Glucoiberin

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  • Identifiers

    CAS number
    554-88-1

    Molecular formula
    C11H21NO10S3

    SMILES
    CS(=O)CCCC(=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
    Odorless 60.7%
    Meaty 47.49%
    Savory 42.26%
    Roasted 39.26%
    Sulfurous 35.49%
    Cooked 30.64%
    Onion 24.42%
    Beefy 20.19%
    Garlic 15.15%
    Alliaceous 14.64%

     

    Flavor
    Bitter 86.47%
    Bland 27.68%
    Odorless 27.04%
    Sweet-like 21.52%
    Cedarleaf 20.28%
    Nitrile 19.93%
    Taco 19.42%
    Bouillon 19.39%
    Scallion 19.3%
    Roasted peanuts 19.18%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.4

    pKa est.
    6.38 (neutral)

    Molecular weight
    423.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1904°C

    Flash point

    • 280.6 ˚C est.

  • Synonyms

    • 554-88-1
    • DTXSID30970747
    • 3-methylsulfinylpropyl glucosinolate
    • 46V6R5SR5V
    • CHEBI:5406
    • RefChem:663105
    • DTXCID901398273
    • ((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl) (1E)-4-methylsulfinyl-N-sulfooxybutanimidothioate
    • beta-D-Glucopyranose, 1-thio-, 1-(4-(methylsulfinyl)-N-(sulfooxy)butanimidate)
    • Glucoiberin
    • 3-(methylsulfinyl)propyl glucosinolate
    • [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] 4-methylsulfinyl-N-sulfooxy-butanimidothioate
    • SCHEMBL887158
    • Glucoiberin (3-Methylsulfinylpropyl-GS)
    • [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-methylsulfinyl-N-sulfooxybutanimidothioate
    • NS00094468
    • C08411
    • C21692
    • .BETA.-D-GLUCOPYRANOSE, 1-THIO-, 1-(4-(METHYLSULFINYL)-N-(SULFOOXY)BUTANIMIDATE)
    • 1-S-[4-(Methanesulfinyl)-N-(sulfooxy)butanimidoyl]-1-thio-beta-D-glucopyranose
    • 4-methylsulfinyl-N-sulfoxy-thiobutyrimidic acid [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl] ester
    • 554-88-1

