Palmitoleoyl Ethanolamide

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  • Identifiers

    CAS number
    94421-67-7

    Molecular formula
    C18H35NO2

    SMILES
    CCCCCC/C=C\CCCCCCCC(=O)NCCO

    Safety labels

  • Odor profile

    Fragrance
    Fatty 39.51%
    Waxy 38.25%
    Meaty 37.28%
    Savory 33.45%
    Oily 32.37%
    Citrus 29.35%
    Fishy 28.15%
    Herbal 27.61%
    Odorless 27.05%
    Fresh 26.14%

     

    Flavor
    Fatty 35.05%
    Waxy 29.23%
    Faint 29.06%
    Mild 28.14%
    Bland 27.08%
    Odorless 25.77%
    Slightly waxy 22.69%
    Fat 21.87%
    Bay oil 21.41%
    Delicate 21.24%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.3

    pKa est.
    7.5 (neutral)

    Molecular weight
    297.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    387°C

    Flash point

    • 201.29 ˚C est.

  • Synonyms

    • Palmitoleoyl Ethanolamide
    • Palmitoleoyl-EA
    • (Z)-N-(2-hydroxyethyl)hexadec-9-enamide
    • POEA
    • N-(9Z-hexadecenoyl)-ethanolamine
    • CHEBI:71465
    • DTXSID50711250
    • RefChem:1094281
    • DTXCID30989834
    • 94421-67-7
    • Palmitoleoyl-ethanolamine
    • 9-Hexadecenamide, N-(2-hydroxyethyl)-, (9Z)-
    • CHEMBL4247440
    • (9Z)-N-(2-hydroxyethyl)hexadec-9-enamide
    • Palmitoleoylethanolamde
    • Palmitoleoyl-ethanolamide
    • N-palmitoleoylethanolamine
    • Anandamide C16:1(9Z)
    • orb2283737
    • SCHEMBL5417121
    • (Z)-hexadec-9-enoyl ethanolamide
    • N-(9Z-hexadecenoyl) ethanolamine
    • N-(9Z-Hexadecenoyl)-ethanolamide
    • N-(2-hydroxyethyl)palmitoleylamide
    • NAE 16:1
    • ANA(16:1)
    • BDBM50463973
    • LMFA08040043
    • MFCD30562006
    • N-(2-Hydroxyethyl)-9Z-hexadecenamide
    • N-(2-hydroxyethyl)-9(Z)-hexadecenamide
    • HY-127061
    • CS-0092527
    • Q27139638
    • 94421-67-7

  • Applications

    Palmitoleoyl Ethanolamide (CAS 94421-67-7) is a lipid-derived N-acyl ethanolamide studied as a bioactive lipid involved in inflammatory signaling and metabolic pathways. Practical applications span cosmetics and personal care as a skin-conditioning lipid; in pharmaceutical and biomedical research it is explored as an endocannabinoid-like signaling lipid to understand mechanisms of action of N-acyl ethanolamides; in analytical chemistry and lipidomics it is used as a reference standard or analyte for quantitative methods of N-acyl ethanolamides; and as a synthetic intermediate or starting point for the preparation of other N-acyl ethanolamides in lipid biochemistry research. Applications vary with local regulations and formulation constraints, and commercial claims should be validated within regulatory limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 130.74
    methanol 193.88
    isopropanol 108.21
    water 0.05
    ethyl acetate 129.78
    n-propanol 109.87
    acetone 169.04
    n-butanol 122.41
    acetonitrile 44.1
    DMF 239.96
    toluene 38.91
    isobutanol 89.7
    1,4-dioxane 174.22
    methyl acetate 83.87
    THF 478.38
    2-butanone 143.62
    n-pentanol 102.01
    sec-butanol 102.78
    n-hexane 11.69
    ethylene glycol 9.55
    NMP 308.66
    cyclohexane 36.96
    DMSO 615.76
    n-butyl acetate 153.31
    n-octanol 52.92
    chloroform 239.02
    n-propyl acetate 180.95
    acetic acid 112.5
    dichloromethane 255.0
    cyclohexanone 362.46
    propylene glycol 30.55
    isopropyl acetate 133.38
    DMAc 367.67
    2-ethoxyethanol 203.12
    isopentanol 142.79
    n-heptane 10.14
    ethyl formate 78.06
    1,2-dichloroethane 217.15
    n-hexanol 81.39
    2-methoxyethanol 230.01
    isobutyl acetate 123.55
    tetrachloromethane 52.95
    n-pentyl acetate 160.98
    transcutol 742.58
    n-heptanol 56.53
    ethylbenzene 34.33
    MIBK 155.4
    2-propoxyethanol 179.24
    tert-butanol 168.8
    MTBE 156.8
    2-butoxyethanol 150.09
    propionic acid 75.86
    o-xylene 42.39
    formic acid 30.83
    diethyl ether 112.34
    m-xylene 37.73
    p-xylene 46.16
    chlorobenzene 67.3
    dimethyl carbonate 34.5
    n-octane 5.33
    formamide 50.48
    cyclopentanone 332.52
    2-pentanone 175.47
    anisole 84.23
    cyclopentyl methyl ether 195.59
    gamma-butyrolactone 283.91
    1-methoxy-2-propanol 212.36
    pyridine 133.78
    3-pentanone 112.3
    furfural 225.28
    n-dodecane 3.79
    diethylene glycol 96.41
    diisopropyl ether 44.11
    tert-amyl alcohol 146.71
    acetylacetone 194.92
    n-hexadecane 4.4
    acetophenone 115.57
    methyl propionate 92.13
    isopentyl acetate 155.47
    trichloroethylene 314.19
    n-nonanol 50.99
    cyclohexanol 157.62
    benzyl alcohol 75.91
    2-ethylhexanol 64.98
    isooctanol 58.11
    dipropyl ether 93.49
    1,2-dichlorobenzene 82.68
    ethyl lactate 79.21
    propylene carbonate 166.86
    n-methylformamide 79.89
    2-pentanol 87.09
    n-pentane 8.11
    1-propoxy-2-propanol 156.83
    1-methoxy-2-propyl acetate 157.94
    2-(2-methoxypropoxy) propanol 124.74
    mesitylene 32.14
    ε-caprolactone 284.42
    p-cymene 30.11
    epichlorohydrin 309.47
    1,1,1-trichloroethane 169.46
    2-aminoethanol 42.95
    morpholine-4-carbaldehyde 259.0
    sulfolane 493.43
    2,2,4-trimethylpentane 11.04
    2-methyltetrahydrofuran 283.88
    n-hexyl acetate 158.79
    isooctane 6.63
    2-(2-butoxyethoxy)ethanol 198.36
    sec-butyl acetate 125.54
    tert-butyl acetate 172.79
    decalin 16.62
    glycerin 53.68
    diglyme 414.28
    acrylic acid 49.22
    isopropyl myristate 49.96
    n-butyric acid 195.1
    acetyl acetate 83.64
    di(2-ethylhexyl) phthalate 53.17
    ethyl propionate 122.46
    nitromethane 178.61
    1,2-diethoxyethane 205.89
    benzonitrile 81.96
    trioctyl phosphate 39.76
    1-bromopropane 116.39
    gamma-valerolactone 431.25
    n-decanol 33.03
    triethyl phosphate 69.82
    4-methyl-2-pentanol 64.39
    propionitrile 57.43
    vinylene carbonate 117.33
    1,1,2-trichlorotrifluoroethane 260.93
    DMS 78.4
    cumene 30.24
    2-octanol 43.1
    2-hexanone 167.72
    octyl acetate 62.2
    limonene 53.62
    1,2-dimethoxyethane 346.04
    ethyl orthosilicate 76.11
    tributyl phosphate 53.08
    diacetone alcohol 202.68
    N,N-dimethylaniline 69.89
    acrylonitrile 54.86
    aniline 60.8
    1,3-propanediol 95.84
    bromobenzene 70.64
    dibromomethane 167.53
    1,1,2,2-tetrachloroethane 322.59
    2-methyl-cyclohexyl acetate 115.69
    tetrabutyl urea 77.89
    diisobutyl methanol 45.54
    2-phenylethanol 71.4
    styrene 40.47
    dioctyl adipate 90.96
    dimethyl sulfate 89.44
    ethyl butyrate 129.58
    methyl lactate 65.87
    butyl lactate 127.56
    diethyl carbonate 73.6
    propanediol butyl ether 133.68
    triethyl orthoformate 106.94
    p-tert-butyltoluene 29.71
    methyl 4-tert-butylbenzoate 122.48
    morpholine 298.99
    tert-butylamine 91.22
    n-dodecanol 23.6
    dimethoxymethane 161.49
    ethylene carbonate 114.59
    cyrene 136.79
    2-ethoxyethyl acetate 194.69
    2-ethylhexyl acetate 116.51
    1,2,4-trichlorobenzene 98.98
    4-methylpyridine 132.06
    dibutyl ether 97.42
    2,6-dimethyl-4-heptanol 45.54
    DEF 210.21
    dimethyl isosorbide 229.65
    tetrachloroethylene 210.55
    eugenol 111.88
    triacetin 167.12
    span 80 119.28
    1,4-butanediol 38.79
    1,1-dichloroethane 151.81
    2-methyl-1-pentanol 106.32
    methyl formate 48.42
    2-methyl-1-butanol 117.37
    n-decane 7.85
    butyronitrile 90.8
    3,7-dimethyl-1-octanol 58.28
    1-chlorooctane 39.84
    1-chlorotetradecane 12.69
    n-nonane 7.46
    undecane 5.04
    tert-butylcyclohexane 13.49
    cyclooctane 8.77
    cyclopentanol 137.25
    tetrahydropyran 280.01
    tert-amyl methyl ether 118.76
    2,5,8-trioxanonane 239.62
    1-hexene 43.55
    2-isopropoxyethanol 152.15
    2,2,2-trifluoroethanol 38.75
    methyl butyrate 199.06

    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