Glutathione Disulfide

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  • Identifiers

    CAS number
    27025-41-8

    Molecular formula
    C20H32N6O12S2

    SMILES
    C(CC(=O)N[C@@H](CSSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)C(=O)NCC(=O)O)[C@@H](C(=O)O)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 63.73%
    Savory 46.93%
    Meaty 35.65%
    Cooked 24.08%
    Sweet 21.97%
    Fishy 19.25%
    Cooling 19.03%
    Roasted 17.48%
    Milky 16.32%
    Alcoholic 15.83%

     

    Flavor
    Odorless 61.17%
    Bitter 55.05%
    Bland 35.27%
    Mild 28.18%
    Very mild 25.58%
    Sweet-like 23.23%
    Yeast 21.84%
    Faint 20.01%
    Nitrile 19.53%
    Cooked 18.86%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -9.1

    pKa est.
    3.37 (weak acid)

    Molecular weight
    612.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    935°C

    Flash point

    • 414.38 ˚C est.

  • Synonyms

    • glutathione disulfide
    • GSSG
    • Glutathione disulphide
    • Oxigluthione
    • Glutathone disulfide
    • Oxiglutationa
    • Oxiglutationum
    • Bis(gamma-glutamyl-L-cysteinylglycine) disulfide
    • ULW86O013H
    • Disulfide, Glutathione
    • RefChem:57055
    • 2-amino-4-((2-((2-(4-amino-4-carboxybutanamido)-2-((carboxymethyl)carbamoyl)ethyl)disulfanyl)-1-((carboxymethyl)carbamoyl)ethyl)carbamoyl)butanoic acid
    • oxiglutatione
    • 27025-41-8
    • Glutathione-ssg
    • Oxiglutatione [INN]
    • Bi(glutathion-S-yl)
    • Oxiglutationum [INN-Latin]
    • Oxiglutationa [INN-Spanish]
    • CCRIS 780
    • DTXSID5048972
    • N-(N-gamma-Glutamyl-cysteinyl)glycine-(2,2)-disulfide
    • Glutathione oxidized form
    • MFCD00063106
    • Glutamine, N,N'-(dithiobis(1-((carboxymethyl)carbamoyl)ethylene))di-, L-
    • Glycine, L-gamma-glutamyl-L-cysteinyl-, (2,2')-disulfide
    • glutathione ox
    • C20H32N6O12S2
    • N,N'-(Dithiobis((R)-1-((carboxymethyl)carbamoyl)ethylene))di-L-glutamine
    • (2S)-2-amino-4-{[(1R)-2-{[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-[(carboxymethyl)carbamoyl]ethyl]disulfanyl}-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid
    • (2S,2'S)-5,5'-(((2R,2'R)-disulfanediylbis(1-((carboxymethyl)amino)-1-oxopropane-3,2-diyl))bis(azanediyl))bis(2-amino-5-oxopentanoic acid)
    • 121-24-4
    • (2S)-2-amino-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
    • 4-{N-[(1R)-2-({(2R)-2-((4S)-4-amino-4-carboxybutanoylamino)-2-[N-(carboxymethy l)carbamoyl]ethyl}disulfanyl)-1-[N-(carboxymethyl)carbamoyl]ethyl]carbamoyl}(2 S)-2-aminobutanoic acid
    • GDS
    • EINECS 248-170-7
    • Glutathione-S-S-glutathione
    • UNII-ULW86O013H
    • Navstel
    • ox. glutathione
    • NCGC00164484-02
    • oxidised glutathione
    • N,N'-(Dithiobis((R)-1-((carboxymethyl)carbamoyl)ethylene))-di-L-glutamine; Glutathione disulfide; Oxidised glutathione; Oxiglutatione; GSSG
    • Sleep-promoting factor B
    • Oxiglutatione (JAN/INN)
    • bmse000170
    • bmse000806
    • bmse000906
