N-(p-Coumaroyl)serotonin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    68573-24-0

    Molecular formula
    C19H18N2O3

    SMILES
    C1=CC(=CC=C1C=CC(=O)NCCC2=CNC3=C2C=C(C=C3)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 52.53%
    Meaty 43.97%
    Savory 42.96%
    Cooked 30.75%
    Burnt 27.78%
    Roasted 25.6%
    Fruity 20.87%
    Bitter 20.36%
    Cheesy 19.29%
    Cooling 19.17%

     

    Flavor
    Bitter 87.82%
    Odorless 42.57%
    Mild 23.76%
    Bland 23.4%
    Nitrile 21.12%
    Sweet-like 20.45%
    Very strong 19.73%
    Cedarleaf 19.43%
    Indole 19.42%
    Orange flower 18.87%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    9.65 (weak base)

    Molecular weight
    322.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    816°C

    Flash point

    • 298.0 ˚C est.

  • Synonyms

    • DTXSID901313118
    • n-(p-coumaroyl)serotonin
    • P-C-serotonin
    • RefChem:926971
    • DTXCID601065237
    • 68573-24-0
    • N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
    • TRYPTAMINE, 5-HYDROXY-N-
    • SEROTONIN II, N (P-COUMAROYL)-
    • SCHEMBL471922
    • AKOS030242666
    • NS00018357
    • 2-Propenamide, N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)-
    • 68573-24-0

