Glucobrassicin

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  • Identifiers

    CAS number
    4356-52-9

    Molecular formula
    C16H20N2O9S2

    SMILES
    C1=CC=C2C(=C1)C(=CN2)CC(=NOS(=O)(=O)O)S[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 78.43%
    Savory 31.55%
    Meaty 30.07%
    Cooked 26.52%
    Roasted 21.56%
    Sulfurous 18.53%
    Milky 14.47%
    Bitter 13.75%
    Beefy 13.43%
    Burnt 13.24%

     

    Flavor
    Bitter 94.33%
    Odorless 30.71%
    Bland 29.62%
    Sweet-like 21.38%
    Cedarleaf 19.67%
    Nitrile 19.48%
    Gooseberry 17.96%
    Very strong 17.94%
    Heather 17.94%
    Broom 17.87%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.1

    pKa est.
    5.88 (weak acid)

    Molecular weight
    448.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2520°C

    Flash point

    • 291.7 ˚C est.

  • Synonyms

    • Glucobrassicin
    • 4356-52-9
    • 3-Indolylmethylglucosinolate
    • DTXSID60963046
    • CHEBI:29028
    • 3-IMG
    • indol-3-ylmethyl glucosinolate
    • 1-S-[2-(1H-indol-3-yl)-N-(sulfooxy)ethanimidoyl]-1-thio-beta-D-glucopyranose
    • 1-S-(2-(1H-indol-3-yl)-N-(sulfooxy)ethanimidoyl)-1-thio-beta-D-glucopyranose
    • RefChem:663099
    • DTXCID601390818
    • (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl) (1E)-2-(1H-indol-3-yl)-N-sulfooxyethanimidothioate
    • EA6EH0IU89
    • indolylmethyl glucosinolate
    • [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(1H-indol-3-yl)-N-sulfooxyethanimidothioate
    • indol-3-ylmethylglucosinolate
    • C05837
    • SCHEMBL363589
    • orb2813777
    • Glucobrassicin (3-Indolmethyl-GS)
    • NS00094481
    • Q906037
    • 4356-52-9

