Phenylmethyl 6-O-beta-D-glucopyranosyl-beta-D-glucopyranoside

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  • Identifiers

    CAS number
    56775-64-5

    Molecular formula
    C19H28O11

    SMILES
    C1=CC=C(C=C1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 60.83%
    Sweet 53.26%
    Vanilla 23.77%
    Bitter 22.79%
    Alcoholic 20.48%
    Caramellic 20.08%
    Woody 19.2%
    Balsamic 17.91%
    Cooling 17.82%
    Milky 16.91%

     

    Flavor
    Sweet 68.29%
    Bitter 54.83%
    Odorless 41.34%
    Sweet-like 30.19%
    Fatty 27.05%
    Cauliflower 22.08%
    Very slight 21.59%
    Naphthalic 21.45%
    Alkaline 20.79%
    Soup 20.69%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.8

    pKa est.
    4.98 (weak acid)

    Molecular weight
    432.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3295°C

    Flash point

    • 243.61 ˚C est.

  • Synonyms

    • Benzyl gentiobioside
    • 56775-64-5
    • (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl]methoxy]oxane-3,4,5-triol
    • DTXSID40904199
    • (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(((2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl)methoxy)oxane-3,4,5-triol
    • RefChem:929079
    • DTXCID601333292
    • Phenylmethyl 6-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
    • Benzyl |A-gentiobioside
    • benzyl 6-O-beta-d-glucopyranosyl-beta-d-glucopyranoside
    • beta-D-Glucopyranoside, phenylmethyl 6-O-beta-D-glucopyranosyl-
    • orb1992013
    • SCHEMBL1239248
    • CHEBI:169528
    • HY-N12978
    • AKOS040734728
    • NCGC00384629-01
    • CS-1099693
    • benzyl alcohol-O-beta-D-glucopyranosyl (1->6)-beta-D-glucopyranoside
    • NCGC00384629-01_C19H28O11_Benzyl 6-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
    • 56775-64-5

