Glucoerucin

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  • Identifiers

    CAS number
    21973-56-8

    Molecular formula
    C12H23NO9S3

    SMILES
    CSCCCCC(=NOS(=O)(=O)O)S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Meaty 51.67%
    Odorless 49.79%
    Savory 45.69%
    Sulfurous 42.35%
    Roasted 41.62%
    Cooked 32.7%
    Onion 28.46%
    Beefy 21.71%
    Garlic 17.67%
    Alliaceous 16.8%

     

    Flavor
    Bitter 76.85%
    Bland 28.5%
    Odorless 25.38%
    Sweet-like 21.84%
    Cedarleaf 20.54%
    Nitrile 20.15%
    Bouillon 19.92%
    Scallion 19.57%
    Gooseberry 19.51%
    Taco 19.22%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.5

    pKa est.
    7.02 (neutral)

    Molecular weight
    421.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1487°C

    Flash point

    • 244.92 ˚C est.

  • Synonyms

    • Glucoerucin
    • 21973-56-8
    • N2XE2B8FYY
    • CHEBI:79325
    • RefChem:922276
    • 244-689-8
    • [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 5-methylsulfanyl-N-sulfooxypentanimidothioate
    • [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] 5-methylsulfanyl-N-sulfooxy-pentanimidothioate
    • 4-methylthiobutyl glucosinolate
    • DTXSID50944561
    • UNII-N2XE2B8FYY
    • SCHEMBL887089
    • CCRIS 9054
    • 1-Thio-beta-D-glucopyranose 1-(5-(methylthio)-N-(sulphooxy)valerimidate)
    • C12H23NO9S3
    • Glucoerucin (4-Methylthiobutyl-GS)
    • EINECS 244-689-8
    • NS00094470
    • C08409
    • 1-S-[5-(Methylsulfanyl)-N-(sulfooxy)pentanimidoyl]-1-thiohexopyranose
    • 1-S-[5-(methylsulfanyl)-N-(sulfooxy)pentanimidoyl]-1-thio-beta-D-glucopyranose
    • 5-(methylthio)-N-sulfoxy-thiovalerimidic acid [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl] ester
    • 21973-56-8

