Feruloyldopamine

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  • Identifiers

    CAS number
    142350-99-0

    Molecular formula
    C18H19NO5

    SMILES
    COC1=C(C=CC(=C1)/C=C/C(=O)NCCC2=CC(=C(C=C2)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 57.45%
    Savory 44.33%
    Meaty 39.64%
    Spicy 29.82%
    Burnt 27.81%
    Cooked 22.48%
    Milky 21.67%
    Smoky 20.57%
    Roasted 20.36%
    Cooling 19.67%

     

    Flavor
    Bitter 74.17%
    Odorless 43.28%
    Mild 29.69%
    Bland 28.04%
    Sweet-like 21.84%
    Nitrile 20.2%
    Orange flower 20.17%
    Parsley 19.75%
    Lovage 19.61%
    Ethyl benzoate 19.59%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    11.24 (strong base)

    Molecular weight
    329.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    661°C

    Flash point

    • 241.93 ˚C est.

  • Synonyms

    • feruloyldopamine
    • RefChem:43040
    • N-Feruloyl dopamine, trans-
    • N-Trans-Feruloyldopamine
    • trans-Feruloyldopamine
    • 142350-99-0
    • UNII-NGL0OTK5E8
    • NGL0OTK5E8
    • 2-Propenamide, N-(2-(3,4-dihydroxyphenyl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (2E)-
    • 2-Propenamide, N-(2-(3,4-dihydroxyphenyl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (E)-
    • (E)-N-[2-(3,4-dihydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
    • Feruloyl dopamine
    • trans-N-feruloyldopamine
    • N-FERYLOYLDOPAMINE
    • N-trans-feruloyl dopamine
    • trans-N-feruloyl dopamine
    • CHEMBL202844
    • SCHEMBL1916422
    • SCHEMBL31061232
    • DTXSID70162023
    • trans-N-feruloyl-3-hydroxytyramine
    • BDBM50559079
    • (2E)-N-[2-(3,4-dihydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
    • Q27284860
    • 142350-99-0