  • Applications

    Phenylmethyl 6-O-beta-D-glucopyranosyl-beta-D-glucopyranoside (CAS 56775-64-5) is often used as an intermediate in carbohydrate and pharmaceutical synthesis, serving as a benzyl-protected glycosyl donor and a protected glucose unit for stepwise oligosaccharide assembly. It also serves as a substrate in glycosidase and glycosyltransferase studies to evaluate catalytic properties and to construct more complex glycosides. Additionally, it may be used as a reference material for glycoside analysis by HPLC/LC-MS and as a building block for derivative glycosides to explore glycosylation strategies in pharmaceutical research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.32
    methanol 11.35
    isopropanol 1.11
    water 29.67
    ethyl acetate 0.57
    n-propanol 1.71
    acetone 1.46
    n-butanol 1.96
    acetonitrile 0.74
    DMF 25.35
    toluene 0.41
    isobutanol 0.6
    1,4-dioxane 3.23
    methyl acetate 0.5
    THF 4.62
    2-butanone 0.83
    n-pentanol 0.6
    sec-butanol 0.87
    n-hexane 0.03
    ethylene glycol 17.66
    NMP 23.2
    cyclohexane 0.18
    DMSO 127.79
    n-butyl acetate 0.16
    n-octanol 0.79
    chloroform 0.16
    n-propyl acetate 0.16
    acetic acid 13.05
    dichloromethane 0.22
    cyclohexanone 2.03
    propylene glycol 9.4
    isopropyl acetate 0.4
    DMAc 23.34
    2-ethoxyethanol 8.85
    isopentanol 0.85
    n-heptane 0.16
    ethyl formate 0.73
    1,2-dichloroethane 0.31
    n-hexanol 0.55
    2-methoxyethanol 31.39
    isobutyl acetate 0.07
    tetrachloromethane 0.08
    n-pentyl acetate 0.44
    transcutol 16.99
    n-heptanol 1.03
    ethylbenzene 0.14
    MIBK 0.57
    2-propoxyethanol 5.06
    tert-butanol 0.71
    MTBE 0.26
    2-butoxyethanol 4.31
    propionic acid 2.01
    o-xylene 0.41
    formic acid 67.32
    diethyl ether 0.66
    m-xylene 0.33
    p-xylene 0.11
    chlorobenzene 0.1
    dimethyl carbonate 2.2
    n-octane 0.11
    formamide 54.12
    cyclopentanone 3.36
    2-pentanone 1.17
    anisole 0.33
    cyclopentyl methyl ether 2.18
    gamma-butyrolactone 3.67
    1-methoxy-2-propanol 15.62
    pyridine 1.54
    3-pentanone 0.89
    furfural 4.64
    n-dodecane 0.06
    diethylene glycol 14.03
    diisopropyl ether 0.17
    tert-amyl alcohol 0.73
    acetylacetone 2.31
    n-hexadecane 0.06
    acetophenone 0.6
    methyl propionate 1.36
    isopentyl acetate 0.15
    trichloroethylene 0.44
    n-nonanol 0.81
    cyclohexanol 1.87
    benzyl alcohol 0.88
    2-ethylhexanol 0.28
    isooctanol 0.61
    dipropyl ether 0.65
    1,2-dichlorobenzene 0.1
    ethyl lactate 1.11
    propylene carbonate 0.98
    n-methylformamide 10.52
    2-pentanol 0.88
    n-pentane 0.09
    1-propoxy-2-propanol 2.92
    1-methoxy-2-propyl acetate 1.2
    2-(2-methoxypropoxy) propanol 3.61
    mesitylene 0.21
    ε-caprolactone 1.97
    p-cymene 0.16
    epichlorohydrin 2.43
    1,1,1-trichloroethane 0.08
    2-aminoethanol 12.41
    morpholine-4-carbaldehyde 20.3
    sulfolane 17.27
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 1.42
    n-hexyl acetate 0.51
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 6.57
    sec-butyl acetate 0.12
    tert-butyl acetate 0.48
    decalin 0.04
    glycerin 43.3
    diglyme 10.23
    acrylic acid 4.21
    isopropyl myristate 0.21
    n-butyric acid 2.23
    acetyl acetate 0.58
    di(2-ethylhexyl) phthalate 0.42
    ethyl propionate 0.29
    nitromethane 11.65
    1,2-diethoxyethane 1.29
    benzonitrile 0.27
    trioctyl phosphate 0.37
    1-bromopropane 0.15
    gamma-valerolactone 9.78
    n-decanol 0.57
    triethyl phosphate 0.35
    4-methyl-2-pentanol 0.37
    propionitrile 0.38
    vinylene carbonate 1.09
    1,1,2-trichlorotrifluoroethane 8.75
    DMS 0.68
    cumene 0.09
    2-octanol 0.51
    2-hexanone 0.25
    octyl acetate 0.4
    limonene 0.28
    1,2-dimethoxyethane 4.05
    ethyl orthosilicate 0.35
    tributyl phosphate 0.26
    diacetone alcohol 3.0
    N,N-dimethylaniline 0.47
    acrylonitrile 0.83
    aniline 1.1
    1,3-propanediol 16.09
    bromobenzene 0.07
    dibromomethane 0.14
    1,1,2,2-tetrachloroethane 0.52
    2-methyl-cyclohexyl acetate 0.27
    tetrabutyl urea 0.65
    diisobutyl methanol 0.25
    2-phenylethanol 0.65
    styrene 0.12
    dioctyl adipate 0.47
    dimethyl sulfate 6.71
    ethyl butyrate 0.28
    methyl lactate 6.49
    butyl lactate 1.08
    diethyl carbonate 0.18
    propanediol butyl ether 5.73
    triethyl orthoformate 0.45
    p-tert-butyltoluene 0.18
    methyl 4-tert-butylbenzoate 1.75
    morpholine 6.03
    tert-butylamine 0.24
    n-dodecanol 0.4
    dimethoxymethane 9.6
    ethylene carbonate 0.8
    cyrene 6.39
    2-ethoxyethyl acetate 1.09
    2-ethylhexyl acetate 0.11
    1,2,4-trichlorobenzene 0.17
    4-methylpyridine 0.85
    dibutyl ether 0.41
    2,6-dimethyl-4-heptanol 0.25
    DEF 4.04
    dimethyl isosorbide 4.82
    tetrachloroethylene 0.48
    eugenol 2.0
    triacetin 1.53
    span 80 3.56
    1,4-butanediol 3.53
    1,1-dichloroethane 0.1
    2-methyl-1-pentanol 0.35
    methyl formate 5.42
    2-methyl-1-butanol 0.88
    n-decane 0.12
    butyronitrile 0.4
    3,7-dimethyl-1-octanol 0.38
    1-chlorooctane 0.22
    1-chlorotetradecane 0.09
    n-nonane 0.12
    undecane 0.08
    tert-butylcyclohexane 0.02
    cyclooctane 0.14
    cyclopentanol 1.9
    tetrahydropyran 1.51
    tert-amyl methyl ether 0.5
    2,5,8-trioxanonane 8.87
    1-hexene 0.07
    2-isopropoxyethanol 2.71
    2,2,2-trifluoroethanol 7.73
    methyl butyrate 0.34

    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