Alliin

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  • Identifiers

    CAS number
    556-27-4

    Molecular formula
    C6H11NO3S

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 40.54%
    Roasted 36.64%
    Meaty 36.22%
    Savory 35.21%
    Sulfurous 34.39%
    Cooked 32.42%
    Pungent 31.33%
    Onion 29.07%
    Alliaceous 26.25%
    Garlic 24.94%

     

    Flavor
    Bitter 38.35%
    Odorless 37.42%
    Roasted 32.31%
    Cooked 29.99%
    Mild 24.2%
    Bland 22.15%
    Nitrile 21.63%
    Taco 21.28%
    Sulfurous 20.98%
    Roasted peanuts 20.9%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.5

    pKa est.
    5.94 (weak acid)

    Molecular weight
    177.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    375°C

    Flash point

    • 188.31 ˚C est.

  • Synonyms

    • Alliin
    • (+)-L-Alliin
    • 556-27-4
    • (S)-3-(Allylsulphinyl)-L-alanine
    • 3-(Allylsulfinyl)alanine
    • S-Allyl-L-cystein-S-oxide
    • S-Allyl-L-cysteine-(+)-sulfoxide
    • 7I4L2D0E9G
    • Alanine, 3-(allylsulfinyl)-
    • (S)-S-Allyl-L-cysteine sulfoxide
    • CHEBI:2596
    • FEMA NO. 4883
    • L-Alanine, 3-(2-propenylsulfinyl)-, (S)-
    • DTXSID801020639
    • L-Cysteine, S-2-propen-1-yl-, S-oxide, (S(S))-
    • (2R)-2-AMINO-3-((S)-PROP-2-ENYLSULFINYL)PROPANOIC ACID
    • S-Allylcysteine sulfoxide
    • S-(2-Propenyl)cysteine sulfoxide
    • RefChem:26943
    • DTXCID501478409
    • (2R)-2-azaniumyl-3-((S)-prop-2-enylsulfinyl)propanoate
    • 209-118-9
    • (2R)-2-amino-3-prop-2-enylsulfinylpropanoic acid
    • (2R)-2-azaniumyl-3-prop-2-enylsulfinylpropanoate
    • (2R)-3-allylsulfinyl-2-amino-propanoic acid
    • PCSO
    • (+)-Alliin
    • S-Allyl-L-cysteine sulfoxide
    • ((S)-allylsulfinyl)-D-alanine
    • 3-[(S)-prop-2-ene-1-sulfinyl]-L-alanine
    • (R)-3-((S)-Allylsulfinyl)-2-aminopropanoic acid
    • (2R)-3-[(S)-allylsulfinyl]-2-amino-propanoic acid
    • UNII-7I4L2D0E9G
    • Alliin (Standard)
    • OO0
    • EINECS 209-118-9
    • MFCD01311056
    • ALLIIN [USP-RS]
    • ALLIIN [WHO-DD]
    • ALLIIN [MI]
    • S-Allyl-L-cysteine-S-oxide
    • CHEMBL2048655
    • SCHEMBL15043062
    • HY-N0661R
    • MSK8324
    • HY-N0661
    • s9397
    • AKOS027384371
    • AT24294
    • CCG-266407
    • (S)-3-(2-Propenylsulfinyl)-L-alanine
    • AC-34724
    • CS-0009698
    • NS00094432
    • ALLIIN (CONSTITUENT OF GARLIC) [DSC]
    • ALANINE, 3-(ALLYLSULFINYL)-, (S)-L-
    • Q57741566
    • 556-27-4

