S-Pyruvylglutathione

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  • Identifiers

    CAS number
    54398-03-7

    Molecular formula
    C13H19N3O8S

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 58.01%
    Savory 47.97%
    Meaty 39.98%
    Cooked 26.67%
    Sweet 26.45%
    Roasted 23.32%
    Milky 20.28%
    Sulfurous 19.83%
    Cooling 17.63%
    Burnt 16.94%

     

    Flavor
    Odorless 57.54%
    Bitter 46.38%
    Bland 30.68%
    Very mild 29.2%
    Mild 27.11%
    Cooked 22.51%
    Yeast 22.32%
    Sweet-like 22.28%
    Taco 19.69%
    Nitrile 19.47%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -4.5

    pKa est.
    4.83 (weak acid)

    Molecular weight
    377.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    378°C

    Flash point

    • 301.14 ˚C est.

  • Synonyms

    • S-Pyruvylglutathione
    • S-Pyruvoylglutathione
    • Glycine, N-(S-(1,2-dioxopropyl)-N-L-gamma-glutamyl-L-cysteinyl)-
    • Glycine, N-[S-(1,2-dioxopropyl)-N-L-gamma-glutamyl-L-cysteinyl]-
    • RefChem:180720
    • 54398-03-7
    • UNII-JLC76XF39H
    • (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-(2-oxopropanoylsulfanyl)propan-2-yl]amino]-5-oxopentanoic acid
    • PPLZFKVEEDKGDM-YUMQZZPRSA-N
    • AS-87381
    • HY-137851
    • CS-0142376
    • G90967
    • N-[S-(1,2-dioxopropyl)-N-L-|A-glutamyl-L-cysteinyl]glycine
    • GLYCINE, N-(S-(1,2-DIOXOPROPYL)-N-L-.GAMMA.-GLUTAMYL-L-CYSTEINYL)-
    • N5-((R)-1-((Carboxymethyl)amino)-1-oxo-3-((2-oxopropanoyl)thio)propan-2-yl)-L-glutamine
    • 54398-03-7