    • OXIGLUTATIONE [JAN]
    • CHEMBL1372
    • GLUTATHIONE, DISULFIDE
    • SCHEMBL138746
    • OXIGLUTATIONE [WHO-DD]
    • GTPL6835
    • orb1309819
    • DTXCID8028898
    • CHEBI:17858
    • L(-)-Glutathione(oxidised form)
    • MSK8342
    • BDBM225231
    • GLUTATHIONE DISULFIDE [MI]
    • OXIGLUTATIONE [ORANGE BOOK]
    • HY-D0844
    • Tox21_113423
    • EBC-27384
    • s3743
    • AKOS015902226
    • CCG-270238
    • CS-8140
    • DB03310
    • FG11399
    • NCGC00142600-01
    • NCGC00142600-03
    • AC-37033
    • AS-14770
    • BP-41281
    • ST069314
    • SY012663
    • GLUTATHIONE DISULFIDE [ORANGE BOOK]
    • SBI-0207031.P001
    • CAS-27025-41-8
    • NS00014868
    • L-gamma-glutamyl-L-cysteinyl-glycine disulfide
    • C00127
    • D00031
    • F20504
    • G-4000
    • EN300-7372307
    • 025G418
    • F556535
    • Q3324838
    • (gamma-Glu-Cys-Gly) (gamma-Glu-Cys-Gly) [Disulfide bridge: 2a-2b]
    • Glycine, L-.gamma.-glutamyl-L-cysteinyl-, bimol. (2->2')-disulfide
    • Glycine, L-g-glutamyl-L-cysteinyl-, bimol. (2~2')-disulfide (9CI)
    • Glycine, L-gamma-glutamyl-L-cysteinyl-, bimol. (2.fwdarw.2')-disulfide
    • Glutamine, N,N'-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]di- (7CI)
    • Glutamine, N,N'-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]di-, L- (8CI)
    • Glycine, L-|A-glutamyl-L-cysteinyl-, bimol. (2 inverted exclamation marku2'')-disulfide
    • (2S)-2-amino-5-[[(1R)-1-[[[(2R)-2-[[(4S)-4-amino-4-carboxy-butanoyl]amino]-3-(carboxymethylamino)-3-keto-propyl]disulfanyl]methyl]-2-(carboxymethylamino)-2-keto-ethyl]amino]-5-keto-valeric acid
    • (2S)-2-amino-5-[[(1R)-1-[[[(2R)-2-[[(4S)-4-amino-4-carboxy-butanoyl]amino]-3-(carboxymethylamino)-3-oxo-propyl]disulfanyl]methyl]-2-(carboxymethylamino)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
    • (2S)-2-azaniumyl-4-{[(1R)-2-{[(2R)-2-[(4S)-4-azaniumyl-4-carboxylatobutanamido]-2-[(carboxylatomethyl)carbamoyl]ethyl]disulfanyl}-1-[(carboxylatomethyl)carbamoyl]ethyl]carbamoyl}butanoate
    • (2S)-2-azanyl-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-azanyl-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]-3-(2-hydroxy-2-oxoethylamino)-3-oxidanylidene-propyl]disulfanyl]-1-(2-hydroxy-2-oxoethylamino)-1-oxidanylidene-propan-2-yl]amino]-5-oxidanylidene-pentanoic acid
    • (2S,2'S)-5,5'-(((2R,2'R)-disulfanediylbis(1-((carboxymethyl)amino)-1-oxopropane-3,2-diyl))bis(azanediyl))bis(2-amino-5-oxopentanoicacid)
    • (2S,2'S)-5,5'-[Disulfanediylbis({(2R)-3-[(carboxymethyl)amino]-3-oxopropane-1,2-diyl}azanediyl)]bis(2-amino-5-oxopentanoic acid)
    • (2S,2'S)-5,5'-[disulfanediylbis({(2R)-3-[(carboxymethyl)amino]-3-oxopropane-1,2-diyl}imino)]bis(2-amino-5-oxopentanoic acid)
    • (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)
    • 4-{N-[(1R)-2-({(2R)-2-((4S)-4-Amino-4-carboxybutanoylamino)-2-[N-(carboxymethyl)carbamoyl]ethyl}disulfanyl)-1-[N-(carboxymethyl)carbamoyl]ethyl]carbamoyl}(2S)-2-aminobutanoic acid
    • 27025-41-8

