(1S,3S,4R)-3,4-Dihydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-en-1-yl]cyclohexyl beta-D-glucopyranoside

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  • Identifiers

    CAS number
    371113-06-3

    Molecular formula
    C19H32O9

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 54.77%
    Sweet 41.58%
    Woody 31.08%
    Vanilla 25.0%
    Milky 23.43%
    Creamy 23.14%
    Cooling 20.3%
    Mint 19.31%
    Caramellic 19.17%
    Dry 18.22%

     

    Flavor
    Bitter 62.56%
    Sweet 41.36%
    Odorless 33.54%
    Fruity 28.09%
    Sweet-like 25.59%
    Very slight 20.62%
    Toffee 20.54%
    Cotton candy 20.43%
    Fenugreek 20.41%
    Seedy 20.34%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.6

    pKa est.
    6.41 (neutral)

    Molecular weight
    404.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    1818°C

    Flash point

    • 225.75 ˚C est.

  • Synonyms

    • Pisumionoside
    • CHEBI:168297
    • DTXSID401114375
    • 371113-06-3
    • (1S,3S,4R)-3,4-Dihydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-en-1-yl]cyclohexyl beta-D-glucopyranoside
    • (3E)-4-[(1R,2S,4S)-4-(I(2)-D-Glucopyranosyloxy)-1,2-dihydroxy-2,6,6-trimethylcyclohexyl]-3-buten-2-one
    • (E)-4-[(1R,2S,4S)-1,2-dihydroxy-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl]but-3-en-2-one
    • 371113-06-3

  • Applications

    The compound (1S,3S,4R)-3,4-Dihydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-en-1-yl]cyclohexyl beta-D-glucopyranoside (CAS 371113-06-3) is commonly used as an intermediate or building block in chemical synthesis, with potential real-world applications across cosmetics and personal care as a glycoside precursor or active ingredient, in perfumery as a fragrance-related glycoside, in pharmaceuticals and agrochemicals as a glycosylated intermediate, and as a functional glycoside-building block for polymer and plastics formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 23.23
    methanol 142.56
    isopropanol 3.63
    water 21.64
    ethyl acetate 4.0
    n-propanol 8.18
    acetone 10.9
    n-butanol 3.88
    acetonitrile 3.66
    DMF 202.24
    toluene 1.41
    isobutanol 2.42
    1,4-dioxane 23.08
    methyl acetate 3.75
    THF 43.15
    2-butanone 4.64
    n-pentanol 2.78
    sec-butanol 2.36
    n-hexane 0.18
    ethylene glycol 58.06
    NMP 179.34
    cyclohexane 0.41
    DMSO 433.85
    n-butyl acetate 1.2
    n-octanol 2.03
    chloroform 2.0
    n-propyl acetate 1.74
    acetic acid 95.7
    dichloromethane 3.37
    cyclohexanone 11.13
    propylene glycol 36.93
    isopropyl acetate 2.29
    DMAc 115.14
    2-ethoxyethanol 48.12
    isopentanol 1.92
    n-heptane 0.33
    ethyl formate 5.06
    1,2-dichloroethane 2.67
    n-hexanol 2.47
    2-methoxyethanol 144.49
    isobutyl acetate 0.85
    tetrachloromethane 0.45
    n-pentyl acetate 1.87
    transcutol 50.76
    n-heptanol 2.83
    ethylbenzene 0.77
    MIBK 2.84
    2-propoxyethanol 33.77
    tert-butanol 2.51
    MTBE 1.1
    2-butoxyethanol 15.92
    propionic acid 10.77
    o-xylene 1.26
    formic acid 428.47
    diethyl ether 3.37
    m-xylene 1.19
    p-xylene 0.74
    chlorobenzene 0.72
    dimethyl carbonate 13.16
    n-octane 0.17
    formamide 313.22
    cyclopentanone 25.91
    2-pentanone 4.94
    anisole 3.03
    cyclopentyl methyl ether 10.17
    gamma-butyrolactone 40.43
    1-methoxy-2-propanol 59.62
    pyridine 9.77
    3-pentanone 4.02
    furfural 38.74
    n-dodecane 0.07
    diethylene glycol 68.35
    diisopropyl ether 0.62
    tert-amyl alcohol 2.05
    acetylacetone 14.87
    n-hexadecane 0.08
    acetophenone 4.96
    methyl propionate 8.82
    isopentyl acetate 1.05
    trichloroethylene 5.06
    n-nonanol 2.01
    cyclohexanol 3.56
    benzyl alcohol 5.43
    2-ethylhexanol 1.11
    isooctanol 1.83
    dipropyl ether 2.3
    1,2-dichlorobenzene 0.87
    ethyl lactate 5.58
    propylene carbonate 9.88
    n-methylformamide 93.03
    2-pentanol 1.63
    n-pentane 0.22
    1-propoxy-2-propanol 11.69
    1-methoxy-2-propyl acetate 6.88
    2-(2-methoxypropoxy) propanol 11.61
    mesitylene 0.73
    ε-caprolactone 11.97
    p-cymene 0.58
    epichlorohydrin 25.88
    1,1,1-trichloroethane 0.63
    2-aminoethanol 63.0
    morpholine-4-carbaldehyde 133.92
    sulfolane 119.3
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 8.39
    n-hexyl acetate 2.58
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 19.27
    sec-butyl acetate 1.01
    tert-butyl acetate 2.89
    decalin 0.16
    glycerin 133.02
    diglyme 36.76
    acrylic acid 23.04
    isopropyl myristate 0.71
    n-butyric acid 7.91
    acetyl acetate 3.84
    di(2-ethylhexyl) phthalate 1.9
    ethyl propionate 2.33
    nitromethane 87.68
    1,2-diethoxyethane 4.91
    benzonitrile 1.86
    trioctyl phosphate 1.36
    1-bromopropane 0.85
    gamma-valerolactone 78.48
    n-decanol 1.25
    triethyl phosphate 1.74
    4-methyl-2-pentanol 0.95
    propionitrile 1.68
    vinylene carbonate 10.58
    1,1,2-trichlorotrifluoroethane 51.35
    DMS 3.87
    cumene 0.5
    2-octanol 1.24
    2-hexanone 2.14
    octyl acetate 1.35
    limonene 0.93
    1,2-dimethoxyethane 31.46
    ethyl orthosilicate 1.61
    tributyl phosphate 1.08
    diacetone alcohol 12.58
    N,N-dimethylaniline 3.41
    acrylonitrile 4.34
    aniline 3.49
    1,3-propanediol 41.04
    bromobenzene 0.54
    dibromomethane 1.5
    1,1,2,2-tetrachloroethane 3.85
    2-methyl-cyclohexyl acetate 1.94
    tetrabutyl urea 2.46
    diisobutyl methanol 0.7
    2-phenylethanol 3.78
    styrene 0.75
    dioctyl adipate 1.81
    dimethyl sulfate 38.83
    ethyl butyrate 1.66
    methyl lactate 26.68
    butyl lactate 4.14
    diethyl carbonate 1.08
    propanediol butyl ether 16.48
    triethyl orthoformate 1.93
    p-tert-butyltoluene 0.58
    methyl 4-tert-butylbenzoate 7.62
    morpholine 35.54
    tert-butylamine 0.74
    n-dodecanol 0.76
    dimethoxymethane 78.44
    ethylene carbonate 6.63
    cyrene 32.36
    2-ethoxyethyl acetate 5.27
    2-ethylhexyl acetate 0.83
    1,2,4-trichlorobenzene 1.41
    4-methylpyridine 5.16
    dibutyl ether 1.01
    2,6-dimethyl-4-heptanol 0.7
    DEF 15.61
    dimethyl isosorbide 25.05
    tetrachloroethylene 3.77
    eugenol 9.22
    triacetin 6.07
    span 80 10.44
    1,4-butanediol 12.85
    1,1-dichloroethane 0.69
    2-methyl-1-pentanol 1.58
    methyl formate 57.58
    2-methyl-1-butanol 2.13
    n-decane 0.18
    butyronitrile 1.49
    3,7-dimethyl-1-octanol 1.19
    1-chlorooctane 0.52
    1-chlorotetradecane 0.15
    n-nonane 0.18
    undecane 0.11
    tert-butylcyclohexane 0.1
    cyclooctane 0.24
    cyclopentanol 6.19
    tetrahydropyran 6.62
    tert-amyl methyl ether 1.7
    2,5,8-trioxanonane 25.19
    1-hexene 0.47
    2-isopropoxyethanol 14.35
    2,2,2-trifluoroethanol 34.13
    methyl butyrate 2.98

    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