4-Prenyloxyresveratrol

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  • Identifiers

    CAS number
    69065-16-3

    Molecular formula
    C19H20O4

    SMILES
    CC(=CCC1=C(C=C(C=C1O)/C=C/C2=C(C=C(C=C2)O)O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 53.6%
    Spicy 46.38%
    Odorless 33.04%
    Woody 30.67%
    Smoky 28.7%
    Fruity 28.54%
    Burnt 27.38%
    Medicinal 27.08%
    Balsamic 25.07%
    Dry 21.74%

     

    Flavor
    Bitter 87.61%
    Cedarleaf 20.62%
    Nitrile 20.43%
    Odorless 20.36%
    Lovage 19.76%
    Parsley 19.59%
    Oriental 19.56%
    Very strong 19.45%
    Thymol 19.24%
    Flat 19.13%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.7

    pKa est.
    12.05 (strong base)

    Molecular weight
    312.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    656°C

    Melting point expt.

    • 196 - 197 °C

    Flash point

    • 236.98 ˚C est.

  • Synonyms

    • 4-Prenyloxyresveratrol
    • 4'-Prenyloxyresveratrol
    • 69065-16-3
    • 5-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-2-(3-methylbut-2-enyl)benzene-1,3-diol
    • DTXSID90415184
    • 5-((E)-2-(2,4-dihydroxyphenyl)ethenyl)-2-(3-methylbut-2-enyl)benzene-1,3-diol
    • RefChem:1071480
    • DTXCID80366035
    • 2',3,4',5-Tetrahydroxy-4-prenylstilbene
    • CHEBI:1736
    • orb1685003
    • CHEMBL4464047
    • AKOS040760091
    • FS-7132
    • DA-49758
    • HY-137000
    • CS-0135757
    • Q27105500
    • 3',5',2,4-tetrahydroxy-4 (3-methyl-1-butenyl) stilbene
    • 5-[(E)-2-(2,4-Dihydroxyphenyl)ethen-1-yl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol
    • 5-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol
    • 69065-16-3

