4-Methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside

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  • Identifiers

    CAS number
    37067-30-4

    Molecular formula
    C18H21NO8

    SMILES
    CC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)NC(=O)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 73.78%
    Savory 29.23%
    Milky 22.98%
    Meaty 22.16%
    Sweet 20.59%
    Roasted 20.1%
    Vanilla 19.01%
    Cooked 18.36%
    Bitter 17.46%
    Burnt 15.71%

     

    Flavor
    Bitter 71.78%
    Odorless 39.02%
    Bland 30.14%
    Sweet-like 23.87%
    Mild 21.85%
    Very mild 21.39%
    Cedarleaf 19.83%
    Parsley 19.2%
    Lovage 19.01%
    Nitrile 18.88%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.8

    pKa est.
    7.12 (neutral)

    Molecular weight
    379.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2278°C

    Flash point

    • 273.05 ˚C est.

  • Synonyms

    • 37067-30-4
    • 4-methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside
    • DTXSID20885659
    • MUABG
    • 4-methylumbelliferyl-N-acetyl-beta-glucosamine
    • 4-MU-Glc-NAc
    • RefChem:525743
    • 4-MUAG
    • DTXCID701025024
    • 2H-1-benzopyran-2-one, 7-(((2-acetylamino)-2-deoxy-beta-D-glucopyranosyl)oxy)-4-methyl-
    • 253-333-0
    • MFCD00065481
    • 2H-1-Benzopyran-2-one,7-[[2-(acetylamino)-2-deoxy-b-D-glucopyranosyl]oxy]-4-methyl-
    • 4-Methylumbelliferyl-2-acetamido-2-deoxy-beta-D-glucopyranoside
    • 4-Methylumbelliferyl-N-acetyl-beta-D-glucosaminide
    • 4-Methylumbelliferyl 2-Acetamido-2-deoxy-|A-D-glucopyranoside
    • 4-Methylumbelliferyl 2-acetamido-2-deoxy-b-D-glucopyranoside
    • C18H21NO8
    • 4-Methylumbelliferyl-2-acetamido-2-deoxy-|A-D-glucopyranoside
    • N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-3-yl]acetamide
    • 4-Methylumbelliferyl N-acetyl-beta-D-glucosaminide
    • QCTHLCFVVACBSA-JVNHZCFISA-N
    • N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]acetamide
    • A1AC0
    • SCHEMBL129893
    • BDBM240663
    • AKOS001668975
    • AKOS016015759
    • EM03177
    • 2H-1-Benzopyran-2-one, 7-[[2-(acetylamino)-2-deoxy-.beta.-D-glucopyranosyl]oxy]-4-methyl-
    • AS-73960
    • N-((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-2-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3-yl)acetamide
    • PD119938
    • SY064369
    • HY-137853
    • CS-0142382
    • NS00056801
    • 4-methylumbelliferyl-n-acetyl--d-glucosaminide
    • M-5504
    • T72376
    • 067M304
    • F033740
    • SR-01000503785
    • SR-01000503785-1
    • 4-Methylumbelliferyl 2-acetamido-2-deoxy-?-D-glucopyranoside
    • US9409924, 4-Methylumbelliferyl N-acetyl-B-D-glucosaminide
    • 4-Methylumbelliferyl 2-acetamido-2-deoxy-I(2)-D-glucopyranoside
    • 4-Methyl-2-oxo-2H-1-benzopyran-7-yl 2-acetamido-2-deoxy-beta-D-glucopyranoside
    • N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-methyl-2-oxo-chromen-7-yl)oxy-tetrahydropyran-3-yl]acetamide
    • N~1~-{(2S,3R,4R,5S,6R)-4,5-DIHYDROXY-6-(HYDROXYMETHYL)-2-[(4-METHYL-2-OXO-2H-CHROMEN-7-YL)OXY]TETRAHYDRO-2H-PYRAN-3-YL}ACETAMIDE
    • 37067-30-4

