Vanilloside

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  • Identifiers

    CAS number
    494-08-6

    Molecular formula
    C14H18O8

    SMILES
    COC1=C(C=CC(=C1)C=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

  • Odor profile

    Odorless 59.16%
    Vanilla 52.54%
    Sweet 39.54%
    Milky 29.56%
    Creamy 27.98%
    Caramellic 27.87%
    Spicy 21.05%
    Dairy 20.35%
    Phenolic 19.27%
    Smoky 19.06%

    Scent© AI

  • Properties

    XLogP3-AA
    -1.6

    Molecular weight
    314.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1402°C

    Flash point est.
    231.92 ˚C

  • Synonyms

    • Glucovanillin
    • 494-08-6
    • Vanillin 4-O-b-D-Glucoside
    • Vanilloside
    • UNII-H81U1KBS6E
    • vanillin-d-glucoside
    • H81U1KBS6E
    • Avenein
    • Vanillin Glucoside
    • 3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzaldehyde
    • 4-(BETA-D-GLUCOPYRANOSYLOXY)-3-METHOXYBENZALDEHYDE
    • Vanillin 4-O-beta-D-glucoside
    • DTXSID00197782
    • 4-(beta-D-Glucopyranosyloxy)-3-methoxy-benzaldehyde
    • Benzaldehyde, 4-(beta-D-glucopyranosyloxy)-3-methoxy-
    • 3-Methoxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde
    • Glucovanillin - Natural
    • vanillin-O-beta-d-glucopyranoside
    • Glucovanillin - Synthetic
    • GLUCOVANILLIN [MI]
    • Vanillin 4-O-?-D-Glucoside
    • SCHEMBL1646303
    • DTXCID60120273
    • CHEBI:179508
    • 4-o-(beta-d-glucopyranosyl)vanillin
    • VANILLIN beta-D-GLUCOPYRANOSIDE
    • AKOS016010249
    • DS-5749
    • MG66011
    • VANILLIN .BETA.-D-GLUCOPYRANOSIDE
    • DA-58956
    • XG161401
    • VANILLIN-4-O-beta-D-GLUCOPYRANOSIDE
    • VANILLIN-O-.BETA.-D-GLUCOPYRANOSIDE
    • VANILLIN-4-O-.BETA.-D-GLUCOPYRANOSIDE
    • C19808
    • C75308
    • Q27279742
    • 4-(.BETA.-D-GLUCOPYRANOSYLOXY)-3-METHOXYBENZALDEHYDE
    • BENZALDEHYDE, 4-(.BETA.-D-GLUCOPYRANOSYLOXY)-3-METHOXY-
    • 4-(b-D-Glucopyranosyloxy)-3-methoxybenzaldehyde;Vanillin 4-O-b-D-glucoside

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.2
    methanol 31.72
    isopropanol 4.84
    water 28.7
    ethyl acetate 2.58
    n-propanol 5.55
    acetone 6.52
    n-butanol 6.45
    acetonitrile 3.76
    DMF 104.87
    toluene 1.02
    isobutanol 1.93
    1,4-dioxane 10.43
    methyl acetate 2.61
    THF 17.62
    2-butanone 3.1
    n-pentanol 1.72
    sec-butanol 3.26
    n-hexane 0.09
    ethylene glycol 85.41
    NMP 69.07
    cyclohexane 0.73
    DMSO 480.82
    n-butyl acetate 0.8
    n-octanol 2.08
    chloroform 0.57
    n-propyl acetate 1.02
    acetic acid 80.97
    dichloromethane 0.84
    cyclohexanone 7.9
    propylene glycol 38.06
    isopropyl acetate 1.56
    DMAc 102.05
    2-ethoxyethanol 34.17
    isopentanol 3.02
    n-heptane 0.42
    ethyl formate 4.22
    1,2-dichloroethane 1.38
    n-hexanol 1.83
    2-methoxyethanol 106.76
    isobutyl acetate 0.46
    tetrachloromethane 0.23
    n-pentyl acetate 1.25
    transcutol 49.59
    n-heptanol 2.56
    ethylbenzene 0.47
    MIBK 1.93
    2-propoxyethanol 15.15
    tert-butanol 5.22
    MTBE 1.1
    2-butoxyethanol 10.04
    propionic acid 10.05
    o-xylene 1.17
    formic acid 316.23
    diethyl ether 1.86
    m-xylene 0.86
    p-xylene 0.49
    chlorobenzene 0.42
    dimethyl carbonate 9.99
    n-octane 0.28
    formamide 313.5
    cyclopentanone 12.63
    2-pentanone 3.3
    anisole 1.71
    cyclopentyl methyl ether 5.57
    gamma-butyrolactone 20.36
    1-methoxy-2-propanol 49.34
    pyridine 5.73
    3-pentanone 2.71
    furfural 21.99
    n-dodecane 0.18
    diethylene glycol 48.79
    diisopropyl ether 0.55
    tert-amyl alcohol 3.78
    acetylacetone 9.37
    n-hexadecane 0.2
    acetophenone 3.24
    methyl propionate 4.9
    isopentyl acetate 0.86
    trichloroethylene 2.11
    n-nonanol 2.2
    cyclohexanol 6.51
    benzyl alcohol 4.36
    2-ethylhexanol 1.11
    isooctanol 1.84
    dipropyl ether 2.05
    1,2-dichlorobenzene 0.56
    ethyl lactate 6.3
    propylene carbonate 7.35
    n-methylformamide 51.39
    2-pentanol 2.77
    n-pentane 0.19
    1-propoxy-2-propanol 8.93
    1-methoxy-2-propyl acetate 4.64
    2-(2-methoxypropoxy) propanol 13.1
    mesitylene 0.62
    ε-caprolactone 8.01
    p-cymene 0.6
    epichlorohydrin 10.3
    1,1,1-trichloroethane 0.38
    2-aminoethanol 51.36
    morpholine-4-carbaldehyde 61.39
    sulfolane 71.13
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 4.84
    n-hexyl acetate 1.85
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 17.58
    sec-butyl acetate 0.64
    tert-butyl acetate 2.21
    decalin 0.16
    glycerin 135.89
    diglyme 30.82
    acrylic acid 21.96
    isopropyl myristate 1.07
    n-butyric acid 10.02
    acetyl acetate 3.33
    di(2-ethylhexyl) phthalate 2.07
    ethyl propionate 1.45
    nitromethane 77.67
    1,2-diethoxyethane 4.19
    benzonitrile 1.56
    trioctyl phosphate 1.75
    1-bromopropane 0.5
    gamma-valerolactone 31.58
    n-decanol 1.76
    triethyl phosphate 2.18
    4-methyl-2-pentanol 1.29
    propionitrile 1.79
    vinylene carbonate 7.1
    1,1,2-trichlorotrifluoroethane 36.09
    DMS 3.3
    cumene 0.35
    2-octanol 1.43
    2-hexanone 1.06
    octyl acetate 1.62
    limonene 1.02
    1,2-dimethoxyethane 19.54
    ethyl orthosilicate 1.89
    tributyl phosphate 1.61
    diacetone alcohol 11.58
    N,N-dimethylaniline 2.21
    acrylonitrile 4.25
    aniline 3.31
    1,3-propanediol 56.22
    bromobenzene 0.3
    dibromomethane 0.47
    1,1,2,2-tetrachloroethane 2.3
    2-methyl-cyclohexyl acetate 1.76
    tetrabutyl urea 3.5
    diisobutyl methanol 1.07
    2-phenylethanol 2.89
    styrene 0.47
    dioctyl adipate 2.61
    dimethyl sulfate 30.31
    ethyl butyrate 1.46
    methyl lactate 25.56
    butyl lactate 3.66
    diethyl carbonate 1.5
    propanediol butyl ether 12.62
    triethyl orthoformate 2.15
    p-tert-butyltoluene 0.61
    methyl 4-tert-butylbenzoate 6.55
    morpholine 19.58
    tert-butylamine 1.44
    n-dodecanol 1.38
    dimethoxymethane 32.13
    ethylene carbonate 5.29
    cyrene 21.05
    2-ethoxyethyl acetate 3.14
    2-ethylhexyl acetate 0.61
    1,2,4-trichlorobenzene 0.95
    4-methylpyridine 3.04
    dibutyl ether 1.31
    2,6-dimethyl-4-heptanol 1.07
    DEF 14.05
    dimethyl isosorbide 18.09
    tetrachloroethylene 2.05
    eugenol 7.41
    triacetin 5.85
    span 80 9.45
    1,4-butanediol 15.46
    1,1-dichloroethane 0.39
    2-methyl-1-pentanol 1.35
    methyl formate 31.38
    2-methyl-1-butanol 2.66
    n-decane 0.31
    butyronitrile 1.74
    3,7-dimethyl-1-octanol 1.45
    1-chlorooctane 0.62
    1-chlorotetradecane 0.32
    n-nonane 0.28
    undecane 0.23
    tert-butylcyclohexane 0.08
    cyclooctane 0.37
    cyclopentanol 6.9
    tetrahydropyran 4.73
    tert-amyl methyl ether 1.64
    2,5,8-trioxanonane 27.43
    1-hexene 0.22
    2-isopropoxyethanol 11.03
    2,2,2-trifluoroethanol 44.2
    methyl butyrate 1.99

    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