S-Methyl-L-methionine

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  • Identifiers

    CAS number
    4727-40-6

    Molecular formula
    C6H14NO2S+

    SMILES
    C[S+](C)CC[C@@H](C(=O)O)N

    Safety labels

  • Odor profile

    Fragrance
    Sulfurous 56.75%
    Meaty 50.67%
    Green 43.3%
    Savory 42.75%
    Roasted 34.31%
    Onion 32.39%
    Vegetable 30.66%
    Cheesy 30.25%
    Cooked 29.02%
    Sweet 27.71%

     

    Flavor
    Green 48.71%
    Sulfury 37.54%
    Sulfurous 36.76%
    Tomato 26.74%
    Odorless 25.22%
    Mild 24.77%
    Onion 22.01%
    Metallic 21.99%
    Tomato leaf 21.31%
    Roasted 21.28%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.0

    pKa est.
    6.27 (neutral)

    Molecular weight
    164.25 g/mol

    Flash point

    • 128.12 ˚C est.

  • Synonyms

    • S-Methyl-L-methionine
    • [(3S)-3-amino-3-carboxypropyl]-dimethylsulfanium
    • CHEBI:17728
    • DTXSID401314761
    • ((3S)-3-amino-3-carboxypropyl)-dimethylsulfanium
    • RefChem:1098270
    • DTXCID701744690
    • (2S)-2-azaniumyl-4-dimethylsulfoniobutanoate
    • 4727-40-6
    • 6708-35-6
    • Sulfonium, [(3S)-3-amino-3-carboxypropyl]dimethyl-, iodide
    • METHIOSULFONIUM
    • A1LUD
    • NCGC00167557-01
    • L-Methionine methylsulfonium
    • CHEMBL45024
    • SCHEMBL149475
    • [(3S)-3-amino-3-carboxypropyl](dimethyl)sulfonium iodide
    • DTXSID70872493
    • ALBB-015019
    • AKOS005174962
    • C03172
    • [(3S)-3-Amino-3-carboxypropyl]dimethylsulfonium
    • [(3S)-3-amino-3-carboxypropyl](dimethyl)sulfonium
    • [(3S)-3-Amino-3-carboxypropyl](dimethyl)sulfaniumato
    • BRD-K41504985-005-01-5
    • Q27102563
    • L-METHIONINE METHYLSULFONIUM IODIDE, 99% (99% E.E.)
    • 4727-40-6

