(2R)-N-[(1S,2R,3E,7E)-1-[(I(2)-D-Glucopyranosyloxy)methyl]-2-hydroxy-3,7-octadecadien-1-yl]-2-hydroxytetradecanamide

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  • Identifiers

    CAS number
    189272-90-0

    Molecular formula
    C39H73NO9

    SMILES
    CCCCCCCCCCCC[C@H](C(=O)N[C@@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@@H](/C=C/CC/C=C/CCCCCCCCCC)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 36.7%
    Oily 35.96%
    Waxy 34.09%
    Fatty 32.1%
    Citrus 26.25%
    Savory 25.67%
    Milky 23.58%
    Fresh 23.44%
    Herbal 22.97%
    Lactonic 21.73%

     

    Flavor
    Bland 33.63%
    Odorless 31.0%
    Mild 30.15%
    Waxy 25.46%
    Faint 23.28%
    Fatty 21.47%
    Slightly waxy 20.99%
    Delicate 20.56%
    Bitter 20.39%
    Bay oil 20.05%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    9.1

    pKa est.
    6.1 (neutral)

    Molecular weight
    700.0 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2336°C

    Flash point

    • 250.82 ˚C est.

  • Synonyms

    • DTXSID401107485
    • (2R)-N-[(1S,2R,3E,7E)-1-[(I(2)-D-Glucopyranosyloxy)methyl]-2-hydroxy-3,7-octadecadien-1-yl]-2-hydroxytetradecanamide
    • 189272-90-0
    • 189272-90-0

  • Applications

    For the chemical (2R)-N-[(1S,2R,3E,7E)-1-[(I(2)-D-Glucopyranosyloxy)methyl]-2-hydroxy-3,7-octadecadien-1-yl]-2-hydroxytetradecanamide (CAS 189272-90-0), applications include cosmetics/personal care as a skin-conditioning and barrier-supporting glycosylceramide analog; pharmaceutical formulation as a lipid-based excipient or carrier for topical or transdermal drug delivery; analytical lipidomics as a reference standard for glycosphingolipids; intermediate for synthesis of more complex glycosphingolipids in research and process chemistry; potential mild surfactant or emulsifier in cleaning or personal care products; and biomaterials research for ceramide-containing liposomes or lipid bilayers used in skin models.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.74
    methanol 11.85
    isopropanol 2.14
    water 0.89
    ethyl acetate 5.59
    n-propanol 4.06
    acetone 9.78
    n-butanol 3.04
    acetonitrile 2.02
    DMF 29.24
    toluene 2.66
    isobutanol 2.42
    1,4-dioxane 11.47
    methyl acetate 5.75
    THF 26.79
    2-butanone 8.47
    n-pentanol 3.08
    sec-butanol 2.8
    n-hexane 0.28
    ethylene glycol 2.85
    NMP 77.0
    cyclohexane 0.63
    DMSO 57.72
    n-butyl acetate 2.79
    n-octanol 3.7
    chloroform 7.95
    n-propyl acetate 3.8
    acetic acid 27.4
    dichloromethane 7.58
    cyclohexanone 19.94
    propylene glycol 4.96
    isopropyl acetate 4.66
    DMAc 62.89
    2-ethoxyethanol 12.45
    isopentanol 2.25
    n-heptane 0.37
    ethyl formate 5.13
    1,2-dichloroethane 5.3
    n-hexanol 1.98
    2-methoxyethanol 17.18
    isobutyl acetate 2.45
    tetrachloromethane 2.26
    n-pentyl acetate 7.7
    transcutol 38.68
    n-heptanol 3.85
    ethylbenzene 1.73
    MIBK 4.3
    2-propoxyethanol 9.13
    tert-butanol 2.54
    MTBE 2.7
    2-butoxyethanol 12.84
    propionic acid 9.39
    o-xylene 3.0
    formic acid 19.76
    diethyl ether 2.45
    m-xylene 2.29
    p-xylene 1.88
    chlorobenzene 2.53
    dimethyl carbonate 9.08
    n-octane 0.32
    formamide 20.54
    cyclopentanone 27.62
    2-pentanone 6.84
    anisole 3.66
    cyclopentyl methyl ether 11.32
    gamma-butyrolactone 31.24
    1-methoxy-2-propanol 13.54
    pyridine 8.32
    3-pentanone 7.0
    furfural 24.38
    n-dodecane 0.22
    diethylene glycol 8.27
    diisopropyl ether 0.97
    tert-amyl alcohol 3.64
    acetylacetone 15.94
    n-hexadecane 0.24
    acetophenone 7.52
    methyl propionate 8.36
    isopentyl acetate 3.02
    trichloroethylene 12.17
    n-nonanol 3.96
    cyclohexanol 5.27
    benzyl alcohol 5.24
    2-ethylhexanol 1.6
    isooctanol 3.09
    dipropyl ether 2.33
    1,2-dichlorobenzene 3.25
    ethyl lactate 6.22
    propylene carbonate 15.1
    n-methylformamide 14.69
    2-pentanol 2.03
    n-pentane 0.28
    1-propoxy-2-propanol 7.15
    1-methoxy-2-propyl acetate 8.38
    2-(2-methoxypropoxy) propanol 11.89
    mesitylene 1.44
    ε-caprolactone 21.27
    p-cymene 1.24
    epichlorohydrin 19.97
    1,1,1-trichloroethane 4.61
    2-aminoethanol 5.55
    morpholine-4-carbaldehyde 42.64
    sulfolane 86.51
    2,2,4-trimethylpentane 0.27
    2-methyltetrahydrofuran 11.47
    n-hexyl acetate 7.72
    isooctane 0.12
    2-(2-butoxyethoxy)ethanol 16.54
    sec-butyl acetate 3.22
    tert-butyl acetate 6.48
    decalin 0.46
    glycerin 12.14
    diglyme 29.05
    acrylic acid 11.8
    isopropyl myristate 2.47
    n-butyric acid 10.62
    acetyl acetate 7.24
    di(2-ethylhexyl) phthalate 4.13
    ethyl propionate 4.13
    nitromethane 29.47
    1,2-diethoxyethane 7.09
    benzonitrile 3.09
    trioctyl phosphate 3.25
    1-bromopropane 2.14
    gamma-valerolactone 47.19
    n-decanol 2.45
    triethyl phosphate 3.43
    4-methyl-2-pentanol 1.32
    propionitrile 1.93
    vinylene carbonate 13.33
    1,1,2-trichlorotrifluoroethane 35.76
    DMS 7.81
    cumene 1.38
    2-octanol 2.7
    2-hexanone 4.69
    octyl acetate 4.25
    limonene 1.98
    1,2-dimethoxyethane 12.84
    ethyl orthosilicate 3.33
    tributyl phosphate 3.17
    diacetone alcohol 12.64
    N,N-dimethylaniline 4.47
    acrylonitrile 3.29
    aniline 4.6
    1,3-propanediol 6.81
    bromobenzene 2.28
    dibromomethane 4.03
    1,1,2,2-tetrachloroethane 13.18
    2-methyl-cyclohexyl acetate 4.39
    tetrabutyl urea 5.3
    diisobutyl methanol 0.99
    2-phenylethanol 3.8
    styrene 1.59
    dioctyl adipate 5.54
    dimethyl sulfate 28.28
    ethyl butyrate 3.31
    methyl lactate 14.44
    butyl lactate 10.61
    diethyl carbonate 2.18
    propanediol butyl ether 14.2
    triethyl orthoformate 3.93
    p-tert-butyltoluene 1.33
    methyl 4-tert-butylbenzoate 13.18
    morpholine 16.46
    tert-butylamine 1.11
    n-dodecanol 1.54
    dimethoxymethane 15.52
    ethylene carbonate 10.39
    cyrene 22.72
    2-ethoxyethyl acetate 13.38
    2-ethylhexyl acetate 2.53
    1,2,4-trichlorobenzene 5.23
    4-methylpyridine 6.66
    dibutyl ether 2.71
    2,6-dimethyl-4-heptanol 0.99
    DEF 13.53
    dimethyl isosorbide 19.46
    tetrachloroethylene 10.31
    eugenol 10.89
    triacetin 15.78
    span 80 12.44
    1,4-butanediol 3.84
    1,1-dichloroethane 3.4
    2-methyl-1-pentanol 2.79
    methyl formate 12.57
    2-methyl-1-butanol 2.82
    n-decane 0.46
    butyronitrile 1.71
    3,7-dimethyl-1-octanol 2.35
    1-chlorooctane 1.92
    1-chlorotetradecane 0.64
    n-nonane 0.4
    undecane 0.3
    tert-butylcyclohexane 0.31
    cyclooctane 0.37
    cyclopentanol 7.0
    tetrahydropyran 8.14
    tert-amyl methyl ether 3.76
    2,5,8-trioxanonane 19.25
    1-hexene 0.8
    2-isopropoxyethanol 7.84
    2,2,2-trifluoroethanol 16.09
    methyl butyrate 5.62

    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