2-[methyl-[(E)-octadec-9-enoyl]amino]acetic acid

  • Identifiers

    Molecular formula
    C21H39NO3

    SMILES
    CCCCCCCC/C=C/CCCCCCCC(=O)N(C)CC(=O)O

  • Odor profile

    Fragrance
    Waxy 49.97%
    Fatty 48.45%
    Oily 34.45%
    Meaty 29.06%
    Odorless 28.73%
    Woody 28.68%
    Savory 28.07%
    Milky 27.81%
    Citrus 26.44%
    Fresh 25.15%

     

    Flavor
    Fatty 31.85%
    Bland 29.84%
    Faint 29.72%
    Mild 27.97%
    Waxy 26.32%
    Odorless 26.22%
    Oily 22.91%
    Slightly waxy 22.61%
    Herbal 21.21%
    Bay oil 21.2%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.8

    pKa est.
    6.77 (neutral)

    Molecular weight
    353.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    470°C

    Flash point

    • 225.81 ˚C est.

  • Synonyms

    • N-Oleoylsarcosine
    • 2-[methyl-[(E)-octadec-9-enoyl]amino]acetic acid
    • Medialanic acid
    • Glycine, (Z)-
    • SCHEMBL220435
    • SCHEMBL2557574
    • DTXSID60859192
    • NSC96995
    • MFCD00049381
    • N-Methyl-N-[(9E)-octadec-9-enoyl]glycine
    • NS00003064
  • Applications

