Glucopyranose, alpha-D-

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  • Identifiers

    CAS number
    1192012-92-2

    Molecular formula
    C16H22O11

    SMILES
    CC(=O)OCC1C(C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

  • Odor profile

    Fragrance
    Odorless 73.51%
    Ethereal 21.21%
    Winey 21.09%
    Clean 20.35%
    Sour 19.82%
    Alcoholic 19.79%
    Burnt 16.79%
    Creamy 16.23%
    Sharp 15.68%
    Grape 15.67%

     

    Flavor
    Fruity 67.33%
    Bitter 49.11%
    Mild 34.92%
    Tropical 31.98%
    Odorless 31.51%
    Sweet 26.57%
    Creamy 25.68%
    Grape 24.18%
    Toffee 22.18%
    Marshmallow 22.14%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    3.18 (weak acid)

    Molecular weight
    390.34 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    351°C

    Flash point

    • 200.51 ˚C est.

  • Synonyms

    • alpha-d-Mannose pentaacetate
    • 1,2,3,4,6-Penta-O-acetyl-beta-D-glucose
    • 1192012-92-2
    • a-D-Glucose pentaacetate
    • .alpha.-D-Glucopyranose, pentaacetate
    • Glucopyranose, .alpha.-D-
    • [3,4,5,6-tetrakis(acetyloxy)oxan-2-yl]methyl acetate
    • beta-D-Glucose-1-C-d pentaacetate
    • .alpha.-D-Glucopyranose pentaacetate
    • ALPHA-L-IDOPYRANOSE PENTAACETATE
    • 16299-15-3
    • 73485-90-2
    • .beta.-D-Galactose pentaacetate
    • 1,2,3,4,6-Penta-O-acetyl-alpha,beta-D-Mannopyranoside
    • Pentaacetate alpha-L-Idopyranose
    • alpha-D(+)-Glucose pentaacetate
    • alpha-D-Mannopyranose pentaacetate
    • .beta.-D-Glucopyranose pentaacetate
    • .beta.-D-Glucopyranose, pentaacetate
    • .beta.-D-Mannopyranose, pentaacetate
    • Glucopyranose, pentaacetate, beta-D-
    • MFCD00064081
    • MFCD05864874
    • .beta.-D-Galactopyranose pentaacetate
    • PENTA-O-ACETYL-A-L-IDOPYRANOSE
    • Glucopyranose, pentaacetate, .alpha.-D-
    • 144071-49-8
    • 19186-39-1
    • 1,2,3,4,6-Penta-O-acetylhexopyranose #
    • 1,2,3,4,6-penta-O-acetyl-beta-D-galactose
    • a-L-Idose pentaacetate
    • dextro-glucose pentaacetate
    • Glucopyranose, .beta.-D-
    • Mannopyranose, .beta.-D-
    • dl-altropyranose pentaacetate
    • Mannopyranose, .alpha.-D-
    • Acetyl 2,3,4,6-tetra-O-acetyl-.beta.-D-glucopyranoside
    • SCHEMBL278810
    • D-Glucose pentaacetate; Glucopyranose pentaacetate; Glucose pentaacetate
    • NSC1353
    • NSC9290
    • .beta.-D-Mannopyranose pentaacetate
    • BCP31721
    • BCP31722
    • BCP31733
    • NSC-1353
    • NSC51251
    • .alpha.-D-Mannopyranose pentaacetate
    • NSC-51251
    • NSC119334
    • NSC119335
    • NSC214078
    • NSC231827
    • STL480746
    • .alpha.-D-Mannopyranose, pentaacetate
    • AKOS015966669
    • MP04747
    • NSC-119334
    • NSC-231827
    • SB48828
    • 6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl (3R,4R,5R,6R)-Tetraacetate
    • 1,2,3,4,6-Penta-O-acetylhexopyranose
    • AS-15391
    • BP-24062
    • BP-30236
    • BP-30243
    • BP-30260
    • MP146383
    • SY011701
    • SY011702
    • SY018921
    • SY067269
    • SY067795
    • SY249812
    • SY356450
    • DB-053622
    • DB-053623
    • DB-055768
    • 1,2,3,4,6-Penta-O-acetyl-a-D-talopyranose
    • EN300-297427
    • 1,3,4,6-Penta-O-acetyl-.beta.-D-glucopyranose
    • A825613
    • (3,4,5,6-tetraacetyloxyoxan-2-yl)methyl ethanoate
    • [3,4,5,6-tetrakis(acetyloxy)oxan-2-yl]methylacetate
    • acetic acid (3,4,5,6-tetraacetyloxy-2-oxanyl)methyl ester
    • B2705-176975
    • a-D-Mannose pentaacetate;1,2,3,4,6-Penta-O-acetyl-a-D-mannopyranose
    • Acetic Acid 2,4,5-Triacetoxy-6-acetoxymethyltetrahydropyran-3-yl Ester
    • Glucose pentaacetate;Pentaacetyl-alpha-D-glucose;Penta-O-acetyl-alpha-D-glucopyranose
    • Penta-O-acetyl-beta-D-glucopyranose;(c)micro-D-Glucose pentaacetate;Beta-Pentacetylglucose;1,2,3,4,6-Penta-O-acetyl-b-D-glucopyranose

