CAS No.70-18-8 Glutathione

Glutathione

Identification
Name Glutathione
CAS Registry Number 70-18-8
Synonyms REDUCED GLUTATHIONE;copren;deltathione;Glutathion;glutathionesh;glutatiol;glutatione;glutide
Molecular Structure Glutathione   70-18-8
Molecular Formula C20H32N6O12S2
Molecular Weight 612.63
mp: 192-195 ℃ (dec.)(lit.)
Hazard Codes: Details
Risk Statements: 68-36/37/38
Safety Statements: 24/25-36/37/39-27-26
HS Code: 29309070

CAS 70-18-8 Wiki / 70-18-8 MSDS

Glutathione[1]
Glutathione.png
Glutathione-from-xtal-3D-balls.png
Names
IUPAC name
(2S)-2-Amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoic acid
Other names
γ-L-Glutamyl-L-cysteinylglycine
(2S)-2-Amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid
Identifiers
CAS Number
  • 70-18-8 YesY
3D model (JSmol)
  • Interactive image
Abbreviations GSH
ChEBI
  • CHEBI:60836 YesY
ChemSpider
  • 111188 YesY
DrugBank
  • DB00143 YesY
ECHA InfoCard 100.000.660
IUPHAR/BPS
  • 6737
KEGG
  • C00051 YesY
MeSH Glutathione
PubChem CID
  • 124886
UNII
  • GAN16C9B8O YesY
Properties
Chemical formula
C10H17N3O6S
Molar mass 307.32 g·mol−1
Melting point 195 °C (383 °F; 468 K)
Solubility in water
Freely soluble[1]
Solubility in methanol, diethyl ether Insoluble
Pharmacology
ATC code
V03AB32 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Glutathione (GSH) is an important antioxidant in plants, animals, fungi, and some bacteria and archaea. Glutathione is capable of preventing damage to important cellular components caused by reactive oxygen species such as free radicals, peroxides, lipid peroxides, and heavy metals.[2] It is a tripeptide with a gamma peptide linkage between the carboxyl group of the glutamate side chain and the amine group of cysteine, and the carboxyl group of cysteine is attached by normal peptide linkage to a glycine.

Thiol groups are reducing agents, existing at a concentration around 5 mM in animal cells. Glutathione reduces disulfide bonds formed within cytoplasmic proteins to cysteines by serving as an electron donor. In the process, glutathione is converted to its oxidized form, glutathione disulfide (GSSG), also called L-(–)-glutathione.

Once oxidized, glutathione can be reduced back by glutathione reductase, using NADPH as an electron donor.[3] The ratio of reduced glutathione to oxidized glutathione within cells is often used as a measure of cellular oxidative stress.[4][5]