    2-[methyl-[(E)-octadec-9-enoyl]amino]acetic acid is a fatty amino acid amide with an oleoyl chain and amphiphilic character, commonly used as a surfactant and emulsifier in cosmetics and personal care; it is also used as an amphiphilic additive in household cleaners and detergents to improve wetting, dispersion, and formulation stability. In industrial manufacturing, it can serve as a processing aid, dispersant, or a lightweight lubricant for polymers and plastics. In the coatings and inks sector, it helps with pigment dispersion, surface wetting, and formulation stability. It may also be used as an intermediate for the synthesis of other N-acyl amino acid derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 49.3
    methanol 77.68
    isopropanol 41.86
    water 0.07
    ethyl acetate 59.51
    n-propanol 47.77
    acetone 73.74
    n-butanol 45.47
    acetonitrile 23.35
    DMF 162.42
    toluene 30.7
    isobutanol 40.25
    1,4-dioxane 92.18
    methyl acetate 52.91
    THF 253.64
    2-butanone 88.04
    n-pentanol 48.41
    sec-butanol 51.38
    n-hexane 4.44
    ethylene glycol 4.11
    NMP 294.46
    cyclohexane 13.52
    DMSO 271.0
    n-butyl acetate 61.07
    n-octanol 24.6
    chloroform 173.17
    n-propyl acetate 83.06
    acetic acid 57.01
    dichloromethane 196.77
    cyclohexanone 226.71
    propylene glycol 14.13
    isopropyl acetate 62.22
    DMAc 389.13
    2-ethoxyethanol 111.19
    isopentanol 55.99
    n-heptane 2.64
    ethyl formate 40.65
    1,2-dichloroethane 146.66
    n-hexanol 29.48
    2-methoxyethanol 106.01
    isobutyl acetate 57.74
    tetrachloromethane 34.91
    n-pentyl acetate 86.8
    transcutol 402.62
    n-heptanol 27.69
    ethylbenzene 25.12
    MIBK 79.35
    2-propoxyethanol 86.33
    tert-butanol 72.06
    MTBE 73.67
    2-butoxyethanol 90.19
    propionic acid 44.12
    o-xylene 34.16
    formic acid 20.79
    diethyl ether 40.91
    m-xylene 25.96
    p-xylene 35.0
    chlorobenzene 44.22
    dimethyl carbonate 24.05
    n-octane 1.89
    formamide 40.39
    cyclopentanone 210.92
    2-pentanone 81.29
    anisole 54.81
    cyclopentyl methyl ether 103.37
    gamma-butyrolactone 179.4
    1-methoxy-2-propanol 102.31
    pyridine 93.29
    3-pentanone 66.9
    furfural 140.71
    n-dodecane 1.43
    diethylene glycol 42.94
    diisopropyl ether 17.55
    tert-amyl alcohol 80.86
    acetylacetone 103.84
    n-hexadecane 1.67
    acetophenone 77.15
    methyl propionate 55.0
    isopentyl acetate 72.02
    trichloroethylene 226.98
    n-nonanol 25.69
    cyclohexanol 70.52
    benzyl alcohol 50.09
    2-ethylhexanol 25.01
    isooctanol 28.5
    dipropyl ether 29.9
    1,2-dichlorobenzene 56.16
    ethyl lactate 43.5
    propylene carbonate 97.28
    n-methylformamide 51.46
    2-pentanol 33.19
    n-pentane 3.05
    1-propoxy-2-propanol 71.14
    1-methoxy-2-propyl acetate 81.39
    2-(2-methoxypropoxy) propanol 82.19
    mesitylene 19.6
    ε-caprolactone 187.38
    p-cymene 16.96
    epichlorohydrin 214.47
    1,1,1-trichloroethane 117.59
    2-aminoethanol 19.95
    morpholine-4-carbaldehyde 186.64
    sulfolane 337.06
    2,2,4-trimethylpentane 5.54
    2-methyltetrahydrofuran 159.45
    n-hexyl acetate 83.48
    isooctane 2.53
    2-(2-butoxyethoxy)ethanol 116.64
    sec-butyl acetate 63.88
    tert-butyl acetate 92.62
    decalin 9.06
    glycerin 25.62
    diglyme 242.99
    acrylic acid 32.18
    isopropyl myristate 25.25
    n-butyric acid 90.27
    acetyl acetate 42.95
    di(2-ethylhexyl) phthalate 31.15
    ethyl propionate 61.68
    nitromethane 100.26
    1,2-diethoxyethane 99.17
    benzonitrile 45.8
    trioctyl phosphate 21.61
    1-bromopropane 65.39
    gamma-valerolactone 299.51
    n-decanol 16.25
    triethyl phosphate 37.62
    4-methyl-2-pentanol 27.41
    propionitrile 29.0
    vinylene carbonate 73.81
    1,1,2-trichlorotrifluoroethane 170.53
    DMS 48.7
    cumene 20.83
    2-octanol 21.24
    2-hexanone 91.86
    octyl acetate 34.03
    limonene 27.47
    1,2-dimethoxyethane 190.1
    ethyl orthosilicate 39.79
    tributyl phosphate 28.42
    diacetone alcohol 122.99
    N,N-dimethylaniline 49.49
    acrylonitrile 31.23
    aniline 40.3
    1,3-propanediol 37.95
    bromobenzene 46.01
    dibromomethane 115.57
    1,1,2,2-tetrachloroethane 240.95
    2-methyl-cyclohexyl acetate 63.3
    tetrabutyl urea 46.44
    diisobutyl methanol 18.6
    2-phenylethanol 39.88
    styrene 26.73
    dioctyl adipate 50.18
    dimethyl sulfate 64.59
    ethyl butyrate 56.34
    methyl lactate 38.79
    butyl lactate 71.46
    diethyl carbonate 33.41
    propanediol butyl ether 71.67
    triethyl orthoformate 50.46
    p-tert-butyltoluene 16.41
    methyl 4-tert-butylbenzoate 81.7
    morpholine 159.15
    tert-butylamine 40.88
    n-dodecanol 11.06
    dimethoxymethane 80.29
    ethylene carbonate 65.78
    cyrene 101.19
    2-ethoxyethyl acetate 112.33
    2-ethylhexyl acetate 55.91
    1,2,4-trichlorobenzene 70.37
    4-methylpyridine 90.06
    dibutyl ether 38.33
    2,6-dimethyl-4-heptanol 18.6
    DEF 129.52
    dimethyl isosorbide 158.38
    tetrachloroethylene 149.98
    eugenol 76.39
    triacetin 94.68
    span 80 70.15
    1,4-butanediol 20.24
    1,1-dichloroethane 101.44
    2-methyl-1-pentanol 58.73
    methyl formate 31.96
    2-methyl-1-butanol 53.12
    n-decane 3.0
    butyronitrile 39.36
    3,7-dimethyl-1-octanol 27.05
    1-chlorooctane 18.51
    1-chlorotetradecane 5.81
    n-nonane 2.64
    undecane 1.94
    tert-butylcyclohexane 6.66
    cyclooctane 3.36
    cyclopentanol 69.63
    tetrahydropyran 131.85
    tert-amyl methyl ether 70.07
    2,5,8-trioxanonane 143.26
    1-hexene 19.76
    2-isopropoxyethanol 86.36
    2,2,2-trifluoroethanol 27.95
    methyl butyrate 103.22

    Scent© AI

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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