2-O-(alpha-D-Glucopyranosyl)glycerol

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  • Identifiers

    CAS number
    22160-26-5

    Molecular formula
    C9H18O8

    SMILES
    C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC(CO)CO)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 72.45%
    Sweet 41.98%
    Alcoholic 28.2%
    Caramellic 19.88%
    Milky 16.52%
    Cooling 16.13%
    Bitter 15.76%
    Buttery 15.74%
    Clean 15.55%
    Savory 15.2%

     

    Flavor
    Sweet 79.13%
    Odorless 64.17%
    Bitter 41.47%
    Sweet-like 34.5%
    Very slight 23.52%
    Cauliflower 22.79%
    Very mild 21.56%
    Alcoholic 21.15%
    Soup 21.06%
    Alkaline 20.68%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.5

    pKa est.
    4.93 (weak acid)

    Molecular weight
    254.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1548°C

    Flash point

    • 248.04 ˚C est.

  • Synonyms

    • 2-O-(alpha-D-glucopyranosyl)glycerol
    • CHEBI:82766
    • RefChem:88798
    • GlyTouCan:G38409FH
    • G38409FH
    • 22160-26-5
    • glucosylglycerol
    • 2-o-alpha-d-glucosylglycerol
    • (2S,3R,4S,5S,6R)-2-(1,3-dihydroxypropan-2-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol
    • a-D-Glucopyranoside, 2-hydroxy-1-(hydroxymethyl)ethyl
    • 1,3-dihydroxypropan-2-yl alpha-D-glucopyranoside
    • 2-O-a-D-Glucosylglycerol
    • (2S,3R,4S,5S,6R)-2-((1,3-Dihydroxypropan-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
    • 2-O-(|A-D-Glucopyranosyl)glycerol
    • C9H18O8
    • 2-(alpha-D-glucosyl)glycerol
    • 2-O-alpha-d-glucopyranosylglycerol
    • a-D-2-Hydroxy-1-(hydroxymethyl)ethylglucopyranoside; 2-O-a-D-Glucopyranosylglycerol; 2-O-a-D-Glucosylglycerol; Glucosylglycerol; Glycoin
    • 5JX9BK5A26
    • orb1692062
    • SCHEMBL1923753
    • 2-O-(alpha-D-glucosyl)glycerol
    • AQTKXCPRNZDOJU-ZEBDFXRSSA-N
    • 2-glyceryl alpha-D-glucopyranoside
    • DTXSID501316839
    • 2-(alpha-D-glucopyranosyl)glycerol
    • 2-O-(??-D-Glucopyranosyl)glycerol
    • MFCD19980985
    • 2-O-(|A-D-Glucopyranosyl)-Glycerol
    • AKOS040756394
    • HY-W353469
    • (2S,3R,4S,5S,6R)-2-[(1,3-dihydroxypropan-2-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
    • PD150951
    • CS-0464815
    • H27205
    • F552883
    • Q27156315
    • 2-Hydroxy-1-(hydroxymethyl)ethyl alpha-D-glucopyranoside
    • alpha-D-Glucopyranoside, 2-hydroxy-1-(hydroxymethyl)ethyl-
    • WURCS=2.0/2,2,1/[hxh][a2122h-1a_1-5]/1-2/a2-b1
    • (2S,3R,4S,5S,6R)-2-[2-hydroxy-1-(hydroxymethyl)ethoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
    • A0K
    • 22160-26-5