  • Applications

    Glucobrassicin (CAS 4356-52-9) is a natural glucosinolate found in cruciferous vegetables such as broccoli and cabbage. In industry practice, its use is primarily in research contexts, including plant biology and glucosinolate chemistry, where it is studied to understand metabolism and the formation of hydrolysis products such as indole derivatives and isothiocyanates. It serves as a reference compound in glucosinolate profiling and analytical studies of Brassica crops, aiding crop breeding and pest-resistance research. In pharmaceutical and chemical research, it can function as a precursor for indole-based derivatives and as a starting material for synthesis of related compounds. Direct application as an ingredient in food, cosmetics, or broad commercial products is limited and subject to regulatory constraints and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.64
    methanol 4.53
    isopropanol 0.78
    water 1.32
    ethyl acetate 0.14
    n-propanol 1.11
    acetone 2.31
    n-butanol 0.52
    acetonitrile 0.37
    DMF 37.67
    toluene 0.02
    isobutanol 0.35
    1,4-dioxane 0.55
    methyl acetate 0.41
    THF 2.02
    2-butanone 1.06
    n-pentanol 0.27
    sec-butanol 0.54
    n-hexane 0.01
    ethylene glycol 11.1
    NMP 20.06
    cyclohexane 0.01
    DMSO 29.95
    n-butyl acetate 0.12
    n-octanol 0.24
    chloroform 0.03
    n-propyl acetate 0.13
    acetic acid 9.04
    dichloromethane 0.03
    cyclohexanone 0.86
    propylene glycol 10.44
    isopropyl acetate 0.09
    DMAc 29.55
    2-ethoxyethanol 6.26
    isopentanol 0.22
    n-heptane 0.02
    ethyl formate 0.39
    1,2-dichloroethane 0.04
    n-hexanol 0.21
    2-methoxyethanol 22.21
    isobutyl acetate 0.05
    tetrachloromethane 0.01
    n-pentyl acetate 0.24
    transcutol 6.37
    n-heptanol 0.38
    ethylbenzene 0.01
    MIBK 0.17
    2-propoxyethanol 3.51
    tert-butanol 0.37
    MTBE 0.07
    2-butoxyethanol 2.89
    propionic acid 1.57
    o-xylene 0.02
    formic acid 36.27
    diethyl ether 0.14
    m-xylene 0.02
    p-xylene 0.02
    chlorobenzene 0.01
    dimethyl carbonate 0.64
    n-octane 0.01
    formamide 45.7
    cyclopentanone 2.68
    2-pentanone 0.53
    anisole 0.06
    cyclopentyl methyl ether 0.23
    gamma-butyrolactone 2.44
    1-methoxy-2-propanol 8.61
    pyridine 0.43
    3-pentanone 0.39
    furfural 2.4
    n-dodecane 0.01
    diethylene glycol 9.04
    diisopropyl ether 0.02
    tert-amyl alcohol 0.32
    acetylacetone 0.86
    n-hexadecane 0.01
    acetophenone 0.18
    methyl propionate 0.47
    isopentyl acetate 0.09
    trichloroethylene 0.09
    n-nonanol 0.26
    cyclohexanol 0.25
    benzyl alcohol 0.21
    2-ethylhexanol 0.08
    isooctanol 0.19
    dipropyl ether 0.16
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.69
    propylene carbonate 0.43
    n-methylformamide 12.98
    2-pentanol 0.22
    n-pentane 0.01
    1-propoxy-2-propanol 1.63
    1-methoxy-2-propyl acetate 0.36
    2-(2-methoxypropoxy) propanol 2.05
    mesitylene 0.01
    ε-caprolactone 0.65
    p-cymene 0.02
    epichlorohydrin 0.74
    1,1,1-trichloroethane 0.01
    2-aminoethanol 9.57
    morpholine-4-carbaldehyde 10.76
    sulfolane 7.54
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.37
    n-hexyl acetate 0.22
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 3.48
    sec-butyl acetate 0.06
    tert-butyl acetate 0.11
    decalin 0.0
    glycerin 36.73
    diglyme 4.98
    acrylic acid 3.37
    isopropyl myristate 0.08
    n-butyric acid 0.77
    acetyl acetate 0.09
    di(2-ethylhexyl) phthalate 0.18
    ethyl propionate 0.12
    nitromethane 10.35
    1,2-diethoxyethane 0.37
    benzonitrile 0.08
    trioctyl phosphate 0.14
    1-bromopropane 0.02
    gamma-valerolactone 6.27
    n-decanol 0.18
    triethyl phosphate 0.1
    4-methyl-2-pentanol 0.07
    propionitrile 0.2
    vinylene carbonate 0.37
    1,1,2-trichlorotrifluoroethane 3.86
    DMS 0.21
    cumene 0.01
    2-octanol 0.18
    2-hexanone 0.24
    octyl acetate 0.18
    limonene 0.03
    1,2-dimethoxyethane 2.78
    ethyl orthosilicate 0.09
    tributyl phosphate 0.11
    diacetone alcohol 1.08
    N,N-dimethylaniline 0.08
    acrylonitrile 0.51
    aniline 0.09
    1,3-propanediol 6.71
    bromobenzene 0.01
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.08
    2-methyl-cyclohexyl acetate 0.11
    tetrabutyl urea 0.43
    diisobutyl methanol 0.04
    2-phenylethanol 0.19
    styrene 0.01
    dioctyl adipate 0.19
    dimethyl sulfate 1.63
    ethyl butyrate 0.13
    methyl lactate 2.85
    butyl lactate 0.76
    diethyl carbonate 0.08
    propanediol butyl ether 3.52
    triethyl orthoformate 0.16
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 0.53
    morpholine 1.48
    tert-butylamine 0.07
    n-dodecanol 0.12
    dimethoxymethane 4.48
    ethylene carbonate 0.22
    cyrene 3.11
    2-ethoxyethyl acetate 0.51
    2-ethylhexyl acetate 0.06
    1,2,4-trichlorobenzene 0.02
    4-methylpyridine 0.16
    dibutyl ether 0.11
    2,6-dimethyl-4-heptanol 0.04
    DEF 1.34
    dimethyl isosorbide 1.91
    tetrachloroethylene 0.08
    eugenol 1.12
    triacetin 0.53
    span 80 1.6
    1,4-butanediol 2.22
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.13
    methyl formate 5.43
    2-methyl-1-butanol 0.28
    n-decane 0.02
    butyronitrile 0.14
    3,7-dimethyl-1-octanol 0.09
    1-chlorooctane 0.04
    1-chlorotetradecane 0.02
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 0.65
    tetrahydropyran 0.26
    tert-amyl methyl ether 0.1
    2,5,8-trioxanonane 3.98
    1-hexene 0.02
    2-isopropoxyethanol 1.56
    2,2,2-trifluoroethanol 3.18
    methyl butyrate 0.23

    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