Dicaffeoylquinic acid

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  • Identifiers

    CAS number
    71275-40-6

    Molecular formula
    C25H24O12

    SMILES
    C1[C@H](C([C@@H](CC1(C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 76.83%
    Balsamic 24.8%
    Savory 23.58%
    Vanilla 22.97%
    Milky 21.71%
    Burnt 21.28%
    Phenolic 20.28%
    Spicy 19.43%
    Bitter 17.52%
    Dairy 15.85%

     

    Flavor
    Bitter 72.91%
    Odorless 48.66%
    Bland 32.68%
    Very mild 28.82%
    Sweet-like 23.12%
    Mild 22.73%
    Nitrile 19.42%
    Lovage 19.28%
    Ethyl benzoate 19.19%
    Parsley 19.04%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    8.12 (weak base)

    Molecular weight
    516.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1464°C

    Flash point

    • 317.76 ˚C est.

  • Synonyms

    • Dicaffeoylquinic acid
    • RefChem:416717
    • 71275-40-6
    • 1,4-Dicaffeoylquinic acid
    • 1182-34-9
    • 1,4-Di-O-caffeoylquinic acid
    • 1,4-Dicqa
    • 1,4-Dicaffeylquinic acid
    • NSC 91529
    • 50048OZ68I
    • (3R,5R)-1,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-3,5-dihydroxycyclohexane-1-carboxylic acid
    • (3S,5S)-1,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-3,5-dihydroxycyclohexane-1-carboxylic acid
    • 251320-68-0
    • 1,4-O-Dicaffeoylquinic acid
    • NSC-91529
    • CIN [Italian]
    • 1,4-di-caffeoylquinic acid
    • Acido, 1,4-dicaffeilchinico
    • 1,4-O-di-caffeoylquinic acid
    • 1,4-O-dicaffeoyl-quinic acid
    • MEGxp0_000656
    • SCHEMBL16221619
    • SCHEMBL20883251
    • SCHEMBL29385273
    • UNII-50048OZ68I
    • ACon1_001889
    • CHEBI:176204
    • HY-N0358
    • EINECS 214-655-7
    • AKOS025402175
    • AC-6034
    • Acido, 1,4-dicaffeilchinico [Italian]
    • NCGC00180035-01
    • PD125757
    • CS-0008910
    • 1,4-Bis-(3,4-dihydroxycinnamoyl)quinic acid
    • Q27260722
    • 3,4-Dihydroxycinnamic acid 1-carboxy-3,5-dihydroxy-1,4-cyclohexylene ester
    • Cinnamic acid, 3,4-dihydroxy-, 1-carboxy-3,5-dihydroxy-1,4-cyclohexylene ester
    • 2-Allyl-1,4-bis((3-(3,4-dihydroxyphenyl)-1-oxo)oxy)-3,5-dihydroxycyclohexanecarboxylic acid
    • CYCLOHEXANECARBOXYLIC ACID, 1,4-BIS(((2E)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-3,5-DIHYDROXY-, (1.ALPHA.,3R,4.ALPHA.,5R)-
    • Cyclohexanecarboxylic acid, 1,4-bis(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-3,5-dihydroxy-, (1alpha,3R,4alpha,5R)-
    • Cyclohexanecarboxylic acid, 1,4-bis((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,5-dihydroxy-, (1alpha,3alpha,4alpha,5beta)-
    • rel-(1alpha,3R,4alpha,5R)-1,4-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-3,5-dihydroxycyclohexanecarboxylic acid
    • rel-(1alpha,3R,4alpha,5R)-1,4-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-3,5-dihydroxycyclohexanecarboxylicacid
    • 1182-34-9