  • Applications

    S-Pyruvylglutathione (CAS 54398-03-7) is primarily used as a research chemical and synthetic intermediate; it serves as a building block and reagent for preparing sulfur-containing compounds and glutathione-related derivatives in organic synthesis. In biochemical and analytical contexts, it is used as a substrate analogue for glutathione-dependent enzymes (e.g., glutathione S-transferases) and as a probe in redox and thiol chemistry assays. In polymer and materials science, it can function as a functionalized building block or linker, enabling bioconjugation approaches and the development of sulfur-containing polymeric materials. In pharmaceutical research, it is evaluated as a potential intermediate for accessing thiol-containing or glutathione-pathway–related conjugates for SAR studies. Its use is typically at the research scale and subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.22
    methanol 1.19
    isopropanol 0.12
    water 15.51
    ethyl acetate 0.09
    n-propanol 0.13
    acetone 0.23
    n-butanol 0.09
    acetonitrile 0.12
    DMF 35.05
    toluene 0.04
    isobutanol 0.07
    1,4-dioxane 0.55
    methyl acetate 0.14
    THF 0.42
    2-butanone 0.15
    n-pentanol 0.07
    sec-butanol 0.1
    n-hexane 0.03
    ethylene glycol 2.85
    NMP 27.92
    cyclohexane 0.03
    DMSO 41.99
    n-butyl acetate 0.05
    n-octanol 0.07
    chloroform 0.04
    n-propyl acetate 0.07
    acetic acid 2.27
    dichloromethane 0.07
    cyclohexanone 0.38
    propylene glycol 1.56
    isopropyl acetate 0.06
    DMAc 25.22
    2-ethoxyethanol 1.53
    isopentanol 0.06
    n-heptane 0.02
    ethyl formate 0.26
    1,2-dichloroethane 0.07
    n-hexanol 0.05
    2-methoxyethanol 4.81
    isobutyl acetate 0.02
    tetrachloromethane 0.02
    n-pentyl acetate 0.06
    transcutol 3.05
    n-heptanol 0.08
    ethylbenzene 0.03
    MIBK 0.07
    2-propoxyethanol 0.82
    tert-butanol 0.14
    MTBE 0.06
    2-butoxyethanol 0.6
    propionic acid 0.39
    o-xylene 0.06
    formic acid 20.34
    diethyl ether 0.08
    m-xylene 0.03
    p-xylene 0.04
    chlorobenzene 0.02
    dimethyl carbonate 0.66
    n-octane 0.02
    formamide 19.05
    cyclopentanone 0.53
    2-pentanone 0.11
    anisole 0.11
    cyclopentyl methyl ether 0.2
    gamma-butyrolactone 0.98
    1-methoxy-2-propanol 2.37
    pyridine 0.31
    3-pentanone 0.15
    furfural 2.71
    n-dodecane 0.01
    diethylene glycol 2.91
    diisopropyl ether 0.03
    tert-amyl alcohol 0.15
    acetylacetone 0.37
    n-hexadecane 0.01
    acetophenone 0.22
    methyl propionate 0.25
    isopentyl acetate 0.04
    trichloroethylene 0.1
    n-nonanol 0.07
    cyclohexanol 0.15
    benzyl alcohol 0.17
    2-ethylhexanol 0.03
    isooctanol 0.05
    dipropyl ether 0.12
    1,2-dichlorobenzene 0.03
    ethyl lactate 0.41
    propylene carbonate 0.43
    n-methylformamide 5.65
    2-pentanol 0.06
    n-pentane 0.02
    1-propoxy-2-propanol 0.52
    1-methoxy-2-propyl acetate 0.24
    2-(2-methoxypropoxy) propanol 1.13
    mesitylene 0.02
    ε-caprolactone 0.44
    p-cymene 0.02
    epichlorohydrin 0.35
    1,1,1-trichloroethane 0.02
    2-aminoethanol 1.92
    morpholine-4-carbaldehyde 14.1
    sulfolane 8.37
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.15
    n-hexyl acetate 0.07
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 1.33
    sec-butyl acetate 0.04
    tert-butyl acetate 0.08
    decalin 0.01
    glycerin 11.93
    diglyme 3.15
    acrylic acid 1.03
    isopropyl myristate 0.03
    n-butyric acid 0.27
    acetyl acetate 0.11
    di(2-ethylhexyl) phthalate 0.09
    ethyl propionate 0.11
    nitromethane 3.7
    1,2-diethoxyethane 0.2
    benzonitrile 0.08
    trioctyl phosphate 0.06
    1-bromopropane 0.02
    gamma-valerolactone 3.28
    n-decanol 0.05
    triethyl phosphate 0.15
    4-methyl-2-pentanol 0.03
    propionitrile 0.07
    vinylene carbonate 0.53
    1,1,2-trichlorotrifluoroethane 2.79
    DMS 0.21
    cumene 0.03
    2-octanol 0.05
    2-hexanone 0.08
    octyl acetate 0.05
    limonene 0.03
    1,2-dimethoxyethane 2.08
    ethyl orthosilicate 0.13
    tributyl phosphate 0.08
    diacetone alcohol 0.5
    N,N-dimethylaniline 0.25
    acrylonitrile 0.18
    aniline 0.13
    1,3-propanediol 1.13
    bromobenzene 0.01
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.14
    2-methyl-cyclohexyl acetate 0.08
    tetrabutyl urea 0.26
    diisobutyl methanol 0.03
    2-phenylethanol 0.1
    styrene 0.03
    dioctyl adipate 0.08
    dimethyl sulfate 4.0
    ethyl butyrate 0.09
    methyl lactate 1.75
    butyl lactate 0.26
    diethyl carbonate 0.08
    propanediol butyl ether 0.99
    triethyl orthoformate 0.16
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 0.39
    morpholine 0.93
    tert-butylamine 0.06
    n-dodecanol 0.04
    dimethoxymethane 2.75
    ethylene carbonate 0.29
    cyrene 2.44
    2-ethoxyethyl acetate 0.15
    2-ethylhexyl acetate 0.03
    1,2,4-trichlorobenzene 0.05
    4-methylpyridine 0.22
    dibutyl ether 0.07
    2,6-dimethyl-4-heptanol 0.03
    DEF 1.2
    dimethyl isosorbide 1.46
    tetrachloroethylene 0.13
    eugenol 0.57
    triacetin 0.31
    span 80 0.63
    1,4-butanediol 0.52
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.06
    methyl formate 2.98
    2-methyl-1-butanol 0.07
    n-decane 0.01
    butyronitrile 0.05
    3,7-dimethyl-1-octanol 0.03
    1-chlorooctane 0.02
    1-chlorotetradecane 0.01
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 0.18
    tetrahydropyran 0.14
    tert-amyl methyl ether 0.09
    2,5,8-trioxanonane 2.7
    1-hexene 0.04
    2-isopropoxyethanol 0.48
    2,2,2-trifluoroethanol 1.94
    methyl butyrate 0.17

    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