Hydroxypalmitoyl Sphinganine

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  • Identifiers

    CAS number
    190249-36-6

    Molecular formula
    C34H69NO4

    SMILES
    CCCCCCCCCCCCCCC[C@H]([C@H](CO)NC(=O)C(CCCCCCCCCCCCCC)O)O

    Safety labels

  • Odor profile

    Fragrance
    Waxy 51.36%
    Oily 38.18%
    Fatty 37.55%
    Odorless 35.32%
    Woody 25.52%
    Fresh 24.02%
    Savory 23.02%
    Fishy 22.67%
    Milky 21.63%
    Amber 20.39%

     

    Flavor
    Bland 39.66%
    Mild 34.33%
    Odorless 33.55%
    Waxy 27.25%
    Faint 26.99%
    Fatty 23.08%
    Slightly waxy 22.11%
    Delicate 21.19%
    Bay oil 20.51%
    Beer 19.75%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    12.6

    pKa est.
    8.38 (weak base)

    Molecular weight
    555.9 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    855°C

    Flash point

    • 261.85 ˚C est.

  • Synonyms

    • Hydroxypalmitoyl sphinganine
    • 190249-36-6
    • Mexanyl GAA
    • NR33W2353T
    • Hexadecanamide, 2-hydroxy-N-((1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl)-
    • Hexadecanamide, 2-hydroxy-N-(2-hydroxy-1-(hydroxymethyl)heptadecyl)-, (1S-(1R*,2S*))-(partial)-
    • DTXSID90172503
    • RefChem:789535
    • DTXCID0094994
    • HYDROXYPALMITOYL SPHINGANINE [INCI]
    • 418-670-1
    • UNII-NR33W2353T
    • N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-2-hydroxyhexadecanamide
    • N-(2-hydroxyhexadecanoyl)-sphinganine
    • Cer(d18:0/16:0(2OH))
    • 2-hydroxy-N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-hexadecanamide
    • N-((2S,3R)-1,3-Dihydroxyoctadecan-2-yl)-2-hydroxyhexadecanamide
    • orb2283085
    • SCHEMBL1479823
    • CHEBI:67043
    • NQXMVCBJWMTLGK-XIWRNSNHSA-N
    • N-(2-hydroxyhexadecanoyl)sphinganine
    • LMSP02020029
    • N-(2-hydroxyhexadecanoyl)dihydroceramide
    • PD077267
    • DHC-B' 18:0/16:0
    • N-(2-hydroxyhexadecanoyl)dihydrosphingosine
    • Q27135601
    • 2-hydroxy-N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]hexadecanamide
    • 190249-36-6

