5-Galloylquinic acid

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  • Identifiers

    CAS number
    53584-43-3

    Molecular formula
    C14H16O10

    SMILES
    C1[C@H]([C@@H]([C@@H](C[C@]1(C(=O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 83.88%
    Phenolic 20.93%
    Vanilla 19.82%
    Milky 19.68%
    Burnt 18.84%
    Balsamic 18.07%
    Savory 18.02%
    Sweet 17.18%
    Clean 17.01%
    Caramellic 16.68%

     

    Flavor
    Bitter 63.97%
    Odorless 50.28%
    Bland 33.9%
    Very mild 30.89%
    Sweet-like 26.91%
    Mild 23.83%
    Fenugreek 19.7%
    Seedy 19.51%
    Eugenol 19.51%
    Yeast 19.49%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -1.2

    pKa est.
    5.7 (weak acid)

    Molecular weight
    344.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1315°C

    Flash point

    • 284.56 ˚C est.

  • Synonyms

    • 5-Galloylquinic acid
    • (1R,3R,4S,5R)-1,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyl)oxycyclohexane-1-carboxylic acid
    • RefChem:913396
    • 53584-43-3
    • 5-Galloyl quinic acid
    • 5-O-Galloylquinic acid
    • starbld0000928
    • orb1684836
    • DTXSID901314704
    • AKOS040760229
    • FS-7486
    • HY-122921
    • CS-0090445
    • H41069
    • (1R,3R,4S,5R)-1,3,4-Trihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]cyclohexane-1-carboxylic acid
    • 53584-43-3

