3,4-Dicaffeoylquinic acid

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  • Identifiers

    CAS number
    89886-30-6

    Molecular formula
    C25H24O12

    SMILES
    C1[C@H]([C@@H]([C@@H](C[C@]1(C(=O)O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 77.11%
    Balsamic 24.53%
    Savory 23.38%
    Vanilla 22.93%
    Burnt 21.44%
    Milky 21.39%
    Phenolic 20.04%
    Spicy 19.36%
    Bitter 17.52%
    Dairy 15.6%

     

    Flavor
    Bitter 74.93%
    Odorless 48.65%
    Bland 32.43%
    Very mild 28.58%
    Sweet-like 23.27%
    Mild 21.94%
    Nitrile 19.45%
    Lovage 19.16%
    Ethyl benzoate 18.99%
    Cedarleaf 18.94%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    7.69 (neutral)

    Molecular weight
    516.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1212°C

    Melting point expt.

    • 140 °C

    Flash point

    • 317.83 ˚C est.

  • Synonyms

    • 89886-30-6
    • 3,4-DICQA
    • 14534-61-3
    • UNII-E57A0DKE0B
    • Cyclohexanecarboxylic acid, 3,4-bis(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-1,5-dihydroxy-, (1R,3R,4S,5R)-
    • RefChem:25855
    • 3,4-Dicaffeoylquinic acid
    • Isochlorogenic acid C
    • Isochlorogenic acid b
    • Isochlorogenic acid C(4,5)
    • MFCD10566623
    • E57A0DKE0B
    • 3,4-Di-O-Caffeoylquinic acid
    • 4,5-DCQA
    • CHEMBL177126
    • (1R,3R,4S,5R)-3,4-Bis((3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,5-dihydroxycyclohexanecarboxylic acid
    • (1R,3R,4S,5R)-3,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid
    • (1R,3R,4S,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid
    • Cyclohexanecarboxylic acid,3,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,5-dihydroxy-,(1R,3R,4S,5R)-
    • (1R,3R,4S,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxy-cyclohexanecarboxylic acid
    • 3,4-O-dicaffeoylquinic acid
    • NSC-649410
    • (1R,3R,4S,5R)-3,4-Bis[[3-(3,4-dihydroxyphenyl)acryloyl]oxy]-1,5-dihydroxycyclohexanecarboxylic Acid
    • isochlorogenic-acid-c
    • Isochlorogenic acid C?
    • 4,5-Dicaffeoylquinic acids
    • 3,4-di-caffeoylquinic acid
    • 3,4-di-O-caffeoylquinicacid
    • 3,4-O-di-caffeoylquinic acid
    • 3,4-O-dicaffeoyl quinic acid
    • Isochlorogenic acid C(4,5')
    • 3,4-DCQA
    • orb1301287
    • orb1304675
    • orb1941441
    • SCHEMBL15396049
    • ACon1_000313
    • HY-N0058R
    • CHEBI:141136
    • HY-N0058
    • MSK15169
    • BDBM50056908
    • s9034
    • 4,5-Dicaffeoylquinic acid (Standard)
    • AKOS025402182
    • AC-6052
    • CCG-269823
    • CS-3771
    • EBC-460084
    • FD64832
    • NCGC00180681-01
    • NCGC00180681-02
    • NCGC00180681-03
    • AS-74958
    • DA-70040
    • DA-74546
    • SY231926
    • 4,5-Bis(3,4-dihydroxycinnamoyl)quinic acid
    • 378I720
    • Q27276885
    • 4,5-Di-O-caffeoylquinic acid, >=85% (LC/MS-ELSD)
    • (1R,3R,4S,5R)-3,4-bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,5-dihydroxycyclohexane-1-carboxylic acid
    • (1R,3R,4S,5R)-3,4-Bis((3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,5-dihydroxycyclohexanecarboxylicacid
    • (1R,3R,4S,5R)-3,4-bis(3-(3,4-dihydroxyphenyl)acryloyloxy)-1,5-dihydroxycyclohexanecarboxylic acid
    • (1R,3R,4S,5R)-3,4-Bis-[(E)-3-(3,4-dihydroxy-phenyl)-acryloyloxy]-1,5-dihydroxy-cyclohexanecarboxylic acid
    • (4S,1R,3R,5R)-3,4-Bis[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexanecarboxylic acid
    • 3,4-Bis[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexanecarboxylic acid
    • 14534-61-3