  • Applications

    Hydroxypalmitoyl sphinganine is primarily used as a skin-identical ceramide-like lipid in cosmetics and personal care to support barrier repair, provide moisturization, and improve skin feel, and it also serves as a structuring lipid in creams and other skin-care formulations. In pharmaceutical contexts, it can be used as a lipid component in topical and dermal delivery systems, and as part of lipid-based carriers such as liposomes or lipid nanoparticles to aid drug delivery. It is commonly evaluated as a building block or intermediate for ceramide and other sphingolipid synthesis in research and formulation development. Given its sphingolipid structure, it is also employed in model membrane studies and as an analytical reference material within lipid science.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.01
    methanol 5.91
    isopropanol 2.52
    water 0.37
    ethyl acetate 17.8
    n-propanol 4.56
    acetone 12.95
    n-butanol 4.28
    acetonitrile 3.06
    DMF 38.57
    toluene 7.8
    isobutanol 3.86
    1,4-dioxane 22.68
    methyl acetate 13.4
    THF 75.42
    2-butanone 18.75
    n-pentanol 5.11
    sec-butanol 5.01
    n-hexane 1.64
    ethylene glycol 1.02
    NMP 185.55
    cyclohexane 5.35
    DMSO 59.69
    n-butyl acetate 18.9
    n-octanol 10.36
    chloroform 41.27
    n-propyl acetate 19.73
    acetic acid 18.47
    dichloromethane 35.76
    cyclohexanone 70.94
    propylene glycol 2.52
    isopropyl acetate 18.07
    DMAc 117.94
    2-ethoxyethanol 15.62
    isopentanol 4.98
    n-heptane 2.17
    ethyl formate 11.08
    1,2-dichloroethane 23.84
    n-hexanol 4.64
    2-methoxyethanol 16.07
    isobutyl acetate 13.74
    tetrachloromethane 13.28
    n-pentyl acetate 44.76
    transcutol 105.26
    n-heptanol 9.89
    ethylbenzene 7.3
    MIBK 15.42
    2-propoxyethanol 15.99
    tert-butanol 5.1
    MTBE 10.78
    2-butoxyethanol 31.56
    propionic acid 13.66
    o-xylene 10.75
    formic acid 7.97
    diethyl ether 6.8
    m-xylene 7.35
    p-xylene 9.59
    chlorobenzene 13.54
    dimethyl carbonate 15.15
    n-octane 1.66
    formamide 12.68
    cyclopentanone 82.95
    2-pentanone 17.51
    anisole 12.88
    cyclopentyl methyl ether 41.21
    gamma-butyrolactone 94.7
    1-methoxy-2-propanol 17.34
    pyridine 23.72
    3-pentanone 20.01
    furfural 64.45
    n-dodecane 0.82
    diethylene glycol 8.31
    diisopropyl ether 4.92
    tert-amyl alcohol 9.54
    acetylacetone 32.95
    n-hexadecane 0.96
    acetophenone 26.78
    methyl propionate 21.66
    isopentyl acetate 22.38
    trichloroethylene 54.06
    n-nonanol 11.24
    cyclohexanol 13.75
    benzyl alcohol 9.6
    2-ethylhexanol 6.66
    isooctanol 10.13
    dipropyl ether 12.16
    1,2-dichlorobenzene 20.55
    ethyl lactate 16.61
    propylene carbonate 58.16
    n-methylformamide 14.61
    2-pentanol 4.27
    n-pentane 1.05
    1-propoxy-2-propanol 19.7
    1-methoxy-2-propyl acetate 31.89
    2-(2-methoxypropoxy) propanol 32.12
    mesitylene 6.01
    ε-caprolactone 81.12
    p-cymene 7.13
    epichlorohydrin 58.72
    1,1,1-trichloroethane 31.23
    2-aminoethanol 3.04
    morpholine-4-carbaldehyde 81.01
    sulfolane 237.04
    2,2,4-trimethylpentane 2.08
    2-methyltetrahydrofuran 44.11
    n-hexyl acetate 39.54
    isooctane 0.81
    2-(2-butoxyethoxy)ethanol 40.39
    sec-butyl acetate 19.02
    tert-butyl acetate 31.94
    decalin 3.49
    glycerin 6.71
    diglyme 90.04
    acrylic acid 12.38
    isopropyl myristate 11.5
    n-butyric acid 22.98
    acetyl acetate 18.19
    di(2-ethylhexyl) phthalate 14.26
    ethyl propionate 21.27
    nitromethane 33.67
    1,2-diethoxyethane 31.4
    benzonitrile 9.55
    trioctyl phosphate 10.97
    1-bromopropane 10.81
    gamma-valerolactone 118.7
    n-decanol 6.57
    triethyl phosphate 23.2
    4-methyl-2-pentanol 3.96
    propionitrile 4.29
    vinylene carbonate 41.99
    1,1,2-trichlorotrifluoroethane 71.89
    DMS 28.28
    cumene 6.36
    2-octanol 9.44
    2-hexanone 18.06
    octyl acetate 16.37
    limonene 11.74
    1,2-dimethoxyethane 32.57
    ethyl orthosilicate 22.36
    tributyl phosphate 14.91
    diacetone alcohol 32.64
    N,N-dimethylaniline 15.59
    acrylonitrile 5.6
    aniline 8.8
    1,3-propanediol 4.95
    bromobenzene 14.8
    dibromomethane 20.42
    1,1,2,2-tetrachloroethane 59.27
    2-methyl-cyclohexyl acetate 27.48
    tetrabutyl urea 23.49
    diisobutyl methanol 5.65
    2-phenylethanol 9.14
    styrene 6.77
    dioctyl adipate 24.82
    dimethyl sulfate 53.7
    ethyl butyrate 23.61
    methyl lactate 18.72
    butyl lactate 40.43
    diethyl carbonate 15.38
    propanediol butyl ether 28.23
    triethyl orthoformate 28.15
    p-tert-butyltoluene 7.55
    methyl 4-tert-butylbenzoate 50.07
    morpholine 31.59
    tert-butylamine 3.53
    n-dodecanol 4.16
    dimethoxymethane 21.65
    ethylene carbonate 35.33
    cyrene 43.76
    2-ethoxyethyl acetate 55.25
    2-ethylhexyl acetate 21.3
    1,2,4-trichlorobenzene 30.78
    4-methylpyridine 19.96
    dibutyl ether 16.1
    2,6-dimethyl-4-heptanol 5.65
    DEF 36.21
    dimethyl isosorbide 76.1
    tetrachloroethylene 43.2
    eugenol 36.52
    triacetin 60.69
    span 80 30.71
    1,4-butanediol 3.02
    1,1-dichloroethane 16.25
    2-methyl-1-pentanol 6.84
    methyl formate 12.63
    2-methyl-1-butanol 6.33
    n-decane 2.13
    butyronitrile 4.63
    3,7-dimethyl-1-octanol 9.43
    1-chlorooctane 9.59
    1-chlorotetradecane 2.59
    n-nonane 1.96
    undecane 1.21
    tert-butylcyclohexane 2.49
    cyclooctane 2.37
    cyclopentanol 15.86
    tetrahydropyran 28.4
    tert-amyl methyl ether 16.0
    2,5,8-trioxanonane 52.22
    1-hexene 3.78
    2-isopropoxyethanol 13.22
    2,2,2-trifluoroethanol 16.51
    methyl butyrate 28.11

    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