Vomifoliol 9-O-glucopyranosyl-4-O-xylopyranosyl-6-O-glucopyranoside

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  • Identifiers

    CAS number
    141947-49-1

    Molecular formula
    C30H48O17

    SMILES
    CC1=CC(=O)CC([C@@]1(/C=C/[C@H](C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)O)(C)C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 63.71%
    Sweet 33.28%
    Woody 22.92%
    Milky 21.55%
    Savory 20.28%
    Cooling 20.0%
    Vanilla 19.83%
    Spicy 17.52%
    Caramellic 17.11%
    Creamy 17.01%

     

    Flavor
    Bitter 66.64%
    Odorless 35.23%
    Sweet-like 29.3%
    Sweet 28.7%
    Fatty 26.7%
    Bland 25.14%
    Cedarleaf 20.77%
    Cauliflower 20.61%
    Very mild 20.4%
    Very slight 20.22%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -4.2

    pKa est.
    4.15 (weak acid)

    Molecular weight
    680.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    5374°C

    Flash point

    • 219.72 ˚C est.

  • Synonyms

    • Vomifoliol-glu-xyl-glu
    • Vomifoliol 9-O-glucopyranosyl-4-O-xylopyranosyl-6-O-glucopyranoside
    • RefChem:194630
    • 141947-49-1
    • 2-Cyclohexen-1-one, 4-(3-((O-beta-D-glucopyranosyl-(1-4)-O-beta-D-xylopyranosyl-(1-6)-beta-D-glucopyranosyl)oxy)-1-butenyl)-4-hydroxy-3,5,5-trimethyl-, (R-(R*,S*-(E)))-
    • (4R)-4-hydroxy-4-[(E,3S)-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxybut-1-enyl]-3,5,5-trimethylcyclohex-2-en-1-one
    • 141947-49-1

