAS 497-30-3|L-(+)-Ergothioneine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameL-(+)-Ergothioneine
CAS Number497-30-3Molecular Weight229.299
Density/Boiling Point/
Molecular FormulaC9H15N3O2SMelting Point275-277ºC (dec.)
MSDSUSAFlash Point/

Names

Nameergothioneine
SynonymMore Synonyms

L-(+)-Ergothioneine BiologicalActivity

DescriptionErgothioneine, an imidazole-2-thione derivative of histidine betaine, is synthesized by certain bacteria and fungi. Ergothioneine is generally considered an antioxidant[1].
Related CatalogResearch Areas >>OthersSignaling Pathways >>Others >>Others
References

[1]. Oumari M, et al. Regeneration of ergothioneine after reaction with singlet oxygen. Free Radic Biol Med. 2019 Apr;134:498-504.

Chemical & Physical Properties

Melting Point275-277ºC (dec.)
Molecular FormulaC9H15N3O2S
Molecular Weight229.299
Exact Mass229.088501
PSA100.97000
LogP-3.43
InChIKeySSISHJJTAXXQAX-ZETCQYMHSA-N
SMILESC[N+](C)(C)C(Cc1c[nH]c(=S)[nH]1)C(=O)[O-]
Storage condition-20°C

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADRNONH for all modes of transport
WGK Germany3

Articles43

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Br. J. Clin. Pharmacol. 78(1) , 129-34, (2014)

This study evaluated the pharmacokinetics of gabapentin in Chinese subjects who received a diet rich in shiitake mushrooms. Shiitake mushrooms have been shown to contain high amount of ergothioneine. ...

The Aspergillus fumigatus protein GliK protects against oxidative stress and is essential for gliotoxin biosynthesis.

Eukaryotic Cell 11(10) , 1226-38, (2012)

The function of a number of genes in the gliotoxin biosynthetic cluster (gli) in Aspergillus fumigatus remains unknown. Here, we demonstrate that gliK deletion from two strains of A. fumigatus complet...

Uptake and protective effects of ergothioneine in human endothelial cells.

J. Pharmacol. Exp. Ther. 350(3) , 691-700, (2014)

Ergothioneine is a thiourea derivative of histidine found in food, especially mushrooms. Experiments in cell-free systems and chemical assays identified this compound as a powerful antioxidant. Experi...

Synonyms

ergothioneine
L-Ergothioneine
(2S)-3-(2-Thioxo-2,3-dihydro-1H-imidazol-4-yl)-2-(trimethylammonio)propanoate
[(S)-1-carboxy-2-(2-thioxo-2,3-dihydro-1H-imidazol-4-yl)-ethyl]-trimethyl-ammonium,betaine
Thiolhistidine betaine
Sympectothion
(S)-a-Carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-1H-imidazole-4-ethanaminium Hydroxide Inner Salt
L(+)-Ergothioneine
Thiotane
2-thiol-L-histidine-betaine
1H-Imidazole-4-ethanaminium, α-carboxy-2-mercapto-N,N,N-trimethyl-, inner salt, (αS)-
[(S)-1-Carboxy-2-(2-thioxo-2,3-dihydro-1H-imidazol-4-yl)-aethyl]-trimethyl-ammonium,Betain
Ammonium, [1-carboxy-2-(2-thioxo-4-imidazolin-4-yl)ethyl]trimethyl-, hydroxide, inner salt
(2S)-3-(2-Sulfanyl-1H-imidazol-5-yl)-2-(trimethylammonio)propanoate
[1-Carboxy-2-[2-mercaptoimidazol-4(or 5)-yl]ethyl]trimethylammonium Hydroxide Inner Salt
thiotaine
Thiasine
1H-imidazole-5-ethanaminium, α-carboxy-2-mercapto-N,N,N-trimethyl-, inner salt, (αS)-
Thiolhistidine-βine
Phytothioneine
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