3-(beta-D-Glucopyranosyloxy)-3-methylbutanenitrile

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  • Identifiers

    CAS number
    126050-09-7

    Molecular formula
    C11H19NO6

    SMILES
    CC(C)(CC#N)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 58.99%
    Sweet 30.07%
    Woody 22.56%
    Dry 19.95%
    Milky 18.96%
    Mint 18.93%
    Cooling 18.2%
    Creamy 17.29%
    Vanilla 17.24%
    Musk 15.97%

     

    Flavor
    Bitter 67.69%
    Odorless 34.9%
    Sweet-like 24.57%
    Bland 24.22%
    Mild 21.58%
    Cedarleaf 20.64%
    Yeasty 19.7%
    Very slight 19.68%
    Bouillon 19.41%
    Mentholic 19.24%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.9

    pKa est.
    5.75 (weak acid)

    Molecular weight
    261.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1199°C

    Flash point

    • 198.57 ˚C est.

  • Synonyms

    • 126050-09-7
    • 3-(beta-D-Glucopyranosyloxy)-3-methylbutanenitrile
    • 3-methyl-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxybutanenitrile
    • 3-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
    • RefChem:92555
    • Epdermin
    • 3-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
    • DTXSID001243689
    • NS00094506
    • 3-(I(2)-D-Glucopyranosyloxy)-3-methylbutanenitrile
    • 126050-09-7