  • Applications

    Feruloyldopamine is a feruloyl derivative of dopamine, primarily used as an intermediate in organic synthesis and as a building block for bio-based polyphenolic materials. In industry, it may serve as a precursor for polymer and resin systems based on polyphenols, enabling adjustment of mechanical properties and oxidative stability. It can be considered as a functional additive or antioxidant-like component in coatings, inks, and cosmetic formulations, contributing to formulation stability and performance. It may participate as a crosslinking site or reactive center in polymer matrices or adhesive formulations. In pharmaceutical and medicinal chemistry research, it is used as an intermediate for the synthesis of feruloylated derivatives and related compounds. In cosmetics and personal care, it may be viewed as a potential ingredient or functional additive depending on formulation constraints. However, applications are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 50.53
    methanol 58.78
    isopropanol 47.27
    water 0.12
    ethyl acetate 15.85
    n-propanol 54.58
    acetone 95.84
    n-butanol 23.21
    acetonitrile 9.67
    DMF 66.95
    toluene 1.99
    isobutanol 15.21
    1,4-dioxane 69.2
    methyl acetate 19.22
    THF 573.28
    2-butanone 53.76
    n-pentanol 14.62
    sec-butanol 32.74
    n-hexane 0.2
    ethylene glycol 27.59
    NMP 16.33
    cyclohexane 0.31
    DMSO 768.84
    n-butyl acetate 2.03
    n-octanol 5.35
    chloroform 2.85
    n-propyl acetate 3.94
    acetic acid 49.96
    dichloromethane 3.16
    cyclohexanone 30.35
    propylene glycol 47.5
    isopropyl acetate 7.08
    DMAc 117.33
    2-ethoxyethanol 88.0
    isopentanol 10.74
    n-heptane 0.49
    ethyl formate 9.11
    1,2-dichloroethane 4.96
    n-hexanol 6.54
    2-methoxyethanol 170.03
    isobutyl acetate 1.75
    tetrachloromethane 0.47
    n-pentyl acetate 4.22
    transcutol 66.78
    n-heptanol 6.17
    ethylbenzene 1.13
    MIBK 8.32
    2-propoxyethanol 36.71
    tert-butanol 44.17
    MTBE 11.86
    2-butoxyethanol 19.51
    propionic acid 21.49
    o-xylene 1.54
    formic acid 41.74
    diethyl ether 14.6
    m-xylene 1.14
    p-xylene 1.24
    chlorobenzene 1.13
    dimethyl carbonate 12.66
    n-octane 0.41
    formamide 98.81
    cyclopentanone 78.53
    2-pentanone 28.12
    anisole 5.8
    cyclopentyl methyl ether 20.04
    gamma-butyrolactone 53.73
    1-methoxy-2-propanol 93.61
    pyridine 20.64
    3-pentanone 15.27
    furfural 21.42
    n-dodecane 0.35
    diethylene glycol 45.31
    diisopropyl ether 1.87
    tert-amyl alcohol 25.8
    acetylacetone 34.9
    n-hexadecane 0.39
    acetophenone 5.74
    methyl propionate 18.66
    isopentyl acetate 2.55
    trichloroethylene 7.5
    n-nonanol 6.1
    cyclohexanol 14.8
    benzyl alcohol 9.39
    2-ethylhexanol 2.74
    isooctanol 4.58
    dipropyl ether 5.85
    1,2-dichlorobenzene 1.04
    ethyl lactate 6.9
    propylene carbonate 7.03
    n-methylformamide 48.41
    2-pentanol 12.53
    n-pentane 0.19
    1-propoxy-2-propanol 19.63
    1-methoxy-2-propyl acetate 8.6
    2-(2-methoxypropoxy) propanol 18.63
    mesitylene 0.73
    ε-caprolactone 16.35
    p-cymene 0.9
    epichlorohydrin 69.41
    1,1,1-trichloroethane 1.85
    2-aminoethanol 52.27
    morpholine-4-carbaldehyde 37.29
    sulfolane 76.46
    2,2,4-trimethylpentane 0.19
    2-methyltetrahydrofuran 51.47
    n-hexyl acetate 5.81
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 27.82
    sec-butyl acetate 2.55
    tert-butyl acetate 9.1
    decalin 0.19
    glycerin 68.11
    diglyme 46.23
    acrylic acid 18.69
    isopropyl myristate 3.32
    n-butyric acid 17.66
    acetyl acetate 6.43
    di(2-ethylhexyl) phthalate 3.52
    ethyl propionate 4.84
    nitromethane 90.74
    1,2-diethoxyethane 14.99
    benzonitrile 3.36
    trioctyl phosphate 3.0
    1-bromopropane 2.39
    gamma-valerolactone 74.09
    n-decanol 4.8
    triethyl phosphate 2.92
    4-methyl-2-pentanol 4.28
    propionitrile 9.09
    vinylene carbonate 5.92
    1,1,2-trichlorotrifluoroethane 37.59
    DMS 5.73
    cumene 0.75
    2-octanol 4.05
    2-hexanone 8.59
    octyl acetate 4.4
    limonene 1.36
    1,2-dimethoxyethane 71.33
    ethyl orthosilicate 3.08
    tributyl phosphate 3.15
    diacetone alcohol 26.06
    N,N-dimethylaniline 3.78
    acrylonitrile 12.09
    aniline 7.03
    1,3-propanediol 74.5
    bromobenzene 0.74
    dibromomethane 1.83
    1,1,2,2-tetrachloroethane 8.61
    2-methyl-cyclohexyl acetate 3.17
    tetrabutyl urea 5.92
    diisobutyl methanol 2.36
    2-phenylethanol 5.83
    styrene 1.18
    dioctyl adipate 5.66
    dimethyl sulfate 21.98
    ethyl butyrate 2.9
    methyl lactate 21.01
    butyl lactate 6.22
    diethyl carbonate 2.33
    propanediol butyl ether 16.81
    triethyl orthoformate 4.15
    p-tert-butyltoluene 0.96
    methyl 4-tert-butylbenzoate 9.13
    morpholine 101.02
    tert-butylamine 8.37
    n-dodecanol 3.66
    dimethoxymethane 99.93
    ethylene carbonate 5.53
    cyrene 18.17
    2-ethoxyethyl acetate 9.74
    2-ethylhexyl acetate 1.57
    1,2,4-trichlorobenzene 1.81
    4-methylpyridine 8.39
    dibutyl ether 5.79
    2,6-dimethyl-4-heptanol 2.36
    DEF 17.88
    dimethyl isosorbide 22.37
    tetrachloroethylene 5.02
    eugenol 10.52
    triacetin 8.71
    span 80 12.37
    1,4-butanediol 25.52
    1,1-dichloroethane 2.71
    2-methyl-1-pentanol 7.85
    methyl formate 33.32
    2-methyl-1-butanol 11.57
    n-decane 0.65
    butyronitrile 6.49
    3,7-dimethyl-1-octanol 4.01
    1-chlorooctane 1.95
    1-chlorotetradecane 0.92
    n-nonane 0.52
    undecane 0.46
    tert-butylcyclohexane 0.15
    cyclooctane 0.16
    cyclopentanol 31.83
    tetrahydropyran 50.45
    tert-amyl methyl ether 8.82
    2,5,8-trioxanonane 37.82
    1-hexene 1.12
    2-isopropoxyethanol 34.38
    2,2,2-trifluoroethanol 13.34
    methyl butyrate 5.84

    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