FComEx: Glutathione (PC000085)

Record Information

Version

1.0

Creation date

2015-10-09 22:28:07 UTC

Update date

2017-01-19 02:36:12 UTC

FoodComEx ID

PC000085

FoodDB Record

FDB001498

Chemical Information

Name

Glutathione

Description

Glutathione, also known as GSH or agifutol S, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Glutathione is a drug which is used for nutritional supplementation, also for treating dietary shortage or imbalance. Glutathione is a very strong basic compound (based on its pKa). A tripeptide compound consisting of glutamic acid attached via its side chain to the N-terminus of cysteinylglycine. Glutathione exists in all living species, ranging from bacteria to humans. Within humans, glutathione participates in a number of enzymatic reactions. In particular, leukotriene A4 and glutathione can be converted into leukotriene C4 through its interaction with the enzyme leukotriene C4 synthase. In addition, 15(S)-hpete and glutathione can be converted into 15(S)-hete and oxidized glutathione through its interaction with the enzyme glutathione peroxidase 1. In humans, glutathione is involved in mefenamic acid action pathway. Outside of the human body, Glutathione is found, on average, in the highest concentration within a few different foods, such as purslanes, spinachs, and corns. Glutathione has also been detected, but not quantified in, several different foods, such as yautia, coconuts, common salsifies, pigeon pea, and ohelo berries. This could make glutathione a potential biomarker for the consumption of these foods. Glutathione is a potentially toxic compound.

CAS Number

70-18-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
5-L-Glutamyl-L-cysteinylglycine	biospider
Agifutol S	HMDB
Bakezyme rx	HMDB
Copren	HMDB
Deltathione	HMDB
g-L-Glutamyl-L-cysteinyl-glycine	Generator
gamma-Glutamylcysteinylglycine	biospider
gamma-L-Glutamyl-L-cysteinyl-glycine	biospider
gamma-L-Glutamyl-L-cysteinylglycine	HMDB
Glutathion	HMDB
Glutathione	biospider
Glutathione (reduced)	biospider
Glutathione red	HMDB
Glutathione reduced	HMDB
Glutathione-SH	biospider
Glutathione, reduced form	biospider
Glutatiol	HMDB
Glutatione	HMDB
Glutide	HMDB
Glutinal	HMDB
GSH	manual
Isethion	HMDB
L-g-Glutamyl-L-cysteinyl-glycine	biospider
L-gamma-Glutamyl-L-cysteinyl-glycine	biospider
L-gamma-Glutamyl-L-cysteinylglycine	HMDB
L-Glutamyl-L-cysteinylglycine	HMDB
L-Glutathione	db_source
L-Glutathione reduce	HMDB
L-Glutathione reduced	biospider
Ledac	HMDB
N-(N-g-L-Glutamyl-L-cysteinyl)glycine	Generator
N-(N-gamma-L-Glutamyl-L-cysteinyl)glycine	biospider
N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine	biospider
N-(N-γ-L-glutamyl-L-cysteinyl)glycine	Generator
Neuthion	HMDB
Red. glutathione	HMDB
Reduced glutathione	biospider
Tathion	HMDB
Tathione	HMDB
Triptide	HMDB
γ-L-glutamyl-L-cysteinyl-glycine	Generator

Chemical Formula

C10H17N3O6S

IUPAC name

(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoic acid

InChI Identifier

InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1

InChI Key

RWSXRVCMGQZWBV-WDSKDSINSA-N

Isomeric SMILES

N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O

Average Molecular Weight

307.323

Monoisotopic Molecular Weight

307.083805981

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents