Palmitoyl methoxytryptamine

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  • Identifiers

    CAS number
    151922-15-5

    Molecular formula
    C27H44N2O2

    SMILES
    CCCCCCCCCCCCCCCC(=O)NCCC1=CNC2=C1C=C(C=C2)OC

    Safety labels

  • Odor profile

    Fragrance
    Odorless 36.39%
    Savory 35.28%
    Meaty 34.41%
    Animal 30.92%
    Waxy 30.01%
    Fatty 26.95%
    Cooling 23.97%
    Burnt 23.73%
    Roasted 23.21%
    Fishy 22.67%

     

    Flavor
    Bland 36.76%
    Odorless 32.01%
    Mild 29.94%
    Herbal 24.95%
    Faint 22.33%
    Slightly waxy 20.69%
    Bitter 20.04%
    Delicate 19.95%
    Cedarleaf 19.68%
    Lovage 19.56%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    8.1

    pKa est.
    5.52 (weak acid)

    Molecular weight
    428.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    790°C

    Flash point

    • 234.88 ˚C est.

  • Synonyms

    • Palmitoyl methoxytryptamine
    • Promelatonine
    • N-Palmitoyl-5-methoxytryptamine
    • UNII-2298R31N7A
    • 2298R31N7A
    • 151922-15-5
    • Hexadecanamide, N-(2-(5-methoxy-1H-indol-3-yl)ethyl)-
    • DTXSID20164911
    • RefChem:169739
    • DTXCID4087402
    • PALMITOYL METHOXYTRYPTAMINE [INCI]
    • N-[2-(5-methoxy-1H-indol-3-yl)ethyl]hexadecanamide
    • SCHEMBL8571512
    • Q27253633
    • 151922-15-5