  • Applications

    Dicaffeoylquinic acid (CAS 71275-40-6) is studied for use across several domains as a natural antioxidant and stabilizer; in cosmetics/personal care it is explored as an antioxidant ingredient and formulation stabilizer; in food processing and packaging as a natural antioxidant component; in the polymers/plastics and coatings/inks sector as an oxidative stabilizer for polymers and printed materials; in pharmaceutical research and chemical synthesis it serves as a building block or intermediate for polyphenol-derived compounds. Its actual use depends on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 380.78
    methanol 298.02
    isopropanol 240.04
    water 3.54
    ethyl acetate 71.0
    n-propanol 234.65
    acetone 880.77
    n-butanol 91.64
    acetonitrile 79.54
    DMF 745.98
    toluene 4.59
    isobutanol 64.77
    1,4-dioxane 391.82
    methyl acetate 135.07
    THF 1717.33
    2-butanone 302.07
    n-pentanol 47.91
    sec-butanol 121.66
    n-hexane 0.58
    ethylene glycol 150.78
    NMP 284.37
    cyclohexane 1.43
    DMSO 4532.94
    n-butyl acetate 8.21
    n-octanol 15.3
    chloroform 9.04
    n-propyl acetate 21.18
    acetic acid 361.63
    dichloromethane 15.36
    cyclohexanone 124.65
    propylene glycol 167.44
    isopropyl acetate 28.69
    DMAc 595.95
    2-ethoxyethanol 355.23
    isopentanol 28.97
    n-heptane 0.76
    ethyl formate 65.54
    1,2-dichloroethane 25.67
    n-hexanol 12.27
    2-methoxyethanol 786.14
    isobutyl acetate 3.95
    tetrachloromethane 1.17
    n-pentyl acetate 11.21
    transcutol 118.17
    n-heptanol 11.95
    ethylbenzene 1.58
    MIBK 23.49
    2-propoxyethanol 104.5
    tert-butanol 130.56
    MTBE 48.8
    2-butoxyethanol 50.42
    propionic acid 108.62
    o-xylene 2.31
    formic acid 237.79
    diethyl ether 90.14
    m-xylene 1.52
    p-xylene 1.61
    chlorobenzene 1.98
    dimethyl carbonate 53.86
    n-octane 0.63
    formamide 466.36
    cyclopentanone 407.16
    2-pentanone 122.33
    anisole 12.14
    cyclopentyl methyl ether 71.71
    gamma-butyrolactone 317.94
    1-methoxy-2-propanol 343.44
    pyridine 106.76
    3-pentanone 63.87
    furfural 83.19
    n-dodecane 0.53
    diethylene glycol 100.58
    diisopropyl ether 5.33
    tert-amyl alcohol 71.23
    acetylacetone 151.71
    n-hexadecane 0.57
    acetophenone 11.41
    methyl propionate 91.17
    isopentyl acetate 4.29
    trichloroethylene 21.78
    n-nonanol 15.12
    cyclohexanol 39.49
    benzyl alcohol 17.33
    2-ethylhexanol 2.83
    isooctanol 5.53
    dipropyl ether 19.09
    1,2-dichlorobenzene 0.88
    ethyl lactate 14.77
    propylene carbonate 30.69
    n-methylformamide 345.16
    2-pentanol 33.51
    n-pentane 1.16
    1-propoxy-2-propanol 45.06
    1-methoxy-2-propyl acetate 17.85
    2-(2-methoxypropoxy) propanol 27.55
    mesitylene 0.74
    ε-caprolactone 75.26
    p-cymene 0.55
    epichlorohydrin 283.88
    1,1,1-trichloroethane 5.94
    2-aminoethanol 221.6
    morpholine-4-carbaldehyde 258.1
    sulfolane 412.3
    2,2,4-trimethylpentane 0.19
    2-methyltetrahydrofuran 246.72
    n-hexyl acetate 13.95
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 57.61
    sec-butyl acetate 8.13
    tert-butyl acetate 23.31
    decalin 0.19
    glycerin 199.6
    diglyme 110.41
    acrylic acid 89.98
    isopropyl myristate 5.4
    n-butyric acid 69.28
    acetyl acetate 20.98
    di(2-ethylhexyl) phthalate 2.77
    ethyl propionate 18.66
    nitromethane 673.09
    1,2-diethoxyethane 42.89
    benzonitrile 5.24
    trioctyl phosphate 3.81
    1-bromopropane 10.97
    gamma-valerolactone 452.13
    n-decanol 10.83
    triethyl phosphate 2.59
    4-methyl-2-pentanol 6.7
    propionitrile 32.19
    vinylene carbonate 20.97
    1,1,2-trichlorotrifluoroethane 81.75
    DMS 8.77
    cumene 0.66
    2-octanol 7.85
    2-hexanone 37.35
    octyl acetate 10.15
    limonene 1.19
    1,2-dimethoxyethane 325.84
    ethyl orthosilicate 2.67
    tributyl phosphate 2.92
    diacetone alcohol 68.59
    N,N-dimethylaniline 6.12
    acrylonitrile 41.19
    aniline 19.65
    1,3-propanediol 291.6
    bromobenzene 1.1
    dibromomethane 8.08
    1,1,2,2-tetrachloroethane 21.68
    2-methyl-cyclohexyl acetate 2.99
    tetrabutyl urea 9.58
    diisobutyl methanol 1.71
    2-phenylethanol 6.55
    styrene 2.05
    dioctyl adipate 7.81
    dimethyl sulfate 76.32
    ethyl butyrate 7.86
    methyl lactate 65.05
    butyl lactate 9.48
    diethyl carbonate 3.4
    propanediol butyl ether 37.74
    triethyl orthoformate 6.16
    p-tert-butyltoluene 0.59
    methyl 4-tert-butylbenzoate 8.76
    morpholine 522.77
    tert-butylamine 26.34
    n-dodecanol 7.58
    dimethoxymethane 511.42
    ethylene carbonate 23.29
    cyrene 33.29
    2-ethoxyethyl acetate 23.88
    2-ethylhexyl acetate 2.38
    1,2,4-trichlorobenzene 1.85
    4-methylpyridine 39.17
    dibutyl ether 14.39
    2,6-dimethyl-4-heptanol 1.71
    DEF 92.97
    dimethyl isosorbide 22.52
    tetrachloroethylene 9.87
    eugenol 8.4
    triacetin 11.51
    span 80 20.88
    1,4-butanediol 94.44
    1,1-dichloroethane 14.92
    2-methyl-1-pentanol 14.54
    methyl formate 252.55
    2-methyl-1-butanol 33.37
    n-decane 1.0
    butyronitrile 25.82
    3,7-dimethyl-1-octanol 4.79
    1-chlorooctane 3.39
    1-chlorotetradecane 1.34
    n-nonane 0.89
    undecane 0.71
    tert-butylcyclohexane 0.12
    cyclooctane 0.37
    cyclopentanol 135.67
    tetrahydropyran 225.28
    tert-amyl methyl ether 29.63
    2,5,8-trioxanonane 69.19
    1-hexene 3.28
    2-isopropoxyethanol 115.51
    2,2,2-trifluoroethanol 84.04
    methyl butyrate 25.86

    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