N-(E)-Caffeoyl-L-tyrosine

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  • Identifiers

    CAS number
    124027-56-1

    Molecular formula
    C18H17NO6

    SMILES
    C1=CC(=CC=C1C[C@@H](C(=O)O)NC(=O)/C=C/C2=CC(=C(C=C2)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 69.5%
    Savory 37.8%
    Meaty 27.56%
    Spicy 22.54%
    Cooked 22.27%
    Bitter 22.14%
    Burnt 21.68%
    Milky 21.1%
    Cooling 18.07%
    Balsamic 16.09%

     

    Flavor
    Bitter 79.28%
    Odorless 54.38%
    Mild 28.73%
    Bland 28.71%
    Sweet-like 22.11%
    Very mild 22.11%
    Nitrile 20.88%
    Yeast 19.43%
    Orange flower 19.3%
    Cedarleaf 19.11%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    9.79 (weak base)

    Molecular weight
    343.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    704°C

    Flash point

    • 297.33 ˚C est.

  • Synonyms

    • Angola I
    • C6KYU23R4U
    • N-(E)-Caffeoyl-L-tyrosine
    • L-Tyrosine, N-((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)-
    • L-Tyrosine, N-(3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)-, (E)-
    • N-((2E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl)-L-tyrosine
    • (2S)-2-(((E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl)amino)-3-(4-hydroxyphenyl)propanoic acid
    • L-Tyrosine, N-[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]-
    • (2S)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]-3-(4-hydroxyphenyl)propanoic Acid
    • RefChem:43860
    • Caffeoyl-N-tyrosine
    • 124027-56-1
    • N-[3',4'-Dihydroxy-(E)-cinnamoyl]-L-tyrosine
    • CHEMBL4126715
    • caffeoyl-tyrosine
    • UNII-C6KYU23R4U
    • SCHEMBL3171420
    • SCHEMBL31452787
    • DTXSID601035777
    • BDBM50272439
    • DB-231018
    • N-[(2e)-3-(3,4-dihydroxyphenyl)-2-propenoyl]tyrosine
    • 124027-56-1

