(-)-S-Methyl-L-cysteine

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  • Identifiers

    CAS number
    1187-84-4

    Molecular formula
    C4H9NO2S

    SMILES
    CSC[C@@H](C(=O)O)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sulfurous 69.57%
    Meaty 61.54%
    Savory 48.96%
    Roasted 43.61%
    Onion 39.44%
    Cooked 37.05%
    Cheesy 35.67%
    Garlic 31.04%
    Alliaceous 30.92%
    Sweet 29.84%

     

    Flavor
    Sulfurous 44.18%
    Sulfury 42.34%
    Odorless 37.68%
    Roasted 36.04%
    Cooked 33.41%
    Mild 30.3%
    Onion 29.24%
    Meaty 25.02%
    Cabbage 24.74%
    Bland 22.03%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    -2.7

    pKa est.
    5.6 (weak acid)

    Molecular weight
    135.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    287°C

    Flash point

    • 131.73 ˚C est.

  • Synonyms

    • S-Methyl-L-cysteine
    • 1187-84-4
    • S-Methylcysteine
    • L-Cysteine, S-methyl-
    • ALANINE, 3-(METHYLTHIO)-, L-
    • (2R)-2-amino-3-(methylsulfanyl)propanoic acid
    • (2R)-2-amino-3-methylsulfanylpropanoic acid
    • A34I1H07YM
    • (-)-S-Methyl-L-cysteine
    • CHEBI:45658
    • NSC-15387
    • RefChem:884264
    • (2R)-2-azaniumyl-3-methylsulfanylpropanoate
    • 214-701-6
    • 231-787-0
    • 7728-98-5
    • H-Cys(Me)-OH
    • S-methyl-cysteine
    • MFCD00002612
    • H-Cys(Me)-OH.HCl
    • Methylcysteine
    • CHEMBL394875
    • 3-(methylthio)-L-alanine
    • (R)-2-amino-3-(methylthio)propanoic acid
    • L-Methylcysteine
    • S-Methyl-DL-cysteine
    • (2R)-2-amino-3-methylthiopropanoic acid
    • CCRIS 1972
    • (R)-2-Amino-3-(methylmercapto)propionic acid
    • EINECS 214-701-6
    • NSC 15387
    • UNII-A34I1H07YM
    • (2R)-2-azaniumyl-3-(methylsulfanyl)propanoate
    • 3-(METHYLTHIO)ALANINE
    • S-methyl-l-cys
    • S-N-Methylcysteine
    • Cysteine,s-methyl-
    • (2R)-2-amino-3-methylsulfanyl-propanoic acid
    • (+)-S-methyl-L-cysteine
    • (1)-S-Methyl-L-cysteine
    • S-METHYLCYSTEINE, L-
    • SCHEMBL110458
    • L-CH3SCH2CH(NH2)COOH
    • S-METHYL-(R)-CYSTEINE
    • DTXSID50862579
    • MSK8316
    • HY-B2188
    • EINECS 243-203-1
    • BDBM50213729
    • EBC-48145
    • s4786
    • SBB066379
    • S-METHYL-L-CYSTEINE, (-)-
    • AKOS000275785
    • CCG-266126
    • CS-7653
    • DB02216
    • FC72087
    • GS-3468
    • SY011430
    • DB-298965
    • M0233
    • NS00069403
    • ST50307176
    • C22040
    • EN300-314842
    • F045340
    • BRD-K63123526-001-01-2
    • Q27093260
    • Z760035320
    • 0DDF4489-1BF1-4858-9127-80A71A348EC8
    • S-Methyl-L-cysteine, substrate for methionine sulfoxide reductase A
    • 1187-84-4

