Neoglucobrassicin

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  • Identifiers

    CAS number
    5187-84-8

    Molecular formula
    C17H22N2O10S2

    SMILES
    CON1C=C(C2=CC=CC=C21)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 79.74%
    Savory 32.03%
    Meaty 28.96%
    Cooked 24.65%
    Roasted 20.8%
    Sulfurous 16.43%
    Milky 15.8%
    Cooling 14.19%
    Bitter 13.07%
    Beefy 12.53%

     

    Flavor
    Bitter 93.79%
    Odorless 30.71%
    Bland 30.68%
    Sweet-like 21.69%
    Cedarleaf 19.72%
    Nitrile 19.15%
    Parsley 18.3%
    Heather 18.14%
    Broom 18.03%
    Lovage 17.9%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.3

    pKa est.
    5.79 (weak acid)

    Molecular weight
    478.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2464°C

    Flash point

    • 269.49 ˚C est.

  • Synonyms

    • Neoglucobrassicin
    • 5187-84-8
    • CHEBI:27506
    • nGBS cpd
    • RefChem:927617
    • 1-S-(2-(1-methoxy-1H-indol-3-yl)-N-(sulfooxy)ethanimidoyl)-1-thio-beta-D-glucopyranose
    • 1-S-[2-(1-methoxy-1H-indol-3-yl)-N-(sulfooxy)ethanimidoyl]-1-thio-beta-D-glucopyranose
    • [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(1-methoxyindol-3-yl)-N-sulfooxyethanimidothioate
    • orb1682034
    • DTXSID10966204
    • C08424
    • Q27103170
    • 1-S-[2-(1-Methoxy-1H-indol-3-yl)-N-(sulfooxy)ethanimidoyl]-1-thiohexopyranose
    • 5187-84-8

