[(1S)-2,6,6-Trimethyl-4-oxocyclohex-2-en-1-yl]methyl beta-D-glucopyranoside

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  • Identifiers

    CAS number
    189148-81-0

    Molecular formula
    C16H26O7

    SMILES
    CC1=CC(=O)CC([C@@H]1CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)(C)C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 49.88%
    Sweet 36.11%
    Woody 31.64%
    Mint 29.74%
    Spicy 27.78%
    Cooling 25.87%
    Warm 20.93%
    Dry 19.57%
    Vanilla 19.19%
    Milky 17.79%

     

    Flavor
    Bitter 64.52%
    Odorless 25.3%
    Sweet-like 24.2%
    Fatty 24.16%
    Cedarleaf 21.87%
    Minty 21.86%
    Leaves 20.67%
    Cauliflower 20.18%
    Bland 20.15%
    Ripe apricot 20.12%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.8

    pKa est.
    6.56 (neutral)

    Molecular weight
    330.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1334°C

    Flash point

    • 205.0 ˚C est.

  • Synonyms

    • CHEMBL4635088
    • DTXSID401146524
    • (4S)-4-[(I(2)-D-Glucopyranosyloxy)methyl]-3,5,5-trimethyl-2-cyclohexen-1-one
    • [(1S)-2,6,6-Trimethyl-4-oxocyclohex-2-en-1-yl]methyl beta-D-glucopyranoside
    • 189148-81-0
    • 189148-81-0

