S-((E)-Prop-1-enyl)-L-cysteine S-oxide

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  • Identifiers

    CAS number
    23315-20-0

    Molecular formula
    C6H11NO3S

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

    Safety labels

  • Odor profile

    Fragrance
    Meaty 44.76%
    Roasted 43.14%
    Savory 39.05%
    Sulfurous 37.65%
    Odorless 35.37%
    Cooked 33.29%
    Onion 32.72%
    Pungent 28.59%
    Alliaceous 25.31%
    Garlic 24.32%

     

    Flavor
    Bitter 39.75%
    Odorless 36.88%
    Roasted 28.7%
    Cooked 26.95%
    Mild 22.57%
    Nutty 21.21%
    Nitrile 21.09%
    Taco 20.84%
    Roasted peanuts 20.72%
    Matches 20.68%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.4

    pKa est.
    5.7 (weak acid)

    Molecular weight
    177.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    361°C

    Flash point

    • 187.36 ˚C est.

  • Synonyms

    • 23315-20-0
    • S-[(E)-Prop-1-enyl]-L-cysteine S-oxide
    • S-((E)-Prop-1-enyl)-L-cysteine S-oxide
    • RefChem:1098202
    • 1-PeCSO
    • s-propenyl-l-cysteine sulfoxide
    • 3836-24-6
    • (+)-trans-isoalliin
    • 434322-95-9
    • C08295
    • (+)-S-(trans-1-propenyl)-L-cysteine sulfoxide
    • CHEMBL464373
    • orb1941233
    • SCHEMBL1767026
    • S-(1-Propenyl)-cysteine sulfoxide
    • S-(1-propenyl)-S-oxo-L-cysteine
    • AKOS040732227
    • DA-49196
    • trans-(+)-S-propenyl-L-cysteine sulfoxide
    • HY-111825
    • CS-0092917
    • NS00094430
    • Q1674385
    • (RcRs)-(+)-trans-S-1-propenyl-L-cysteine sulfoxide
    • (2R)-2-Amino-3-(prop-1-en-1-ylsulfinyl)propanoic acid
    • (2R)-2-Amino-3-((E)-prop-1-en-1-ylsulfinyl)propanoic acid
    • (2R)-2-Amino-3-((E)-prop-1-en-1-ylsulfinyl)propanoicacid
    • (R)-2-Amino-3-((R)-((E)-prop-1-en-1-yl)sulfinyl)propanoic acid
    • 23315-20-0

