N-Caffeoyl Serotonin

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  • Identifiers

    CAS number
    928765-97-3

    Molecular formula
    C19H18N2O4

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 64.63%
    Savory 40.82%
    Meaty 36.72%
    Burnt 27.04%
    Cooked 25.29%
    Roasted 19.7%
    Cooling 18.17%
    Milky 18.08%
    Bitter 17.96%
    Pungent 16.56%

     

    Flavor
    Bitter 91.76%
    Odorless 43.97%
    Bland 26.45%
    Mild 22.37%
    Sweet-like 21.19%
    Nitrile 20.32%
    Cedarleaf 19.39%
    Very strong 19.24%
    Indole 18.84%
    Lovage 18.62%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    10.33 (weak base)

    Molecular weight
    338.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    970°C

    Flash point

    • 313.56 ˚C est.

  • Synonyms

    • N-Caffeoyl serotonin
    • Cafeoylserotonin 98
    • n-caffeoylserotonin
    • 928765-97-3
    • 574297D1EQ
    • 2-Propenamide, 3-(3,4-dihydroxyphenyl)-N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-, (2E)-
    • DTXSID70239168
    • serotomide
    • RefChem:927083
    • DTXCID90161659
    • UNII-574297D1EQ
    • CHEMBL559089
    • caffeoylserotonin
    • caffeic acid serotonin amide
    • SCHEMBL803616
    • SCHEMBL30039282
    • BDBM50296247
    • (2E)-3-(3,4-dihydroxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
    • CS-0458126
    • Q27261461
    • 3-(3,4-Dihydroxyphenyl)-N-[2-(5-hydroxyindol-3-yl)ethyl]-2-propenamide
    • (E)-3-(3,4-dihydroxyphenyl)-N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)acrylamide
    • 928765-97-3

