N-Linoleoylethanolamine

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  • Identifiers

    CAS number
    68171-52-8

    Molecular formula
    C20H37NO2

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

    Safety labels

  • Odor profile

    Fragrance
    Fatty 46.01%
    Meaty 39.09%
    Waxy 37.92%
    Oily 35.78%
    Savory 32.63%
    Herbal 29.95%
    Citrus 27.88%
    Fishy 26.46%
    Fresh 23.24%
    Odorless 23.23%

     

    Flavor
    Fatty 29.71%
    Faint 28.32%
    Waxy 22.06%
    Slightly waxy 21.09%
    Delicate 20.68%
    Bland 20.5%
    Mild 20.22%
    Bay oil 20.06%
    Diterpene 19.41%
    Low 19.33%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.6

    pKa est.
    7.82 (neutral)

    Molecular weight
    323.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    357°C

    Flash point

    • 218.69 ˚C est.

  • Synonyms

    • Linoleoyl ethanolamide
    • 68171-52-8
    • n-linoleoylethanolamine
    • Linoleic ethanolamide
    • (9Z,12Z)-N-(2-hydroxyethyl)octadeca-9,12-dienamide
    • Linoleoyl monoethanolamide
    • linoleic monoethanolamide
    • Monoethanolamine linoleic acid amide
    • 9,12-Octadecadienamide, N-(2-hydroxyethyl)-, (9Z,12Z)-
    • N-cis-9-cis-12-Octadecadienoylethanolamine
    • 889DYX0816
    • N-(2-Hydroxyethyl)-9,12-octadecadienamide
    • CHEBI:64032
    • RefChem:799235
    • Linoleamide MEA
    • Linoleylethanolamide
    • Linoleyl ethanolamide
    • Linoleoylethanolamide
    • N-(2-Hydroxyethyl)linoleamide
    • Anandamide (18:2, n-6)
    • N-(9Z,12Z-octadecadienoyl)-ethanolamine
    • CHEMBL149859
    • N-(2-Hydroxyethyl)-linoleamide
    • ANANDAMIDE (18:2,n-6)
    • (9Z,12Z)-N-(2-Hydroxyethyl)octadeca-9,12-dien-1-amide
    • n-linoleoylethanolamide
    • EINECS 269-029-6
    • UNII-889DYX0816
    • N-(2-hydroxyethyl)linoleoylamide
    • DTXSID10887223
    • Linoleoyl Ethanolamide?
    • BSPBio_001529
    • SCHEMBL653623
    • BML2-B11
    • 9,12-Octadecadienamide, N-(2-hydroxyethyl)-, (Z,Z)-
    • GLXC-07024
    • HMS1361M11
    • HMS1791M11
    • HMS1989M11
    • HMS3402M11
    • HMS3649F09
    • NAE 18:2
    • BDBM50056471
    • LINOLEIC ACID MONOETHANOLAMIDE
    • LMFA08040004
    • NAE(18:2)
    • AKOS040759392
    • IDI1_033999
    • N-(9Z,12Z-Octadecadienoyl)ethanolamine
    • NCGC00161191-03
    • NCGC00161191-04
    • NCGC00161191-05
    • NCGC00161191-06
    • LINOLEAMIDE, N-(2-HYDROXYETHYL)-
    • CS-0059439
    • N-(2-Hydroxyethyl)-9Z,12Z-octadecadienamide
    • 9,12-Octadecadienamide, N-(2-hydroxyethyl)-
    • SR-01000946650
    • SR-01000946650-1
    • BRD-K87905482-001-01-6
    • Q27132980
    • 9,12-Octadecadienamide,N-(2-hydroxyethyl)-,(9Z,12Z)-
    • (9Z,12Z)-Octadeca-9,12-dienoic acid (2-hydroxy-ethyl)-amide
    • 68171-52-8

