Vaccinoside

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  • Identifiers

    CAS number
    36138-58-6

    Molecular formula
    C25H28O13

    SMILES
    C1=CC(C2C1C(=COC2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)O)(COC(=O)/C=C/C4=CC=C(C=C4)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 68.95%
    Sweet 24.57%
    Savory 22.71%
    Spicy 21.85%
    Vanilla 18.96%
    Bitter 18.69%
    Milky 18.27%
    Balsamic 17.96%
    Cooling 15.62%
    Roasted 15.19%

     

    Flavor
    Bitter 82.97%
    Odorless 35.18%
    Bland 29.64%
    Sweet-like 24.1%
    Very mild 24.09%
    Cedarleaf 19.72%
    Lovage 19.29%
    Nitrile 19.08%
    Parsley 19.0%
    Ethyl benzoate 18.7%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.8

    pKa est.
    4.81 (weak acid)

    Molecular weight
    536.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3668°C

    Flash point

    • 284.13 ˚C est.

  • Synonyms

    • Vaccinoside
    • Cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,7,7a-tetrahydro-7-hydroxy-7-(((3-(4-hydroxyphenyl)-1-oxo-2-propenyl)oxy)methyl)-
    • 36138-58-6
    • (1R,4AR,7S,7as)-7-hydroxy-7-((((2E)-3-(4-hydroxyphenyl)prop-2-enoyl)oxy)methyl)-1-(((2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)-1H,4ah,7H,7ah-cyclopenta(c)pyran-4-carboxylate
    • (1R,4AR,7S,7as)-7-hydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1-{[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4ah,7H,7ah-cyclopenta[c]pyran-4-carboxylate
    • RefChem:193479
    • (1S,4aS,7R,7aS)-7-hydroxy-7-(((E)-3-(4-hydroxyphenyl)prop-2-enoyl)oxymethyl)-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-4a,7a-dihydro-1H-cyclopenta(c)pyran-4-carboxylic acid
    • (1S,4aS,7R,7aS)-7-hydroxy-7-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid
    • SCHEMBL29751499
    • CHEBI:168060
    • 7-hydroxy-7-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid
    • 36138-58-6

