N-Acetyl-6-O-L-fucosyl-D-glucosamine

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  • Identifiers

    CAS number
    109582-58-3

    Molecular formula
    C14H25NO10

    SMILES
    C[C@H]1[C@H]([C@H]([C@@H](C(O1)OCC([C@H]([C@@H]([C@H](C=O)NC(=O)C)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 77.05%
    Sweet 31.14%
    Savory 29.91%
    Milky 18.88%
    Cooling 18.7%
    Meaty 17.53%
    Bitter 15.55%
    Caramellic 14.97%
    Alcoholic 14.92%
    Buttery 14.81%

     

    Flavor
    Odorless 58.04%
    Bitter 46.18%
    Sweet-like 30.72%
    Bland 27.75%
    Very mild 26.56%
    Sweet 25.26%
    Very slight 20.41%
    Mild 20.36%
    Yeast 19.55%
    Cauliflower 19.35%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -4.5

    pKa est.
    4.83 (weak acid)

    Molecular weight
    367.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2700°C

    Flash point

    • 281.89 ˚C est.

  • Synonyms

    • N-Acetyl-6-O-L-fucosyl-D-glucosamine
    • 109582-58-3
    • N-[(2R,3R,4S)-3,4,5-trihydroxy-1-oxo-6-[(3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhexan-2-yl]acetamide
    • 2-(acetylamino)-2-deoxy-6-O-(6-deoxy-L-galactopyranosyl)-D-Glucose
    • CHEBI:172599
    • N-[(2R,3R,4S)-3,4,5-trihydroxy-1-oxo-6-{[(3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexan-2-yl]acetamide
    • 109582-58-3

