Menthol glucuronide

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  • Identifiers

    CAS number
    79466-08-3

    Molecular formula
    C16H28O7

    SMILES
    C[C@@H]1CC[C@H]([C@@H](C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C(=O)O)O)O)O)C(C)C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 71.35%
    Mint 38.99%
    Cooling 38.24%
    Milky 19.1%
    Spicy 18.56%
    Woody 16.68%
    Bitter 15.5%
    Savory 15.12%
    Dry 14.78%
    Herbal 14.22%

     

    Flavor
    Bitter 39.09%
    Odorless 36.11%
    Sweet 30.53%
    Sweet-like 24.65%
    Fatty 24.0%
    Mentholic 22.05%
    Minty 21.48%
    Cedarleaf 21.24%
    Cauliflower 21.08%
    Green tea 20.69%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    4.3 (weak acid)

    Molecular weight
    332.39 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    681°C

    Flash point

    • 185.8 ˚C est.

  • Synonyms

    • l-Menthol Glucuronide
    • l-Menthyl Glucuronide
    • Menthol glucuronide
    • 79466-08-3
    • WW64GZ6LQY
    • RefChem:156493
    • (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxyoxane-2-carboxylic acid
    • beta-D-Glucopyranosiduronic acid, 5-methyl-2-(1-methylethyl)cyclohexyl, (1R-(1alpha,2beta,5alpha))-
    • beta-D-Glucopyranosiduronic acid, 5-methyl-2-(1-methylethyl)cyclohexyl, [1R-(1alpha,2beta,5alpha)]-
    • AKOS040752996
    • l-Menthyl beta-D-Glucopyranosiduronic Acid
    • (1R,2S,5R)-(-)-methol beta-D-glucuronide
    • Glucopyranosiduronic acid, l-menthyl, beta-D-
    • (1R,2S,5R)-(-)-Menthol beta -D-Glucuronide
    • (1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl beta-D-glucopyranosiduronic acid
    • (1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl beta-D-Glucopyranosiduronic Alphacid
    • beta-D-Glucopyranosiduronic acid, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl
    • (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)oxy)tetrahydro-2H-pyran-2-carboxylic acid
    • 79466-08-3