  • Applications

    Glutathione Disulfide (CAS 27025-41-8, commonly denoted GSSG) is used primarily in biochemical and cellular redox research as part of the GSH/GSSG redox pair, to probe oxidative state and as a reference in assays related to oxidative stress. In analytical chemistry, GSSG serves as a standard or calibrant in HPLC/LC-MS methods for quantifying GSH and GSSG in biological samples. In cell culture and pharmaceutical development, it may be added to model or adjust the cellular redox environment. In cosmetics and personal care, GSSG can be used as an antioxidant or redox-active ingredient to support formulation stability. In pharmaceutical R&D, it is used as a redox reagent and as a precursor or model for thiol-disulfide chemistry and disulfide-containing intermediates.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.06
    methanol 0.2
    isopropanol 0.03
    water 1.62
    ethyl acetate 0.02
    n-propanol 0.04
    acetone 0.06
    n-butanol 0.03
    acetonitrile 0.03
    DMF 2.41
    toluene 0.01
    isobutanol 0.02
    1,4-dioxane 0.13
    methyl acetate 0.04
    THF 0.15
    2-butanone 0.05
    n-pentanol 0.02
    sec-butanol 0.03
    n-hexane 0.01
    ethylene glycol 0.41
    NMP 3.06
    cyclohexane 0.01
    DMSO 2.94
    n-butyl acetate 0.01
    n-octanol 0.01
    chloroform 0.01
    n-propyl acetate 0.02
    acetic acid 0.45
    dichloromethane 0.02
    cyclohexanone 0.07
    propylene glycol 0.27
    isopropyl acetate 0.01
    DMAc 2.62
    2-ethoxyethanol 0.25
    isopentanol 0.01
    n-heptane 0.01
    ethyl formate 0.05
    1,2-dichloroethane 0.01
    n-hexanol 0.01
    2-methoxyethanol 0.74
    isobutyl acetate 0.01
    tetrachloromethane 0.0
    n-pentyl acetate 0.01
    transcutol 0.51
    n-heptanol 0.02
    ethylbenzene 0.01
    MIBK 0.01
    2-propoxyethanol 0.16
    tert-butanol 0.02
    MTBE 0.01
    2-butoxyethanol 0.15
    propionic acid 0.09
    o-xylene 0.01
    formic acid 2.06
    diethyl ether 0.02
    m-xylene 0.01
    p-xylene 0.01
    chlorobenzene 0.0
    dimethyl carbonate 0.12
    n-octane 0.0
    formamide 2.21
    cyclopentanone 0.15
    2-pentanone 0.03
    anisole 0.02
    cyclopentyl methyl ether 0.05
    gamma-butyrolactone 0.22
    1-methoxy-2-propanol 0.37
    pyridine 0.07
    3-pentanone 0.04
    furfural 0.36
    n-dodecane 0.0
    diethylene glycol 0.38
    diisopropyl ether 0.0
    tert-amyl alcohol 0.02
    acetylacetone 0.07
    n-hexadecane 0.0
    acetophenone 0.03
    methyl propionate 0.05
    isopentyl acetate 0.01
    trichloroethylene 0.02
    n-nonanol 0.02
    cyclohexanol 0.03
    benzyl alcohol 0.03
    2-ethylhexanol 0.01
    isooctanol 0.01
    dipropyl ether 0.03
    1,2-dichlorobenzene 0.0
    ethyl lactate 0.07
    propylene carbonate 0.07
    n-methylformamide 0.64
    2-pentanol 0.02
    n-pentane 0.0
    1-propoxy-2-propanol 0.11
    1-methoxy-2-propyl acetate 0.04
    2-(2-methoxypropoxy) propanol 0.15
    mesitylene 0.0
    ε-caprolactone 0.08
    p-cymene 0.0
    epichlorohydrin 0.07
    1,1,1-trichloroethane 0.0
    2-aminoethanol 0.3
    morpholine-4-carbaldehyde 1.73
    sulfolane 1.08
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.05
    n-hexyl acetate 0.02
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 0.22
    sec-butyl acetate 0.01
    tert-butyl acetate 0.02
    decalin 0.0
    glycerin 1.68
    diglyme 0.6
    acrylic acid 0.2
    isopropyl myristate 0.01
    n-butyric acid 0.06
    acetyl acetate 0.02
    di(2-ethylhexyl) phthalate 0.01
    ethyl propionate 0.03
    nitromethane 0.6
    1,2-diethoxyethane 0.04
    benzonitrile 0.01
    trioctyl phosphate 0.01
    1-bromopropane 0.01
    gamma-valerolactone 0.54
    n-decanol 0.01
    triethyl phosphate 0.03
    4-methyl-2-pentanol 0.01
    propionitrile 0.02
    vinylene carbonate 0.07
    1,1,2-trichlorotrifluoroethane 0.41
    DMS 0.04
    cumene 0.0
    2-octanol 0.01
    2-hexanone 0.02
    octyl acetate 0.01
    limonene 0.01
    1,2-dimethoxyethane 0.34
    ethyl orthosilicate 0.03
    tributyl phosphate 0.01
    diacetone alcohol 0.08
    N,N-dimethylaniline 0.03
    acrylonitrile 0.04
    aniline 0.03
    1,3-propanediol 0.22
    bromobenzene 0.0
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.03
    2-methyl-cyclohexyl acetate 0.01
    tetrabutyl urea 0.04
    diisobutyl methanol 0.0
    2-phenylethanol 0.01
    styrene 0.01
    dioctyl adipate 0.01
    dimethyl sulfate 0.53
    ethyl butyrate 0.02
    methyl lactate 0.27
    butyl lactate 0.04
    diethyl carbonate 0.02
    propanediol butyl ether 0.17
    triethyl orthoformate 0.04
    p-tert-butyltoluene 0.0
    methyl 4-tert-butylbenzoate 0.07
    morpholine 0.21
    tert-butylamine 0.01
    n-dodecanol 0.01
    dimethoxymethane 0.4
    ethylene carbonate 0.04
    cyrene 0.27
    2-ethoxyethyl acetate 0.04
    2-ethylhexyl acetate 0.01
    1,2,4-trichlorobenzene 0.01
    4-methylpyridine 0.04
    dibutyl ether 0.02
    2,6-dimethyl-4-heptanol 0.0
    DEF 0.18
    dimethyl isosorbide 0.2
    tetrachloroethylene 0.02
    eugenol 0.08
    triacetin 0.06
    span 80 0.09
    1,4-butanediol 0.08
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.01
    methyl formate 0.37
    2-methyl-1-butanol 0.02
    n-decane 0.0
    butyronitrile 0.01
    3,7-dimethyl-1-octanol 0.01
    1-chlorooctane 0.0
    1-chlorotetradecane 0.0
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.05
    tetrahydropyran 0.04
    tert-amyl methyl ether 0.02
    2,5,8-trioxanonane 0.45
    1-hexene 0.01
    2-isopropoxyethanol 0.08
    2,2,2-trifluoroethanol 0.44
    methyl butyrate 0.04

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction