(3S,4R,5S)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4,5-dihydroxycyclohexene-1-carboxylic acid

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  • Identifiers

    CAS number
    6082-44-6

    Molecular formula
    C16H16O8

    SMILES
    C1[C@@H]([C@H]([C@H](C=C1C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 78.24%
    Balsamic 22.67%
    Savory 22.54%
    Burnt 22.51%
    Vanilla 21.99%
    Milky 20.57%
    Phenolic 19.86%
    Spicy 18.69%
    Caramellic 18.2%
    Bitter 17.77%

     

    Flavor
    Bitter 66.28%
    Odorless 47.48%
    Very mild 30.12%
    Bland 28.41%
    Sweet-like 22.7%
    Mild 21.13%
    Nitrile 19.72%
    Lovage 19.32%
    Fenugreek 19.3%
    Yeast 19.23%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    7.31 (neutral)

    Molecular weight
    336.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    762°C

    Flash point

    • 288.17 ˚C est.

  • Synonyms

    • DTXSID501045387
    • 6082-44-6
    • 6082-44-6

  • Applications

    Chemical name: (3S,4R,5S)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4,5-dihydroxycyclohexene-1-carboxylic acid; CAS number: 6082-44-6. Real-world applications span cosmetics/personal care as an antioxidant and stabilizer in formulations; polymers/plastics as an antioxidant and stabilizer to improve material durability; coatings/inks as a UV absorber and colorfastness enhancer; fragrance and flavor industries as a fragrance component or aroma precursor and aroma fixative; and as a chiral intermediate or building block in pharmaceutical synthesis, with usage subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 317.42
    methanol 538.45
    isopropanol 185.74
    water 27.02
    ethyl acetate 40.58
    n-propanol 175.95
    acetone 371.02
    n-butanol 79.88
    acetonitrile 56.52
    DMF 483.99
    toluene 2.29
    isobutanol 37.05
    1,4-dioxane 228.64
    methyl acetate 55.84
    THF 570.85
    2-butanone 112.71
    n-pentanol 31.73
    sec-butanol 82.03
    n-hexane 0.26
    ethylene glycol 348.82
    NMP 113.57
    cyclohexane 0.67
    DMSO 1788.23
    n-butyl acetate 2.89
    n-octanol 8.66
    chloroform 0.69
    n-propyl acetate 8.01
    acetic acid 261.03
    dichloromethane 1.21
    cyclohexanone 43.29
    propylene glycol 210.61
    isopropyl acetate 15.87
    DMAc 493.16
    2-ethoxyethanol 472.64
    isopentanol 30.75
    n-heptane 0.58
    ethyl formate 36.64
    1,2-dichloroethane 3.83
    n-hexanol 9.48
    2-methoxyethanol 1164.48
    isobutyl acetate 1.25
    tetrachloromethane 0.28
    n-pentyl acetate 4.01
    transcutol 111.79
    n-heptanol 9.31
    ethylbenzene 1.14
    MIBK 14.41
    2-propoxyethanol 90.65
    tert-butanol 140.14
    MTBE 23.13
    2-butoxyethanol 40.86
    propionic acid 62.05
    o-xylene 2.1
    formic acid 494.11
    diethyl ether 42.14
    m-xylene 1.33
    p-xylene 1.05
    chlorobenzene 0.53
    dimethyl carbonate 43.77
    n-octane 0.48
    formamide 1072.59
    cyclopentanone 118.58
    2-pentanone 68.91
    anisole 9.97
    cyclopentyl methyl ether 37.36
    gamma-butyrolactone 113.13
    1-methoxy-2-propanol 396.51
    pyridine 38.28
    3-pentanone 29.25
    furfural 44.86
    n-dodecane 0.36
    diethylene glycol 159.19
    diisopropyl ether 3.47
    tert-amyl alcohol 67.24
    acetylacetone 82.75
    n-hexadecane 0.4