  • Applications

    S-((E)-Prop-1-enyl)-L-cysteine S-oxide (CAS 23315-20-0) is a sulfur-containing cysteine sulfoxide related to alliin, and is primarily used as an intermediate and precursor in the synthesis of allyl-substituted sulfur aroma compounds. In flavor and fragrance applications, it is explored as a building block for garlic/onion-like odors and as a starting material for generating related volatile sulfur compounds. In cosmetics and personal care, it can serve as a fragrance intermediate or research precursor for scent formulations. In food science and processing, it is studied for flavor development and aroma generation in Allium-inspired profiles. In industrial manufacturing, it provides a synthetic handle for preparing cysteine-derived sulfur compounds used in specialty chemicals. These usages are typically at the research and development scale and subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.57
    methanol 3.65
    isopropanol 0.22
    water 97.14
    ethyl acetate 0.25
    n-propanol 0.31
    acetone 0.88
    n-butanol 0.23
    acetonitrile 0.28
    DMF 13.32
    toluene 0.3
    isobutanol 0.28
    1,4-dioxane 0.92
    methyl acetate 0.22
    THF 1.86
    2-butanone 0.31
    n-pentanol 0.3
    sec-butanol 0.23
    n-hexane 0.07
    ethylene glycol 12.95
    NMP 67.34
    cyclohexane 0.28
    DMSO 63.71
    n-butyl acetate 0.58
    n-octanol 0.4
    chloroform 0.12
    n-propyl acetate 0.28
    acetic acid 13.64
    dichloromethane 0.21
    cyclohexanone 2.94
    propylene glycol 4.47
    isopropyl acetate 0.33
    DMAc 20.23
    2-ethoxyethanol 4.36
    isopentanol 0.52
    n-heptane 0.17
    ethyl formate 0.88
    1,2-dichloroethane 0.24
    n-hexanol 0.7
    2-methoxyethanol 8.16
    isobutyl acetate 0.19
    tetrachloromethane 0.19
    n-pentyl acetate 0.48
    transcutol 10.5
    n-heptanol 0.67
    ethylbenzene 0.29
    MIBK 0.73
    2-propoxyethanol 4.25
    tert-butanol 1.0
    MTBE 0.22
    2-butoxyethanol 2.9
    propionic acid 1.95
    o-xylene 0.8
    formic acid 71.04
    diethyl ether 0.1
    m-xylene 0.58
    p-xylene 0.41
    chlorobenzene 0.24
    dimethyl carbonate 0.9
    n-octane 0.07
    formamide 41.11
    cyclopentanone 4.02
    2-pentanone 0.4
    anisole 0.71
    cyclopentyl methyl ether 1.08
    gamma-butyrolactone 6.28
    1-methoxy-2-propanol 3.51
    pyridine 0.91
    3-pentanone 0.4
    furfural 15.54
    n-dodecane 0.04
    diethylene glycol 14.99
    diisopropyl ether 0.15
    tert-amyl alcohol 1.02
    acetylacetone 2.35
    n-hexadecane 0.05
    acetophenone 1.97
    methyl propionate 0.43
    isopentyl acetate 0.82
    trichloroethylene 0.45
    n-nonanol 0.45
    cyclohexanol 0.99
    benzyl alcohol 1.62
    2-ethylhexanol 0.71
    isooctanol 0.66
    dipropyl ether 0.38
    1,2-dichlorobenzene 0.55
    ethyl lactate 1.78
    propylene carbonate 4.31
    n-methylformamide 5.62
    2-pentanol 0.19
    n-pentane 0.05
    1-propoxy-2-propanol 2.65
    1-methoxy-2-propyl acetate 2.11
    2-(2-methoxypropoxy) propanol 5.96
    mesitylene 0.66
    ε-caprolactone 2.92
    p-cymene 0.67
    epichlorohydrin 1.67
    1,1,1-trichloroethane 0.17
    2-aminoethanol 8.23
    morpholine-4-carbaldehyde 24.9
    sulfolane 43.08
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 0.88
    n-hexyl acetate 0.59
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 5.8
    sec-butyl acetate 0.23
    tert-butyl acetate 0.92
    decalin 0.15
    glycerin 24.59
    diglyme 9.18
    acrylic acid 5.49
    isopropyl myristate 0.36
    n-butyric acid 1.56
    acetyl acetate 0.84
    di(2-ethylhexyl) phthalate 1.7
    ethyl propionate 0.35
    nitromethane 8.12
    1,2-diethoxyethane 0.69
    benzonitrile 0.84
    trioctyl phosphate 0.95
    1-bromopropane 0.07
    gamma-valerolactone 11.61
    n-decanol 0.38
    triethyl phosphate 1.39
    4-methyl-2-pentanol 0.38
    propionitrile 0.17
    vinylene carbonate 3.56
    1,1,2-trichlorotrifluoroethane 11.11
    DMS 1.08
    cumene 0.36
    2-octanol 0.35
    2-hexanone 0.37
    octyl acetate 0.51
    limonene 0.87
    1,2-dimethoxyethane 3.7
    ethyl orthosilicate 1.16
    tributyl phosphate 0.96
    diacetone alcohol 4.23
    N,N-dimethylaniline 1.57
    acrylonitrile 0.51
    aniline 0.73
    1,3-propanediol 4.35
    bromobenzene 0.2
    dibromomethane 0.14
    1,1,2,2-tetrachloroethane 0.51
    2-methyl-cyclohexyl acetate 1.66
    tetrabutyl urea 2.02
    diisobutyl methanol 0.72
    2-phenylethanol 1.9
    styrene 0.24
    dioctyl adipate 1.02
    dimethyl sulfate 5.52
    ethyl butyrate 0.73
    methyl lactate 3.65
    butyl lactate 1.91
    diethyl carbonate 0.7
    propanediol butyl ether 4.29
    triethyl orthoformate 1.0
    p-tert-butyltoluene 0.67
    methyl 4-tert-butylbenzoate 4.22
    morpholine 1.11
    tert-butylamine 0.44
    n-dodecanol 0.31
    dimethoxymethane 2.03
    ethylene carbonate 2.04
    cyrene 16.62
    2-ethoxyethyl acetate 1.1
    2-ethylhexyl acetate 0.61
    1,2,4-trichlorobenzene 0.79
    4-methylpyridine 0.84
    dibutyl ether 0.21
    2,6-dimethyl-4-heptanol 0.72
    DEF 1.82
    dimethyl isosorbide 13.18
    tetrachloroethylene 0.72
    eugenol 5.29
    triacetin 2.28
    span 80 5.07
    1,4-butanediol 2.68
    1,1-dichloroethane 0.07
    2-methyl-1-pentanol 0.55
    methyl formate 4.44
    2-methyl-1-butanol 0.42
    n-decane 0.06
    butyronitrile 0.16
    3,7-dimethyl-1-octanol 0.59
    1-chlorooctane 0.13
    1-chlorotetradecane 0.09
    n-nonane 0.06
    undecane 0.05
    tert-butylcyclohexane 0.11
    cyclooctane 0.17
    cyclopentanol 1.24
    tetrahydropyran 0.3
    tert-amyl methyl ether 0.38
    2,5,8-trioxanonane 10.74
    1-hexene 0.09
    2-isopropoxyethanol 2.0
    2,2,2-trifluoroethanol 8.48
    methyl butyrate 0.59

    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