Ferulic acid 4-O-glucuronide

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  • Identifiers

    CAS number
    86321-24-6

    Molecular formula
    C16H18O10

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 71.8%
    Vanilla 28.69%
    Milky 27.01%
    Savory 25.64%
    Caramellic 22.84%
    Sweet 22.68%
    Creamy 20.59%
    Dairy 19.94%
    Burnt 19.66%
    Balsamic 19.18%

     

    Flavor
    Odorless 48.34%
    Bitter 46.61%
    Very mild 30.75%
    Bland 29.55%
    Mild 23.24%
    Sweet-like 22.97%
    Faint 19.73%
    Cotton candy 19.28%
    Cadaverous 19.21%
    Seedy 19.17%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.1

    pKa est.
    5.46 (weak acid)

    Molecular weight
    370.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1214°C

    Flash point

    • 261.56 ˚C est.

  • Synonyms

    • 86321-24-6
    • Ferulic acid 4-O-glucuronide
    • DTXSID401341677
    • (2S,3S,4S,5R,6S)-6-(4-((1E)-2-carboxyeth-1-en-1-yl)-2-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
    • (2S,3S,4S,5R,6S)-6-{4-[(1E)-2-carboxyeth-1-en-1-yl]-2-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
    • RefChem:1085361
    • DTXCID601770717
    • Ferulic acid 4-glucuronide
    • (2S,3S,4S,5R,6S)-6-[4-[(E)-2-carboxyethenyl]-2-methoxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
    • (2S,3S,4S,5R,6S)-6-[4-[(E)-2-carboxyethenyl]-2-methoxy-phenoxy]-3,4,5-trihydroxy-oxane-2-carboxylic acid
    • (2S,3S,4S,5R,6S)-6-(4-(2-Carboxyvinyl)-2-methoxyphenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
    • ferulic acid glucuronide
    • Ferulic Acid 4-O-beta-D-Glucuronide Disodium Salt
    • 4-(2-Carboxyethenyl)-2-methoxyphenyl beta-D-Glucopyranosiduronic Acid
    • CHEBI:189724
    • MFCD28386036
    • Ferulic Acid 4-O- beta -D-Glucuronide
    • (2S,3S,4S,5R,6S)-6-(4-((E)-2-Carboxyethenyl)-2-methoxyphenoxy)-3,4,5-trihydroxy-oxane-2-carboxylic acid
    • Q59900987
    • 4-(2-Carboxyethenyl)-2-methoxyphenyl beta-D-Glucopyranosiduronic Acid Disodium Salt
    • (2S,3S,4S,5R,6S)-6-[4-[(E)-2-carboxyvinyl]-2-methoxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
    • 1093679-70-9
    • 86321-24-6