  • Applications

    N-(p-Coumaroyl)serotonin (CAS 68573-24-0) finds use across several real-world domains, including cosmetics/personal care where it is evaluated as an antioxidant and stabilizer for formulation ingredients; pharmaceutical research where it serves as a pharmacophore scaffold in the exploration of bioactive derivatives; polymers and coatings where it is investigated as a UV-absorbing additive and antioxidant for plastics and coatings; the fragrance industry as a fragrance intermediate or precursor; and agricultural/plant chemistry research where it is studied as a natural product relevant to plant defense chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.05
    methanol 12.89
    isopropanol 7.36
    water 0.07
    ethyl acetate 2.83
    n-propanol 9.3
    acetone 15.7
    n-butanol 7.06
    acetonitrile 1.59
    DMF 53.03
    toluene 0.06
    isobutanol 4.0
    1,4-dioxane 7.82
    methyl acetate 6.0
    THF 58.86
    2-butanone 20.0
    n-pentanol 6.14
    sec-butanol 7.13
    n-hexane 0.01
    ethylene glycol 6.28
    NMP 4.18
    cyclohexane 0.01
    DMSO 90.89
    n-butyl acetate 1.29
    n-octanol 1.18
    chloroform 0.25
    n-propyl acetate 2.44
    acetic acid 13.38
    dichloromethane 0.17
    cyclohexanone 5.43
    propylene glycol 12.6
    isopropyl acetate 1.84
    DMAc 86.44
    2-ethoxyethanol 57.89
    isopentanol 4.55
    n-heptane 0.02
    ethyl formate 3.75
    1,2-dichloroethane 0.27
    n-hexanol 1.65
    2-methoxyethanol 103.55
    isobutyl acetate 1.16
    tetrachloromethane 0.05
    n-pentyl acetate 1.81
    transcutol 39.83
    n-heptanol 1.71
    ethylbenzene 0.1
    MIBK 2.58
    2-propoxyethanol 22.67
    tert-butanol 4.88
    MTBE 1.55
    2-butoxyethanol 12.84
    propionic acid 5.71
    o-xylene 0.07
    formic acid 13.35
    diethyl ether 1.02
    m-xylene 0.06
    p-xylene 0.17
    chlorobenzene 0.1
    dimethyl carbonate 2.93
    n-octane 0.02
    formamide 28.95
    cyclopentanone 12.33
    2-pentanone 6.73
    anisole 1.3
    cyclopentyl methyl ether 1.4
    gamma-butyrolactone 9.66
    1-methoxy-2-propanol 48.16
    pyridine 3.14
    3-pentanone 3.17
    furfural 7.86
    n-dodecane 0.03
    diethylene glycol 23.73
    diisopropyl ether 0.17
    tert-amyl alcohol 4.85
    acetylacetone 8.41
    n-hexadecane 0.03
    acetophenone 1.96
    methyl propionate 4.05
    isopentyl acetate 1.47
    trichloroethylene 0.9
    n-nonanol 1.54
    cyclohexanol 1.41
    benzyl alcohol 3.03
    2-ethylhexanol 0.63
    isooctanol 1.33
    dipropyl ether 0.97
    1,2-dichlorobenzene 0.11
    ethyl lactate 3.4
    propylene carbonate 2.38
    n-methylformamide 20.11
    2-pentanol 2.31
    n-pentane 0.01
    1-propoxy-2-propanol 9.61
    1-methoxy-2-propyl acetate 3.76
    2-(2-methoxypropoxy) propanol 11.25
    mesitylene 0.04
    ε-caprolactone 5.1
    p-cymene 0.1
    epichlorohydrin 14.48
    1,1,1-trichloroethane 0.17
    2-aminoethanol 14.31
    morpholine-4-carbaldehyde 18.52
    sulfolane 11.05
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 5.33
    n-hexyl acetate 2.15
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 18.66
    sec-butyl acetate 1.48
    tert-butyl acetate 2.04
    decalin 0.01
    glycerin 27.14
    diglyme 32.71
    acrylic acid 5.07
    isopropyl myristate 0.98
    n-butyric acid 7.15
    acetyl acetate 1.25
    di(2-ethylhexyl) phthalate 1.45
    ethyl propionate 2.23
    nitromethane 29.72
    1,2-diethoxyethane 5.82
    benzonitrile 0.8
    trioctyl phosphate 1.05
    1-bromopropane 0.13
    gamma-valerolactone 29.89
    n-decanol 1.19
    triethyl phosphate 1.01
    4-methyl-2-pentanol 1.04
    propionitrile 1.48
    vinylene carbonate 1.96
    1,1,2-trichlorotrifluoroethane 13.58
    DMS 1.71
    cumene 0.1
    2-octanol 1.0
    2-hexanone 5.49
    octyl acetate 1.52
    limonene 0.11
    1,2-dimethoxyethane 54.99
    ethyl orthosilicate 1.07
    tributyl phosphate 1.26
    diacetone alcohol 9.99
    N,N-dimethylaniline 0.82
    acrylonitrile 2.66
    aniline 0.59
    1,3-propanediol 35.19
    bromobenzene 0.05
    dibromomethane 0.08
    1,1,2,2-tetrachloroethane 1.08
    2-methyl-cyclohexyl acetate 1.13
    tetrabutyl urea 2.73
    diisobutyl methanol 0.46
    2-phenylethanol 1.64
    styrene 0.11
    dioctyl adipate 2.13
    dimethyl sulfate 4.41
    ethyl butyrate 1.36
    methyl lactate 7.39
    butyl lactate 3.27
    diethyl carbonate 0.94
    propanediol butyl ether 11.06
    triethyl orthoformate 1.69
    p-tert-butyltoluene 0.1
    methyl 4-tert-butylbenzoate 2.98
    morpholine 17.39
    tert-butylamine 0.68
    n-dodecanol 0.85
    dimethoxymethane 27.8
    ethylene carbonate 1.68
    cyrene 9.12
    2-ethoxyethyl acetate 4.99
    2-ethylhexyl acetate 0.83
    1,2,4-trichlorobenzene 0.23
    4-methylpyridine 1.48
    dibutyl ether 1.35
    2,6-dimethyl-4-heptanol 0.46
    DEF 6.94
    dimethyl isosorbide 9.47
    tetrachloroethylene 0.58
    eugenol 5.29
    triacetin 3.6
    span 80 6.14
    1,4-butanediol 10.97
    1,1-dichloroethane 0.21
    2-methyl-1-pentanol 3.93
    methyl formate 10.78
    2-methyl-1-butanol 4.59
    n-decane 0.04
    butyronitrile 1.82
    3,7-dimethyl-1-octanol 0.98
    1-chlorooctane 0.18
    1-chlorotetradecane 0.11
    n-nonane 0.03
    undecane 0.03
    tert-butylcyclohexane 0.01
    cyclooctane 0.0
    cyclopentanol 3.32
    tetrahydropyran 3.08
    tert-amyl methyl ether 1.4
    2,5,8-trioxanonane 22.78
    1-hexene 0.12
    2-isopropoxyethanol 21.12
    2,2,2-trifluoroethanol 3.85
    methyl butyrate 3.85

    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