  • Applications

    Glucoiberin (CAS 554-88-1) is a natural glucosinolate found in certain cruciferous plants. When hydrolyzed by the enzyme myrosinase, it yields isothiocyanates such as iberin, contributing to pungent flavor and characteristic aroma; as a result, glucoiberin is considered a precursor for flavors and seasonings in food processing. In addition, isothiocyanates derived from glucoiberin and related glucosinolates are studied for agricultural use as biocontrol agents and crop protection. It is also viewed as a potential intermediate source for sulfur-containing compounds in industrial chemical synthesis and may be considered for cosmetic and personal care formulations under regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.19
    methanol 7.63
    isopropanol 0.36
    water 66.36
    ethyl acetate 0.12
    n-propanol 0.58
    acetone 1.08
    n-butanol 0.33
    acetonitrile 0.36
    DMF 31.92
    toluene 0.11
    isobutanol 0.22
    1,4-dioxane 0.51
    methyl acetate 0.19
    THF 1.04
    2-butanone 0.32
    n-pentanol 0.17
    sec-butanol 0.22
    n-hexane 0.02
    ethylene glycol 15.08
    NMP 34.63
    cyclohexane 0.11
    DMSO 84.05
    n-butyl acetate 0.14
    n-octanol 0.19
    chloroform 0.09
    n-propyl acetate 0.11
    acetic acid 10.54
    dichloromethane 0.16
    cyclohexanone 1.09
    propylene glycol 6.71
    isopropyl acetate 0.09
    DMAc 16.37
    2-ethoxyethanol 3.04
    isopentanol 0.19
    n-heptane 0.06
    ethyl formate 0.53
    1,2-dichloroethane 0.2
    n-hexanol 0.24
    2-methoxyethanol 13.14
    isobutyl acetate 0.05
    tetrachloromethane 0.04
    n-pentyl acetate 0.15
    transcutol 4.39
    n-heptanol 0.31
    ethylbenzene 0.06
    MIBK 0.2
    2-propoxyethanol 2.43
    tert-butanol 0.29
    MTBE 0.05
    2-butoxyethanol 1.63
    propionic acid 1.26
    o-xylene 0.15
    formic acid 90.46
    diethyl ether 0.11
    m-xylene 0.1
    p-xylene 0.07
    chlorobenzene 0.05
    dimethyl carbonate 0.88
    n-octane 0.03
    formamide 81.49
    cyclopentanone 1.71
    2-pentanone 0.32
    anisole 0.13
    cyclopentyl methyl ether 0.41
    gamma-butyrolactone 2.28
    1-methoxy-2-propanol 4.63
    pyridine 0.67
    3-pentanone 0.28
    furfural 4.74
    n-dodecane 0.02
    diethylene glycol 9.2
    diisopropyl ether 0.04
    tert-amyl alcohol 0.21
    acetylacetone 0.99
    n-hexadecane 0.02
    acetophenone 0.4
    methyl propionate 0.38
    isopentyl acetate 0.11
    trichloroethylene 0.3
    n-nonanol 0.2
    cyclohexanol 0.44
    benzyl alcohol 0.46
    2-ethylhexanol 0.13
    isooctanol 0.17
    dipropyl ether 0.18
    1,2-dichlorobenzene 0.07
    ethyl lactate 0.75
    propylene carbonate 0.71
    n-methylformamide 12.68
    2-pentanol 0.15
    n-pentane 0.03
    1-propoxy-2-propanol 1.24
    1-methoxy-2-propyl acetate 0.49
    2-(2-methoxypropoxy) propanol 1.9
    mesitylene 0.09
    ε-caprolactone 0.78
    p-cymene 0.09
    epichlorohydrin 0.83
    1,1,1-trichloroethane 0.04
    2-aminoethanol 9.78
    morpholine-4-carbaldehyde 12.61
    sulfolane 16.34
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.26
    n-hexyl acetate 0.16
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 2.52
    sec-butyl acetate 0.05
    tert-butyl acetate 0.14
    decalin 0.02
    glycerin 35.69
    diglyme 3.65
    acrylic acid 3.94
    isopropyl myristate 0.08
    n-butyric acid 0.76
    acetyl acetate 0.18
    di(2-ethylhexyl) phthalate 0.25
    ethyl propionate 0.12
    nitromethane 7.92
    1,2-diethoxyethane 0.25
    benzonitrile 0.22
    trioctyl phosphate 0.19
    1-bromopropane 0.05
    gamma-valerolactone 5.38
    n-decanol 0.15
    triethyl phosphate 0.2
    4-methyl-2-pentanol 0.08
    propionitrile 0.19
    vinylene carbonate 0.95
    1,1,2-trichlorotrifluoroethane 6.68
    DMS 0.31
    cumene 0.05
    2-octanol 0.12
    2-hexanone 0.15
    octyl acetate 0.14
    limonene 0.14
    1,2-dimethoxyethane 1.79
    ethyl orthosilicate 0.16
    tributyl phosphate 0.17
    diacetone alcohol 1.08
    N,N-dimethylaniline 0.26
    acrylonitrile 0.63
    aniline 0.34
    1,3-propanediol 4.71
    bromobenzene 0.03
    dibromomethane 0.09
    1,1,2,2-tetrachloroethane 0.29
    2-methyl-cyclohexyl acetate 0.2
    tetrabutyl urea 0.55
    diisobutyl methanol 0.09
    2-phenylethanol 0.41
    styrene 0.06
    dioctyl adipate 0.22
    dimethyl sulfate 3.76
    ethyl butyrate 0.16
    methyl lactate 3.1
    butyl lactate 0.65
    diethyl carbonate 0.13
    propanediol butyl ether 2.49
    triethyl orthoformate 0.2
    p-tert-butyltoluene 0.09
    methyl 4-tert-butylbenzoate 0.88
    morpholine 1.1
    tert-butylamine 0.11
    n-dodecanol 0.11
    dimethoxymethane 3.97
    ethylene carbonate 0.53
    cyrene 4.99
    2-ethoxyethyl acetate 0.3
    2-ethylhexyl acetate 0.08
    1,2,4-trichlorobenzene 0.11
    4-methylpyridine 0.35
    dibutyl ether 0.09
    2,6-dimethyl-4-heptanol 0.09
    DEF 1.36
    dimethyl isosorbide 2.93
    tetrachloroethylene 0.34
    eugenol 1.4
    triacetin 0.54
    span 80 1.68
    1,4-butanediol 1.56
    1,1-dichloroethane 0.05
    2-methyl-1-pentanol 0.11
    methyl formate 6.83
    2-methyl-1-butanol 0.19
    n-decane 0.03
    butyronitrile 0.14
    3,7-dimethyl-1-octanol 0.11
    1-chlorooctane 0.06
    1-chlorotetradecane 0.03
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.05
    cyclopentanol 0.65
    tetrahydropyran 0.24
    tert-amyl methyl ether 0.08
    2,5,8-trioxanonane 3.78
    1-hexene 0.03
    2-isopropoxyethanol 0.85
    2,2,2-trifluoroethanol 6.03
    methyl butyrate 0.22

    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