    acetophenone 8.64
    methyl propionate 53.43
    isopentyl acetate 2.01
    trichloroethylene 3.44
    n-nonanol 9.22
    cyclohexanol 32.48
    benzyl alcohol 18.28
    2-ethylhexanol 2.5
    isooctanol 4.83
    dipropyl ether 11.32
    1,2-dichlorobenzene 0.45
    ethyl lactate 13.82
    propylene carbonate 11.87
    n-methylformamide 379.04
    2-pentanol 32.0
    n-pentane 0.45
    1-propoxy-2-propanol 35.76
    1-methoxy-2-propyl acetate 10.73
    2-(2-methoxypropoxy) propanol 27.8
    mesitylene 0.8
    ε-caprolactone 30.87
    p-cymene 0.59
    epichlorohydrin 117.57
    1,1,1-trichloroethane 0.94
    2-aminoethanol 414.55
    morpholine-4-carbaldehyde 202.0
    sulfolane 140.04
    2,2,4-trimethylpentane 0.17
    2-methyltetrahydrofuran 91.64
    n-hexyl acetate 5.69
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 54.84
    sec-butyl acetate 3.64
    tert-butyl acetate 14.12
    decalin 0.19
    glycerin 372.96
    diglyme 104.52
    acrylic acid 62.01
    isopropyl myristate 2.91
    n-butyric acid 50.67
    acetyl acetate 13.01
    di(2-ethylhexyl) phthalate 2.63
    ethyl propionate 9.71
    nitromethane 501.85
    1,2-diethoxyethane 21.28
    benzonitrile 2.9
    trioctyl phosphate 2.75
    1-bromopropane 1.6
    gamma-valerolactone 187.65
    n-decanol 7.11
    triethyl phosphate 2.43
    4-methyl-2-pentanol 7.48
    propionitrile 17.15
    vinylene carbonate 9.31
    1,1,2-trichlorotrifluoroethane 66.02
    DMS 5.48
    cumene 0.58
    2-octanol 5.21
    2-hexanone 12.35
    octyl acetate 4.9
    limonene 1.0
    1,2-dimethoxyethane 259.45
    ethyl orthosilicate 2.53
    tributyl phosphate 2.2
    diacetone alcohol 64.36
    N,N-dimethylaniline 6.05
    acrylonitrile 25.72
    aniline 14.68
    1,3-propanediol 466.18
    bromobenzene 0.31
    dibromomethane 0.57
    1,1,2,2-tetrachloroethane 4.33
    2-methyl-cyclohexyl acetate 2.13
    tetrabutyl urea 6.7
    diisobutyl methanol 1.97
    2-phenylethanol 6.56
    styrene 1.21
    dioctyl adipate 4.65
    dimethyl sulfate 52.42
    ethyl butyrate 3.75
    methyl lactate 71.55
    butyl lactate 6.29
    diethyl carbonate 2.4
    propanediol butyl ether 32.61
    triethyl orthoformate 3.95
    p-tert-butyltoluene 0.65
    methyl 4-tert-butylbenzoate 9.66
    morpholine 342.14
    tert-butylamine 20.76
    n-dodecanol 5.22
    dimethoxymethane 412.58
    ethylene carbonate 9.41
    cyrene 35.18
    2-ethoxyethyl acetate 10.98
    2-ethylhexyl acetate 1.15
    1,2,4-trichlorobenzene 0.89
    4-methylpyridine 16.41
    dibutyl ether 6.12
    2,6-dimethyl-4-heptanol 1.97
    DEF 78.0
    dimethyl isosorbide 24.27
    tetrachloroethylene 2.93
    eugenol 11.28
    triacetin 7.6
    span 80 17.59
    1,4-butanediol 140.58
    1,1-dichloroethane 1.55
    2-methyl-1-pentanol 12.43
    methyl formate 217.69
    2-methyl-1-butanol 28.04
    n-decane 0.67
    butyronitrile 13.76
    3,7-dimethyl-1-octanol 3.51
    1-chlorooctane 1.59
    1-chlorotetradecane 0.75
    n-nonane 0.58
    undecane 0.48
    tert-butylcyclohexane 0.1
    cyclooctane 0.29
    cyclopentanol 73.95
    tetrahydropyran 85.99
    tert-amyl methyl ether 18.89
    2,5,8-trioxanonane 74.95
    1-hexene 1.18
    2-isopropoxyethanol 117.86
    2,2,2-trifluoroethanol 77.44
    methyl butyrate 12.37

    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