  • Applications

    Vaccinoside (CAS 36138-58-6) is a glycoside saponin with natural surface-active properties. In practice, it is used as a surfactant and emulsifier in cosmetics and personal care to stabilize emulsions and improve product texture. It can also serve as a foaming agent and cleanser in household products and detergents. As a glycoside intermediate and structural element in chemical synthesis, Vaccinoside may be used as a precursor to other compounds or as an excipient in some pharmaceutical formulations. In polymer and plastics processing, it can act as a dispersant or compatibilizer to aid dispersion of fillers and additives in polymer systems. It is occasionally evaluated as an adjuvant or formulation aid in agricultural products or coatings/inks to improve wetting and pigment dispersion; however, specific applications depend on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 41.65
    methanol 132.11
    isopropanol 15.99
    water 1.57
    ethyl acetate 6.19
    n-propanol 25.17
    acetone 73.45
    n-butanol 12.81
    acetonitrile 10.05
    DMF 216.98
    toluene 0.75
    isobutanol 6.2
    1,4-dioxane 38.36
    methyl acetate 12.27
    THF 98.16
    2-butanone 27.65
    n-pentanol 5.03
    sec-butanol 8.56
    n-hexane 0.05
    ethylene glycol 63.33
    NMP 85.11
    cyclohexane 0.16
    DMSO 546.07
    n-butyl acetate 0.84
    n-octanol 3.19
    chloroform 1.81
    n-propyl acetate 1.73
    acetic acid 118.28
    dichloromethane 2.48
    cyclohexanone 19.22
    propylene glycol 63.22
    isopropyl acetate 2.72
    DMAc 173.45
    2-ethoxyethanol 75.77
    isopentanol 4.65
    n-heptane 0.12
    ethyl formate 10.64
    1,2-dichloroethane 2.76
    n-hexanol 1.56
    2-methoxyethanol 240.97
    isobutyl acetate 0.5
    tetrachloromethane 0.27
    n-pentyl acetate 2.09
    transcutol 57.48
    n-heptanol 2.76
    ethylbenzene 0.23
    MIBK 4.09
    2-propoxyethanol 25.0
    tert-butanol 7.24
    MTBE 2.11
    2-butoxyethanol 15.58
    propionic acid 19.52
    o-xylene 0.45
    formic acid 152.52
    diethyl ether 5.67
    m-xylene 0.36
    p-xylene 0.24
    chlorobenzene 0.4
    dimethyl carbonate 14.1
    n-octane 0.11
    formamide 164.86
    cyclopentanone 48.25
    2-pentanone 15.31
    anisole 2.13
    cyclopentyl methyl ether 6.27
    gamma-butyrolactone 39.64
    1-methoxy-2-propanol 104.56
    pyridine 13.3
    3-pentanone 8.43
    furfural 27.32
    n-dodecane 0.09
    diethylene glycol 46.11
    diisopropyl ether 0.49
    tert-amyl alcohol 4.39
    acetylacetone 26.73
    n-hexadecane 0.1
    acetophenone 2.62
    methyl propionate 12.78
    isopentyl acetate 0.55
    trichloroethylene 4.19
    n-nonanol 3.14
    cyclohexanol 4.24
    benzyl alcohol 4.29
    2-ethylhexanol 0.55
    isooctanol 1.5
    dipropyl ether 1.91
    1,2-dichlorobenzene 0.31
    ethyl lactate 4.84
    propylene carbonate 5.99
    n-methylformamide 108.7
    2-pentanol 3.6
    n-pentane 0.11
    1-propoxy-2-propanol 10.93
    1-methoxy-2-propyl acetate 3.86
    2-(2-methoxypropoxy) propanol 12.95
    mesitylene 0.19
    ε-caprolactone 12.2
    p-cymene 0.15
    epichlorohydrin 33.07
    1,1,1-trichloroethane 0.64
    2-aminoethanol 72.11
    morpholine-4-carbaldehyde 105.89
    sulfolane 73.06
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 12.27
    n-hexyl acetate 2.7
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 24.28
    sec-butyl acetate 0.79
    tert-butyl acetate 2.42
    decalin 0.03
    glycerin 144.33
    diglyme 41.01
    acrylic acid 28.56
    isopropyl myristate 1.01
    n-butyric acid 15.8
    acetyl acetate 3.87
    di(2-ethylhexyl) phthalate 1.42
    ethyl propionate 1.99
    nitromethane 139.85
    1,2-diethoxyethane 6.98
    benzonitrile 1.42
    trioctyl phosphate 1.34
    1-bromopropane 0.86
    gamma-valerolactone 110.9
    n-decanol 2.16
    triethyl phosphate 0.65
    4-methyl-2-pentanol 1.12
    propionitrile 4.72
    vinylene carbonate 6.36
    1,1,2-trichlorotrifluoroethane 41.64
    DMS 2.49
    cumene 0.12
    2-octanol 1.45
    2-hexanone 3.31
    octyl acetate 2.04
    limonene 0.29
    1,2-dimethoxyethane 52.41
    ethyl orthosilicate 0.65
    tributyl phosphate 0.92
    diacetone alcohol 15.69
    N,N-dimethylaniline 1.41
    acrylonitrile 9.88
    aniline 3.37
    1,3-propanediol 88.29
    bromobenzene 0.23
    dibromomethane 1.0
    1,1,2,2-tetrachloroethane 3.66
    2-methyl-cyclohexyl acetate 0.73
    tetrabutyl urea 2.72
    diisobutyl methanol 0.36
    2-phenylethanol 1.79
    styrene 0.29
    dioctyl adipate 2.2
    dimethyl sulfate 19.86
    ethyl butyrate 1.1
    methyl lactate 29.26
    butyl lactate 3.93
    diethyl carbonate 0.62
    propanediol butyl ether 21.91
    triethyl orthoformate 1.18
    p-tert-butyltoluene 0.15
    methyl 4-tert-butylbenzoate 4.07
    morpholine 60.95
    tert-butylamine 1.22
    n-dodecanol 1.43
    dimethoxymethane 107.73
    ethylene carbonate 4.83
    cyrene 21.09
    2-ethoxyethyl acetate 5.75
    2-ethylhexyl acetate 0.36
    1,2,4-trichlorobenzene 0.51
    4-methylpyridine 5.12
    dibutyl ether 1.65
    2,6-dimethyl-4-heptanol 0.36
    DEF 22.4
    dimethyl isosorbide 12.35
    tetrachloroethylene 2.32
    eugenol 5.71
    triacetin 5.29
    span 80 11.41
    1,4-butanediol 24.91
    1,1-dichloroethane 1.23
    2-methyl-1-pentanol 1.95
    methyl formate 71.59
    2-methyl-1-butanol 4.49
    n-decane 0.18
    butyronitrile 3.92
    3,7-dimethyl-1-octanol 1.2
    1-chlorooctane 0.59
    1-chlorotetradecane 0.25
    n-nonane 0.15
    undecane 0.12
    tert-butylcyclohexane 0.02
    cyclooctane 0.07
    cyclopentanol 11.08
    tetrahydropyran 12.97
    tert-amyl methyl ether 2.11
    2,5,8-trioxanonane 30.34
    1-hexene 0.22
    2-isopropoxyethanol 21.71
    2,2,2-trifluoroethanol 28.1
    methyl butyrate 3.16

    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