1-O-alpha-D-glucopyranosyl-D-mannitol

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  • Identifiers

    CAS number
    20942-99-8

    Molecular formula
    C12H24O11

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

  • Odor profile

    Fragrance
    Odorless 72.2%
    Sweet 51.15%
    Alcoholic 24.1%
    Caramellic 19.52%
    Cooling 17.24%
    Clean 16.69%
    Bitter 15.88%
    Savory 15.38%
    Milky 15.21%
    Buttery 15.03%

     

    Flavor
    Sweet 69.34%
    Odorless 66.4%
    Sweet-like 35.17%
    Bitter 33.98%
    Very mild 23.19%
    Bland 22.53%
    Very slight 22.29%
    Cauliflower 20.77%
    Soup 19.7%
    Alkaline 19.56%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -5.2

    pKa est.
    4.49 (weak acid)

    Molecular weight
    344.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2896°C

    Flash point

    • 301.28 ˚C est.

    Solubility expt.

    • Soluble in water, very slightly soluble in ethanol.

  • Synonyms

    • 20942-99-8
    • Isomalt
    • Palatinit
    • glucosylmannitol
    • 1-O-alpha-D-Glucopyranosyl-D-mannitol
    • 1-O-(a-Glucopyranosyl)-D-mannitol
    • D-Mannitol, 1-O-alpha-D-glucopyranosyl-
    • 1,1-GPM
    • G97P6S66E9
    • 64519-82-0
    • EINECS 244-122-4
    • GLUCOSYLMANNITOL [MI]
    • D-Mannitol, 1-O-.alpha.-D-glucopyranosyl-
    • (2R,3R,4R,5R)-6-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)hexane-1,2,3,4,5-pentaol
    • CHEBI:192265
    • DTXSID60872321
    • (2R,3R,4R,5R)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexane-1,2,3,4,5-pentol
    • 1-O-.alpha.-D-glucopyranosyl-D-mannitol
    • 6-O-.ALPHA.-D-GLUCOPYRANOSYL-D-MANNITOL
    • Isomaltidex
    • WURCS=2.0/2,2,1/[h1122h][a2122h-1a_1-5]/1-2/a6-b1
    • GalenIQ 980
    • 6-O-alpha-D-Glucopyranosyl-D-mannitol; 1,1-GPM
    • a-D-Glcp-1,1-D-Mannitol
    • 1-O-(a-Glucopyranosyl)-D-mannitol dihydrate
    • CHEBI:150326
    • S870P55O2W
    • UNII-S870P55O2W
    • CCRIS 3698
    • 1-O-beta-D-glucopyranosyl-D-mannitol
    • WURCS=2.0/2,2,1/(h1122h)(a2122h-1a_1-5)/1-2/a6-b1
    • HSDB 7969
    • 1-O-a-D-glucopyranosyl-D-mannitol
    • DTXCID60753
    • SCHEMBL154031
    • UNII-G97P6S66E9
    • CHEMBL3187473
    • 6-((3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)hexane-1,2,3,4,5-pentol
    • 6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexane-1,2,3,4,5-pentol
    • 6-O-a-D-Glucopyranosyl-D-mannitol
    • GPM
    • 6-O-?-D-Glucopyranosyl-D-mannitol
    • 6-o-alpha-d-glucopyranosyl-d-mannitol
    • OG08096
    • NCGC00248874-01
    • AS-86237
    • DA-53602
    • PD117933
    • NS00084726
    • 1-O-(?-Glucopyranosyl)-D-mannitol dihydrate
    • Q412068
    • 570FC73A-80F5-464F-B47E-B9B4CC544121
    • D-Glucitol, 6-O-alpha-D-glucopyranosyl-, mixt. with 1-O-alpha-D-glucopyranosyl-D-mannitol
    • 244-122-4