  • Applications

    Glucopyranose, alpha-D- (α-D-glucopyranose) is widely used as a carbohydrate feedstock in fermentation and bioprocessing, serving as a carbon source for microorganisms to produce products such as ethanol, gluconic acid, and other sugar derivatives. It also functions as a key precursor for glycosylation reactions in pharmaceutical synthesis, enabling the attachment of sugar moieties to drug molecules to modulate solubility and, in some cases, bioavailability. In food processing, it is used as a sweetener and fermentable carbohydrate in formulations. In cosmetics and personal care, it can act as a humectant or moisturizing ingredient in certain formulations. Additionally, it serves as a feedstock for producing sugar-derived polymers and polyols (for example, sorbitol), contributing to biobased chemical production. These applications may be subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 34.86
    methanol 64.08
    isopropanol 19.48
    water 4.91
    ethyl acetate 44.4
    n-propanol 18.93
    acetone 119.68
    n-butanol 10.96
    acetonitrile 52.58
    DMF 339.27
    toluene 4.65
    isobutanol 10.36
    1,4-dioxane 69.24
    methyl acetate 86.2
    THF 118.62
    2-butanone 58.97
    n-pentanol 7.75
    sec-butanol 12.91
    n-hexane 0.76
    ethylene glycol 18.17
    NMP 597.13
    cyclohexane 0.75
    DMSO 758.14
    n-butyl acetate 21.34
    n-octanol 3.3
    chloroform 54.43
    n-propyl acetate 30.08
    acetic acid 181.88
    dichloromethane 97.1
    cyclohexanone 73.58
    propylene glycol 15.66
    isopropyl acetate 19.41
    DMAc 614.8
    2-ethoxyethanol 71.64
    isopentanol 7.37
    n-heptane 0.29
    ethyl formate 76.08
    1,2-dichloroethane 58.18
    n-hexanol 3.06
    2-methoxyethanol 140.77
    isobutyl acetate 11.28
    tetrachloromethane 5.55
    n-pentyl acetate 8.06
    transcutol 89.54
    n-heptanol 2.05
    ethylbenzene 4.34
    MIBK 11.56
    2-propoxyethanol 40.06
    tert-butanol 17.65
    MTBE 12.3
    2-butoxyethanol 18.65
    propionic acid 60.74
    o-xylene 4.99
    formic acid 204.18
    diethyl ether 15.09
    m-xylene 2.49
    p-xylene 6.98
    chlorobenzene 12.13
    dimethyl carbonate 59.88
    n-octane 0.18
    formamide 274.19
    cyclopentanone 127.61
    2-pentanone 29.69
    anisole 23.75
    cyclopentyl methyl ether 20.65
    gamma-butyrolactone 279.04
    1-methoxy-2-propanol 61.19
    pyridine 68.09
    3-pentanone 29.01
    furfural 274.38
    n-dodecane 0.21
    diethylene glycol 43.64
    diisopropyl ether 2.17
    tert-amyl alcohol 14.19
    acetylacetone 66.18
    n-hexadecane 0.24
    acetophenone 40.42
    methyl propionate 59.31
    isopentyl acetate 15.45
    trichloroethylene 105.72
    n-nonanol 3.38
    cyclohexanol 9.29
    benzyl alcohol 21.39
    2-ethylhexanol 2.59
    isooctanol 1.71
    dipropyl ether 8.2
    1,2-dichlorobenzene 17.32
    ethyl lactate 25.59
    propylene carbonate 115.07
    n-methylformamide 182.05
    2-pentanol 4.73