  • Applications

    3,4-Dicaffeoylquinic acid (CAS 89886-30-6) is a natural polyphenol that is commonly evaluated as an antioxidant and stabilizer in various industrial formulations; in food processing it can help limit lipid and pigment oxidation and support shelf life; in cosmetics and personal care it is used as an antioxidant additive to protect formulations and skin; in coatings, inks, and polymer systems it serves as a stabilizer to reduce oxidative degradation during processing and use; and it is frequently employed as an analytical reference standard or as an intermediate in the synthesis of more complex caffeoylquinic acid derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 774.83
    methanol 686.93
    isopropanol 463.63
    water 8.93
    ethyl acetate 144.74
    n-propanol 446.33
    acetone 1456.78
    n-butanol 181.13
    acetonitrile 158.67
    DMF 1290.57
    toluene 7.75
    isobutanol 121.06
    1,4-dioxane 679.89
    methyl acetate 231.56
    THF 2703.03
    2-butanone 490.8
    n-pentanol 92.27
    sec-butanol 225.98
    n-hexane 0.87
    ethylene glycol 329.19
    NMP 458.31
    cyclohexane 2.16
    DMSO 7097.96
    n-butyl acetate 12.54
    n-octanol 26.22
    chloroform 14.64
    n-propyl acetate 35.91
    acetic acid 794.56
    dichloromethane 25.14
    cyclohexanone 195.34
    propylene glycol 359.88
    isopropyl acetate 55.59
    DMAc 974.73
    2-ethoxyethanol 704.38
    isopentanol 56.43
    n-heptane 1.1
    ethyl formate 128.56
    1,2-dichloroethane 41.14
    n-hexanol 22.38
    2-methoxyethanol 1623.11
    isobutyl acetate 6.16
    tetrachloromethane 1.83
    n-pentyl acetate 18.14
    transcutol 240.44
    n-heptanol 20.33
    ethylbenzene 2.35
    MIBK 43.03
    2-propoxyethanol 185.96
    tert-butanol 252.08
    MTBE 86.4
    2-butoxyethanol 89.45
    propionic acid 211.14
    o-xylene 3.81
    formic acid 520.47
    diethyl ether 167.94
    m-xylene 2.51
    p-xylene 2.23
    chlorobenzene 3.05
    dimethyl carbonate 112.4
    n-octane 0.88
    formamide 996.83
    cyclopentanone 627.97
    2-pentanone 228.82
    anisole 22.72
    cyclopentyl methyl ether 124.21
    gamma-butyrolactone 533.93
    1-methoxy-2-propanol 716.29
    pyridine 172.5
    3-pentanone 109.21
    furfural 145.22
    n-dodecane 0.76
    diethylene glycol 190.0
    diisopropyl ether 9.99
    tert-amyl alcohol 132.25
    acetylacetone 291.74
    n-hexadecane 0.81
    acetophenone 19.71
    methyl propionate 170.85
    isopentyl acetate 6.14
    trichloroethylene 35.59
    n-nonanol 25.67
    cyclohexanol 71.94
    benzyl alcohol 31.41
    2-ethylhexanol 4.52
    isooctanol 8.99
    dipropyl ether 30.7
    1,2-dichlorobenzene 1.37
    ethyl lactate 28.49
    propylene carbonate 56.37
    n-methylformamide 692.8
    2-pentanol 71.68
    n-pentane 2.0
    1-propoxy-2-propanol 81.18
    1-methoxy-2-propyl acetate 31.19
    2-(2-methoxypropoxy) propanol 49.61