  • Applications

    5-Galloylquinic acid, CAS 53584-43-3, is a natural polyphenol ester of gallic acid and quinic acid, often evaluated as an antioxidant and metal-chelating agent. In practice, it is considered for use in cosmetics and personal care formulations to help stabilize products and protect sensitive ingredients; in food processing and flavor systems as a natural antioxidant additive; in polymer and plastic formulations as a stabilizer/antioxidant to improve material durability; in coatings and inks as a natural additive to extend shelf-life and resist oxidative degradation; and as a synthetic intermediate or building block for more complex polyphenolic compounds in pharmaceutical and agrochemical research. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 144.49
    methanol 275.12
    isopropanol 71.26
    water 35.84
    ethyl acetate 16.69
    n-propanol 65.23
    acetone 43.04
    n-butanol 29.0
    acetonitrile 12.06
    DMF 786.23
    toluene 0.85
    isobutanol 14.35
    1,4-dioxane 87.85
    methyl acetate 20.98
    THF 139.13
    2-butanone 22.33
    n-pentanol 10.11
    sec-butanol 33.51
    n-hexane 0.18
    ethylene glycol 624.3
    NMP 245.36
    cyclohexane 0.53
    DMSO 1412.88
    n-butyl acetate 2.05
    n-octanol 5.99
    chloroform 0.17
    n-propyl acetate 4.17
    acetic acid 205.61
    dichloromethane 0.31
    cyclohexanone 11.43
    propylene glycol 344.85
    isopropyl acetate 8.06
    DMAc 484.89
    2-ethoxyethanol 454.03
    isopentanol 13.15
    n-heptane 0.67
    ethyl formate 14.96
    1,2-dichloroethane 0.83
    n-hexanol 6.24
    2-methoxyethanol 1334.81
    isobutyl acetate 0.62
    tetrachloromethane 0.12
    n-pentyl acetate 2.45
    transcutol 138.62
    n-heptanol 7.28
    ethylbenzene 0.46
    MIBK 6.25
    2-propoxyethanol 115.85
    tert-butanol 72.75
    MTBE 12.81
    2-butoxyethanol 48.1
    propionic acid 41.01
    o-xylene 1.06
    formic acid 753.75
    diethyl ether 19.73
    m-xylene 0.65
    p-xylene 0.32
    chlorobenzene 0.1
    dimethyl carbonate 48.27
    n-octane 0.37
    formamide 1264.6
    cyclopentanone 35.83
    2-pentanone 19.27
    anisole 5.35
    cyclopentyl methyl ether 21.38
    gamma-butyrolactone 62.4
    1-methoxy-2-propanol 620.3
    pyridine 12.93
    3-pentanone 10.09
    furfural 36.99
    n-dodecane 0.22
    diethylene glycol 288.99
    diisopropyl ether 2.56
    tert-amyl alcohol 38.98
    acetylacetone 35.91
    n-hexadecane 0.25
    acetophenone 4.42
    methyl propionate 33.71
    isopentyl acetate 1.29
    trichloroethylene 0.87
    n-nonanol 6.41
    cyclohexanol 13.69
    benzyl alcohol 7.45
    2-ethylhexanol 2.04
    isooctanol 3.78
    dipropyl ether 9.3
    1,2-dichlorobenzene 0.14
    ethyl lactate 18.58
    propylene carbonate 10.04
    n-methylformamide 363.4
    2-pentanol 17.47
    n-pentane 0.41
    1-propoxy-2-propanol 46.11
    1-methoxy-2-propyl acetate 13.64
    2-(2-methoxypropoxy) propanol 35.95
    mesitylene 0.46
    ε-caprolactone 17.1
    p-cymene 0.42
    epichlorohydrin 37.19
    1,1,1-trichloroethane 0.17
    2-aminoethanol 631.58
    morpholine-4-carbaldehyde 323.35
    sulfolane 143.23
    2,2,4-trimethylpentane 0.17
    2-methyltetrahydrofuran 32.89
    n-hexyl acetate 3.74
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 69.36
    sec-butyl acetate 2.14
    tert-butyl acetate 11.04
    decalin 0.12
    glycerin 886.28
    diglyme 128.61
    acrylic acid 52.88
    isopropyl myristate 1.84
    n-butyric acid 30.52
    acetyl acetate 5.88
    di(2-ethylhexyl) phthalate 1.73
    ethyl propionate 6.59
    nitromethane 286.92
    1,2-diethoxyethane 14.36
    benzonitrile 0.9
    trioctyl phosphate 2.06
    1-bromopropane 0.4
    gamma-valerolactone 143.15
    n-decanol 4.83
    triethyl phosphate 2.69
    4-methyl-2-pentanol 5.2
    propionitrile 4.95
    vinylene carbonate 6.87
    1,1,2-trichlorotrifluoroethane 77.03
    DMS 5.04
    cumene 0.29
    2-octanol 3.66
    2-hexanone 3.46
    octyl acetate 3.25
    limonene 0.79
    1,2-dimethoxyethane 201.39
    ethyl orthosilicate 2.67
    tributyl phosphate 1.48
    diacetone alcohol 68.61
    N,N-dimethylaniline 5.18
    acrylonitrile 9.81
    aniline 5.68
    1,3-propanediol 453.36
    bromobenzene 0.06
    dibromomethane 0.15
    1,1,2,2-tetrachloroethane 1.47
    2-methyl-cyclohexyl acetate 1.57
    tetrabutyl urea 4.5
    diisobutyl methanol 1.82
    2-phenylethanol 4.72
    styrene 0.43
    dioctyl adipate 3.19
    dimethyl sulfate 81.72
    ethyl butyrate 3.06
    methyl lactate 127.41
    butyl lactate 6.29
    diethyl carbonate 2.02
    propanediol butyl ether 44.86
    triethyl orthoformate 4.25
    p-tert-butyltoluene 0.54
    methyl 4-tert-butylbenzoate 10.76
    morpholine 190.36
    tert-butylamine 14.1
    n-dodecanol 3.4
    dimethoxymethane 439.79
    ethylene carbonate 5.94
    cyrene 50.56
    2-ethoxyethyl acetate 7.8
    2-ethylhexyl acetate 0.81
    1,2,4-trichlorobenzene 0.32
    4-methylpyridine 5.35
    dibutyl ether 3.19
    2,6-dimethyl-4-heptanol 1.82
    DEF 62.63
    dimethyl isosorbide 36.2
    tetrachloroethylene 1.14
    eugenol 13.15
    triacetin 8.03
    span 80 24.76
    1,4-butanediol 108.61
    1,1-dichloroethane 0.23
    2-methyl-1-pentanol 4.5
    methyl formate 156.64
    2-methyl-1-butanol 12.27
    n-decane 0.45
    butyronitrile 3.41
    3,7-dimethyl-1-octanol 2.82
    1-chlorooctane 0.75
    1-chlorotetradecane 0.36
    n-nonane 0.42
    undecane 0.3
    tert-butylcyclohexane 0.08
    cyclooctane 0.32
    cyclopentanol 27.71
    tetrahydropyran 21.83
    tert-amyl methyl ether 15.15
    2,5,8-trioxanonane 93.36
    1-hexene 0.45
    2-isopropoxyethanol 99.12
    2,2,2-trifluoroethanol 70.25
    methyl butyrate 7.86

    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