Glucocaffeic acid

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  • Identifiers

    CAS number
    17093-82-2

    Molecular formula
    C15H18O9

    SMILES
    C1=CC(=C(C=C1/C=C/C(=O)O)O)OC2C(C(C(C(O2)CO)O)O)O

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  • Odor profile

    Fragrance
    Odorless 78.17%
    Vanilla 27.12%
    Savory 25.32%
    Milky 23.19%
    Sweet 19.16%
    Balsamic 18.54%
    Burnt 18.51%
    Phenolic 18.38%
    Spicy 18.0%
    Bitter 17.81%

     

    Flavor
    Bitter 60.07%
    Odorless 48.03%
    Bland 30.22%
    Very mild 28.23%
    Sweet-like 25.97%
    Mild 24.1%
    Cadaverous 19.53%
    Fenugreek 19.43%
    Cotton candy 19.37%
    Nitrile 19.35%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.4

    pKa est.
    6.87 (neutral)

    Molecular weight
    342.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2032°C

    Melting point expt.

    • 133 - 135 °C

    Flash point

    • 290.8 ˚C est.

  • Synonyms

    • Glucocaffeic acid
    • 17093-82-2
    • (2E)-3-(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid
    • Glucocaffeate
    • (2E)-3-(3-Hydroxy-4-((3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)phenyl)prop-2-enoate
    • (2E)-3-(3-hydroxy-4-((3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)phenyl)prop-2-enoic acid
    • (2E)-3-(3-Hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate
    • RefChem:143595
    • (E)-3-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid
    • SCHEMBL16078355
    • Caffeic acid 4-O-glucopyranoside
    • CHEBI:143038
    • 17093-82-2

