L(-)-Glutathione

Names

[ 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)

Biological Activity

[Description]:

Glutathione oxidized is produced by the oxidation of glutathione which is a major intracellular antioxidant and detoxifying agent.

[Related Catalog]:

Research Areas >> Metabolic Disease

Natural Products >> Others

[Target]

Human Endogenous Metabolite

[References]

[1]. Nur E, et al. Increased efflux of oxidized glutathione (GSSG) causes glutathione depletion and potentially diminishes antioxidant defense in sickle erythrocytes. Biochim Biophys Acta. 2011 Nov;1812(11):1412-7.

[Related Small Molecules]

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

Click to get detail 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

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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