  • Applications

    4-Prenyloxyresveratrol (CAS 69065-16-3) is primarily used as an intermediate in the synthesis of resveratrol derivatives and related stilbene scaffolds in industrial manufacturing; it also has potential in cosmetics and personal care as an antioxidant and skin-conditioning ingredient, and may serve as a building block for formulation-ready antioxidants. In coatings, inks and polymer systems, it can function as a stabilizer or UV-absorbing additive to improve oxidative stability and color retention. In pharmaceutical and nutraceutical research, the compound is explored as a chemical scaffold for stilbene-type compounds and related libraries, supporting lead discovery and structure–activity investigations. All applications are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 125.2
    methanol 188.98
    isopropanol 77.36
    water 0.05
    ethyl acetate 54.37
    n-propanol 85.33
    acetone 185.93
    n-butanol 55.22
    acetonitrile 38.72
    DMF 120.06
    toluene 2.73
    isobutanol 31.25
    1,4-dioxane 175.71
    methyl acetate 60.08
    THF 798.54
    2-butanone 108.07
    n-pentanol 38.37
    sec-butanol 44.1
    n-hexane 0.14
    ethylene glycol 23.85
    NMP 27.66
    cyclohexane 0.18
    DMSO 556.84
    n-butyl acetate 18.73
    n-octanol 18.34
    chloroform 4.1
    n-propyl acetate 22.41
    acetic acid 104.27
    dichloromethane 2.66
    cyclohexanone 51.74
    propylene glycol 148.32
    isopropyl acetate 34.77
    DMAc 133.06
    2-ethoxyethanol 182.41
    isopentanol 35.61
    n-heptane 0.34
    ethyl formate 29.92
    1,2-dichloroethane 5.25
    n-hexanol 22.72
    2-methoxyethanol 502.77
    isobutyl acetate 14.74
    tetrachloromethane 0.57
    n-pentyl acetate 19.62
    transcutol 463.7
    n-heptanol 18.23
    ethylbenzene 1.72
    MIBK 38.78
    2-propoxyethanol 168.83
    tert-butanol 94.0
    MTBE 33.11
    2-butoxyethanol 75.06
    propionic acid 42.54
    o-xylene 1.7
    formic acid 39.24
    diethyl ether 23.32
    m-xylene 2.33
    p-xylene 2.35
    chlorobenzene 2.86
    dimethyl carbonate 27.33
    n-octane 0.25
    formamide 127.71
    cyclopentanone 133.03
    2-pentanone 67.75
    anisole 19.92
    cyclopentyl methyl ether 33.81
    gamma-butyrolactone 108.33
    1-methoxy-2-propanol 373.25
    pyridine 38.14
    3-pentanone 24.62
    furfural 57.63
    n-dodecane 0.4
    diethylene glycol 146.13
    diisopropyl ether 4.83
    tert-amyl alcohol 49.15
    acetylacetone 134.01
    n-hexadecane 0.45
    acetophenone 17.76
    methyl propionate 45.43
    isopentyl acetate 22.29
    trichloroethylene 12.6
    n-nonanol 18.86
    cyclohexanol 15.67
    benzyl alcohol 20.12
    2-ethylhexanol 10.01
    isooctanol 14.34
    dipropyl ether 16.67
    1,2-dichlorobenzene 2.61
    ethyl lactate 25.89
    propylene carbonate 31.33
    n-methylformamide 78.62
    2-pentanol 25.26
    n-pentane 0.12
    1-propoxy-2-propanol 104.26
    1-methoxy-2-propyl acetate 63.14
    2-(2-methoxypropoxy) propanol 79.56
    mesitylene 1.64
    ε-caprolactone 41.77
    p-cymene 2.15
    epichlorohydrin 156.33
    1,1,1-trichloroethane 4.21
    2-aminoethanol 100.8
    morpholine-4-carbaldehyde 93.17
    sulfolane 122.62
    2,2,4-trimethylpentane 0.23
    2-methyltetrahydrofuran 92.37
    n-hexyl acetate 31.03
    isooctane 0.27
    2-(2-butoxyethoxy)ethanol 144.65
    sec-butyl acetate 15.84
    tert-butyl acetate 51.93
    decalin 0.23
    glycerin 167.46
    diglyme 215.02
    acrylic acid 34.23
    isopropyl myristate 13.92
    n-butyric acid 62.19
    acetyl acetate 28.94
    di(2-ethylhexyl) phthalate 14.69
    ethyl propionate 20.68
    nitromethane 228.06
    1,2-diethoxyethane 79.81
    benzonitrile 11.26
    trioctyl phosphate 11.02
    1-bromopropane 1.99
    gamma-valerolactone 202.75
    n-decanol 13.48
    triethyl phosphate 10.5
    4-methyl-2-pentanol 16.06
    propionitrile 24.38
    vinylene carbonate 21.7
    1,1,2-trichlorotrifluoroethane 92.12
    DMS 21.7
    cumene 1.52
    2-octanol 11.57
    2-hexanone 34.12
    octyl acetate 19.27
    limonene 2.75
    1,2-dimethoxyethane 197.69
    ethyl orthosilicate 10.95
    tributyl phosphate 11.59
    diacetone alcohol 122.17
    N,N-dimethylaniline 9.77
    acrylonitrile 33.19
    aniline 11.61
    1,3-propanediol 173.21
    bromobenzene 1.91
    dibromomethane 1.46
    1,1,2,2-tetrachloroethane 13.05
    2-methyl-cyclohexyl acetate 17.31
    tetrabutyl urea 16.97
    diisobutyl methanol 9.29
    2-phenylethanol 22.8
    styrene 2.01
    dioctyl adipate 23.29
    dimethyl sulfate 36.93
    ethyl butyrate 16.87
    methyl lactate 66.13
    butyl lactate 29.94
    diethyl carbonate 11.77
    propanediol butyl ether 86.3
    triethyl orthoformate 17.97
    p-tert-butyltoluene 2.69
    methyl 4-tert-butylbenzoate 33.7
    morpholine 247.99
    tert-butylamine 19.24
    n-dodecanol 9.39
    dimethoxymethane 230.79
    ethylene carbonate 19.33
    cyrene 52.91
    2-ethoxyethyl acetate 47.72
    2-ethylhexyl acetate 13.03
    1,2,4-trichlorobenzene 4.48
    4-methylpyridine 18.55
    dibutyl ether 17.8
    2,6-dimethyl-4-heptanol 9.29
    DEF 33.96
    dimethyl isosorbide 126.05
    tetrachloroethylene 5.09
    eugenol 40.13
    triacetin 39.51
    span 80 57.49
    1,4-butanediol 34.39
    1,1-dichloroethane 3.76
    2-methyl-1-pentanol 24.0
    methyl formate 55.99
    2-methyl-1-butanol 25.9
    n-decane 0.63
    butyronitrile 25.21
    3,7-dimethyl-1-octanol 15.78
    1-chlorooctane 3.54
    1-chlorotetradecane 1.65
    n-nonane 0.46
    undecane 0.49
    tert-butylcyclohexane 0.31
    cyclooctane 0.1
    cyclopentanol 33.27
    tetrahydropyran 75.73
    tert-amyl methyl ether 20.09
    2,5,8-trioxanonane 152.66
    1-hexene 1.16
    2-isopropoxyethanol 86.04
    2,2,2-trifluoroethanol 16.3
    methyl butyrate 25.1

    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