  • Applications

    N-Acetyl-6-O-L-fucosyl-D-glucosamine (CAS 109582-58-3) is primarily used as a synthetic building block in carbohydrate chemistry and glycoconjugate synthesis, enabling the preparation of fucosylated oligosaccharides and related glycoconjugates for glycomics research. In enzymology and glycosyltransferase studies, it can serve as a substrate or probe to evaluate enzyme activity and substrate specificity. It is also employed as an analytical standard or reference material for carbohydrate analysis (HPLC, MS) and as a probe to investigate lectin–carbohydrate interactions. Additionally, it is considered in pharmaceutical and biotechnological research as a scaffold for glycan-engineered biotherapeutics and for glycosylation studies on biomolecules, while usage remains subject to applicable regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.23
    methanol 6.95
    isopropanol 0.32
    water 190.18
    ethyl acetate 0.15
    n-propanol 0.6
    acetone 0.53
    n-butanol 0.45
    acetonitrile 0.28
    DMF 42.18
    toluene 0.08
    isobutanol 0.23
    1,4-dioxane 1.36
    methyl acetate 0.18
    THF 1.26
    2-butanone 0.31
    n-pentanol 0.19
    sec-butanol 0.34
    n-hexane 0.03
    ethylene glycol 20.77
    NMP 37.59
    cyclohexane 0.09
    DMSO 188.22
    n-butyl acetate 0.08
    n-octanol 0.22
    chloroform 0.06
    n-propyl acetate 0.07
    acetic acid 10.53
    dichloromethane 0.1
    cyclohexanone 1.07
    propylene glycol 8.82
    isopropyl acetate 0.09
    DMAc 26.57
    2-ethoxyethanol 4.3
    isopentanol 0.23
    n-heptane 0.06
    ethyl formate 0.48
    1,2-dichloroethane 0.12
    n-hexanol 0.21
    2-methoxyethanol 18.35
    isobutyl acetate 0.03
    tetrachloromethane 0.04
    n-pentyl acetate 0.11
    transcutol 5.61
    n-heptanol 0.27
    ethylbenzene 0.05
    MIBK 0.15
    2-propoxyethanol 2.26
    tert-butanol 0.29
    MTBE 0.09
    2-butoxyethanol 1.51
    propionic acid 1.3
    o-xylene 0.12
    formic acid 155.69
    diethyl ether 0.16
    m-xylene 0.07
    p-xylene 0.05
    chlorobenzene 0.03
    dimethyl carbonate 0.74
    n-octane 0.04
    formamide 91.25
    cyclopentanone 1.53
    2-pentanone 0.28
    anisole 0.12
    cyclopentyl methyl ether 0.52
    gamma-butyrolactone 2.14
    1-methoxy-2-propanol 5.81
    pyridine 0.62
    3-pentanone 0.28
    furfural 4.3
    n-dodecane 0.02
    diethylene glycol 9.04
    diisopropyl ether 0.04
    tert-amyl alcohol 0.36
    acetylacetone 0.74
    n-hexadecane 0.02
    acetophenone 0.27
    methyl propionate 0.41
    isopentyl acetate 0.07
    trichloroethylene 0.16
    n-nonanol 0.22
    cyclohexanol 0.68
    benzyl alcohol 0.34
    2-ethylhexanol 0.11
    isooctanol 0.16
    dipropyl ether 0.2
    1,2-dichlorobenzene 0.04
    ethyl lactate 0.53
    propylene carbonate 0.66
    n-methylformamide 12.3
    2-pentanol 0.2
    n-pentane 0.04
    1-propoxy-2-propanol 1.05
    1-methoxy-2-propyl acetate 0.41
    2-(2-methoxypropoxy) propanol 1.71
    mesitylene 0.06
    ε-caprolactone 1.04
    p-cymene 0.05
    epichlorohydrin 0.89
    1,1,1-trichloroethane 0.03
    2-aminoethanol 12.83
    morpholine-4-carbaldehyde 20.37
    sulfolane 17.88
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.46
    n-hexyl acetate 0.15
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 2.47
    sec-butyl acetate 0.04
    tert-butyl acetate 0.13
    decalin 0.02
    glycerin 53.76
    diglyme 4.4
    acrylic acid 3.21
    isopropyl myristate 0.06
    n-butyric acid 0.86
    acetyl acetate 0.17
    di(2-ethylhexyl) phthalate 0.15
    ethyl propionate 0.11
    nitromethane 7.4
    1,2-diethoxyethane 0.34
    benzonitrile 0.13
    trioctyl phosphate 0.14
    1-bromopropane 0.05
    gamma-valerolactone 7.18
    n-decanol 0.16
    triethyl phosphate 0.19
    4-methyl-2-pentanol 0.1
    propionitrile 0.15
    vinylene carbonate 0.77
    1,1,2-trichlorotrifluoroethane 7.25
    DMS 0.24
    cumene 0.04
    2-octanol 0.14
    2-hexanone 0.11
    octyl acetate 0.1
    limonene 0.09
    1,2-dimethoxyethane 2.53
    ethyl orthosilicate 0.17
    tributyl phosphate 0.12
    diacetone alcohol 1.09
    N,N-dimethylaniline 0.2
    acrylonitrile 0.37
    aniline 0.29
    1,3-propanediol 8.31
    bromobenzene 0.02
    dibromomethane 0.06
    1,1,2,2-tetrachloroethane 0.19
    2-methyl-cyclohexyl acetate 0.13
    tetrabutyl urea 0.33
    diisobutyl methanol 0.08
    2-phenylethanol 0.24
    styrene 0.04
    dioctyl adipate 0.15
    dimethyl sulfate 3.89
    ethyl butyrate 0.11
    methyl lactate 2.98
    butyl lactate 0.41
    diethyl carbonate 0.09
    propanediol butyl ether 2.23
    triethyl orthoformate 0.19
    p-tert-butyltoluene 0.05
    methyl 4-tert-butylbenzoate 0.61
    morpholine 2.6
    tert-butylamine 0.1
    n-dodecanol 0.11
    dimethoxymethane 4.1
    ethylene carbonate 0.48
    cyrene 4.67
    2-ethoxyethyl acetate 0.27
    2-ethylhexyl acetate 0.06
    1,2,4-trichlorobenzene 0.06
    4-methylpyridine 0.33
    dibutyl ether 0.12
    2,6-dimethyl-4-heptanol 0.08
    DEF 1.92
    dimethyl isosorbide 2.23
    tetrachloroethylene 0.22
    eugenol 0.78
    triacetin 0.42
    span 80 1.26
    1,4-butanediol 2.09
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.14
    methyl formate 5.51
    2-methyl-1-butanol 0.29
    n-decane 0.03
    butyronitrile 0.13
    3,7-dimethyl-1-octanol 0.11
    1-chlorooctane 0.06
    1-chlorotetradecane 0.02
    n-nonane 0.04
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.05
    cyclopentanol 0.81
    tetrahydropyran 0.46
    tert-amyl methyl ether 0.17
    2,5,8-trioxanonane 3.84
    1-hexene 0.04
    2-isopropoxyethanol 1.16
    2,2,2-trifluoroethanol 7.93
    methyl butyrate 0.18

    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