L(-)-Glutathione

Suppliers

Names

[ CAS No. ]:
27025-41-8

[ Name ]:
L(-)-Glutathione

[Synonym ]:
Glutathione disulfide
Glutathione (oxidized form)
GSSG,Glutathiol
Glutathiol,GSSG
L-Glutathione oxidized
(2S,5Z,2'S,5'E)-5,5'-[Disulfanediylbis({(2R,3Z)-3-[(carboxymethyl)imino]-3-hydroxy-1,2-propanediyl}nitrilo)]bis(2-amino-5-hydroxypentanoic acid) (non-preferred name)
oxigluthione
glutathonedisulfide
glutathione-ssg
Oxiglutatione
GSH disulfide
GSSC
MFCD00063106
N,N'-(Dithiobis(1-((carboxymethyl)carbamoyl)ethylene))di-L-glutamine
GSSG
N-(N-g-Glutamyl-cysteinyl)glycine-(2,2)-disulfide
L(-)-Glutathione
Glutathiol
Oxyglutatione
(2S,2'S)-5,5'-[Disulfanediylbis({(2R)-3-[(carboxymethyl)amino]-3-oxo-1,2-propanediyl}imino)]bis(2-amino-5-oxopentanoic acid)
glutathione oxidized
EINECS 248-170-7
glutathione oxidized form
Oxidized glutathione
GSSG oxidized form
(2S,2'S)-5,5'-[Disulfanediylbis({(2R)-3-[(carboxymethyl)amino]-3-oxopropane-1,2-diyl}imino)]bis(2-amino-5-oxopentanoic acid) (non-preferred name)

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
976.3±75.0 °C at 760 mmHg

[ Melting Point ]:
178 °C (dec.)(lit.)

[ Molecular Formula ]:
C20H32N6O12S2

[ Molecular Weight ]:
612.631

[ Flash Point ]:
544.3±37.1 °C

[ Exact Mass ]:
612.151978

[ PSA ]:
368.24000

[ LogP ]:
1.91

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.677

[ Storage condition ]:
2~8°C

[ Water Solubility ]:
soluble

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MC0556500
CHEMICAL NAME :
Glycine, L-gamma-glutamyl-L-cysteinyl-, (2,2')-disulfide
CAS REGISTRY NUMBER :
27025-41-8
LAST UPDATED :
199212
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C20-H32-N6-O12-S2
MOLECULAR WEIGHT :
612.70

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 23,6793,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 23,6793,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 23,6793,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 23,6793,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 23,6793,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 23,6793,1989

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
MC0556500

Synthetic Route

Precursor & DownStream

Precursor

  • Glutathione
  • N,N'-(bis(N-(t-butoxycarbonyl)-L-γ-glutamyl)-L-cystinyl)bis(glycine) tetra-t-butyl ester
  • H-Glu[Cys(Acm)-Gly-OH]-OH*HBr
  • S-o-nitrophenylsulphenyl-glutathione
  • 2-(S-glutathionyl)hydroquinone
  • H-L-Cys(Mpt)-Gly-OBut
  • Mpt-L-Cys(Mpt)-Gly-OBut
  • N-(t-butoxycarbonyl)-L-γ-glutamyl-S-dimethylphosphinothioyl-L-cysteinylglycine di-t-butyl ester
  • L-γ-glutamyl-S-dimethylphosphinothioyl-L-cysteinylglycine

DownStream

  • Glutathione
  • L-CYSTEINE-GLUTATHIONE DISULFIDE
  • CoA-glutathione
  • N5-((R)-3-(((S)-3-amino-3-carboxypropyl)disulfanyl)-1-((carboxymethyl)amino)-1-oxopropan-2-yl)-L-glutamine
  • 2,2'-DITHIODIETHANOL
  • Gamma-glutamylcysteine
  • 5-Oxotetrahydrofuran-2-carboxylic acid
  • Cys-Gly, oxidized

Articles

Long-chain fatty acid analogues suppress breast tumorigenesis and progression.

Cancer Res. 74(23) , 6991-7002, (2014)

Obesity and type 2 diabetes (T2D) are associated with increased breast cancer incidence and mortality, whereas carbohydrate-restricted ketogenic diets ameliorate T2D and suppress breast cancer. These ...

Ratios of biliary glutathione disulfide (GSSG) to glutathione (GSH): a potential index to screen drug-induced hepatic oxidative stress in rats and mice.

Anal. Bioanal. Chem 405(8) , 2635-42, (2013)

Hepatotoxicity of drug candidates is one of the major concerns in drug screening in early drug discovery. Detection of hepatic oxidative stress can be an early indicator of hepatotoxicity and benefits...

Cardiovascular disease-related parameters and oxidative stress in SHROB rats, a model for metabolic syndrome.

PLoS ONE 9(8) , e104637, (2014)

SHROB rats have been suggested as a model for metabolic syndrome (MetS) as a situation prior to the onset of CVD or type-2 diabetes, but information on descriptive biochemical parameters for this mode...


More Articles


Related Compounds

  • Glutathione
  • N'-Boc-L-glutathione di-tert-butyl ester
  • Limonexic acid
  • D-GSH
  • γ-Glutamyl-S-acetylcysteinylglycine
  • S-[2-Hydroxy-2-(4-hydroxyphenyl)ethyl]-L-glutathione
  • 2-({2-[(1-ethyl-2-methyl-1H-imidazol-4-yl)sulfonyl]-octahydrocyclopenta[c]pyrrol-3a-yl}methoxy)-5-methylpyrimidine
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • 1-Ethyl 2-(3-methyl-2-buten-1-yl)propanedioate
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine