3-Hydroxy-2-methoxy-5-(prop-2-en-1-yl)phenyl beta-D-glucopyranoside

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  • Identifiers

    CAS number
    192324-34-8

    Molecular formula
    C16H22O8

    SMILES
    COC1=C(C=C(C=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)CC=C)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 57.86%
    Spicy 35.32%
    Vanilla 30.05%
    Sweet 27.57%
    Phenolic 25.46%
    Smoky 23.83%
    Milky 21.24%
    Savory 21.0%
    Burnt 18.53%
    Warm 17.78%

     

    Flavor
    Bitter 58.22%
    Odorless 33.4%
    Bland 27.45%
    Sweet-like 25.59%
    Sweet 23.71%
    Mild 23.41%
    Eugenol 21.27%
    Parsley 21.08%
    Cedarleaf 20.7%
    Ham 20.19%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.3

    pKa est.
    7.65 (neutral)

    Molecular weight
    342.34 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1271°C

    Flash point

    • 227.56 ˚C est.

  • Synonyms

    • Sphalleroside A
    • 192324-34-8
    • orb2695070
    • CHEBI:175338
    • DTXSID901176053
    • 3-Hydroxy-2-methoxy-5-(2-propen-1-yl)phenyl I(2)-D-glucopyranoside
    • 3-Hydroxy-2-methoxy-5-(prop-2-en-1-yl)phenyl beta-D-glucopyranoside
    • (2S,3R,4S,5S,6R)-2-(3-hydroxy-2-methoxy-5-prop-2-enylphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
    • 192324-34-8

  • Applications

    Chemical name 3-Hydroxy-2-methoxy-5-(prop-2-en-1-yl)phenyl beta-D-glucopyranoside (CAS 192324-34-8) can be used in several real-world applications, primarily as a glycoside-based building block for aroma-related compounds: in the fragrance and flavor industries as an aroma precursor or scent-release intermediate; in cosmetics and personal care as a fragrance ingredient or scent-carrier component; in household products as a fragrance additive for detergents and cleaners; in industrial manufacturing as an intermediate for synthesizing glycoside derivatives and aroma compounds; the glycoside form may influence solubility and formulation behavior; use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 18.23
    methanol 57.87
    isopropanol 6.46
    water 6.74
    ethyl acetate 4.01
    n-propanol 10.23
    acetone 8.61
    n-butanol 8.49
    acetonitrile 3.04
    DMF 89.1
    toluene 0.83
    isobutanol 4.04
    1,4-dioxane 9.0
    methyl acetate 4.39
    THF 17.61
    2-butanone 5.13
    n-pentanol 2.96
    sec-butanol 5.11
    n-hexane 0.11
    ethylene glycol 101.54
    NMP 109.36
    cyclohexane 0.6
    DMSO 429.78
    n-butyl acetate 1.56
    n-octanol 3.13
    chloroform 0.9
    n-propyl acetate 1.53
    acetic acid 139.15
    dichloromethane 1.25
    cyclohexanone 12.05
    propylene glycol 71.64
    isopropyl acetate 2.39
    DMAc 101.17
    2-ethoxyethanol 37.17
    isopentanol 5.22
    n-heptane 0.4
    ethyl formate 5.34
    1,2-dichloroethane 2.0
    n-hexanol 3.73
    2-methoxyethanol 128.1
    isobutyl acetate 0.85
    tetrachloromethane 0.32
    n-pentyl acetate 2.3
    transcutol 83.74
    n-heptanol 4.09
    ethylbenzene 0.46
    MIBK 3.26
    2-propoxyethanol 26.0
    tert-butanol 7.8
    MTBE 1.64
    2-butoxyethanol 16.28
    propionic acid 23.24
    o-xylene 1.11
    formic acid 330.15
    diethyl ether 2.0
    m-xylene 0.89
    p-xylene 0.47
    chlorobenzene 0.54
    dimethyl carbonate 12.26
    n-octane 0.24
    formamide 274.55
    cyclopentanone 17.23
    2-pentanone 4.59
    anisole 1.78
    cyclopentyl methyl ether 6.18
    gamma-butyrolactone 30.21
    1-methoxy-2-propanol 64.2
    pyridine 5.03
    3-pentanone 4.09
    furfural 27.11
    n-dodecane 0.18
    diethylene glycol 71.33
    diisopropyl ether 0.74
    tert-amyl alcohol 6.39
    acetylacetone 13.57
    n-hexadecane 0.19
    acetophenone 3.97
    methyl propionate 8.38
    isopentyl acetate 1.8
    trichloroethylene 3.36
    n-nonanol 3.27
    cyclohexanol 9.1
    benzyl alcohol 5.53
    2-ethylhexanol 2.04
    isooctanol 3.08
    dipropyl ether 2.11
    1,2-dichlorobenzene 0.76
    ethyl lactate 9.51
    propylene carbonate 11.12
    n-methylformamide 55.05
    2-pentanol 3.83
    n-pentane 0.26
    1-propoxy-2-propanol 14.42
    1-methoxy-2-propyl acetate 8.98
    2-(2-methoxypropoxy) propanol 21.23
    mesitylene 0.68
    ε-caprolactone 13.04
    p-cymene 0.8
    epichlorohydrin 14.13
    1,1,1-trichloroethane 0.62
    2-aminoethanol 75.84
    morpholine-4-carbaldehyde 74.37
    sulfolane 121.02
    2,2,4-trimethylpentane 0.17
    2-methyltetrahydrofuran 5.9
    n-hexyl acetate 3.37
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 29.67
    sec-butyl acetate 1.06
    tert-butyl acetate 3.85
    decalin 0.18
    glycerin 208.11
    diglyme 41.48
    acrylic acid 42.95
    isopropyl myristate 1.62
    n-butyric acid 17.5
    acetyl acetate 4.93
    di(2-ethylhexyl) phthalate 3.52
    ethyl propionate 2.03
    nitromethane 95.19
    1,2-diethoxyethane 5.47
    benzonitrile 1.78
    trioctyl phosphate 3.07
    1-bromopropane 0.69
    gamma-valerolactone 42.76
    n-decanol 2.57
    triethyl phosphate 3.07
    4-methyl-2-pentanol 2.41
    propionitrile 2.09
    vinylene carbonate 9.73
    1,1,2-trichlorotrifluoroethane 59.09
    DMS 5.97
    cumene 0.43
    2-octanol 2.09
    2-hexanone 1.8
    octyl acetate 2.61
    limonene 1.48
    1,2-dimethoxyethane 18.88
    ethyl orthosilicate 2.69
    tributyl phosphate 2.83
    diacetone alcohol 20.44
    N,N-dimethylaniline 2.26
    acrylonitrile 5.1
    aniline 3.49
    1,3-propanediol 70.98
    bromobenzene 0.37
    dibromomethane 0.73
    1,1,2,2-tetrachloroethane 3.58
    2-methyl-cyclohexyl acetate 3.03
    tetrabutyl urea 5.24
    diisobutyl methanol 1.66
    2-phenylethanol 4.74
    styrene 0.44
    dioctyl adipate 4.11
    dimethyl sulfate 37.1
    ethyl butyrate 2.15
    methyl lactate 39.09
    butyl lactate 6.96
    diethyl carbonate 1.9
    propanediol butyl ether 22.86
    triethyl orthoformate 3.0
    p-tert-butyltoluene 0.9
    methyl 4-tert-butylbenzoate 10.1
    morpholine 18.68
    tert-butylamine 2.29
    n-dodecanol 1.93
    dimethoxymethane 34.85
    ethylene carbonate 6.99
    cyrene 33.61
    2-ethoxyethyl acetate 5.74
    2-ethylhexyl acetate 1.25
    1,2,4-trichlorobenzene 1.45
    4-methylpyridine 2.68
    dibutyl ether 1.37
    2,6-dimethyl-4-heptanol 1.66
    DEF 15.42
    dimethyl isosorbide 28.61
    tetrachloroethylene 3.29
    eugenol 11.34
    triacetin 9.86
    span 80 17.59
    1,4-butanediol 19.48
    1,1-dichloroethane 0.57
    2-methyl-1-pentanol 2.77
    methyl formate 32.33
    2-methyl-1-butanol 5.04
    n-decane 0.3
    butyronitrile 1.68
    3,7-dimethyl-1-octanol 2.6
    1-chlorooctane 0.79
    1-chlorotetradecane 0.39
    n-nonane 0.26
    undecane 0.23
    tert-butylcyclohexane 0.12
    cyclooctane 0.35
    cyclopentanol 9.68
    tetrahydropyran 4.3
    tert-amyl methyl ether 2.47
    2,5,8-trioxanonane 38.55
    1-hexene 0.27
    2-isopropoxyethanol 14.65
    2,2,2-trifluoroethanol 52.03
    methyl butyrate 2.84

    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