  • Applications

    Neoglucobrassicin (CAS 5187-84-8) is a plant-derived glucosinolate whose hydrolysis products and related indole structures are studied for flavor, fragrance, and research applications. In agriculture and crop science, it is commonly evaluated as a natural defense metabolite and a potential component of pest-management strategies for Brassica crops. In food processing and flavor/aroma research, it can act as a precursor to characteristic pungent notes via enzymatic hydrolysis to isothiocyanates and related compounds, supporting the development of Brassica-based flavors and seasonings. In cosmetics and perfumery, it may serve as a source of indole-derived aroma notes under controlled processing, contributing to fragrance formulations. In pharmaceutical research and related industries, Neoglucobrassicin can be pursued as a synthetic starting material for indole-containing scaffolds and related intermediates. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.08
    methanol 15.96
    isopropanol 1.14
    water 1.21
    ethyl acetate 0.27
    n-propanol 2.11
    acetone 4.29
    n-butanol 0.94
    acetonitrile 0.99
    DMF 78.54
    toluene 0.03
    isobutanol 0.64
    1,4-dioxane 1.61
    methyl acetate 0.82
    THF 4.27
    2-butanone 2.06
    n-pentanol 0.49
    sec-butanol 0.83
    n-hexane 0.01
    ethylene glycol 15.05
    NMP 34.36
    cyclohexane 0.01
    DMSO 70.42
    n-butyl acetate 0.18
    n-octanol 0.6
    chloroform 0.12
    n-propyl acetate 0.23
    acetic acid 14.14
    dichloromethane 0.19
    cyclohexanone 1.92
    propylene glycol 12.41
    isopropyl acetate 0.14
    DMAc 46.86
    2-ethoxyethanol 10.17
    isopentanol 0.4
    n-heptane 0.02
    ethyl formate 1.2
    1,2-dichloroethane 0.18
    n-hexanol 0.31
    2-methoxyethanol 37.53
    isobutyl acetate 0.09
    tetrachloromethane 0.02
    n-pentyl acetate 0.5
    transcutol 11.96
    n-heptanol 0.68
    ethylbenzene 0.02
    MIBK 0.28
    2-propoxyethanol 5.43
    tert-butanol 0.47
    MTBE 0.11
    2-butoxyethanol 4.82
    propionic acid 2.56
    o-xylene 0.03
    formic acid 50.81
    diethyl ether 0.23
    m-xylene 0.02
    p-xylene 0.03
    chlorobenzene 0.03
    dimethyl carbonate 1.23
    n-octane 0.02
    formamide 53.36
    cyclopentanone 5.05
    2-pentanone 0.84
    anisole 0.14
    cyclopentyl methyl ether 0.33
    gamma-butyrolactone 5.1
    1-methoxy-2-propanol 12.57
    pyridine 1.12
    3-pentanone 0.64
    furfural 5.67
    n-dodecane 0.01
    diethylene glycol 12.21
    diisopropyl ether 0.03
    tert-amyl alcohol 0.43
    acetylacetone 1.35
    n-hexadecane 0.01
    acetophenone 0.37
    methyl propionate 0.81
    isopentyl acetate 0.15
    trichloroethylene 0.35
    n-nonanol 0.59
    cyclohexanol 0.4
    benzyl alcohol 0.46
    2-ethylhexanol 0.12
    isooctanol 0.33
    dipropyl ether 0.21
    1,2-dichlorobenzene 0.03
    ethyl lactate 1.18
    propylene carbonate 1.01
    n-methylformamide 25.24
    2-pentanol 0.26
    n-pentane 0.01
    1-propoxy-2-propanol 2.33
    1-methoxy-2-propyl acetate 0.62
    2-(2-methoxypropoxy) propanol 3.72
    mesitylene 0.01
    ε-caprolactone 1.43
    p-cymene 0.03
    epichlorohydrin 2.39
    1,1,1-trichloroethane 0.04
    2-aminoethanol 14.39
    morpholine-4-carbaldehyde 22.57
    sulfolane 14.67
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.74
    n-hexyl acetate 0.57
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 5.9
    sec-butyl acetate 0.09
    tert-butyl acetate 0.15
    decalin 0.0
    glycerin 38.59
    diglyme 9.22
    acrylic acid 5.64
    isopropyl myristate 0.16
    n-butyric acid 1.38
    acetyl acetate 0.18
    di(2-ethylhexyl) phthalate 0.46
    ethyl propionate 0.21
    nitromethane 18.4
    1,2-diethoxyethane 0.77
    benzonitrile 0.24
    trioctyl phosphate 0.32
    1-bromopropane 0.06
    gamma-valerolactone 14.67
    n-decanol 0.38
    triethyl phosphate 0.18
    4-methyl-2-pentanol 0.1
    propionitrile 0.56
    vinylene carbonate 1.06
    1,1,2-trichlorotrifluoroethane 8.62
    DMS 0.45
    cumene 0.02
    2-octanol 0.32
    2-hexanone 0.43
    octyl acetate 0.4
    limonene 0.04
    1,2-dimethoxyethane 6.36
    ethyl orthosilicate 0.15
    tributyl phosphate 0.24
    diacetone alcohol 1.38
    N,N-dimethylaniline 0.16
    acrylonitrile 1.37
    aniline 0.19
    1,3-propanediol 11.11
    bromobenzene 0.02
    dibromomethane 0.08
    1,1,2,2-tetrachloroethane 0.29
    2-methyl-cyclohexyl acetate 0.19
    tetrabutyl urea 0.83
    diisobutyl methanol 0.05
    2-phenylethanol 0.4
    styrene 0.02
    dioctyl adipate 0.47
    dimethyl sulfate 3.29
    ethyl butyrate 0.21
    methyl lactate 4.47
    butyl lactate 1.42
    diethyl carbonate 0.15
    propanediol butyl ether 6.36
    triethyl orthoformate 0.26
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 1.04
    morpholine 3.73
    tert-butylamine 0.1
    n-dodecanol 0.23
    dimethoxymethane 9.0
    ethylene carbonate 0.64
    cyrene 5.75
    2-ethoxyethyl acetate 1.14
    2-ethylhexyl acetate 0.1
    1,2,4-trichlorobenzene 0.07
    4-methylpyridine 0.41
    dibutyl ether 0.22
    2,6-dimethyl-4-heptanol 0.05
    DEF 2.42
    dimethyl isosorbide 3.47
    tetrachloroethylene 0.24
    eugenol 2.09
    triacetin 1.16
    span 80 2.95
    1,4-butanediol 3.59
    1,1-dichloroethane 0.06
    2-methyl-1-pentanol 0.24
    methyl formate 12.74
    2-methyl-1-butanol 0.5
    n-decane 0.02
    butyronitrile 0.4
    3,7-dimethyl-1-octanol 0.19
    1-chlorooctane 0.08
    1-chlorotetradecane 0.03
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 1.06
    tetrahydropyran 0.58
    tert-amyl methyl ether 0.14
    2,5,8-trioxanonane 6.57
    1-hexene 0.03
    2-isopropoxyethanol 2.54
    2,2,2-trifluoroethanol 5.43
    methyl butyrate 0.44

    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