  • Applications

    1-O-alpha-D-glucopyranosyl-D-mannitol (CAS 20942-99-8) may serve as an intermediate in carbohydrate chemistry and glycoside synthesis, providing a glycosylated polyol scaffold. It may act as a humectant and stabilizer in cosmetics, personal care, and household products by retaining moisture and influencing texture. It may be used as a pharmaceutical excipient and filler, leveraging its polyol properties and sugar moiety. In industrial manufacturing, coatings/inks, and polymer formulations, it could function as a plasticizer or binder. In research settings, it is encountered as a substrate for enzymatic glycosylation studies and as a building block for glycoconjugates.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.72
    methanol 3.93
    isopropanol 0.25
    water 598.01
    ethyl acetate 0.16
    n-propanol 0.41
    acetone 0.28
    n-butanol 0.38
    acetonitrile 0.19
    DMF 29.62
    toluene 0.09
    isobutanol 0.18
    1,4-dioxane 1.08
    methyl acetate 0.13
    THF 0.66
    2-butanone 0.2
    n-pentanol 0.15
    sec-butanol 0.29
    n-hexane 0.03
    ethylene glycol 32.41
    NMP 27.0
    cyclohexane 0.2
    DMSO 171.09
    n-butyl acetate 0.09
    n-octanol 0.28
    chloroform 0.03
    n-propyl acetate 0.06
    acetic acid 4.65
    dichloromethane 0.04
    cyclohexanone 0.67
    propylene glycol 9.69
    isopropyl acetate 0.12
    DMAc 17.41
    2-ethoxyethanol 3.29
    isopentanol 0.22
    n-heptane 0.15
    ethyl formate 0.18
    1,2-dichloroethane 0.08
    n-hexanol 0.28
    2-methoxyethanol 13.36
    isobutyl acetate 0.03
    tetrachloromethane 0.03
    n-pentyl acetate 0.13
    transcutol 5.79
    n-heptanol 0.4
    ethylbenzene 0.05
    MIBK 0.14
    2-propoxyethanol 2.38
    tert-butanol 0.28
    MTBE 0.08
    2-butoxyethanol 1.73
    propionic acid 0.92
    o-xylene 0.16
    formic acid 102.92
    diethyl ether 0.16
    m-xylene 0.11
    p-xylene 0.04
    chlorobenzene 0.02
    dimethyl carbonate 0.89
    n-octane 0.07
    formamide 59.35
    cyclopentanone 0.86
    2-pentanone 0.24
    anisole 0.09
    cyclopentyl methyl ether 0.66
    gamma-butyrolactone 1.21
    1-methoxy-2-propanol 6.49
    pyridine 0.42
    3-pentanone 0.3
    furfural 1.9
    n-dodecane 0.03
    diethylene glycol 11.56
    diisopropyl ether 0.07
    tert-amyl alcohol 0.32
    acetylacetone 0.63
    n-hexadecane 0.03
    acetophenone 0.21
    methyl propionate 0.48
    isopentyl acetate 0.07
    trichloroethylene 0.09
    n-nonanol 0.28
    cyclohexanol 0.91
    benzyl alcohol 0.29
    2-ethylhexanol 0.16
    isooctanol 0.23
    dipropyl ether 0.3
    1,2-dichlorobenzene 0.03
    ethyl lactate 0.63
    propylene carbonate 0.38
    n-methylformamide 7.08
    2-pentanol 0.26
    n-pentane 0.06
    1-propoxy-2-propanol 1.42
    1-methoxy-2-propyl acetate 0.59
    2-(2-methoxypropoxy) propanol 1.71
    mesitylene 0.09
    ε-caprolactone 0.77
    p-cymene 0.09
    epichlorohydrin 0.43
    1,1,1-trichloroethane 0.02
    2-aminoethanol 12.22
    morpholine-4-carbaldehyde 17.21
    sulfolane 12.2
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 0.34
    n-hexyl acetate 0.16
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 2.65
    sec-butyl acetate 0.04
    tert-butyl acetate 0.15
    decalin 0.03
    glycerin 71.15
    diglyme 4.15
    acrylic acid 2.39
    isopropyl myristate 0.07
    n-butyric acid 0.67
    acetyl acetate 0.18
    di(2-ethylhexyl) phthalate 0.14
    ethyl propionate 0.11
    nitromethane 3.89
    1,2-diethoxyethane 0.38
    benzonitrile 0.08
    trioctyl phosphate 0.15
    1-bromopropane 0.04
    gamma-valerolactone 3.53
    n-decanol 0.21
    triethyl phosphate 0.2
    4-methyl-2-pentanol 0.12
    propionitrile 0.1
    vinylene carbonate 0.41
    1,1,2-trichlorotrifluoroethane 5.07
    DMS 0.3
    cumene 0.04
    2-octanol 0.21
    2-hexanone 0.07
    octyl acetate 0.12
    limonene 0.17
    1,2-dimethoxyethane 1.34
    ethyl orthosilicate 0.19
    tributyl phosphate 0.11
    diacetone alcohol 1.18
    N,N-dimethylaniline 0.21
    acrylonitrile 0.24
    aniline 0.3
    1,3-propanediol 7.5
    bromobenzene 0.02
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.14
    2-methyl-cyclohexyl acetate 0.12
    tetrabutyl urea 0.31
    diisobutyl methanol 0.14
    2-phenylethanol 0.28
    styrene 0.03
    dioctyl adipate 0.13
    dimethyl sulfate 4.56
    ethyl butyrate 0.13
    methyl lactate 4.29
    butyl lactate 0.49
    diethyl carbonate 0.09
    propanediol butyl ether 2.83
    triethyl orthoformate 0.23
    p-tert-butyltoluene 0.1
    methyl 4-tert-butylbenzoate 0.68
    morpholine 2.07
    tert-butylamine 0.12
    n-dodecanol 0.15
    dimethoxymethane 3.66
    ethylene carbonate 0.31
    cyrene 4.05
    2-ethoxyethyl acetate 0.29
    2-ethylhexyl acetate 0.06
    1,2,4-trichlorobenzene 0.05
    4-methylpyridine 0.2
    dibutyl ether 0.13
    2,6-dimethyl-4-heptanol 0.14
    DEF 2.06
    dimethyl isosorbide 2.05
    tetrachloroethylene 0.17
    eugenol 0.79
    triacetin 0.49
    span 80 1.74
    1,4-butanediol 2.15
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.09
    methyl formate 2.45
    2-methyl-1-butanol 0.25
    n-decane 0.06
    butyronitrile 0.09
    3,7-dimethyl-1-octanol 0.13
    1-chlorooctane 0.08
    1-chlorotetradecane 0.03
    n-nonane 0.07
    undecane 0.04
    tert-butylcyclohexane 0.01
    cyclooctane 0.14
    cyclopentanol 0.79
    tetrahydropyran 0.37
    tert-amyl methyl ether 0.19
    2,5,8-trioxanonane 3.95
    1-hexene 0.03
    2-isopropoxyethanol 1.02
    2,2,2-trifluoroethanol 6.23
    methyl butyrate 0.14

    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