  • Applications

    N-(E)-Caffeoyl-L-tyrosine (CAS 124027-56-1) is used as a synthetic building block for bioactive phenolic amide derivatives in pharmaceutical and agrochemical research; functions as an antioxidant and stabilizer in cosmetic and personal care formulations; evaluated as a functional additive for polymers and coatings to mitigate oxidation and material degradation; and employed as a research reagent in organic synthesis for developing phenolic amide frameworks.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 178.08
    methanol 256.96
    isopropanol 110.99
    water 2.91
    ethyl acetate 35.87
    n-propanol 106.06
    acetone 357.02
    n-butanol 48.86
    acetonitrile 38.26
    DMF 321.58
    toluene 0.93
    isobutanol 26.0
    1,4-dioxane 124.37
    methyl acetate 58.44
    THF 623.76
    2-butanone 127.0
    n-pentanol 26.53
    sec-butanol 54.73
    n-hexane 0.1
    ethylene glycol 125.2
    NMP 49.19
    cyclohexane 0.12
    DMSO 1137.65
    n-butyl acetate 3.85
    n-octanol 4.75
    chloroform 0.39
    n-propyl acetate 9.67
    acetic acid 163.61
    dichloromethane 0.5
    cyclohexanone 34.31
    propylene glycol 112.3
    isopropyl acetate 15.8
    DMAc 401.11
    2-ethoxyethanol 343.07
    isopentanol 21.09
    n-heptane 0.19
    ethyl formate 34.43
    1,2-dichloroethane 1.8
    n-hexanol 7.33
    2-methoxyethanol 809.41
    isobutyl acetate 1.9
    tetrachloromethane 0.14
    n-pentyl acetate 3.71
    transcutol 81.21
    n-heptanol 5.94
    ethylbenzene 0.73
    MIBK 12.98
    2-propoxyethanol 85.06
    tert-butanol 91.6
    MTBE 19.31
    2-butoxyethanol 34.23
    propionic acid 46.73
    o-xylene 0.84
    formic acid 214.62
    diethyl ether 21.69
    m-xylene 0.59
    p-xylene 0.77
    chlorobenzene 0.35
    dimethyl carbonate 26.56
    n-octane 0.15
    formamide 609.13
    cyclopentanone 111.6
    2-pentanone 58.77
    anisole 8.38
    cyclopentyl methyl ether 20.27
    gamma-butyrolactone 97.6
    1-methoxy-2-propanol 302.91
    pyridine 27.27
    3-pentanone 21.09
    furfural 38.77
    n-dodecane 0.17
    diethylene glycol 110.61
    diisopropyl ether 1.98
    tert-amyl alcohol 46.82
    acetylacetone 81.47
    n-hexadecane 0.19
    acetophenone 8.02
    methyl propionate 38.5
    isopentyl acetate 3.0
    trichloroethylene 2.22
    n-nonanol 5.28
    cyclohexanol 13.4
    benzyl alcohol 13.81
    2-ethylhexanol 2.08
    isooctanol 3.51
    dipropyl ether 7.95
    1,2-dichlorobenzene 0.29
    ethyl lactate 11.12
    propylene carbonate 11.07
    n-methylformamide 241.95
    2-pentanol 17.74
    n-pentane 0.11
    1-propoxy-2-propanol 33.29
    1-methoxy-2-propyl acetate 12.58
    2-(2-methoxypropoxy) propanol 23.6
    mesitylene 0.39
    ε-caprolactone 26.76
    p-cymene 0.42
    epichlorohydrin 112.01
    1,1,1-trichloroethane 0.69
    2-aminoethanol 197.42
    morpholine-4-carbaldehyde 120.41
    sulfolane 91.29
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 73.65
    n-hexyl acetate 4.78
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 45.19
    sec-butyl acetate 4.87
    tert-butyl acetate 15.23
    decalin 0.07
    glycerin 190.65
    diglyme 85.74
    acrylic acid 40.05
    isopropyl myristate 2.6
    n-butyric acid 41.61
    acetyl acetate 10.67
    di(2-ethylhexyl) phthalate 2.37
    ethyl propionate 10.43
    nitromethane 412.0
    1,2-diethoxyethane 18.62
    benzonitrile 2.51
    trioctyl phosphate 2.14
    1-bromopropane 0.78
    gamma-valerolactone 173.69
    n-decanol 4.21
    triethyl phosphate 2.22
    4-methyl-2-pentanol 5.15
    propionitrile 13.2
    vinylene carbonate 7.49
    1,1,2-trichlorotrifluoroethane 47.65
    DMS 4.44
    cumene 0.44
    2-octanol 3.09
    2-hexanone 16.15
    octyl acetate 4.04
    limonene 0.59
    1,2-dimethoxyethane 242.7
    ethyl orthosilicate 2.41
    tributyl phosphate 2.15
    diacetone alcohol 54.61
    N,N-dimethylaniline 4.36
    acrylonitrile 19.76
    aniline 7.6
    1,3-propanediol 275.15
    bromobenzene 0.18
    dibromomethane 0.24
    1,1,2,2-tetrachloroethane 2.85
    2-methyl-cyclohexyl acetate 2.33
    tetrabutyl urea 5.7
    diisobutyl methanol 1.6
    2-phenylethanol 6.0
    styrene 0.79
    dioctyl adipate 4.3
    dimethyl sulfate 32.62
    ethyl butyrate 4.52
    methyl lactate 48.06
    butyl lactate 5.38
    diethyl carbonate 2.5
    propanediol butyl ether 22.14
    triethyl orthoformate 4.23
    p-tert-butyltoluene 0.47
    methyl 4-tert-butylbenzoate 8.07
    morpholine 220.66
    tert-butylamine 11.89
    n-dodecanol 3.16
    dimethoxymethane 277.52
    ethylene carbonate 7.63
    cyrene 25.98
    2-ethoxyethyl acetate 10.44
    2-ethylhexyl acetate 1.51
    1,2,4-trichlorobenzene 0.61
    4-methylpyridine 12.16
    dibutyl ether 4.83
    2,6-dimethyl-4-heptanol 1.6
    DEF 48.78
    dimethyl isosorbide 23.35
    tetrachloroethylene 1.64
    eugenol 9.22
    triacetin 6.38
    span 80 12.47
    1,4-butanediol 79.35
    1,1-dichloroethane 1.04
    2-methyl-1-pentanol 11.76
    methyl formate 165.12
    2-methyl-1-butanol 19.65
    n-decane 0.25
    butyronitrile 11.63
    3,7-dimethyl-1-octanol 2.72
    1-chlorooctane 0.83
    1-chlorotetradecane 0.47
    n-nonane 0.19
    undecane 0.2
    tert-butylcyclohexane 0.06
    cyclooctane 0.07
    cyclopentanol 41.97
    tetrahydropyran 49.13
    tert-amyl methyl ether 13.56
    2,5,8-trioxanonane 61.42
    1-hexene 0.75
    2-isopropoxyethanol 101.18
    2,2,2-trifluoroethanol 38.72
    methyl butyrate 14.85

    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