  • Applications

    Menthol glucuronide (CAS 79466-08-3) is commonly viewed as an intermediate in the synthesis of menthol-derived compounds for the fragrance and cosmetics industries; it can function as a solubilizing carrier or solubility modifier in fragrance and personal care formulations. In analytical and pharmaceutical contexts, it is typically used as a reference standard for menthol glucuronides and as a sample for pharmacokinetic studies of menthol metabolism. It may also be evaluated as a building block or precursor for menthol-related compounds in product development, and can serve in analytical workflows to support quality control and formulation research involving menthol-derived systems.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.78
    methanol 28.08
    isopropanol 2.47
    water 11.94
    ethyl acetate 2.87
    n-propanol 3.8
    acetone 2.28
    n-butanol 2.9
    acetonitrile 1.02
    DMF 11.41
    toluene 1.22
    isobutanol 2.44
    1,4-dioxane 4.35
    methyl acetate 2.18
    THF 10.48
    2-butanone 1.86
    n-pentanol 2.41
    sec-butanol 2.14
    n-hexane 0.28
    ethylene glycol 38.55
    NMP 73.36
    cyclohexane 0.78
    DMSO 131.55
    n-butyl acetate 3.48
    n-octanol 2.19
    chloroform 2.63
    n-propyl acetate 1.86
    acetic acid 102.85
    dichloromethane 2.49
    cyclohexanone 9.32
    propylene glycol 26.58
    isopropyl acetate 3.26
    DMAc 31.91
    2-ethoxyethanol 20.88
    isopentanol 3.74
    n-heptane 0.53
    ethyl formate 2.63
    1,2-dichloroethane 2.67
    n-hexanol 5.26
    2-methoxyethanol 38.68
    isobutyl acetate 1.61
    tetrachloromethane 1.31
    n-pentyl acetate 3.05
    transcutol 72.14
    n-heptanol 4.3
    ethylbenzene 1.07
    MIBK 3.74
    2-propoxyethanol 25.83
    tert-butanol 5.23
    MTBE 1.36
    2-butoxyethanol 16.61
    propionic acid 16.13
    o-xylene 2.34
    formic acid 204.23
    diethyl ether 1.1
    m-xylene 2.59
    p-xylene 1.33
    chlorobenzene 1.21
    dimethyl carbonate 5.33
    n-octane 0.31
    formamide 128.34
    cyclopentanone 12.84
    2-pentanone 2.54
    anisole 1.82
    cyclopentyl methyl ether 7.08
    gamma-butyrolactone 26.59
    1-methoxy-2-propanol 25.13
    pyridine 3.56
    3-pentanone 2.23
    furfural 24.89
    n-dodecane 0.17
    diethylene glycol 59.81
    diisopropyl ether 1.07
    tert-amyl alcohol 4.54
    acetylacetone 9.64
    n-hexadecane 0.19
    acetophenone 5.39
    methyl propionate 4.43
    isopentyl acetate 4.79
    trichloroethylene 6.34
    n-nonanol 2.37
    cyclohexanol 6.93
    benzyl alcohol 5.82
    2-ethylhexanol 3.26
    isooctanol 3.96
    dipropyl ether 1.73
    1,2-dichlorobenzene 2.17
    ethyl lactate 7.8
    propylene carbonate 14.25
    n-methylformamide 13.83
    2-pentanol 2.43
    n-pentane 0.29
    1-propoxy-2-propanol 16.19
    1-methoxy-2-propyl acetate 14.25
    2-(2-methoxypropoxy) propanol 20.59
    mesitylene 2.33
    ε-caprolactone 14.37
    p-cymene 1.97
    epichlorohydrin 12.64
    1,1,1-trichloroethane 2.09
    2-aminoethanol 34.8
    morpholine-4-carbaldehyde 46.96
    sulfolane 113.43
    2,2,4-trimethylpentane 0.36
    2-methyltetrahydrofuran 5.35
    n-hexyl acetate 3.84
    isooctane 0.31
    2-(2-butoxyethoxy)ethanol 28.84
    sec-butyl acetate 1.86
    tert-butyl acetate 6.3
    decalin 0.54
    glycerin 84.9
    diglyme 33.88
    acrylic acid 28.35
    isopropyl myristate 1.66
    n-butyric acid 14.11
    acetyl acetate 4.8
    di(2-ethylhexyl) phthalate 4.42
    ethyl propionate 2.08
    nitromethane 32.8
    1,2-diethoxyethane 4.37
    benzonitrile 2.42
    trioctyl phosphate 3.49
    1-bromopropane 0.79
    gamma-valerolactone 33.8
    n-decanol 1.82
    triethyl phosphate 4.2
    4-methyl-2-pentanol 2.85
    propionitrile 0.8
    vinylene carbonate 10.79
    1,1,2-trichlorotrifluoroethane 58.23
    DMS 7.03
    cumene 1.29
    2-octanol 2.04
    2-hexanone 1.65
    octyl acetate 2.37
    limonene 2.74
    1,2-dimethoxyethane 7.64
    ethyl orthosilicate 3.82
    tributyl phosphate 3.42
    diacetone alcohol 22.31
    N,N-dimethylaniline 3.0
    acrylonitrile 2.0
    aniline 3.46
    1,3-propanediol 29.41
    bromobenzene 1.08
    dibromomethane 1.73
    1,1,2,2-tetrachloroethane 6.89
    2-methyl-cyclohexyl acetate 5.5
    tetrabutyl urea 5.02
    diisobutyl methanol 2.87
    2-phenylethanol 7.9
    styrene 0.79
    dioctyl adipate 3.21
    dimethyl sulfate 22.37
    ethyl butyrate 2.72
    methyl lactate 18.72
    butyl lactate 9.1
    diethyl carbonate 2.09
    propanediol butyl ether 21.61
    triethyl orthoformate 3.53
    p-tert-butyltoluene 2.21
    methyl 4-tert-butylbenzoate 13.76
    morpholine 7.65
    tert-butylamine 2.0
    n-dodecanol 1.37
    dimethoxymethane 8.27
    ethylene carbonate 7.92
    cyrene 36.04
    2-ethoxyethyl acetate 7.26
    2-ethylhexyl acetate 3.28
    1,2,4-trichlorobenzene 3.89
    4-methylpyridine 2.52
    dibutyl ether 0.95
    2,6-dimethyl-4-heptanol 2.87
    DEF 6.37
    dimethyl isosorbide 41.17
    tetrachloroethylene 7.24
    eugenol 14.08
    triacetin 10.31
    span 80 20.92
    1,4-butanediol 11.39
    1,1-dichloroethane 1.11
    2-methyl-1-pentanol 3.24
    methyl formate 10.04
    2-methyl-1-butanol 3.19
    n-decane 0.28
    butyronitrile 0.74
    3,7-dimethyl-1-octanol 2.82
    1-chlorooctane 0.79
    1-chlorotetradecane 0.39
    n-nonane 0.26
    undecane 0.22
    tert-butylcyclohexane 0.39
    cyclooctane 0.66
    cyclopentanol 7.65
    tetrahydropyran 2.5
    tert-amyl methyl ether 2.18
    2,5,8-trioxanonane 31.05
    1-hexene 0.47
    2-isopropoxyethanol 11.53
    2,2,2-trifluoroethanol 49.66
    methyl butyrate 2.59

    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