  • Applications

    Palmitoyl methoxytryptamine (CAS 151922-15-5) is a lipophilic amide formed from palmitic acid and methoxytryptamine, typically viewed as an intermediate or building block for the synthesis of tryptamine derivatives and lipid-mimetic systems; in industry, it is studied and applied as an intermediate in pharmaceutical and cosmetic synthesis; as a potential component for cosmetic/personal-care formulations and fragrance systems; as a precursor for polymer- or coating-integrated compounds to improve lipophilic properties and texture; and as a research tool for exploring interactions of indoleamines with lipid environments. However, specific uses must comply with local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 36.31
    methanol 67.14
    isopropanol 19.7
    water 1.08
    ethyl acetate 45.56
    n-propanol 31.99
    acetone 78.96
    n-butanol 30.78
    acetonitrile 15.13
    DMF 94.82
    toluene 9.79
    isobutanol 22.08
    1,4-dioxane 61.32
    methyl acetate 51.9
    THF 144.8
    2-butanone 78.72
    n-pentanol 28.94
    sec-butanol 27.73
    n-hexane 1.8
    ethylene glycol 4.09
    NMP 136.35
    cyclohexane 3.24
    DMSO 109.24
    n-butyl acetate 35.87
    n-octanol 13.26
    chloroform 163.4
    n-propyl acetate 53.61
    acetic acid 72.64
    dichloromethane 169.77
    cyclohexanone 142.25
    propylene glycol 7.57
    isopropyl acetate 32.86
    DMAc 242.0
    2-ethoxyethanol 75.72
    isopentanol 26.02
    n-heptane 1.21
    ethyl formate 44.62
    1,2-dichloroethane 83.96
    n-hexanol 15.14
    2-methoxyethanol 69.95
    isobutyl acetate 33.91
    tetrachloromethane 28.17
    n-pentyl acetate 56.01
    transcutol 158.96
    n-heptanol 16.65
    ethylbenzene 8.21
    MIBK 30.06
    2-propoxyethanol 46.56
    tert-butanol 18.64
    MTBE 25.42
    2-butoxyethanol 56.45
    propionic acid 41.83
    o-xylene 7.94
    formic acid 33.38
    diethyl ether 22.83
    m-xylene 5.84
    p-xylene 13.68
    chlorobenzene 25.98
    dimethyl carbonate 24.48
    n-octane 1.02
    formamide 55.01
    cyclopentanone 136.6
    2-pentanone 51.94
    anisole 23.86
    cyclopentyl methyl ether 35.41
    gamma-butyrolactone 137.72
    1-methoxy-2-propanol 45.13
    pyridine 60.55
    3-pentanone 45.59
    furfural 103.89
    n-dodecane 0.72
    diethylene glycol 23.4
    diisopropyl ether 5.62
    tert-amyl alcohol 27.27
    acetylacetone 67.66
    n-hexadecane 0.82
    acetophenone 41.56
    methyl propionate 42.99
    isopentyl acetate 37.3
    trichloroethylene 160.43
    n-nonanol 14.32
    cyclohexanol 29.19
    benzyl alcohol 27.46
    2-ethylhexanol 11.61
    isooctanol 15.42
    dipropyl ether 13.91
    1,2-dichlorobenzene 28.6
    ethyl lactate 25.8
    propylene carbonate 75.38
    n-methylformamide 47.01
    2-pentanol 15.99
    n-pentane 1.33
    1-propoxy-2-propanol 32.61
    1-methoxy-2-propyl acetate 40.7
    2-(2-methoxypropoxy) propanol 40.02
    mesitylene 3.45
    ε-caprolactone 123.5
    p-cymene 5.3
    epichlorohydrin 139.39
    1,1,1-trichloroethane 65.47
    2-aminoethanol 14.25
    morpholine-4-carbaldehyde 106.4
    sulfolane 161.37
    2,2,4-trimethylpentane 1.38
    2-methyltetrahydrofuran 77.26
    n-hexyl acetate 46.51
    isooctane 0.51
    2-(2-butoxyethoxy)ethanol 58.02
    sec-butyl acetate 34.68
    tert-butyl acetate 34.09
    decalin 1.82
    glycerin 14.21
    diglyme 130.28
    acrylic acid 33.81
    isopropyl myristate 13.27
    n-butyric acid 71.87
    acetyl acetate 30.6
    di(2-ethylhexyl) phthalate 19.92
    ethyl propionate 39.24
    nitromethane 106.96
    1,2-diethoxyethane 52.14
    benzonitrile 21.58
    trioctyl phosphate 13.38
    1-bromopropane 33.8
    gamma-valerolactone 207.86
    n-decanol 9.17
    triethyl phosphate 24.24
    4-methyl-2-pentanol 10.06
    propionitrile 16.14
    vinylene carbonate 69.09
    1,1,2-trichlorotrifluoroethane 120.7
    DMS 36.04
    cumene 6.45
    2-octanol 12.53
    2-hexanone 56.16
    octyl acetate 19.67
    limonene 7.85
    1,2-dimethoxyethane 115.26
    ethyl orthosilicate 24.45
    tributyl phosphate 18.33
    diacetone alcohol 41.52
    N,N-dimethylaniline 16.72
    acrylonitrile 18.59
    aniline 18.5
    1,3-propanediol 30.89
    bromobenzene 22.96
    dibromomethane 80.7
    1,1,2,2-tetrachloroethane 144.64
    2-methyl-cyclohexyl acetate 33.08
    tetrabutyl urea 25.35
    diisobutyl methanol 6.04
    2-phenylethanol 20.32
    styrene 9.64
    dioctyl adipate 28.27
    dimethyl sulfate 49.55
    ethyl butyrate 34.29
    methyl lactate 24.14
    butyl lactate 44.97
    diethyl carbonate 23.54
    propanediol butyl ether 37.22
    triethyl orthoformate 32.07
    p-tert-butyltoluene 4.32
    methyl 4-tert-butylbenzoate 39.37
    morpholine 82.93
    tert-butylamine 8.93
    n-dodecanol 6.25
    dimethoxymethane 61.97
    ethylene carbonate 62.81
    cyrene 52.35
    2-ethoxyethyl acetate 82.31
    2-ethylhexyl acetate 31.85
    1,2,4-trichlorobenzene 37.5
    4-methylpyridine 45.29
    dibutyl ether 19.3
    2,6-dimethyl-4-heptanol 6.04
    DEF 63.86
    dimethyl isosorbide 65.88
    tetrachloroethylene 98.69
    eugenol 46.76
    triacetin 58.9
    span 80 32.82
    1,4-butanediol 17.34
    1,1-dichloroethane 60.26
    2-methyl-1-pentanol 30.29
    methyl formate 39.25
    2-methyl-1-butanol 29.7
    n-decane 1.53
    butyronitrile 20.02
    3,7-dimethyl-1-octanol 11.54
    1-chlorooctane 8.63
    1-chlorotetradecane 2.61
    n-nonane 1.32
    undecane 0.99
    tert-butylcyclohexane 1.39
    cyclooctane 0.84
    cyclopentanol 32.72
    tetrahydropyran 65.01
    tert-amyl methyl ether 23.52
    2,5,8-trioxanonane 68.64
    1-hexene 8.51
    2-isopropoxyethanol 48.34
    2,2,2-trifluoroethanol 40.1
    methyl butyrate 63.94

    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