  • Applications

    N-Linoleoylethanolamine (CAS 68171-52-8) is primarily encountered as a lipid-related bioactive intermediate in chemical and biochemical research. It is commonly used as a tool compound to study endocannabinoid-like lipid signaling pathways and as a synthetic precursor for related N-acyl ethanolamines. In formulation and cosmetic research, it may be evaluated as an amphiphilic component with potential emollient or surfactant-like properties. In advanced materials and coatings, it can serve as a building block for lipid-derived polymers or as a specialty additive in niche coatings or inks. Overall, its use is typically limited to research, development, and formulation contexts, and is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 65.75
    methanol 106.82
    isopropanol 47.45
    water 0.05
    ethyl acetate 73.94
    n-propanol 53.15
    acetone 95.88
    n-butanol 63.86
    acetonitrile 23.22
    DMF 142.0
    toluene 25.81
    isobutanol 42.84
    1,4-dioxane 111.01
    methyl acetate 50.11
    THF 321.99
    2-butanone 86.81
    n-pentanol 57.23
    sec-butanol 51.05
    n-hexane 5.89
    ethylene glycol 5.24
    NMP 211.12
    cyclohexane 20.78
    DMSO 402.29
    n-butyl acetate 85.76
    n-octanol 33.54
    chloroform 163.09
    n-propyl acetate 105.78
    acetic acid 70.14
    dichloromethane 178.75
    cyclohexanone 238.26
    propylene glycol 16.92
    isopropyl acetate 77.56
    DMAc 287.98
    2-ethoxyethanol 125.06
    isopentanol 75.3
    n-heptane 5.74
    ethyl formate 47.23
    1,2-dichloroethane 144.95
    n-hexanol 44.62
    2-methoxyethanol 136.47
    isobutyl acetate 73.58
    tetrachloromethane 34.07
    n-pentyl acetate 98.42
    transcutol 557.3
    n-heptanol 34.98
    ethylbenzene 22.92
    MIBK 94.67
    2-propoxyethanol 110.89
    tert-butanol 80.91
    MTBE 82.67
    2-butoxyethanol 101.4
    propionic acid 44.62
    o-xylene 28.14
    formic acid 22.06
    diethyl ether 57.09
    m-xylene 24.32
    p-xylene 30.47
    chlorobenzene 43.49
    dimethyl carbonate 23.82
    n-octane 3.25
    formamide 35.26
    cyclopentanone 211.58
    2-pentanone 101.41
    anisole 58.82
    cyclopentyl methyl ether 119.86
    gamma-butyrolactone 177.41
    1-methoxy-2-propanol 124.39
    pyridine 89.74
    3-pentanone 70.36
    furfural 150.68
    n-dodecane 2.48
    diethylene glycol 58.81
    diisopropyl ether 23.79
    tert-amyl alcohol 78.7
    acetylacetone 125.42
    n-hexadecane 2.85
    acetophenone 80.62
    methyl propionate 56.9
    isopentyl acetate 93.74
    trichloroethylene 217.36
    n-nonanol 33.45
    cyclohexanol 86.61
    benzyl alcohol 50.38
    2-ethylhexanol 37.45
    isooctanol 36.46
    dipropyl ether 52.1
    1,2-dichlorobenzene 54.14
    ethyl lactate 53.06
    propylene carbonate 105.04
    n-methylformamide 45.87
    2-pentanol 42.97
    n-pentane 4.18
    1-propoxy-2-propanol 95.37
    1-methoxy-2-propyl acetate 104.5
    2-(2-methoxypropoxy) propanol 92.45
    mesitylene 20.74
    ε-caprolactone 184.57
    p-cymene 20.13
    epichlorohydrin 210.51
    1,1,1-trichloroethane 110.65
    2-aminoethanol 23.87
    morpholine-4-carbaldehyde 178.57
    sulfolane 336.28
    2,2,4-trimethylpentane 6.75
    2-methyltetrahydrofuran 175.15
    n-hexyl acetate 100.23
    isooctane 3.84
    2-(2-butoxyethoxy)ethanol 144.2
    sec-butyl acetate 76.95
    tert-butyl acetate 108.46
    decalin 10.53
    glycerin 32.29
    diglyme 310.64
    acrylic acid 30.71
    isopropyl myristate 32.59
    n-butyric acid 113.96
    acetyl acetate 52.43
    di(2-ethylhexyl) phthalate 37.53
    ethyl propionate 72.19
    nitromethane 110.29
    1,2-diethoxyethane 137.55
    benzonitrile 50.13
    trioctyl phosphate 26.25
    1-bromopropane 67.38
    gamma-valerolactone 286.77
    n-decanol 21.88
    triethyl phosphate 48.86
    4-methyl-2-pentanol 35.97
    propionitrile 30.39
    vinylene carbonate 74.7
    1,1,2-trichlorotrifluoroethane 180.17
    DMS 50.81
    cumene 20.45
    2-octanol 25.67
    2-hexanone 105.73
    octyl acetate 40.18
    limonene 34.06
    1,2-dimethoxyethane 233.56
    ethyl orthosilicate 53.82
    tributyl phosphate 34.87
    diacetone alcohol 134.55
    N,N-dimethylaniline 50.42
    acrylonitrile 29.76
    aniline 39.41
    1,3-propanediol 52.6
    bromobenzene 45.28
    dibromomethane 110.03
    1,1,2,2-tetrachloroethane 227.41
    2-methyl-cyclohexyl acetate 79.21
    tetrabutyl urea 54.1
    diisobutyl methanol 28.27
    2-phenylethanol 47.34
    styrene 26.92
    dioctyl adipate 62.73
    dimethyl sulfate 62.37
    ethyl butyrate 80.4
    methyl lactate 43.65
    butyl lactate 84.55
    diethyl carbonate 46.75
    propanediol butyl ether 89.78
    triethyl orthoformate 71.91
    p-tert-butyltoluene 19.79
    methyl 4-tert-butylbenzoate 89.29
    morpholine 185.91
    tert-butylamine 44.15
    n-dodecanol 15.58
    dimethoxymethane 101.54
    ethylene carbonate 70.93
    cyrene 102.65
    2-ethoxyethyl acetate 129.61
    2-ethylhexyl acetate 72.49
    1,2,4-trichlorobenzene 67.3
    4-methylpyridine 84.53
    dibutyl ether 60.88
    2,6-dimethyl-4-heptanol 28.27
    DEF 136.38
    dimethyl isosorbide 173.83
    tetrachloroethylene 146.01
    eugenol 82.72
    triacetin 113.84
    span 80 85.11
    1,4-butanediol 22.08
    1,1-dichloroethane 92.97
    2-methyl-1-pentanol 64.6
    methyl formate 29.76
    2-methyl-1-butanol 64.47
    n-decane 5.01
    butyronitrile 47.27
    3,7-dimethyl-1-octanol 37.12
    1-chlorooctane 24.86
    1-chlorotetradecane 8.25
    n-nonane 4.53
    undecane 3.29
    tert-butylcyclohexane 8.3
    cyclooctane 5.23
    cyclopentanol 72.33
    tetrahydropyran 167.14
    tert-amyl methyl ether 70.5
    2,5,8-trioxanonane 181.56
    1-hexene 22.61
    2-isopropoxyethanol 95.65
    2,2,2-trifluoroethanol 25.33
    methyl butyrate 119.69

    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