  • Applications

    Alliin (CAS 556-27-4) is the sulfur-containing precursor to allicin in garlic and is typically used as a flavor precursor and intermediate in garlic-flavor systems. In the food-processing sector it is evaluated for controlled, in situ formation of allicin to impart garlic aroma in processed foods, sauces, and seasonings. In flavor science and fragrance research it provides a well-defined sulfur-containing substrate for studying enzymatic conversion to volatile sulfur compounds and for biosynthesis workflows. It may also serve as a biosynthetic substrate in biotechnological routes to garlic-derived sulfur compounds. Its use is generally as a tool chemical rather than a direct flavorant, and is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.27
    methanol 1.78
    isopropanol 0.11
    water 140.84
    ethyl acetate 0.15
    n-propanol 0.16
    acetone 0.54
    n-butanol 0.12
    acetonitrile 0.13
    DMF 6.84
    toluene 0.19
    isobutanol 0.14
    1,4-dioxane 0.46
    methyl acetate 0.1
    THF 0.91
    2-butanone 0.17
    n-pentanol 0.16
    sec-butanol 0.12
    n-hexane 0.05
    ethylene glycol 9.75
    NMP 40.37
    cyclohexane 0.19
    DMSO 34.85
    n-butyl acetate 0.35
    n-octanol 0.23
    chloroform 0.05
    n-propyl acetate 0.16
    acetic acid 8.44
    dichloromethane 0.08
    cyclohexanone 1.77
    propylene glycol 2.83
    isopropyl acetate 0.19
    DMAc 10.66
    2-ethoxyethanol 2.39
    isopentanol 0.27
    n-heptane 0.14
    ethyl formate 0.45
    1,2-dichloroethane 0.1
    n-hexanol 0.44
    2-methoxyethanol 4.53
    isobutyl acetate 0.11
    tetrachloromethane 0.09
    n-pentyl acetate 0.25
    transcutol 5.78
    n-heptanol 0.42
    ethylbenzene 0.17
    MIBK 0.43
    2-propoxyethanol 2.78
    tert-butanol 0.51
    MTBE 0.11
    2-butoxyethanol 1.72
    propionic acid 1.13
    o-xylene 0.53
    formic acid 56.91
    diethyl ether 0.05
    m-xylene 0.39
    p-xylene 0.25
    chlorobenzene 0.1
    dimethyl carbonate 0.52
    n-octane 0.05
    formamide 27.58
    cyclopentanone 2.09
    2-pentanone 0.24
    anisole 0.34
    cyclopentyl methyl ether 0.66
    gamma-butyrolactone 3.15
    1-methoxy-2-propanol 2.0
    pyridine 0.42
    3-pentanone 0.26
    furfural 8.28
    n-dodecane 0.03
    diethylene glycol 10.44
    diisopropyl ether 0.09
    tert-amyl alcohol 0.51
    acetylacetone 1.46
    n-hexadecane 0.03
    acetophenone 1.07
    methyl propionate 0.25
    isopentyl acetate 0.51
    trichloroethylene 0.18
    n-nonanol 0.26
    cyclohexanol 0.6
    benzyl alcohol 0.83
    2-ethylhexanol 0.47
    isooctanol 0.41
    dipropyl ether 0.25
    1,2-dichlorobenzene 0.24
    ethyl lactate 1.05
    propylene carbonate 2.16
    n-methylformamide 3.07
    2-pentanol 0.11
    n-pentane 0.03
    1-propoxy-2-propanol 1.7
    1-methoxy-2-propyl acetate 1.31
    2-(2-methoxypropoxy) propanol 3.75
    mesitylene 0.47
    ε-caprolactone 1.51
    p-cymene 0.45
    epichlorohydrin 0.67
    1,1,1-trichloroethane 0.07
    2-aminoethanol 5.22
    morpholine-4-carbaldehyde 14.51
    sulfolane 25.1
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 0.42
    n-hexyl acetate 0.32
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 3.6
    sec-butyl acetate 0.14
    tert-butyl acetate 0.55
    decalin 0.1
    glycerin 18.86
    diglyme 5.14
    acrylic acid 3.4
    isopropyl myristate 0.22
    n-butyric acid 0.89
    acetyl acetate 0.5
    di(2-ethylhexyl) phthalate 0.99
    ethyl propionate 0.21
    nitromethane 4.21
    1,2-diethoxyethane 0.33
    benzonitrile 0.38
    trioctyl phosphate 0.56
    1-bromopropane 0.03
    gamma-valerolactone 6.33
    n-decanol 0.23
    triethyl phosphate 0.89
    4-methyl-2-pentanol 0.22
    propionitrile 0.08
    vinylene carbonate 1.88
    1,1,2-trichlorotrifluoroethane 6.38
    DMS 0.59
    cumene 0.23
    2-octanol 0.2
    2-hexanone 0.21
    octyl acetate 0.29
    limonene 0.59
    1,2-dimethoxyethane 1.9
    ethyl orthosilicate 0.74
    tributyl phosphate 0.58
    diacetone alcohol 2.8
    N,N-dimethylaniline 0.87
    acrylonitrile 0.24
    aniline 0.41
    1,3-propanediol 2.56
    bromobenzene 0.09
    dibromomethane 0.06
    1,1,2,2-tetrachloroethane 0.21
    2-methyl-cyclohexyl acetate 1.04
    tetrabutyl urea 1.32
    diisobutyl methanol 0.49
    2-phenylethanol 1.08
    styrene 0.13
    dioctyl adipate 0.58
    dimethyl sulfate 3.3
    ethyl butyrate 0.48
    methyl lactate 2.3
    butyl lactate 1.15
    diethyl carbonate 0.43
    propanediol butyl ether 2.57
    triethyl orthoformate 0.62
    p-tert-butyltoluene 0.45
    methyl 4-tert-butylbenzoate 2.56
    morpholine 0.54
    tert-butylamine 0.22
    n-dodecanol 0.19
    dimethoxymethane 1.2
    ethylene carbonate 1.1
    cyrene 12.25
    2-ethoxyethyl acetate 0.54
    2-ethylhexyl acetate 0.38
    1,2,4-trichlorobenzene 0.35
    4-methylpyridine 0.39
    dibutyl ether 0.12
    2,6-dimethyl-4-heptanol 0.49
    DEF 1.08
    dimethyl isosorbide 8.82
    tetrachloroethylene 0.33
    eugenol 3.32
    triacetin 1.25
    span 80 3.21
    1,4-butanediol 1.54
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.3
    methyl formate 2.47
    2-methyl-1-butanol 0.23
    n-decane 0.04
    butyronitrile 0.08
    3,7-dimethyl-1-octanol 0.34
    1-chlorooctane 0.07
    1-chlorotetradecane 0.05
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.07
    cyclooctane 0.13
    cyclopentanol 0.72
    tetrahydropyran 0.16
    tert-amyl methyl ether 0.19
    2,5,8-trioxanonane 6.55
    1-hexene 0.06
    2-isopropoxyethanol 1.14
    2,2,2-trifluoroethanol 5.84
    methyl butyrate 0.34

    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