  • Applications

    4-Methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside (CAS 37067-30-4) is a fluorogenic glycoside widely used as a substrate to assay glycosidase enzymes, notably beta-N-acetylglucosaminidase, by measuring fluorescence after enzymatic hydrolysis. Real-world applications include measuring glycosidase activity in enzymology and molecular biology research and in diagnostic assay development; used in high-throughput screening to identify glycosidase inhibitors in pharmaceutical research; employed in assay kits to assess enzyme activity in microbial, cellular, or extract samples; used in educational and basic-research settings to illustrate enzyme kinetics and product formation; and utilized as a tool for evaluating glycosidase activity in industrial process control and quality assurance in chemical or biotech manufacturing, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.89
    methanol 3.06
    isopropanol 0.8
    water 0.37
    ethyl acetate 0.16
    n-propanol 1.15
    acetone 1.18
    n-butanol 0.72
    acetonitrile 0.41
    DMF 29.89
    toluene 0.04
    isobutanol 0.5
    1,4-dioxane 2.36
    methyl acetate 0.41
    THF 7.14
    2-butanone 1.03
    n-pentanol 0.45
    sec-butanol 0.71
    n-hexane 0.01
    ethylene glycol 5.03
    NMP 32.3
    cyclohexane 0.01
    DMSO 120.75
    n-butyl acetate 0.15
    n-octanol 0.28
    chloroform 0.05
    n-propyl acetate 0.2
    acetic acid 9.56
    dichloromethane 0.1
    cyclohexanone 1.97
    propylene glycol 4.05
    isopropyl acetate 0.12
    DMAc 48.89
    2-ethoxyethanol 10.11
    isopentanol 0.52
    n-heptane 0.02
    ethyl formate 0.45
    1,2-dichloroethane 0.13
    n-hexanol 0.2
    2-methoxyethanol 25.59
    isobutyl acetate 0.11
    tetrachloromethane 0.02
    n-pentyl acetate 0.22
    transcutol 12.8
    n-heptanol 0.34
    ethylbenzene 0.04
    MIBK 0.29
    2-propoxyethanol 4.78
    tert-butanol 0.57
    MTBE 0.15
    2-butoxyethanol 3.18
    propionic acid 1.45
    o-xylene 0.05
    formic acid 27.11
    diethyl ether 0.21
    m-xylene 0.04
    p-xylene 0.06
    chlorobenzene 0.03
    dimethyl carbonate 0.71
    n-octane 0.01
    formamide 28.42
    cyclopentanone 4.4
    2-pentanone 0.5
    anisole 0.18
    cyclopentyl methyl ether 0.54
    gamma-butyrolactone 5.1
    1-methoxy-2-propanol 9.28
    pyridine 1.12
    3-pentanone 0.36
    furfural 5.27
    n-dodecane 0.01
    diethylene glycol 10.29
    diisopropyl ether 0.04
    tert-amyl alcohol 0.54
    acetylacetone 0.93
    n-hexadecane 0.01
    acetophenone 0.44
    methyl propionate 0.45
    isopentyl acetate 0.2
    trichloroethylene 0.19
    n-nonanol 0.33
    cyclohexanol 0.47
    benzyl alcohol 0.53
    2-ethylhexanol 0.14
    isooctanol 0.27
    dipropyl ether 0.3
    1,2-dichlorobenzene 0.04
    ethyl lactate 0.83
    propylene carbonate 0.9
    n-methylformamide 8.46
    2-pentanol 0.26
    n-pentane 0.01
    1-propoxy-2-propanol 2.32
    1-methoxy-2-propyl acetate 0.7
    2-(2-methoxypropoxy) propanol 3.65
    mesitylene 0.03
    ε-caprolactone 1.74
    p-cymene 0.05
    epichlorohydrin 3.12
    1,1,1-trichloroethane 0.03
    2-aminoethanol 6.1
    morpholine-4-carbaldehyde 23.79
    sulfolane 20.65
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.22
    n-hexyl acetate 0.33
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 5.03
    sec-butyl acetate 0.11
    tert-butyl acetate 0.2
    decalin 0.01
    glycerin 17.66
    diglyme 10.89
    acrylic acid 2.72
    isopropyl myristate 0.14
    n-butyric acid 0.98
    acetyl acetate 0.16
    di(2-ethylhexyl) phthalate 0.41
    ethyl propionate 0.21
    nitromethane 11.0
    1,2-diethoxyethane 0.86
    benzonitrile 0.23
    trioctyl phosphate 0.25
    1-bromopropane 0.06
    gamma-valerolactone 16.66
    n-decanol 0.23
    triethyl phosphate 0.35
    4-methyl-2-pentanol 0.14
    propionitrile 0.3
    vinylene carbonate 0.83
    1,1,2-trichlorotrifluoroethane 6.88
    DMS 0.39
    cumene 0.03
    2-octanol 0.18
    2-hexanone 0.42
    octyl acetate 0.25
    limonene 0.06
    1,2-dimethoxyethane 9.37
    ethyl orthosilicate 0.32
    tributyl phosphate 0.29
    diacetone alcohol 1.65
    N,N-dimethylaniline 0.25
    acrylonitrile 0.67
    aniline 0.24
    1,3-propanediol 7.28
    bromobenzene 0.02
    dibromomethane 0.05
    1,1,2,2-tetrachloroethane 0.19
    2-methyl-cyclohexyl acetate 0.33
    tetrabutyl urea 0.76
    diisobutyl methanol 0.11
    2-phenylethanol 0.36
    styrene 0.03
    dioctyl adipate 0.43
    dimethyl sulfate 2.65
    ethyl butyrate 0.26
    methyl lactate 2.51
    butyl lactate 0.73
    diethyl carbonate 0.2
    propanediol butyl ether 2.91
    triethyl orthoformate 0.45
    p-tert-butyltoluene 0.04
    methyl 4-tert-butylbenzoate 1.07
    morpholine 5.09
    tert-butylamine 0.12
    n-dodecanol 0.15
    dimethoxymethane 5.53
    ethylene carbonate 0.57
    cyrene 5.89
    2-ethoxyethyl acetate 0.61
    2-ethylhexyl acetate 0.14
    1,2,4-trichlorobenzene 0.08
    4-methylpyridine 0.48
    dibutyl ether 0.24
    2,6-dimethyl-4-heptanol 0.11
    DEF 1.91
    dimethyl isosorbide 4.91
    tetrachloroethylene 0.15
    eugenol 1.57
    triacetin 0.82
    span 80 2.02
    1,4-butanediol 2.41
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.37
    methyl formate 4.26
    2-methyl-1-butanol 0.54
    n-decane 0.02
    butyronitrile 0.25
    3,7-dimethyl-1-octanol 0.2
    1-chlorooctane 0.06
    1-chlorotetradecane 0.02
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 1.17
    tetrahydropyran 0.71
    tert-amyl methyl ether 0.22
    2,5,8-trioxanonane 7.96
    1-hexene 0.04
    2-isopropoxyethanol 3.17
    2,2,2-trifluoroethanol 3.43
    methyl butyrate 0.38

    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