  • Applications

    2-O-(alpha-D-Glucopyranosyl)glycerol (CAS 22160-26-5) finds use primarily as a humectant and stabilizer in cosmetics and personal care, helping to retain moisture and improve the feel of formulations. It can also serve as a co-solvent and formulation additive in household products and cleaners. As a glycosylated glycerol, it is commonly regarded as an intermediate or glycosylation precursor for synthetic routes in pharmaceutical and agrochemical manufacture. In polymers and plastics, it may function as a plasticizer or compatibilizer to improve processability and moisture retention in certain resin systems. Additionally, it can be evaluated as a moisture-retaining and stabilizing component in coatings, inks, or industrial adhesive formulations, depending on regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.01
    methanol 10.35
    isopropanol 0.38
    water 1096.91
    ethyl acetate 0.25
    n-propanol 0.54
    acetone 0.3
    n-butanol 0.42
    acetonitrile 0.25
    DMF 68.77
    toluene 0.16
    isobutanol 0.28
    1,4-dioxane 1.8
    methyl acetate 0.21
    THF 1.05
    2-butanone 0.22
    n-pentanol 0.24
    sec-butanol 0.39
    n-hexane 0.05
    ethylene glycol 79.75
    NMP 73.6
    cyclohexane 0.5
    DMSO 285.93
    n-butyl acetate 0.29
    n-octanol 0.49
    chloroform 0.1
    n-propyl acetate 0.15
    acetic acid 10.08
    dichloromethane 0.15
    cyclohexanone 1.42
    propylene glycol 19.65
    isopropyl acetate 0.21
    DMAc 32.73
    2-ethoxyethanol 5.71
    isopentanol 0.31
    n-heptane 0.34
    ethyl formate 0.41
    1,2-dichloroethane 0.24
    n-hexanol 0.56
    2-methoxyethanol 19.58
    isobutyl acetate 0.07
    tetrachloromethane 0.1
    n-pentyl acetate 0.29
    transcutol 10.28
    n-heptanol 0.73
    ethylbenzene 0.12
    MIBK 0.22
    2-propoxyethanol 4.43
    tert-butanol 0.54
    MTBE 0.14
    2-butoxyethanol 2.98
    propionic acid 2.3
    o-xylene 0.39
    formic acid 306.15
    diethyl ether 0.17
    m-xylene 0.24
    p-xylene 0.13
    chlorobenzene 0.07
    dimethyl carbonate 1.93
    n-octane 0.14
    formamide 165.85
    cyclopentanone 1.65
    2-pentanone 0.25
    anisole 0.24
    cyclopentyl methyl ether 0.99
    gamma-butyrolactone 3.32
    1-methoxy-2-propanol 8.98
    pyridine 0.81
    3-pentanone 0.38
    furfural 6.04
    n-dodecane 0.07
    diethylene glycol 23.6
    diisopropyl ether 0.11
    tert-amyl alcohol 0.61
    acetylacetone 0.91
    n-hexadecane 0.08
    acetophenone 0.62
    methyl propionate 0.84
    isopentyl acetate 0.23
    trichloroethylene 0.29
    n-nonanol 0.49
    cyclohexanol 1.72
    benzyl alcohol 0.84
    2-ethylhexanol 0.4
    isooctanol 0.5
    dipropyl ether 0.53
    1,2-dichlorobenzene 0.15
    ethyl lactate 1.79
    propylene carbonate 1.54
    n-methylformamide 20.71
    2-pentanol 0.3
    n-pentane 0.09
    1-propoxy-2-propanol 2.97
    1-methoxy-2-propyl acetate 1.41
    2-(2-methoxypropoxy) propanol 3.56
    mesitylene 0.27
    ε-caprolactone 1.99
    p-cymene 0.32
    epichlorohydrin 0.96
    1,1,1-trichloroethane 0.05
    2-aminoethanol 27.25
    morpholine-4-carbaldehyde 38.73
    sulfolane 36.8
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 0.55
    n-hexyl acetate 0.35
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 4.88
    sec-butyl acetate 0.11
    tert-butyl acetate 0.31
    decalin 0.11
    glycerin 125.57
    diglyme 7.78
    acrylic acid 6.83
    isopropyl myristate 0.18
    n-butyric acid 1.29
    acetyl acetate 0.36
    di(2-ethylhexyl) phthalate 0.5
    ethyl propionate 0.24
    nitromethane 7.24
    1,2-diethoxyethane 0.63
    benzonitrile 0.29
    trioctyl phosphate 0.47
    1-bromopropane 0.07
    gamma-valerolactone 7.02
    n-decanol 0.39
    triethyl phosphate 0.7
    4-methyl-2-pentanol 0.23
    propionitrile 0.18
    vinylene carbonate 1.67
    1,1,2-trichlorotrifluoroethane 15.31
    DMS 0.76
    cumene 0.12
    2-octanol 0.39
    2-hexanone 0.14
    octyl acetate 0.29
    limonene 0.51
    1,2-dimethoxyethane 2.54
    ethyl orthosilicate 0.58
    tributyl phosphate 0.38
    diacetone alcohol 2.06
    N,N-dimethylaniline 0.63
    acrylonitrile 0.53
    aniline 0.6
    1,3-propanediol 12.17
    bromobenzene 0.06
    dibromomethane 0.1
    1,1,2,2-tetrachloroethane 0.47
    2-methyl-cyclohexyl acetate 0.43
    tetrabutyl urea 0.95
    diisobutyl methanol 0.41
    2-phenylethanol 0.89
    styrene 0.1
    dioctyl adipate 0.41
    dimethyl sulfate 10.06
    ethyl butyrate 0.37
    methyl lactate 8.18
    butyl lactate 1.29
    diethyl carbonate 0.3
    propanediol butyl ether 5.36
    triethyl orthoformate 0.61
    p-tert-butyltoluene 0.35
    methyl 4-tert-butylbenzoate 1.81
    morpholine 3.29
    tert-butylamine 0.25
    n-dodecanol 0.31
    dimethoxymethane 5.25
    ethylene carbonate 1.14
    cyrene 10.79
    2-ethoxyethyl acetate 0.57
    2-ethylhexyl acetate 0.21
    1,2,4-trichlorobenzene 0.23
    4-methylpyridine 0.46
    dibutyl ether 0.23
    2,6-dimethyl-4-heptanol 0.41
    DEF 3.82
    dimethyl isosorbide 5.73
    tetrachloroethylene 0.59
    eugenol 2.26
    triacetin 1.23
    span 80 4.1
    1,4-butanediol 5.03
    1,1-dichloroethane 0.04
    2-methyl-1-pentanol 0.2
    methyl formate 6.63
    2-methyl-1-butanol 0.36
    n-decane 0.12
    butyronitrile 0.13
    3,7-dimethyl-1-octanol 0.33
    1-chlorooctane 0.14
    1-chlorotetradecane 0.08
    n-nonane 0.12
    undecane 0.09
    tert-butylcyclohexane 0.04
    cyclooctane 0.31
    cyclopentanol 1.52
    tetrahydropyran 0.58
    tert-amyl methyl ether 0.32
    2,5,8-trioxanonane 7.66
    1-hexene 0.05
    2-isopropoxyethanol 1.83
    2,2,2-trifluoroethanol 17.97
    methyl butyrate 0.32

    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