3-(beta-D-Glucopyranosyloxy)-1,3-dihydro-2H-pyrrol-2-one

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  • Identifiers

    CAS number
    18814-39-6

    Molecular formula
    C10H15NO7

    SMILES
    C1=CNC(=O)C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 74.49%
    Sweet 28.25%
    Caramellic 22.76%
    Savory 20.98%
    Burnt 18.64%
    Bitter 14.58%
    Milky 14.07%
    Meaty 13.99%
    Spicy 13.75%
    Malty 13.4%

     

    Flavor
    Bitter 70.89%
    Odorless 37.58%
    Sweet-like 28.11%
    Sweet 26.12%
    Bland 23.07%
    Very mild 22.06%
    Cauliflower 20.29%
    Alkaline 20.25%
    Fenugreek 19.75%
    Very slight 19.67%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.5

    pKa est.
    5.06 (weak acid)

    Molecular weight
    261.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1516°C

    Flash point

    • 251.02 ˚C est.

  • Synonyms

    • 18814-39-6
    • RefChem:275156
    • 3-(beta-D-Glucopyranosyloxy)-1,3-dihydro-2H-pyrrol-2-one
    • DTXSID001214777
    • 2-Oxo-2,3-dihydro-1H-pyrrol-3-yl beta-D-glucopyranoside
    • 3-(I(2)-D-Glucopyranosyloxy)-1,3-dihydro-2H-pyrrol-2-one
    • 18814-39-6