  • Applications

    Ferulic acid 4-O-glucuronide (CAS 86321-24-6) is a water-soluble glucuronide metabolite of ferulic acid; practical applications lie mainly in analytical chemistry and pharmaceutical research: it is used as a reference standard for LC-MS/MS methods and other analytical techniques to quantify this metabolite in biological samples; it is evaluated in pharmacokinetics and ADME to understand the distribution and elimination of ferulic acid; it is employed in enzymology and glucuronidation studies to characterize UDP-glucuronosyltransferase activity; it supports method development and validation for analytical methods and metabolite profiling in pharmaceutical research and safety assessment.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 44.62
    methanol 75.8
    isopropanol 28.01
    water 35.74
    ethyl acetate 6.56
    n-propanol 28.65
    acetone 58.6
    n-butanol 16.02
    acetonitrile 9.17
    DMF 228.97
    toluene 1.74
    isobutanol 8.42
    1,4-dioxane 28.47
    methyl acetate 7.84
    THF 75.19
    2-butanone 15.95
    n-pentanol 6.44
    sec-butanol 14.1
    n-hexane 0.33
    ethylene glycol 179.81
    NMP 122.48
    cyclohexane 1.21
    DMSO 1092.27
    n-butyl acetate 0.97
    n-octanol 2.59
    chloroform 0.55
    n-propyl acetate 1.66
    acetic acid 96.42
    dichloromethane 0.98
    cyclohexanone 16.72
    propylene glycol 104.26
    isopropyl acetate 3.21
    DMAc 207.29
    2-ethoxyethanol 85.03
    isopentanol 7.06
    n-heptane 0.82
    ethyl formate 7.35
    1,2-dichloroethane 2.27
    n-hexanol 3.44
    2-methoxyethanol 252.79
    isobutyl acetate 0.47
    tetrachloromethane 0.29
    n-pentyl acetate 1.29
    transcutol 31.81
    n-heptanol 3.3
    ethylbenzene 0.71
    MIBK 4.19
    2-propoxyethanol 26.89
    tert-butanol 22.72
    MTBE 3.45
    2-butoxyethanol 11.94
    propionic acid 19.98
    o-xylene 1.67
    formic acid 281.25
    diethyl ether 7.04
    m-xylene 1.16
    p-xylene 0.69
    chlorobenzene 0.39
    dimethyl carbonate 14.78
    n-octane 0.51
    formamide 348.16
    cyclopentanone 35.71
    2-pentanone 12.99
    anisole 2.11
    cyclopentyl methyl ether 13.08
    gamma-butyrolactone 35.6
    1-methoxy-2-propanol 106.8
    pyridine 9.79
    3-pentanone 8.24
    furfural 19.62
    n-dodecane 0.29
    diethylene glycol 66.3
    diisopropyl ether 1.32
    tert-amyl alcohol 11.99
    acetylacetone 19.97
    n-hexadecane 0.32
    acetophenone 3.25
    methyl propionate 12.99
    isopentyl acetate 0.77
    trichloroethylene 1.97
    n-nonanol 2.75
    cyclohexanol 13.81
    benzyl alcohol 5.2
    2-ethylhexanol 1.37
    isooctanol 1.96
    dipropyl ether 4.35
    1,2-dichlorobenzene 0.36
    ethyl lactate 6.22
    propylene carbonate 5.81
    n-methylformamide 109.26
    2-pentanol 8.32
    n-pentane 0.59
    1-propoxy-2-propanol 12.78
    1-methoxy-2-propyl acetate 4.14
    2-(2-methoxypropoxy) propanol 11.23
    mesitylene 0.77
    ε-caprolactone 10.57
    p-cymene 0.55
    epichlorohydrin 19.87
    1,1,1-trichloroethane 0.54
    2-aminoethanol 141.04
    morpholine-4-carbaldehyde 84.72
    sulfolane 106.47
    2,2,4-trimethylpentane 0.19
    2-methyltetrahydrofuran 16.66
    n-hexyl acetate 1.65
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 17.63
    sec-butyl acetate 0.89
    tert-butyl acetate 3.17
    decalin 0.23
    glycerin 229.78
    diglyme 28.1
    acrylic acid 28.37
    isopropyl myristate 1.02
    n-butyric acid 13.65
    acetyl acetate 3.37
    di(2-ethylhexyl) phthalate 1.41
    ethyl propionate 2.35
    nitromethane 116.4
    1,2-diethoxyethane 4.73
    benzonitrile 1.29
    trioctyl phosphate 1.47
    1-bromopropane 1.09
    gamma-valerolactone 60.67
    n-decanol 2.32
    triethyl phosphate 1.46
    4-methyl-2-pentanol 2.41
    propionitrile 4.08
    vinylene carbonate 4.76
    1,1,2-trichlorotrifluoroethane 32.82
    DMS 2.51
    cumene 0.43
    2-octanol 1.85
    2-hexanone 2.69
    octyl acetate 1.62
    limonene 1.0
    1,2-dimethoxyethane 40.49
    ethyl orthosilicate 1.43
    tributyl phosphate 1.18
    diacetone alcohol 18.35
    N,N-dimethylaniline 2.56
    acrylonitrile 6.98
    aniline 5.26
    1,3-propanediol 119.66
    bromobenzene 0.27
    dibromomethane 0.63
    1,1,2,2-tetrachloroethane 2.53
    2-methyl-cyclohexyl acetate 1.28
    tetrabutyl urea 3.43
    diisobutyl methanol 1.06
    2-phenylethanol 2.77
    styrene 0.65
    dioctyl adipate 1.82
    dimethyl sulfate 32.34
    ethyl butyrate 1.42
    methyl lactate 33.93
    butyl lactate 3.08
    diethyl carbonate 1.04
    propanediol butyl ether 12.42
    triethyl orthoformate 1.82
    p-tert-butyltoluene 0.55
    methyl 4-tert-butylbenzoate 4.64
    morpholine 52.02
    tert-butylamine 5.29
    n-dodecanol 1.92
    dimethoxymethane 89.44
    ethylene carbonate 4.2
    cyrene 20.17
    2-ethoxyethyl acetate 2.79
    2-ethylhexyl acetate 0.54
    1,2,4-trichlorobenzene 0.6
    4-methylpyridine 4.92
    dibutyl ether 1.86
    2,6-dimethyl-4-heptanol 1.06
    DEF 24.5
    dimethyl isosorbide 13.88
    tetrachloroethylene 2.05
    eugenol 5.6
    triacetin 3.59
    span 80 8.76
    1,4-butanediol 41.17
    1,1-dichloroethane 0.8
    2-methyl-1-pentanol 2.9
    methyl formate 65.61
    2-methyl-1-butanol 6.76
    n-decane 0.51
    butyronitrile 3.2
    3,7-dimethyl-1-octanol 1.33
    1-chlorooctane 0.8
    1-chlorotetradecane 0.43
    n-nonane 0.5
    undecane 0.38
    tert-butylcyclohexane 0.12
    cyclooctane 0.59
    cyclopentanol 24.94
    tetrahydropyran 15.33
    tert-amyl methyl ether 4.27
    2,5,8-trioxanonane 25.19
    1-hexene 0.75
    2-isopropoxyethanol 22.92
    2,2,2-trifluoroethanol 41.48
    methyl butyrate 3.11

    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