  • Applications

    S-Methyl-L-methionine (CAS 4727-40-6) is evaluated as a plant biostimulant and stress-protectant in agriculture, where exogenous application may enhance tolerance to drought, salinity, and temperature stress; in animal nutrition, it may serve as a methionine-equivalent amino acid source for specialized feeds. In chemical and pharmaceutical manufacturing, it acts as a chiral amino acid derivative and an intermediate for the synthesis of sulfur-containing compounds and other fine chemicals, with potential use as a building block toward sulfur-containing monomers in industrial synthesis. In research settings, it is used as a substrate or reference compound in metabolic and enzymatic studies of methionine pathways.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.14
    methanol 0.58
    isopropanol 0.08
    water 24.48
    ethyl acetate 0.06
    n-propanol 0.08
    acetone 0.08
    n-butanol 0.06
    acetonitrile 0.06
    DMF 0.23
    toluene 0.04
    isobutanol 0.1
    1,4-dioxane 0.18
    methyl acetate 0.05
    THF 0.48
    2-butanone 0.05
    n-pentanol 0.11
    sec-butanol 0.06
    n-hexane 0.03
    ethylene glycol 4.57
    NMP 8.28
    cyclohexane 0.06
    DMSO 3.49
    n-butyl acetate 0.3
    n-octanol 0.19
    chloroform 0.06
    n-propyl acetate 0.12
    acetic acid 4.7
    dichloromethane 0.07
    cyclohexanone 0.74
    propylene glycol 1.98
    isopropyl acetate 0.11
    DMAc 0.93
    2-ethoxyethanol 0.95
    isopentanol 0.13
    n-heptane 0.08
    ethyl formate 0.13
    1,2-dichloroethane 0.06
    n-hexanol 0.44
    2-methoxyethanol 1.1
    isobutyl acetate 0.15
    tetrachloromethane 0.07
    n-pentyl acetate 0.24
    transcutol 3.07
    n-heptanol 0.48
    ethylbenzene 0.09
    MIBK 0.16
    2-propoxyethanol 2.07
    tert-butanol 0.26
    MTBE 0.04
    2-butoxyethanol 1.71
    propionic acid 0.86
    o-xylene 0.16
    formic acid 17.36
    diethyl ether 0.01
    m-xylene 0.14
    p-xylene 0.15
    chlorobenzene 0.06
    dimethyl carbonate 0.13
    n-octane 0.04
    formamide 6.03
    cyclopentanone 1.02
    2-pentanone 0.07
    anisole 0.11
    cyclopentyl methyl ether 0.27
    gamma-butyrolactone 1.72
    1-methoxy-2-propanol 0.7
    pyridine 0.16
    3-pentanone 0.07
    furfural 2.8
    n-dodecane 0.03
    diethylene glycol 7.12
    diisopropyl ether 0.05
    tert-amyl alcohol 0.23
    acetylacetone 0.43
    n-hexadecane 0.03
    acetophenone 0.46
    methyl propionate 0.08
    isopentyl acetate 0.5
    trichloroethylene 0.14
    n-nonanol 0.22
    cyclohexanol 0.36
    benzyl alcohol 0.39
    2-ethylhexanol 0.48
    isooctanol 0.51
    dipropyl ether 0.15
    1,2-dichlorobenzene 0.16
    ethyl lactate 0.67
    propylene carbonate 1.21
    n-methylformamide 0.35
    2-pentanol 0.06
    n-pentane 0.01
    1-propoxy-2-propanol 1.58
    1-methoxy-2-propyl acetate 0.97
    2-(2-methoxypropoxy) propanol 2.42
    mesitylene 0.2
    ε-caprolactone 1.08
    p-cymene 0.36
    epichlorohydrin 0.34
    1,1,1-trichloroethane 0.05
    2-aminoethanol 2.54
    morpholine-4-carbaldehyde 3.92
    sulfolane 12.89
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 0.25
    n-hexyl acetate 0.3
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 2.84
    sec-butyl acetate 0.12
    tert-butyl acetate 0.3
    decalin 0.09
    glycerin 9.62
    diglyme 2.52
    acrylic acid 1.91
    isopropyl myristate 0.19
    n-butyric acid 0.62
    acetyl acetate 0.26
    di(2-ethylhexyl) phthalate 0.85
    ethyl propionate 0.13
    nitromethane 1.15
    1,2-diethoxyethane 0.19
    benzonitrile 0.21
    trioctyl phosphate 0.59
    1-bromopropane 0.02
    gamma-valerolactone 2.57
    n-decanol 0.19
    triethyl phosphate 0.69
    4-methyl-2-pentanol 0.14
    propionitrile 0.04
    vinylene carbonate 0.84
    1,1,2-trichlorotrifluoroethane 3.71
    DMS 0.46
    cumene 0.18
    2-octanol 0.22
    2-hexanone 0.11
    octyl acetate 0.26
    limonene 0.4
    1,2-dimethoxyethane 0.4
    ethyl orthosilicate 0.66
    tributyl phosphate 0.53
    diacetone alcohol 1.42
    N,N-dimethylaniline 0.29
    acrylonitrile 0.1
    aniline 0.13
    1,3-propanediol 1.32
    bromobenzene 0.05
    dibromomethane 0.05
    1,1,2,2-tetrachloroethane 0.17
    2-methyl-cyclohexyl acetate 1.05
    tetrabutyl urea 0.86
    diisobutyl methanol 0.47
    2-phenylethanol 0.81
    styrene 0.05
    dioctyl adipate 0.46
    dimethyl sulfate 0.78
    ethyl butyrate 0.33
    methyl lactate 0.84
    butyl lactate 1.08
    diethyl carbonate 0.3
    propanediol butyl ether 2.25
    triethyl orthoformate 0.55
    p-tert-butyltoluene 0.37
    methyl 4-tert-butylbenzoate 1.79
    morpholine 0.23
    tert-butylamine 0.11
    n-dodecanol 0.16
    dimethoxymethane 0.12
    ethylene carbonate 0.58
    cyrene 8.81
    2-ethoxyethyl acetate 0.43
    2-ethylhexyl acetate 0.4
    1,2,4-trichlorobenzene 0.26
    4-methylpyridine 0.09
    dibutyl ether 0.08
    2,6-dimethyl-4-heptanol 0.47
    DEF 0.16
    dimethyl isosorbide 6.36
    tetrachloroethylene 0.24
    eugenol 2.25
    triacetin 1.03
    span 80 3.24
    1,4-butanediol 0.99
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.19
    methyl formate 0.29
    2-methyl-1-butanol 0.1
    n-decane 0.03
    butyronitrile 0.04
    3,7-dimethyl-1-octanol 0.29
    1-chlorooctane 0.06
    1-chlorotetradecane 0.05
    n-nonane 0.03
    undecane 0.03
    tert-butylcyclohexane 0.07
    cyclooctane 0.06
    cyclopentanol 0.62
    tetrahydropyran 0.07
    tert-amyl methyl ether 0.06
    2,5,8-trioxanonane 3.34
    1-hexene 0.03
    2-isopropoxyethanol 0.69
    2,2,2-trifluoroethanol 3.23
    methyl butyrate 0.16

    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