  • Applications

    3-(beta-D-Glucopyranosyloxy)-3-methylbutanenitrile (CAS 126050-09-7) is a glycoside derivative of isovaleronitrile bearing a beta-D-Glucopyranosyloxy group. It is commonly evaluated as a fragrance precursor for perfumery and cosmetics, where enzymatic or chemical hydrolysis can release a volatile aroma, and as a flavor precursor in aroma chemistry. It can also serve as an intermediate in the industrial synthesis of glycoside-based aroma compounds and may be used in household products to impart or stabilize fragrance delivery, subject to regulatory and formulation constraints. Applications are typically governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.86
    methanol 96.61
    isopropanol 2.88
    water 378.11
    ethyl acetate 1.62
    n-propanol 5.19
    acetone 4.43
    n-butanol 2.61
    acetonitrile 2.3
    DMF 195.89
    toluene 0.72
    isobutanol 2.16
    1,4-dioxane 9.15
    methyl acetate 1.86
    THF 14.52
    2-butanone 2.04
    n-pentanol 1.75
    sec-butanol 2.05
    n-hexane 0.11
    ethylene glycol 135.7
    NMP 189.01
    cyclohexane 0.57
    DMSO 549.57
    n-butyl acetate 1.89
    n-octanol 2.5
    chloroform 1.81
    n-propyl acetate 1.59
    acetic acid 101.69
    dichloromethane 2.55
    cyclohexanone 11.17
    propylene glycol 56.58
    isopropyl acetate 1.29
    DMAc 105.21
    2-ethoxyethanol 26.73
    isopentanol 1.85
    n-heptane 0.4
    ethyl formate 5.75
    1,2-dichloroethane 1.92
    n-hexanol 2.97
    2-methoxyethanol 83.91
    isobutyl acetate 1.08
    tetrachloromethane 0.7
    n-pentyl acetate 1.81
    transcutol 36.61
    n-heptanol 3.06
    ethylbenzene 0.58
    MIBK 1.9
    2-propoxyethanol 21.33
    tert-butanol 3.14
    MTBE 0.6
    2-butoxyethanol 13.12
    propionic acid 16.27
    o-xylene 1.28
    formic acid 575.54
    diethyl ether 0.71
    m-xylene 0.95
    p-xylene 0.77
    chlorobenzene 0.84
    dimethyl carbonate 7.43
    n-octane 0.19
    formamide 339.38
    cyclopentanone 17.88
    2-pentanone 2.0
    anisole 1.86
    cyclopentyl methyl ether 4.2
    gamma-butyrolactone 32.57
    1-methoxy-2-propanol 32.81
    pyridine 5.73
    3-pentanone 1.86
    furfural 48.11
    n-dodecane 0.15
    diethylene glycol 64.89
    diisopropyl ether 0.34
    tert-amyl alcohol 2.71
    acetylacetone 7.71
    n-hexadecane 0.16
    acetophenone 5.3
    methyl propionate 4.12
    isopentyl acetate 1.97
    trichloroethylene 4.36
    n-nonanol 2.52
    cyclohexanol 4.9
    benzyl alcohol 5.8
    2-ethylhexanol 1.96
    isooctanol 2.38
    dipropyl ether 1.5
    1,2-dichlorobenzene 1.49
    ethyl lactate 9.73
    propylene carbonate 15.7
    n-methylformamide 93.62
    2-pentanol 1.16
    n-pentane 0.15
    1-propoxy-2-propanol 11.26
    1-methoxy-2-propyl acetate 6.71
    2-(2-methoxypropoxy) propanol 16.45
    mesitylene 0.89
    ε-caprolactone 13.01
    p-cymene 1.19
    epichlorohydrin 12.51
    1,1,1-trichloroethane 0.79
    2-aminoethanol 77.75
    morpholine-4-carbaldehyde 107.98
    sulfolane 140.12
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 4.17
    n-hexyl acetate 2.81
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 20.25
    sec-butyl acetate 0.91
    tert-butyl acetate 2.13
    decalin 0.23
    glycerin 182.77
    diglyme 32.94
    acrylic acid 38.66
    isopropyl myristate 1.27
    n-butyric acid 10.58
    acetyl acetate 2.94
    di(2-ethylhexyl) phthalate 4.52
    ethyl propionate 1.7
    nitromethane 66.75
    1,2-diethoxyethane 2.47
    benzonitrile 3.03
    trioctyl phosphate 3.19
    1-bromopropane 0.5
    gamma-valerolactone 51.32
    n-decanol 1.89
    triethyl phosphate 3.6
    4-methyl-2-pentanol 0.99
    propionitrile 1.42
    vinylene carbonate 17.19
    1,1,2-trichlorotrifluoroethane 72.66
    DMS 4.83
    cumene 0.63
    2-octanol 1.44
    2-hexanone 1.47
    octyl acetate 2.08
    limonene 1.75
    1,2-dimethoxyethane 16.91
    ethyl orthosilicate 2.68
    tributyl phosphate 2.99
    diacetone alcohol 10.1
    N,N-dimethylaniline 3.18
    acrylonitrile 4.46
    aniline 2.88
    1,3-propanediol 41.17
    bromobenzene 0.65
    dibromomethane 1.28
    1,1,2,2-tetrachloroethane 4.46
    2-methyl-cyclohexyl acetate 3.8
    tetrabutyl urea 5.62
    diisobutyl methanol 1.41
    2-phenylethanol 5.42
    styrene 0.56
    dioctyl adipate 3.72
    dimethyl sulfate 33.34
    ethyl butyrate 2.14
    methyl lactate 26.57
    butyl lactate 6.97
    diethyl carbonate 2.07
    propanediol butyl ether 22.11
    triethyl orthoformate 2.66
    p-tert-butyltoluene 1.2
    methyl 4-tert-butylbenzoate 9.95
    morpholine 16.1
    tert-butylamine 1.1
    n-dodecanol 1.42
    dimethoxymethane 23.03
    ethylene carbonate 10.34
    cyrene 43.2
    2-ethoxyethyl acetate 3.85
    2-ethylhexyl acetate 1.56
    1,2,4-trichlorobenzene 2.42
    4-methylpyridine 3.58
    dibutyl ether 0.91
    2,6-dimethyl-4-heptanol 1.41
    DEF 11.84
    dimethyl isosorbide 29.47
    tetrachloroethylene 4.61
    eugenol 12.77
    triacetin 8.73
    span 80 16.12
    1,4-butanediol 18.45
    1,1-dichloroethane 0.56
    2-methyl-1-pentanol 1.42
    methyl formate 56.64
    2-methyl-1-butanol 1.96
    n-decane 0.23
    butyronitrile 1.16
    3,7-dimethyl-1-octanol 2.21
    1-chlorooctane 0.66
    1-chlorotetradecane 0.34
    n-nonane 0.21
    undecane 0.18
    tert-butylcyclohexane 0.15
    cyclooctane 0.3
    cyclopentanol 7.06
    tetrahydropyran 3.04
    tert-amyl methyl ether 1.01
    2,5,8-trioxanonane 30.34
    1-hexene 0.23
    2-isopropoxyethanol 9.17
    2,2,2-trifluoroethanol 67.13
    methyl butyrate 2.89

    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