  • Applications

    Glucocaffeic acid (CAS 17093-82-2) is a glucoside polyphenol that is commonly studied as an antioxidant precursor and a building block for caffeic acid derivatives and related glycosides, with potential applications in cosmetics/personal care, pharmaceutical research, and biochemical synthesis; it can serve as an intermediate in the preparation of polyphenol esters and glycosides for synthetic chemistry, and may be used as an antioxidant additive or stabilizer in polymers and coatings; it is also explored as a precursor for fragrance and flavor polyphenol compounds in the fragrance industry, and is studied as a synthetic intermediate in agricultural and food-related research, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 46.83
    methanol 119.2
    isopropanol 21.65
    water 78.62
    ethyl acetate 5.73
    n-propanol 22.99
    acetone 47.51
    n-butanol 13.61
    acetonitrile 8.11
    DMF 223.21
    toluene 1.59
    isobutanol 5.38
    1,4-dioxane 29.59
    methyl acetate 5.44
    THF 57.75
    2-butanone 12.13
    n-pentanol 4.17
    sec-butanol 10.64
    n-hexane 0.19
    ethylene glycol 263.7
    NMP 100.34
    cyclohexane 0.95
    DMSO 1111.33
    n-butyl acetate 0.75
    n-octanol 2.12
    chloroform 0.16
    n-propyl acetate 1.16
    acetic acid 120.36
    dichloromethane 0.23
    cyclohexanone 12.96
    propylene glycol 124.19
    isopropyl acetate 2.81
    DMAc 189.8
    2-ethoxyethanol 104.15
    isopentanol 5.73
    n-heptane 0.72
    ethyl formate 6.8
    1,2-dichloroethane 0.79
    n-hexanol 3.16
    2-methoxyethanol 346.17
    isobutyl acetate 0.27
    tetrachloromethane 0.15
    n-pentyl acetate 1.1
    transcutol 40.5
    n-heptanol 2.97
    ethylbenzene 0.5
    MIBK 3.59
    2-propoxyethanol 28.27
    tert-butanol 18.67
    MTBE 2.68
    2-butoxyethanol 12.79
    propionic acid 18.64
    o-xylene 1.39
    formic acid 461.5
    diethyl ether 5.57
    m-xylene 0.98
    p-xylene 0.45
    chlorobenzene 0.22
    dimethyl carbonate 11.79
    n-octane 0.4
    formamide 564.91
    cyclopentanone 28.38
    2-pentanone 11.9
    anisole 1.75
    cyclopentyl methyl ether 11.02
    gamma-butyrolactone 30.21
    1-methoxy-2-propanol 122.24
    pyridine 8.84
    3-pentanone 6.26
    furfural 19.89
    n-dodecane 0.23
    diethylene glycol 80.49
    diisopropyl ether 1.09
    tert-amyl alcohol 9.48
    acetylacetone 21.53
    n-hexadecane 0.24
    acetophenone 2.51
    methyl propionate 9.91
    isopentyl acetate 0.58
    trichloroethylene 0.8
    n-nonanol 2.32
    cyclohexanol 12.11
    benzyl alcohol 4.65
    2-ethylhexanol 1.17
    isooctanol 1.67
    dipropyl ether 3.51
    1,2-dichlorobenzene 0.2
    ethyl lactate 5.56
    propylene carbonate 4.94
    n-methylformamide 127.99
    2-pentanol 6.72
    n-pentane 0.42
    1-propoxy-2-propanol 12.52
    1-methoxy-2-propyl acetate 3.96
    2-(2-methoxypropoxy) propanol 11.74
    mesitylene 0.63
    ε-caprolactone 8.75
    p-cymene 0.48
    epichlorohydrin 14.21
    1,1,1-trichloroethane 0.23
    2-aminoethanol 203.91
    morpholine-4-carbaldehyde 91.9
    sulfolane 88.08
    2,2,4-trimethylpentane 0.13
    2-methyltetrahydrofuran 13.87
    n-hexyl acetate 1.47
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 19.39
    sec-butyl acetate 0.61
    tert-butyl acetate 3.05
    decalin 0.16
    glycerin 289.45
    diglyme 32.38
    acrylic acid 29.0
    isopropyl myristate 0.86
    n-butyric acid 13.8
    acetyl acetate 3.29
    di(2-ethylhexyl) phthalate 1.19
    ethyl propionate 1.62
    nitromethane 144.98
    1,2-diethoxyethane 4.38
    benzonitrile 0.94
    trioctyl phosphate 1.21
    1-bromopropane 0.43
    gamma-valerolactone 60.63
    n-decanol 1.96
    triethyl phosphate 1.13
    4-methyl-2-pentanol 1.96
    propionitrile 2.75
    vinylene carbonate 3.89
    1,1,2-trichlorotrifluoroethane 32.59
    DMS 1.93
    cumene 0.29
    2-octanol 1.54
    2-hexanone 1.81
    octyl acetate 1.4
    limonene 0.87
    1,2-dimethoxyethane 40.15
    ethyl orthosilicate 1.12
    tributyl phosphate 0.93
    diacetone alcohol 19.6
    N,N-dimethylaniline 1.96
    acrylonitrile 5.16
    aniline 5.19
    1,3-propanediol 167.89
    bromobenzene 0.14
    dibromomethane 0.16
    1,1,2,2-tetrachloroethane 1.1
    2-methyl-cyclohexyl acetate 0.93
    tetrabutyl urea 2.76
    diisobutyl methanol 0.95
    2-phenylethanol 2.61
    styrene 0.46
    dioctyl adipate 1.59
    dimethyl sulfate 25.26
    ethyl butyrate 1.09
    methyl lactate 35.07
    butyl lactate 2.8
    diethyl carbonate 0.79
    propanediol butyl ether 14.33
    triethyl orthoformate 1.43
    p-tert-butyltoluene 0.5
    methyl 4-tert-butylbenzoate 4.39
    morpholine 56.02
    tert-butylamine 4.1
    n-dodecanol 1.61
    dimethoxymethane 83.92
    ethylene carbonate 3.3
    cyrene 20.26
    2-ethoxyethyl acetate 2.62
    2-ethylhexyl acetate 0.4
    1,2,4-trichlorobenzene 0.35
    4-methylpyridine 3.99
    dibutyl ether 1.48
    2,6-dimethyl-4-heptanol 0.95
    DEF 23.07
    dimethyl isosorbide 13.52
    tetrachloroethylene 1.09
    eugenol 5.54
    triacetin 3.32
    span 80 9.4
    1,4-butanediol 43.66
    1,1-dichloroethane 0.27
    2-methyl-1-pentanol 2.0
    methyl formate 69.85
    2-methyl-1-butanol 5.19
    n-decane 0.4
    butyronitrile 2.37
    3,7-dimethyl-1-octanol 1.2
    1-chlorooctane 0.57
    1-chlorotetradecane 0.32
    n-nonane 0.39
    undecane 0.29
    tert-butylcyclohexane 0.07
    cyclooctane 0.48
    cyclopentanol 18.49
    tetrahydropyran 13.22
    tert-amyl methyl ether 3.27
    2,5,8-trioxanonane 28.49
    1-hexene 0.42
    2-isopropoxyethanol 22.16
    2,2,2-trifluoroethanol 45.24
    methyl butyrate 2.2

    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