  • Applications

    Vomifoliol 9-O-glucopyranosyl-4-O-xylopyranosyl-6-O-glucopyranoside (CAS 141947-49-1) is of interest as a glycoside form of vomifoliol and may function as an aroma precursor in perfumery and flavor applications, since hydrolysis can release the odorous aglycone; it can be considered as a natural product ingredient in cosmetics and personal care for fragrance notes; in food processing it may act as a reversible aroma reservoir or flavor precursor; in phytochemistry and pharmaceutical research it is studied as a plant metabolite and synthetic intermediate for glycoside derivatization; and it can be used as an intermediate in glycoside synthesis in industrial manufacturing.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.2
    methanol 26.23
    isopropanol 0.85
    water 1.04
    ethyl acetate 1.43
    n-propanol 1.86
    acetone 3.1
    n-butanol 0.96
    acetonitrile 1.3
    DMF 44.46
    toluene 0.42
    isobutanol 0.56
    1,4-dioxane 7.07
    methyl acetate 1.96
    THF 10.4
    2-butanone 2.23
    n-pentanol 0.63
    sec-butanol 0.66
    n-hexane 0.02
    ethylene glycol 9.29
    NMP 41.78
    cyclohexane 0.05
    DMSO 63.21
    n-butyl acetate 0.38
    n-octanol 0.64
    chloroform 1.12
    n-propyl acetate 0.56
    acetic acid 20.06
    dichloromethane 1.67
    cyclohexanone 3.04
    propylene glycol 7.37
    isopropyl acetate 0.63
    DMAc 35.26
    2-ethoxyethanol 8.86
    isopentanol 0.41
    n-heptane 0.05
    ethyl formate 2.0
    1,2-dichloroethane 0.96
    n-hexanol 0.37
    2-methoxyethanol 25.79
    isobutyl acetate 0.22
    tetrachloromethane 0.16
    n-pentyl acetate 0.87
    transcutol 11.96
    n-heptanol 0.69
    ethylbenzene 0.14
    MIBK 0.57
    2-propoxyethanol 5.68
    tert-butanol 0.43
    MTBE 0.34
    2-butoxyethanol 4.24
    propionic acid 3.38
    o-xylene 0.3
    formic acid 52.61
    diethyl ether 0.9
    m-xylene 0.25
    p-xylene 0.15
    chlorobenzene 0.28
    dimethyl carbonate 4.67
    n-octane 0.04
    formamide 36.75
    cyclopentanone 6.5
    2-pentanone 1.54
    anisole 0.73
    cyclopentyl methyl ether 1.92
    gamma-butyrolactone 9.57
    1-methoxy-2-propanol 11.29
    pyridine 3.74
    3-pentanone 1.41
    furfural 11.55
    n-dodecane 0.02
    diethylene glycol 10.53
    diisopropyl ether 0.12
    tert-amyl alcohol 0.46
    acetylacetone 3.63
    n-hexadecane 0.02
    acetophenone 1.2
    methyl propionate 2.98
    isopentyl acetate 0.25
    trichloroethylene 2.14
    n-nonanol 0.64
    cyclohexanol 0.69
    benzyl alcohol 1.24
    2-ethylhexanol 0.18
    isooctanol 0.38
    dipropyl ether 0.55
    1,2-dichlorobenzene 0.29
    ethyl lactate 1.63
    propylene carbonate 2.49
    n-methylformamide 19.47
    2-pentanol 0.4
    n-pentane 0.04
    1-propoxy-2-propanol 2.82
    1-methoxy-2-propyl acetate 1.82
    2-(2-methoxypropoxy) propanol 2.94
    mesitylene 0.12
    ε-caprolactone 3.31
    p-cymene 0.1
    epichlorohydrin 6.9
    1,1,1-trichloroethane 0.26
    2-aminoethanol 8.44
    morpholine-4-carbaldehyde 34.75
    sulfolane 25.71
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 2.05
    n-hexyl acetate 0.88
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 4.78
    sec-butyl acetate 0.29
    tert-butyl acetate 0.61
    decalin 0.02
    glycerin 25.3
    diglyme 9.63
    acrylic acid 7.47
    isopropyl myristate 0.22
    n-butyric acid 2.52
    acetyl acetate 1.39
    di(2-ethylhexyl) phthalate 0.51
    ethyl propionate 0.71
    nitromethane 24.24
    1,2-diethoxyethane 1.59
    benzonitrile 0.59
    trioctyl phosphate 0.37
    1-bromopropane 0.27
    gamma-valerolactone 22.41
    n-decanol 0.37
    triethyl phosphate 0.36
    4-methyl-2-pentanol 0.16
    propionitrile 0.72
    vinylene carbonate 3.16
    1,1,2-trichlorotrifluoroethane 15.51
    DMS 1.28
    cumene 0.08
    2-octanol 0.35
    2-hexanone 0.63
    octyl acetate 0.48
    limonene 0.16
    1,2-dimethoxyethane 7.57
    ethyl orthosilicate 0.34
    tributyl phosphate 0.28
    diacetone alcohol 2.49
    N,N-dimethylaniline 0.7
    acrylonitrile 1.86
    aniline 1.05
    1,3-propanediol 6.87
    bromobenzene 0.21
    dibromomethane 0.62
    1,1,2,2-tetrachloroethane 1.62
    2-methyl-cyclohexyl acetate 0.35
    tetrabutyl urea 0.69
    diisobutyl methanol 0.1
    2-phenylethanol 0.73
    styrene 0.16
    dioctyl adipate 0.61
    dimethyl sulfate 11.58
    ethyl butyrate 0.47
    methyl lactate 7.86
    butyl lactate 1.52
    diethyl carbonate 0.29
    propanediol butyl ether 5.46
    triethyl orthoformate 0.58
    p-tert-butyltoluene 0.11
    methyl 4-tert-butylbenzoate 1.96
    morpholine 8.98
    tert-butylamine 0.12
    n-dodecanol 0.21
    dimethoxymethane 17.24
    ethylene carbonate 1.87
    cyrene 7.81
    2-ethoxyethyl acetate 2.43
    2-ethylhexyl acetate 0.21
    1,2,4-trichlorobenzene 0.46
    4-methylpyridine 1.82
    dibutyl ether 0.34
    2,6-dimethyl-4-heptanol 0.1
    DEF 4.85
    dimethyl isosorbide 4.92
    tetrachloroethylene 1.29
    eugenol 2.21
    triacetin 2.28
    span 80 3.08
    1,4-butanediol 2.59
    1,1-dichloroethane 0.34
    2-methyl-1-pentanol 0.31
    methyl formate 15.12
    2-methyl-1-butanol 0.5
    n-decane 0.05
    butyronitrile 0.52
    3,7-dimethyl-1-octanol 0.24
    1-chlorooctane 0.16
    1-chlorotetradecane 0.05
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.01
    cyclooctane 0.03
    cyclopentanol 1.3
    tetrahydropyran 1.82
    tert-amyl methyl ether 0.48
    2,5,8-trioxanonane 6.45
    1-hexene 0.07
    2-isopropoxyethanol 2.84
    2,2,2-trifluoroethanol 8.38
    methyl butyrate 0.94

    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