  • Applications

    (-)-S-Methyl-L-cysteine (CAS 1187-84-4) is a sulfur-containing chiral amino acid derivative. In pharmaceutical and fine chemical industries, it is commonly used as a building block or intermediate for the synthesis of sulfur-containing compounds. It is also employed as a precursor in peptide chemistry to introduce a S-methyl cysteine moiety and can serve as a precursor for ligands or catalysts in homogeneous catalysis. Additionally, it is evaluated for applications in polymer and materials science as a functional building block or modifier for sulfur-containing polymer backbones. Depending on local regulations and formulation limits, specific applications may vary.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.59
    methanol 1.95
    isopropanol 0.39
    water 92.89
    ethyl acetate 0.41
    n-propanol 0.33
    acetone 1.01
    n-butanol 0.21
    acetonitrile 0.19
    DMF 3.5
    toluene 0.23
    isobutanol 0.31
    1,4-dioxane 0.86
    methyl acetate 0.33
    THF 1.96
    2-butanone 0.41
    n-pentanol 0.35
    sec-butanol 0.31
    n-hexane 0.06
    ethylene glycol 15.86
    NMP 23.33
    cyclohexane 0.1
    DMSO 21.24
    n-butyl acetate 0.83
    n-octanol 0.83
    chloroform 0.19
    n-propyl acetate 0.37
    acetic acid 9.99
    dichloromethane 0.18
    cyclohexanone 2.52
    propylene glycol 5.46
    isopropyl acetate 0.56
    DMAc 7.31
    2-ethoxyethanol 3.84
    isopentanol 0.41
    n-heptane 0.18
    ethyl formate 0.77
    1,2-dichloroethane 0.19
    n-hexanol 1.25
    2-methoxyethanol 5.32
    isobutyl acetate 0.3
    tetrachloromethane 0.29
    n-pentyl acetate 0.84
    transcutol 7.64
    n-heptanol 1.59
    ethylbenzene 0.25
    MIBK 0.82
    2-propoxyethanol 6.18
    tert-butanol 1.3
    MTBE 0.26
    2-butoxyethanol 5.37
    propionic acid 2.28
    o-xylene 0.63
    formic acid 49.58
    diethyl ether 0.1
    m-xylene 0.6
    p-xylene 0.37
    chlorobenzene 0.24
    dimethyl carbonate 0.66
    n-octane 0.1
    formamide 19.46
    cyclopentanone 3.51
    2-pentanone 0.53
    anisole 0.47
    cyclopentyl methyl ether 0.87
    gamma-butyrolactone 4.94
    1-methoxy-2-propanol 3.47
    pyridine 0.6
    3-pentanone 0.4
    furfural 9.93
    n-dodecane 0.07
    diethylene glycol 17.78
    diisopropyl ether 0.19
    tert-amyl alcohol 1.14
    acetylacetone 2.58
    n-hexadecane 0.08
    acetophenone 1.57
    methyl propionate 0.5
    isopentyl acetate 1.06
    trichloroethylene 0.49
    n-nonanol 0.87
    cyclohexanol 0.8
    benzyl alcohol 1.29
    2-ethylhexanol 1.14
    isooctanol 1.41
    dipropyl ether 0.41
    1,2-dichlorobenzene 0.5
    ethyl lactate 1.76
    propylene carbonate 2.77
    n-methylformamide 2.53
    2-pentanol 0.23
    n-pentane 0.03
    1-propoxy-2-propanol 3.92
    1-methoxy-2-propyl acetate 2.57
    2-(2-methoxypropoxy) propanol 6.43
    mesitylene 0.75
    ε-caprolactone 2.71
    p-cymene 0.8
    epichlorohydrin 1.28
    1,1,1-trichloroethane 0.23
    2-aminoethanol 7.54
    morpholine-4-carbaldehyde 12.3
    sulfolane 25.86
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 0.84
    n-hexyl acetate 1.03
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 7.32
    sec-butyl acetate 0.32
    tert-butyl acetate 1.22
    decalin 0.14
    glycerin 24.6
    diglyme 9.12
    acrylic acid 5.03
    isopropyl myristate 0.58
    n-butyric acid 1.56
    acetyl acetate 0.92
    di(2-ethylhexyl) phthalate 2.18
    ethyl propionate 0.39
    nitromethane 4.87
    1,2-diethoxyethane 0.62
    benzonitrile 0.72
    trioctyl phosphate 1.62
    1-bromopropane 0.06
    gamma-valerolactone 7.81
    n-decanol 0.72
    triethyl phosphate 1.27
    4-methyl-2-pentanol 0.49
    propionitrile 0.12
    vinylene carbonate 2.38
    1,1,2-trichlorotrifluoroethane 10.42
    DMS 1.19
    cumene 0.41
    2-octanol 0.81
    2-hexanone 0.46
    octyl acetate 0.87
    limonene 0.88
    1,2-dimethoxyethane 2.1
    ethyl orthosilicate 1.13
    tributyl phosphate 1.34
    diacetone alcohol 5.13
    N,N-dimethylaniline 1.06
    acrylonitrile 0.32
    aniline 0.56
    1,3-propanediol 3.77
    bromobenzene 0.19
    dibromomethane 0.14
    1,1,2,2-tetrachloroethane 0.64
    2-methyl-cyclohexyl acetate 1.93
    tetrabutyl urea 2.33
    diisobutyl methanol 1.13
    2-phenylethanol 2.36
    styrene 0.18
    dioctyl adipate 1.2
    dimethyl sulfate 3.32
    ethyl butyrate 0.8
    methyl lactate 3.28
    butyl lactate 2.71
    diethyl carbonate 0.59
    propanediol butyl ether 5.81
    triethyl orthoformate 0.96
    p-tert-butyltoluene 0.91
    methyl 4-tert-butylbenzoate 5.23
    morpholine 0.87
    tert-butylamine 0.47
    n-dodecanol 0.57
    dimethoxymethane 1.31
    ethylene carbonate 1.43
    cyrene 14.1
    2-ethoxyethyl acetate 1.49
    2-ethylhexyl acetate 0.79
    1,2,4-trichlorobenzene 0.72
    4-methylpyridine 0.56
    dibutyl ether 0.26
    2,6-dimethyl-4-heptanol 1.13
    DEF 1.15
    dimethyl isosorbide 12.72
    tetrachloroethylene 1.0
    eugenol 5.97
    triacetin 2.61
    span 80 6.73
    1,4-butanediol 2.99
    1,1-dichloroethane 0.09
    2-methyl-1-pentanol 0.56
    methyl formate 2.56
    2-methyl-1-butanol 0.35
    n-decane 0.1
    butyronitrile 0.13
    3,7-dimethyl-1-octanol 0.96
    1-chlorooctane 0.23
    1-chlorotetradecane 0.14
    n-nonane 0.09
    undecane 0.08
    tert-butylcyclohexane 0.14
    cyclooctane 0.12
    cyclopentanol 1.51
    tetrahydropyran 0.26
    tert-amyl methyl ether 0.38
    2,5,8-trioxanonane 10.53
    1-hexene 0.08
    2-isopropoxyethanol 2.32
    2,2,2-trifluoroethanol 9.17
    methyl butyrate 0.57

    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