Name: Glutathione
SKU: 70-18-8

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Basic Information

Molecular Structure:
CAS No.:	70-18-8
Name:	Glutathione
Article Data:	139

Formula:	C₁₀H₁₇N₃O₆S
Molecular Weight:	307.327
Synonyms:	Glutathione(8CI);Glycine, N-(N-L-g-glutamyl-L-cysteinyl)-;Copren;Glutathion;Glutathione-SH;Glutide;Glutinal;Isethion;L-Glutathione;N-(N-L-g-Glutamyl-L-cysteinyl)glycine;Tathione;g-Glutamylcysteinylglycine;g-L-Glutamyl-L-cysteinylglycine;Glycine, L-g-glutamyl-L-cysteinyl-;GSH;L-Glutathione Reduced;
EINECS:	200-725-4
Density:	1.441 g/cm³
Melting Point:	192-195 °C (dec.)(lit.)
Boiling Point:	754.492 °C at 760 mmHg
Flash Point:	410.102 °C
Solubility:	Soluble in water
Appearance:	White cryst. powder
Hazard Symbols:	Xi
Risk Codes:	68-36/37/38
Safety:	24/25-36/37/39-27-26
PSA:	197.62000
LogP:	-0.72400

Synthetic route

: (3-((S)-5'-oxo-9λ4-boraspiro[bicyclo[3.3.1]nonane-9,2'-[1,3,2]oxazaborolidin]-4'-yl)propanoyl)-L-cysteinylglycine

: 70-18-8
GLUTATHIONE

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran; water at 20℃; for 7h;	76%

: 131574-47-5
Boc-Glutathione-OBzl

: 70-18-8
GLUTATHIONE

Conditions

Conditions	Yield
With methyl-phenyl-thioether; hydrogen fluoride; 3-methyl-phenol at 0℃; for 1h;	62.9%

N-t-butoxycarbonyl-α-t-butyl-L-γ-glutamyl-S-ferrocenylmethyl-L-cysteinylglycine t-butyl ester: N-t-butoxycarbonyl-α-t-butyl-L-γ-glutamyl-S-ferrocenylmethyl-L-cysteinylglycine t-butyl ester

: 70-18-8
GLUTATHIONE

Conditions

Conditions	Yield
With thiophenol; trifluoroacetic acid for 3h;	52%

: methylmercury-L-glutathionate

: 1-(2-hydroxyethyl)-3-methyl-1H-benzo[d]imidazole-2(3H)-thione

A: 70-18-8
GLUTATHIONE

: mercury sulfide

C: 593-74-8
dimethylmercury

D: 2033-53-6
1-(2-hydroxyethyl)-3-methyl-1H-benzo[d]imidazol-2(3H)-one

Conditions

Conditions	Yield
Stage #1: methylmercury-L-glutathionate; 1-(2-hydroxyethyl)-3-methyl-1H-benzo[d]imidazole-2(3H)-thione In water; acetonitrile at 37℃; for 1h; Stage #2: With sodium hydrogencarbonate In water; acetonitrile at 37℃; for 5h;	A n/a B 11 mg C n/a D 40%

...Expand

: 1-(2-hydroxyethyl)-3-methyl-1H-benzo[d]imidazole-2(3H)-thione

: C17H21HgN3O8S

A: 70-18-8
GLUTATHIONE

: mercury sulfide

C: bis(4-carboxyphenyl)mercury(II)

D: 2033-53-6
1-(2-hydroxyethyl)-3-methyl-1H-benzo[d]imidazol-2(3H)-one

Conditions

Conditions	Yield
Stage #1: 1-(2-hydroxyethyl)-3-methyl-1H-benzo[d]imidazole-2(3H)-thione; C17H21HgN3O8S In water; acetonitrile at 37℃; for 2h; Stage #2: With sodium hydrogencarbonate In water; acetonitrile at 37℃;	A n/a B 12 mg C n/a D 32%

...Expand

: 27025-41-8
Oxidized glutathione

: 70-18-8
GLUTATHIONE

Conditions

Conditions	Yield
durch elektrolytische Reduktion in saurer Loesung an Quecksilber-Kathoden;
With 4,4'-bipyridinium-1,1'-dipropionate modified glutathione reductase; hydrogen; platinum In water under 760 Torr; Product distribution; Mechanism; Ambient temperature;
With N-Ethylmaleimide; potassium borohydride; ethylenediaminetetraacetic acid at 60℃; for 0.166667h; Product distribution; different disulfides; investigation of reaction conditions;

: 15401-16-8
N-[S-benzyl-N-(N-benzyloxycarbonyl-L-γ-glutamyl)-L-cysteinyl]-glycine