    n-pentane 0.49
    1-propoxy-2-propanol 22.21
    1-methoxy-2-propyl acetate 30.35
    2-(2-methoxypropoxy) propanol 41.14
    mesitylene 1.46
    ε-caprolactone 95.31
    p-cymene 2.17
    epichlorohydrin 183.19
    1,1,1-trichloroethane 27.0
    2-aminoethanol 26.13
    morpholine-4-carbaldehyde 328.99
    sulfolane 452.62
    2,2,4-trimethylpentane 0.3
    2-methyltetrahydrofuran 51.9
    n-hexyl acetate 11.34
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 35.14
    sec-butyl acetate 13.97
    tert-butyl acetate 15.9
    decalin 0.65
    glycerin 46.16
    diglyme 96.92
    acrylic acid 80.84
    isopropyl myristate 4.9
    n-butyric acid 44.19
    acetyl acetate 39.09
    di(2-ethylhexyl) phthalate 10.46
    ethyl propionate 35.46
    nitromethane 443.27
    1,2-diethoxyethane 22.79
    benzonitrile 22.51
    trioctyl phosphate 5.07
    1-bromopropane 14.37
    gamma-valerolactone 280.61
    n-decanol 2.43
    triethyl phosphate 24.87
    4-methyl-2-pentanol 2.27
    propionitrile 22.65
    vinylene carbonate 114.25
    1,1,2-trichlorotrifluoroethane 166.89
    DMS 30.6
    cumene 2.96
    2-octanol 1.42
    2-hexanone 22.36
    octyl acetate 7.02
    limonene 2.86
    1,2-dimethoxyethane 153.05
    ethyl orthosilicate 18.21
    tributyl phosphate 10.43
    diacetone alcohol 27.04
    N,N-dimethylaniline 21.05
    acrylonitrile 46.84
    aniline 16.15
    1,3-propanediol 35.45
    bromobenzene 9.43
    dibromomethane 41.7
    1,1,2,2-tetrachloroethane 72.29
    2-methyl-cyclohexyl acetate 16.91
    tetrabutyl urea 18.29
    diisobutyl methanol 1.67
    2-phenylethanol 8.82
    styrene 5.65
    dioctyl adipate 14.51
    dimethyl sulfate 190.79
    ethyl butyrate 24.39
    methyl lactate 52.09
    butyl lactate 12.08
    diethyl carbonate 24.44
    propanediol butyl ether 16.0
    triethyl orthoformate 20.34
    p-tert-butyltoluene 1.84
    methyl 4-tert-butylbenzoate 25.04
    morpholine 88.72
    tert-butylamine 6.35
    n-dodecanol 1.82
    dimethoxymethane 114.94
    ethylene carbonate 81.22
    cyrene 62.1
    2-ethoxyethyl acetate 20.07
    2-ethylhexyl acetate 12.5
    1,2,4-trichlorobenzene 28.85
    4-methylpyridine 62.6
    dibutyl ether 6.44
    2,6-dimethyl-4-heptanol 1.67
    DEF 86.02
    dimethyl isosorbide 73.32
    tetrachloroethylene 42.0
    eugenol 21.18
    triacetin 31.72
    span 80 17.34
    1,4-butanediol 13.84
    1,1-dichloroethane 30.86
    2-methyl-1-pentanol 6.58
    methyl formate 171.16
    2-methyl-1-butanol 8.59
    n-decane 0.35
    butyronitrile 16.17
    3,7-dimethyl-1-octanol 3.12
    1-chlorooctane 1.82
    1-chlorotetradecane 0.85
    n-nonane 0.29
    undecane 0.26
    tert-butylcyclohexane 0.43
    cyclooctane 0.2
    cyclopentanol 17.45
    tetrahydropyran 27.52
    tert-amyl methyl ether 11.33
    2,5,8-trioxanonane 70.15
    1-hexene 2.8
    2-isopropoxyethanol 33.01
    2,2,2-trifluoroethanol 108.41
    methyl butyrate 49.55

    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