2-Azaniumyl-5-((1-(Carboxymethylamino)-1-Oxo-3-Sulfanylpropan-2-Yl)Amino)-5-Oxopentanoate

HCID 745CAS 70-18-8

Basic information

Standard SMILES
NC(CCC(=O)NC(CS)C(=O)NCC(=O)O)C(=O)O
InChIKey
RWSXRVCMGQZWBV-UHFFFAOYSA-N
Molecular formula
C10H17N3O6S
Average molar mass
307.33 g/mol
Monoisotopic mass
307.08380626

Overview

L-Glutathione (reduced) is an oligopeptide.

Names & identifiers

Preferred name
2-Azaniumyl-5-((1-(Carboxymethylamino)-1-Oxo-3-Sulfanylpropan-2-Yl)Amino)-5-Oxopentanoate
IUPAC
2-amino-5-[[1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid
English name
Glutathione
Molecular formula
C10H17N3O6S
Molecular weight
307.32

Names & synonyms

RefChem:10622762-Azaniumyl-5-((1-(Carboxymethylamino)-1-Oxo-3-Sulfanylpropan-2-Yl)Amino)-5-Oxopentanoate76946-74-22-amino-4-({1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl}carbamoyl)butanoic acidNSC6475292-amino-5-[[2-(carboxymethylamino)-2-oxo-1-(sulfanylmethyl)ethyl]amino]-5-oxo-pentanoic acidL-GlutationeC10H17N3O6Sglutathionate ionGlutathione reduced formglutathionate anionL-Glutathione (Reduced)
Show more names
GSHL-GLUTATHIONE REDUCEDREDUCED GLUTATHIONEglutationeGlutathionLiposomal GlutathioneGlutathione powderglutideL-GLUTATHIONE (REDUCED FORM)
Glutathionic acid2-Amino-4-([1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl]carbamoyl)butanoic acidre-duced glutathioneGlutathionic acid ionGLUTATHIONE REDUCED, IMMOBILIZED ON AGAROSE CL-4BGlutathionic acid anionGlutathionic acid(1-)SCHEMBL9168

Database identifiers

CAS
70-18-8
PubChem CID
745
DTXSID
DTXSID70859082
ChEMBL
CHEMBL100476
ChEBI
CHEBI:177535
Nikkaji
J1.025.254G

Properties

Computed structural properties

XLogP
-4.5
Topological polar surface area
160 Ų
Hydrogen bond donors
6
Hydrogen bond acceptors
8
Rotatable bonds
9
Heavy atoms
20

Physicochemical properties

Melting point
192 · 192-195 °C (dec.) (lit.)
alpha
-16.5 · -16.5 º (c=2, H2O)
Boiling point
754.5 · 754.5±60.0 °C(Predicted)
Density
1.4482 · 1.4482 (rough estimate)
bulk density
160 kg/m3 · 160kg/m3
refractive index
-17 ° · -17 ° (C=2, H2O)

Safety & regulation

Safety data

F
9-23
wgk
2
tsca
TSCA listed
rtecs
MC0556000
hs_code
29309070
risk_code
68-36/37/38

Chemistry & industry

Applications · 5 items

Uses1.Reduced glutathione is a kind of small molecular peptide, a large number of peptides in living organisms, especially in liver cells, protect the liver cell membrane, promote the role of liver enzyme activity, and with a number of toxic chemicals in combination with play the role of detoxification.To the drug poisoning, alcoholism and other causes of liver injury, disease such as cirrhosis of the liver have good curative effect. 2.With antioxidant, scavenging free radicals, detoxification, enhance immunity, anti-aging, anti-cancer, anti radiation damage, and other functions. 3. Used as biochemical reagents,detoxification drugs, it is mainly used for the poisoning of heavy metals, acrylonitrile, fluoride, carbon monoxide and organic solvents.

DescriptionGlutathione (GSH) is a tripeptide (γ-glutamylcysteinylglycine) widely distributed in both plants and animals. GSH serves as a nucleophilic co-substrate to glutathione transferases in the detoxification of xenobiotics and is an essential electron donor to glutathione peroxidases in the reduction of hydroperoxides. GSH is also involved in amino acid transport and maintenance of protein sulfhydryl reduction status. The concentration of GSH ranges from a few micromolar in plasma to several millimolar in tissues such as liver.

Usesglutathione is a peptide composed of cysteine, glycine, and glutamate. It is believed to enhance the skin’s cellular metabolism and oxygen utilization. It has been found to protect the fibroblast against free radical-induced oxidation and act as a powerful antioxidant. Studies indicate that it can inactivate the tyrosinase enzyme and quench free radicals that contribute to tyrosinase and melanin formation, thereby serving as a skin-lightening or de- pigmenting agent. glutathione is a component of plant and animal tissue, naturally occurring in the body and essential for the proper functioning of the immune system.

UsesL-Glutathione is used in the treatment of lung diseases for patients who are HIV positive. It protects the cancerous cells by conferring resistance to chemotherapeutic drugs. It is involved in many aspects of metabolism including transport of g-glutanyl amino acids and reductive cleavage of disulfide bonds. As an antioxidant, it prevents damage to important cellular components that arise due to reactive oxygen species like free radicals and peroxide. It is also used to decrease the concentrations of inflammatory cytokines (IL-6, IL-18) as well as involved in increasing the level of serum Ca2+ ions. It is also used in white wine production.

General DescriptionGlutathione (GSH) is the most important nonprotein thiol widely distributed in animal tissues, plants, and microorganisms. GSH is also a key determinant of redox signaling and protection against oxidative stress.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: A tripeptide compound consisting of glutamic acid attached via its side chain to the N-terminus of cysteinylglycine.

Related reactions

7 records

Linked notes

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