: 70-18-8
GLUTATHIONE

Conditions

Conditions	Yield
With ammonia; sodium

: 52-90-4
L-Cysteine

: 56-86-0
L-glutamic acid

: 56-40-6
glycine

: 70-18-8
GLUTATHIONE

Conditions

Conditions	Yield
With liver-substance

...Expand

: 636-58-8
N-L-γ-glutamyl-L-cysteine

: 56-40-6
glycine

: 70-18-8
GLUTATHIONE

Conditions

Conditions	Yield
in Gegenwart von Enzym-Praeparaten aus tierischen Geweben oder aus Mikroorganismen;
With dipotassium hydrogenphosphate; glutathione synthetase; edetate disodium; ATP; sodium hydroxide; magnesium chloride In water for 20h; pH=7.5; Enzymatic reaction;	63.5 %Chromat.
With phosphoenolpyruvic acid; adenosine 5'-triphosphate disodium salt hydrate; β-nicotinamideadenine dinucleotide, reduced disodium salt hydrate; glutathione synthetase mutant wild type; type II rabbit muscle lactate dehydrogenase; type II rabbit muscle pyruvate kinase In aq. buffer at 37℃; for 2h; pH=7.4; Kinetics; Reagent/catalyst; Enzymatic reaction;

: 56-40-6
glycine

: 70-18-8
GLUTATHIONE

Conditions

Conditions	Yield
in Leber und Leber-Paeparaten;

Raw Materials

636-58-8

Downstream Products

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Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Specification

Glutathione (CAS NO.70-18-8), its Synonyms are Glycine, N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine ; Copren ; Deltathione ; Glutide ; Glutinal ; Glutathione ; gamma-L-Glutamylcysteinylglycine ; Glycine, L-gamma-glutamyl-L-cysteinyl- . It is white powder. Glutathione (GSH) is a tripeptide with a gamma peptide linkage between the amine group of cysteine (which is attached by normal peptide linkage to a glycine) and the carboxyl group of the glutamate side-chain. It is an antioxidant, preventing damage to important cellular components caused by reactive oxygen species such as free radicals and peroxides.

Physical properties about Glutathione are: (1)ACD/LogP: -1.645; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -5.12; (4)ACD/LogD (pH 7.4): -5.15; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00 ; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 9; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 11; (12)Index of Refraction: 1.572; (13)Molar Refractivity: 70.105 cm³; (14)Molar Volume: 213.204 cm³; (15)Polarizability: 27.792 10-24cm³; (16)Surface Tension: 69.3659973144531 dyne/cm; (17)Density: 1.441 g/cm³; (18)Flash Point: 410.102 °C; (19)Enthalpy of Vaporization: 119.618 kJ/mol; (20)Boiling Point: 754.492 °C at 760 mmHg

Uses of Glutathione: Glutathione (CAS NO.70-18-8) is a biological and chemical reagents, detoxification drugs which is mainly used for poisoning such as heavy metals, acrylonitrile, fluoride, carbon monoxide and organic solvents. Glutathione can also decrease the concentrations of inflammatory cytokines (IL-6, IL-18), neutrophils in lung tissue and increase the level of serum Ca2+ and be useful for the treatment of ANP.

When you are using this chemical, please be cautious about it as the following:
1.Avoid contact with skin and eyes;
2.Wear suitable protective clothing, gloves and eye/face protection;
3.Take off immediately all contaminated clothing;
4.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;

You can still convert the following datas into molecular structure:
(1)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;
(2)InChIKey=RWSXRVCMGQZWBV-WDSKDSINSA-N;
(3)SmilesN[C@@H](CCC(=O)N[C@H](C(=O)NCC(=O)O)CS)C(=O)O;

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intramuscular	4gm/kg (4000mg/kg)	"Modern Pharmaceuticals of Japan, III," Tokyo, Japan Pharmaceutical, Medical and Dental Suppl Exporters' Assoc., 1968Vol. -, Pg. 97, 1968.
mouse	LD50	intraperitoneal	4020mg/kg (4020mg/kg)	"Modern Pharmaceuticals of Japan, IV," Tokyo, Japan Pharmaceutical, Medical and Dental Supply Exporters' Assoc., 1972Vol. -, Pg. 93, 1972.
mouse	LD50	intravenous	2238mg/kg (2238mg/kg)	Japanese Journal of Antibiotics. Vol. 38, Pg. 137, 1985.
mouse	LD50	oral	5gm/kg (5000mg/kg)	"Modern Pharmaceuticals of Japan, IV," Tokyo, Japan Pharmaceutical, Medical and Dental Supply Exporters' Assoc., 1972Vol. -, Pg. 93, 1972.
mouse	LD50	subcutaneous	5gm/kg (5000mg/kg)	"Modern Pharmaceuticals of Japan, IV," Tokyo, Japan Pharmaceutical, Medical and Dental Supply Exporters' Assoc., 1972Vol. -, Pg. 93, 1972.
rabbit	LD50	intravenous	> 2gm/kg (2000mg/kg)	Biochemical Journal. Vol. 41, Pg. 325, 1947.

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