  • Applications

    3-(beta-D-Glucopyranosyloxy)-1,3-dihydro-2H-pyrrol-2-one, CAS 18814-39-6, is a glycosylated lactam derivative of 2-pyrrolidone. In pharmaceutical research and medicinal chemistry, it is commonly viewed as an intermediate for the synthesis of glycosylated lactam derivatives and related pyrrolidin-2-one scaffolds, supporting the design of glycosylated compounds with potentially improved solubility or pharmacophoric properties. In the agricultural sector, it may be evaluated as a scaffold for bioactive glycosylated analogs. In cosmetics and personal care, it could serve as a hydrophilic glycoside scaffold to enhance solubility of active ingredients in formulations. As a versatile building block for chemical synthesis, its use is typically determined by local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.88
    methanol 21.7
    isopropanol 1.25
    water 637.45
    ethyl acetate 0.43
    n-propanol 1.18
    acetone 1.18
    n-butanol 1.26
    acetonitrile 0.85
    DMF 205.8
    toluene 0.59
    isobutanol 0.57
    1,4-dioxane 3.9
    methyl acetate 0.41
    THF 3.41
    2-butanone 0.57
    n-pentanol 0.57
    sec-butanol 0.78
    n-hexane 0.09
    ethylene glycol 69.53
    NMP 128.99
    cyclohexane 0.69
    DMSO 428.19
    n-butyl acetate 0.45
    n-octanol 0.83
    chloroform 0.18
    n-propyl acetate 0.32
    acetic acid 28.54
    dichloromethane 0.26
    cyclohexanone 3.49
    propylene glycol 24.13
    isopropyl acetate 0.39
    DMAc 82.39
    2-ethoxyethanol 13.58
    isopentanol 0.9
    n-heptane 0.42
    ethyl formate 1.14
    1,2-dichloroethane 0.37
    n-hexanol 0.96
    2-methoxyethanol 48.26
    isobutyl acetate 0.18
    tetrachloromethane 0.14
    n-pentyl acetate 0.52
    transcutol 19.86
    n-heptanol 1.27
    ethylbenzene 0.26
    MIBK 0.69
    2-propoxyethanol 8.19
    tert-butanol 1.46
    MTBE 0.31
    2-butoxyethanol 5.87
    propionic acid 3.02
    o-xylene 0.86
    formic acid 553.9
    diethyl ether 0.46
    m-xylene 0.68
    p-xylene 0.29
    chlorobenzene 0.17
    dimethyl carbonate 4.06
    n-octane 0.23
    formamide 368.01
    cyclopentanone 4.22
    2-pentanone 0.78
    anisole 0.61
    cyclopentyl methyl ether 2.22
    gamma-butyrolactone 7.24
    1-methoxy-2-propanol 21.42
    pyridine 2.42
    3-pentanone 0.77
    furfural 14.03
    n-dodecane 0.11
    diethylene glycol 32.39
    diisopropyl ether 0.26
    tert-amyl alcohol 1.14
    acetylacetone 2.46
    n-hexadecane 0.12
    acetophenone 1.45
    methyl propionate 1.37
    isopentyl acetate 0.42
    trichloroethylene 0.58
    n-nonanol 0.89
    cyclohexanol 3.11
    benzyl alcohol 1.91
    2-ethylhexanol 0.66
    isooctanol 0.85
    dipropyl ether 1.0
    1,2-dichlorobenzene 0.26
    ethyl lactate 3.06
    propylene carbonate 3.07
    n-methylformamide 51.89
    2-pentanol 0.81
    n-pentane 0.18
    1-propoxy-2-propanol 4.79
    1-methoxy-2-propyl acetate 2.12
    2-(2-methoxypropoxy) propanol 6.99
    mesitylene 0.56
    ε-caprolactone 3.65
    p-cymene 0.47
    epichlorohydrin 2.43
    1,1,1-trichloroethane 0.11
    2-aminoethanol 33.58
    morpholine-4-carbaldehyde 70.28
    sulfolane 51.07
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 1.38
    n-hexyl acetate 0.63
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 9.08
    sec-butyl acetate 0.21
    tert-butyl acetate 0.69
    decalin 0.14
    glycerin 132.41
    diglyme 15.45
    acrylic acid 9.73
    isopropyl myristate 0.38
    n-butyric acid 2.42
    acetyl acetate 0.69
    di(2-ethylhexyl) phthalate 0.92
    ethyl propionate 0.44
    nitromethane 23.2
    1,2-diethoxyethane 1.27
    benzonitrile 0.8
    trioctyl phosphate 0.8
    1-bromopropane 0.15
    gamma-valerolactone 18.36
    n-decanol 0.73
    triethyl phosphate 1.06
    4-methyl-2-pentanol 0.55
    propionitrile 0.44
    vinylene carbonate 3.56
    1,1,2-trichlorotrifluoroethane 21.53
    DMS 1.09
    cumene 0.22
    2-octanol 0.68
    2-hexanone 0.35
    octyl acetate 0.58
    limonene 0.77
    1,2-dimethoxyethane 7.42
    ethyl orthosilicate 0.93
    tributyl phosphate 0.67
    diacetone alcohol 4.55
    N,N-dimethylaniline 1.24
    acrylonitrile 1.35
    aniline 1.65
    1,3-propanediol 21.28
    bromobenzene 0.13
    dibromomethane 0.15
    1,1,2,2-tetrachloroethane 0.69
    2-methyl-cyclohexyl acetate 0.77
    tetrabutyl urea 1.88
    diisobutyl methanol 0.62
    2-phenylethanol 1.6
    styrene 0.22
    dioctyl adipate 0.84
    dimethyl sulfate 16.38
    ethyl butyrate 0.69
    methyl lactate 13.8
    butyl lactate 2.0
    diethyl carbonate 0.52
    propanediol butyl ether 8.27
    triethyl orthoformate 1.03
    p-tert-butyltoluene 0.5
    methyl 4-tert-butylbenzoate 3.22
    morpholine 7.71
    tert-butylamine 0.57
    n-dodecanol 0.59
    dimethoxymethane 15.96
    ethylene carbonate 2.27
    cyrene 16.39
    2-ethoxyethyl acetate 1.05
    2-ethylhexyl acetate 0.34
    1,2,4-trichlorobenzene 0.38
    4-methylpyridine 1.56
    dibutyl ether 0.49
    2,6-dimethyl-4-heptanol 0.62
    DEF 7.98
    dimethyl isosorbide 9.75
    tetrachloroethylene 0.82
    eugenol 4.27
    triacetin 2.04
    span 80 5.94
    1,4-butanediol 8.45
    1,1-dichloroethane 0.1
    2-methyl-1-pentanol 0.45
    methyl formate 19.99
    2-methyl-1-butanol 0.78
    n-decane 0.19
    butyronitrile 0.44
    3,7-dimethyl-1-octanol 0.6
    1-chlorooctane 0.25
    1-chlorotetradecane 0.14
    n-nonane 0.2
    undecane 0.14
    tert-butylcyclohexane 0.06
    cyclooctane 0.4
    cyclopentanol 2.74
    tetrahydropyran 1.52
    tert-amyl methyl ether 0.6
    2,5,8-trioxanonane 14.48
    1-hexene 0.13
    2-isopropoxyethanol 4.17
    2,2,2-trifluoroethanol 27.44
    methyl butyrate 0.69

    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