    mesitylene 1.18
    ε-caprolactone 128.64
    p-cymene 0.77
    epichlorohydrin 474.35
    1,1,1-trichloroethane 9.38
    2-aminoethanol 479.87
    morpholine-4-carbaldehyde 477.22
    sulfolane 669.7
    2,2,4-trimethylpentane 0.32
    2-methyltetrahydrofuran 404.97
    n-hexyl acetate 22.37
    isooctane 0.14
    2-(2-butoxyethoxy)ethanol 106.03
    sec-butyl acetate 14.02
    tert-butyl acetate 43.33
    decalin 0.28
    glycerin 431.9
    diglyme 205.63
    acrylic acid 173.44
    isopropyl myristate 8.94
    n-butyric acid 147.65
    acetyl acetate 42.78
    di(2-ethylhexyl) phthalate 4.72
    ethyl propionate 33.79
    nitromethane 1249.96
    1,2-diethoxyethane 73.55
    benzonitrile 8.14
    trioctyl phosphate 6.44
    1-bromopropane 17.7
    gamma-valerolactone 745.8
    n-decanol 18.11
    triethyl phosphate 4.18
    4-methyl-2-pentanol 13.27
    propionitrile 58.83
    vinylene carbonate 38.21
    1,1,2-trichlorotrifluoroethane 152.23
    DMS 14.68
    cumene 0.95
    2-octanol 13.05
    2-hexanone 58.94
    octyl acetate 17.31
    limonene 1.77
    1,2-dimethoxyethane 558.94
    ethyl orthosilicate 4.35
    tributyl phosphate 5.02
    diacetone alcohol 135.08
    N,N-dimethylaniline 10.58
    acrylonitrile 73.84
    aniline 38.59
    1,3-propanediol 615.31
    bromobenzene 1.62
    dibromomethane 12.88
    1,1,2,2-tetrachloroethane 34.83
    2-methyl-cyclohexyl acetate 4.89
    tetrabutyl urea 15.13
    diisobutyl methanol 2.78
    2-phenylethanol 10.75
    styrene 3.21
    dioctyl adipate 13.85
    dimethyl sulfate 144.59
    ethyl butyrate 13.0
    methyl lactate 135.34
    butyl lactate 16.16
    diethyl carbonate 5.76
    propanediol butyl ether 70.18
    triethyl orthoformate 10.39
    p-tert-butyltoluene 0.87
    methyl 4-tert-butylbenzoate 15.48
    morpholine 923.16
    tert-butylamine 49.61
    n-dodecanol 12.85
    dimethoxymethane 945.03
    ethylene carbonate 41.76
    cyrene 63.24
    2-ethoxyethyl acetate 40.27
    2-ethylhexyl acetate 3.31
    1,2,4-trichlorobenzene 2.96
    4-methylpyridine 63.03
    dibutyl ether 23.06
    2,6-dimethyl-4-heptanol 2.78
    DEF 178.76
    dimethyl isosorbide 39.72
    tetrachloroethylene 16.28
    eugenol 14.73
    triacetin 20.24
    span 80 40.02
    1,4-butanediol 189.75
    1,1-dichloroethane 24.52
    2-methyl-1-pentanol 26.71
    methyl formate 492.66
    2-methyl-1-butanol 62.46
    n-decane 1.42
    butyronitrile 48.07
    3,7-dimethyl-1-octanol 8.18
    1-chlorooctane 5.19
    1-chlorotetradecane 2.07
    n-nonane 1.26
    undecane 1.0
    tert-butylcyclohexane 0.18
    cyclooctane 0.6
    cyclopentanol 235.62
    tetrahydropyran 366.94
    tert-amyl methyl ether 52.55
    2,5,8-trioxanonane 132.51
    1-hexene 5.27
    2-isopropoxyethanol 216.52
    2,2,2-trifluoroethanol 178.23
    methyl butyrate 45.74

    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