  • Applications

    [(1S)-2,6,6-Trimethyl-4-oxocyclohex-2-en-1-yl]methyl beta-D-glucopyranoside is a terpenoid glycoside commonly regarded as a fragrance pro-fragrance with potential to release aroma upon hydrolysis; in industry it serves as a chemical intermediate for fragrance synthesis; in cosmetics and personal care it can function as a water-soluble fragrance ingredient or aroma carrier; in household products it can be used to impart or modulate scent; as an intermediate in fragrance chemistry, it may also contribute to formulation solubility and release profiles. The glycoside moiety can also enhance water compatibility of hydrophobic aroma compounds and enable controlled release after hydrolysis or enzymatic action. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 21.94
    methanol 101.37
    isopropanol 4.83
    water 9.34
    ethyl acetate 4.71
    n-propanol 10.1
    acetone 4.19
    n-butanol 7.41
    acetonitrile 2.72
    DMF 52.82
    toluene 1.12
    isobutanol 4.36
    1,4-dioxane 9.84
    methyl acetate 3.59
    THF 23.67
    2-butanone 4.11
    n-pentanol 3.09
    sec-butanol 3.83
    n-hexane 0.14
    ethylene glycol 53.75
    NMP 96.4
    cyclohexane 0.36
    DMSO 245.17
    n-butyl acetate 2.7
    n-octanol 3.53
    chloroform 4.28
    n-propyl acetate 2.07
    acetic acid 116.44
    dichloromethane 4.87
    cyclohexanone 12.45
    propylene glycol 36.71
    isopropyl acetate 3.29
    DMAc 66.04
    2-ethoxyethanol 35.25
    isopentanol 4.76
    n-heptane 0.32
    ethyl formate 5.24
    1,2-dichloroethane 3.93
    n-hexanol 5.3
    2-methoxyethanol 120.46
    isobutyl acetate 1.42
    tetrachloromethane 0.78
    n-pentyl acetate 3.15
    transcutol 112.48
    n-heptanol 5.26
    ethylbenzene 0.66
    MIBK 4.92
    2-propoxyethanol 39.18
    tert-butanol 5.29
    MTBE 1.59
    2-butoxyethanol 22.47
    propionic acid 17.63
    o-xylene 1.35
    formic acid 321.99
    diethyl ether 2.55
    m-xylene 1.66
    p-xylene 0.72
    chlorobenzene 1.03
    dimethyl carbonate 9.34
    n-octane 0.19
    formamide 237.1
    cyclopentanone 19.03
    2-pentanone 5.12
    anisole 2.16
    cyclopentyl methyl ether 9.14
    gamma-butyrolactone 37.06
    1-methoxy-2-propanol 57.19
    pyridine 5.67
    3-pentanone 3.98
    furfural 32.44
    n-dodecane 0.11
    diethylene glycol 77.62
    diisopropyl ether 0.88
    tert-amyl alcohol 4.41
    acetylacetone 12.68
    n-hexadecane 0.13
    acetophenone 5.23
    methyl propionate 8.23
    isopentyl acetate 3.27
    trichloroethylene 8.33
    n-nonanol 3.55
    cyclohexanol 6.11
    benzyl alcohol 5.59
    2-ethylhexanol 2.59
    isooctanol 3.83
    dipropyl ether 2.48
    1,2-dichlorobenzene 1.67
    ethyl lactate 8.79
    propylene carbonate 14.12
    n-methylformamide 46.17
    2-pentanol 3.2
    n-pentane 0.23
    1-propoxy-2-propanol 18.6
    1-methoxy-2-propyl acetate 13.1
    2-(2-methoxypropoxy) propanol 22.5
    mesitylene 1.13
    ε-caprolactone 16.5
    p-cymene 1.25
    epichlorohydrin 25.6
    1,1,1-trichloroethane 1.48
    2-aminoethanol 61.24
    morpholine-4-carbaldehyde 75.82
    sulfolane 105.89
    2,2,4-trimethylpentane 0.16
    2-methyltetrahydrofuran 7.18
    n-hexyl acetate 4.68
    isooctane 0.14
    2-(2-butoxyethoxy)ethanol 34.05
    sec-butyl acetate 1.61
    tert-butyl acetate 4.97
    decalin 0.18
    glycerin 119.29
    diglyme 50.17
    acrylic acid 31.59
    isopropyl myristate 1.63
    n-butyric acid 17.75
    acetyl acetate 5.17
    di(2-ethylhexyl) phthalate 4.13
    ethyl propionate 2.8
    nitromethane 69.52
    1,2-diethoxyethane 5.91
    benzonitrile 2.47
    trioctyl phosphate 3.2
    1-bromopropane 1.31
    gamma-valerolactone 56.05
    n-decanol 2.32
    triethyl phosphate 3.58
    4-methyl-2-pentanol 2.55
    propionitrile 2.04
    vinylene carbonate 12.62
    1,1,2-trichlorotrifluoroethane 64.95
    DMS 7.08
    cumene 0.64
    2-octanol 2.31
    2-hexanone 2.1
    octyl acetate 2.62
    limonene 1.91
    1,2-dimethoxyethane 18.56
    ethyl orthosilicate 3.04
    tributyl phosphate 2.93
    diacetone alcohol 21.06
    N,N-dimethylaniline 2.7
    acrylonitrile 4.67
    aniline 3.48
    1,3-propanediol 57.11
    bromobenzene 0.77
    dibromomethane 2.59
    1,1,2,2-tetrachloroethane 6.87
    2-methyl-cyclohexyl acetate 4.09
    tetrabutyl urea 4.85
    diisobutyl methanol 1.87
    2-phenylethanol 6.85
    styrene 0.57
    dioctyl adipate 3.91
    dimethyl sulfate 30.21
    ethyl butyrate 2.96
    methyl lactate 27.94
    butyl lactate 8.86
    diethyl carbonate 2.12
    propanediol butyl ether 26.77
    triethyl orthoformate 3.22
    p-tert-butyltoluene 1.31
    methyl 4-tert-butylbenzoate 12.95
    morpholine 19.14
    tert-butylamine 1.61
    n-dodecanol 1.48
    dimethoxymethane 30.39
    ethylene carbonate 8.62
    cyrene 33.73
    2-ethoxyethyl acetate 7.94
    2-ethylhexyl acetate 2.27
    1,2,4-trichlorobenzene 2.67
    4-methylpyridine 3.69
    dibutyl ether 1.4
    2,6-dimethyl-4-heptanol 1.87
    DEF 12.79
    dimethyl isosorbide 40.54
    tetrachloroethylene 6.53
    eugenol 14.54
    triacetin 11.8
    span 80 18.47
    1,4-butanediol 14.54
    1,1-dichloroethane 1.33
    2-methyl-1-pentanol 2.81
    methyl formate 28.78
    2-methyl-1-butanol 4.76
    n-decane 0.22
    butyronitrile 1.84
    3,7-dimethyl-1-octanol 3.02
    1-chlorooctane 0.92
    1-chlorotetradecane 0.32
    n-nonane 0.21
    undecane 0.15
    tert-butylcyclohexane 0.14
    cyclooctane 0.24
    cyclopentanol 7.7
    tetrahydropyran 4.57
    tert-amyl methyl ether 2.38
    2,5,8-trioxanonane 37.95
    1-hexene 0.38
    2-isopropoxyethanol 14.36
    2,2,2-trifluoroethanol 52.29
    methyl butyrate 3.52

    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