  • Applications

    Glucoerucin (CAS 21973-56-8) is a glucosinolate derived from cruciferous plants with several real-world applications: as a flavor precursor that yields pungent notes upon enzymatic hydrolysis in food processing and seasonings; as a source of natural defense compounds for agricultural research and pest management; as a chemical intermediate for the synthesis of erucin and related isothiocyanates in laboratory work; in pharmaceutical/biochemical research, where it is often evaluated for potential biological activity; and as a reference material or analytical standard for glucosinolate profiling in foods and quality control.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.15
    methanol 15.2
    isopropanol 1.13
    water 13.66
    ethyl acetate 0.57
    n-propanol 1.57
    acetone 4.39
    n-butanol 0.92
    acetonitrile 1.01
    DMF 44.18
    toluene 0.39
    isobutanol 0.67
    1,4-dioxane 1.4
    methyl acetate 0.82
    THF 3.85
    2-butanone 1.45
    n-pentanol 0.67
    sec-butanol 0.75
    n-hexane 0.03
    ethylene glycol 19.24
    NMP 59.51
    cyclohexane 0.2
    DMSO 132.8
    n-butyl acetate 0.64
    n-octanol 0.65
    chloroform 0.43
    n-propyl acetate 0.51
    acetic acid 25.48
    dichloromethane 0.58
    cyclohexanone 4.49
    propylene glycol 12.21
    isopropyl acetate 0.5
    DMAc 36.22
    2-ethoxyethanol 8.51
    isopentanol 0.66
    n-heptane 0.11
    ethyl formate 1.62
    1,2-dichloroethane 0.76
    n-hexanol 0.87
    2-methoxyethanol 24.55
    isobutyl acetate 0.25
    tetrachloromethane 0.16
    n-pentyl acetate 0.84
    transcutol 14.4
    n-heptanol 1.01
    ethylbenzene 0.2
    MIBK 0.89
    2-propoxyethanol 6.84
    tert-butanol 1.07
    MTBE 0.2
    2-butoxyethanol 4.86
    propionic acid 4.1
    o-xylene 0.47
    formic acid 93.24
    diethyl ether 0.29
    m-xylene 0.38
    p-xylene 0.25
    chlorobenzene 0.26
    dimethyl carbonate 2.66
    n-octane 0.07
    formamide 94.99
    cyclopentanone 7.35
    2-pentanone 1.4
    anisole 0.5
    cyclopentyl methyl ether 1.3
    gamma-butyrolactone 9.14
    1-methoxy-2-propanol 11.15
    pyridine 2.13
    3-pentanone 1.07
    furfural 12.85
    n-dodecane 0.04
    diethylene glycol 19.23
    diisopropyl ether 0.14
    tert-amyl alcohol 0.8
    acetylacetone 4.61
    n-hexadecane 0.05
    acetophenone 1.69
    methyl propionate 1.46
    isopentyl acetate 0.58
    trichloroethylene 1.48
    n-nonanol 0.7
    cyclohexanol 1.42
    benzyl alcohol 1.78
    2-ethylhexanol 0.45
    isooctanol 0.62
    dipropyl ether 0.43
    1,2-dichlorobenzene 0.32
    ethyl lactate 2.68
    propylene carbonate 3.27
    n-methylformamide 20.09
    2-pentanol 0.49
    n-pentane 0.06
    1-propoxy-2-propanol 3.93
    1-methoxy-2-propyl acetate 2.25
    2-(2-methoxypropoxy) propanol 5.59
    mesitylene 0.31
    ε-caprolactone 3.64
    p-cymene 0.32
    epichlorohydrin 3.66
    1,1,1-trichloroethane 0.27
    2-aminoethanol 15.31
    morpholine-4-carbaldehyde 26.41
    sulfolane 44.81
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 1.15
    n-hexyl acetate 0.87
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 7.52
    sec-butyl acetate 0.29
    tert-butyl acetate 0.8
    decalin 0.05
    glycerin 45.56
    diglyme 10.48
    acrylic acid 9.79
    isopropyl myristate 0.38
    n-butyric acid 3.03
    acetyl acetate 0.98
    di(2-ethylhexyl) phthalate 1.12
    ethyl propionate 0.51
    nitromethane 21.92
    1,2-diethoxyethane 0.91
    benzonitrile 0.98
    trioctyl phosphate 0.85
    1-bromopropane 0.18
    gamma-valerolactone 16.84
    n-decanol 0.54
    triethyl phosphate 0.71
    4-methyl-2-pentanol 0.31
    propionitrile 0.56
    vinylene carbonate 3.51
    1,1,2-trichlorotrifluoroethane 20.32
    DMS 1.4
    cumene 0.18
    2-octanol 0.45
    2-hexanone 0.66
    octyl acetate 0.67
    limonene 0.47
    1,2-dimethoxyethane 3.98
    ethyl orthosilicate 0.57
    tributyl phosphate 0.78
    diacetone alcohol 4.8
    N,N-dimethylaniline 0.81
    acrylonitrile 1.77
    aniline 1.18
    1,3-propanediol 10.4
    bromobenzene 0.18
    dibromomethane 0.33
    1,1,2,2-tetrachloroethane 1.51
    2-methyl-cyclohexyl acetate 0.95
    tetrabutyl urea 1.95
    diisobutyl methanol 0.32
    2-phenylethanol 1.83
    styrene 0.21
    dioctyl adipate 0.98
    dimethyl sulfate 10.52
    ethyl butyrate 0.63
    methyl lactate 9.35
    butyl lactate 2.81
    diethyl carbonate 0.5
    propanediol butyl ether 7.3
    triethyl orthoformate 0.71
    p-tert-butyltoluene 0.34
    methyl 4-tert-butylbenzoate 3.6
    morpholine 2.82
    tert-butylamine 0.34
    n-dodecanol 0.38
    dimethoxymethane 8.11
    ethylene carbonate 2.04
    cyrene 14.22
    2-ethoxyethyl acetate 1.6
    2-ethylhexyl acetate 0.43
    1,2,4-trichlorobenzene 0.56
    4-methylpyridine 1.25
    dibutyl ether 0.27
    2,6-dimethyl-4-heptanol 0.32
    DEF 3.88
    dimethyl isosorbide 9.62
    tetrachloroethylene 1.43
    eugenol 4.9
    triacetin 2.69
    span 80 5.62
    1,4-butanediol 4.28
    1,1-dichloroethane 0.24
    2-methyl-1-pentanol 0.48
    methyl formate 12.24
    2-methyl-1-butanol 0.63
    n-decane 0.08
    butyronitrile 0.46
    3,7-dimethyl-1-octanol 0.49
    1-chlorooctane 0.19
    1-chlorotetradecane 0.1
    n-nonane 0.07
    undecane 0.05
    tert-butylcyclohexane 0.03
    cyclooctane 0.1
    cyclopentanol 2.18
    tetrahydropyran 0.78
    tert-amyl methyl ether 0.31
    2,5,8-trioxanonane 10.55
    1-hexene 0.09
    2-isopropoxyethanol 3.07
    2,2,2-trifluoroethanol 14.08
    methyl butyrate 0.83

    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