  • Applications

    N-Caffeoyl Serotonin (CAS 928765-97-3) may be used as an antioxidant and stabilizer in cosmetic and personal care formulations; it may be explored as a fragrance-related intermediate or odor-active compound for perfumery; it can serve as an organic synthesis intermediate in pharmaceutical and agrochemical research; it may function as a stabilizer or functional additive in coatings, inks, and polymer formulations; and it could appear in cleaning products as a specialty additive to improve formulation stability, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 20.05
    methanol 19.96
    isopropanol 15.15
    water 0.11
    ethyl acetate 3.17
    n-propanol 17.57
    acetone 18.49
    n-butanol 12.18
    acetonitrile 1.66
    DMF 61.16
    toluene 0.07
    isobutanol 6.21
    1,4-dioxane 9.11
    methyl acetate 6.59
    THF 91.81
    2-butanone 24.87
    n-pentanol 7.64
    sec-butanol 13.65
    n-hexane 0.02
    ethylene glycol 9.67
    NMP 6.32
    cyclohexane 0.01
    DMSO 135.07
    n-butyl acetate 1.05
    n-octanol 1.58
    chloroform 0.14
    n-propyl acetate 1.92
    acetic acid 18.96
    dichloromethane 0.11
    cyclohexanone 6.72
    propylene glycol 16.98
    isopropyl acetate 1.84
    DMAc 91.14
    2-ethoxyethanol 69.74
    isopentanol 6.4
    n-heptane 0.02
    ethyl formate 4.31
    1,2-dichloroethane 0.22
    n-hexanol 1.97
    2-methoxyethanol 149.66
    isobutyl acetate 0.66
    tetrachloromethane 0.04
    n-pentyl acetate 1.86
    transcutol 33.35
    n-heptanol 2.22
    ethylbenzene 0.08
    MIBK 2.5
    2-propoxyethanol 25.84
    tert-butanol 8.91
    MTBE 2.18
    2-butoxyethanol 14.69
    propionic acid 7.5
    o-xylene 0.07
    formic acid 19.66
    diethyl ether 1.59
    m-xylene 0.06
    p-xylene 0.13
    chlorobenzene 0.06
    dimethyl carbonate 2.87
    n-octane 0.02
    formamide 45.63
    cyclopentanone 18.75
    2-pentanone 8.66
    anisole 0.99
    cyclopentyl methyl ether 2.0
    gamma-butyrolactone 13.87
    1-methoxy-2-propanol 66.48
    pyridine 3.29
    3-pentanone 3.58
    furfural 8.3
    n-dodecane 0.03
    diethylene glycol 24.4
    diisopropyl ether 0.2
    tert-amyl alcohol 8.57
    acetylacetone 8.63
    n-hexadecane 0.03
    acetophenone 1.39
    methyl propionate 4.94
    isopentyl acetate 1.06
    trichloroethylene 0.58
    n-nonanol 2.0
    cyclohexanol 2.33
    benzyl alcohol 2.46
    2-ethylhexanol 0.59
    isooctanol 1.43
    dipropyl ether 1.09
    1,2-dichlorobenzene 0.05
    ethyl lactate 2.87
    propylene carbonate 2.11
    n-methylformamide 28.39
    2-pentanol 3.85
    n-pentane 0.01
    1-propoxy-2-propanol 10.06
    1-methoxy-2-propyl acetate 3.1
    2-(2-methoxypropoxy) propanol 9.83
    mesitylene 0.04
    ε-caprolactone 6.12
    p-cymene 0.08
    epichlorohydrin 16.39
    1,1,1-trichloroethane 0.12
    2-aminoethanol 23.34
    morpholine-4-carbaldehyde 21.44
    sulfolane 16.6
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 8.77
    n-hexyl acetate 2.14
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 18.38
    sec-butyl acetate 1.06
    tert-butyl acetate 2.05
    decalin 0.01
    glycerin 35.87
    diglyme 30.63
    acrylic acid 5.97
    isopropyl myristate 0.88
    n-butyric acid 9.4
    acetyl acetate 0.98
    di(2-ethylhexyl) phthalate 1.0
    ethyl propionate 1.82
    nitromethane 33.55
    1,2-diethoxyethane 5.01
    benzonitrile 0.53
    trioctyl phosphate 0.9
    1-bromopropane 0.13
    gamma-valerolactone 36.89
    n-decanol 1.45
    triethyl phosphate 0.65
    4-methyl-2-pentanol 1.26
    propionitrile 1.56
    vinylene carbonate 1.57
    1,1,2-trichlorotrifluoroethane 13.63
    DMS 1.28
    cumene 0.06
    2-octanol 1.39
    2-hexanone 4.72
    octyl acetate 1.54
    limonene 0.1
    1,2-dimethoxyethane 58.54
    ethyl orthosilicate 0.72
    tributyl phosphate 0.9
    diacetone alcohol 11.49
    N,N-dimethylaniline 0.57
    acrylonitrile 2.64
    aniline 0.69
    1,3-propanediol 56.07
    bromobenzene 0.03
    dibromomethane 0.06
    1,1,2,2-tetrachloroethane 0.74
    2-methyl-cyclohexyl acetate 0.72
    tetrabutyl urea 2.35
    diisobutyl methanol 0.39
    2-phenylethanol 1.28
    styrene 0.09
    dioctyl adipate 1.69
    dimethyl sulfate 4.58
    ethyl butyrate 1.12
    methyl lactate 8.38
    butyl lactate 3.04
    diethyl carbonate 0.62
    propanediol butyl ether 11.15
    triethyl orthoformate 1.29
    p-tert-butyltoluene 0.08
    methyl 4-tert-butylbenzoate 2.14
    morpholine 25.02
    tert-butylamine 1.11
    n-dodecanol 0.98
    dimethoxymethane 35.25
    ethylene carbonate 1.36
    cyrene 7.99
    2-ethoxyethyl acetate 4.44
    2-ethylhexyl acetate 0.56
    1,2,4-trichlorobenzene 0.13
    4-methylpyridine 1.51
    dibutyl ether 1.49
    2,6-dimethyl-4-heptanol 0.39
    DEF 8.88
    dimethyl isosorbide 7.09
    tetrachloroethylene 0.42
    eugenol 3.85
    triacetin 2.56
    span 80 5.77
    1,4-butanediol 13.94
    1,1-dichloroethane 0.17
    2-methyl-1-pentanol 4.07
    methyl formate 13.78
    2-methyl-1-butanol 6.69
    n-decane 0.05
    butyronitrile 1.94
    3,7-dimethyl-1-octanol 0.91
    1-chlorooctane 0.2
    1-chlorotetradecane 0.09
    n-nonane 0.03
    undecane 0.03
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 6.0
    tetrahydropyran 4.64
    tert-amyl methyl ether 1.94
    2,5,8-trioxanonane 20.77
    1-hexene 0.14
    2-isopropoxyethanol 22.73
    2,2,2-trifluoroethanol 4.97
    methyl butyrate 3.28

    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