Turanose

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  • Identifiers

    CAS number
    547-25-1

    Molecular formula
    C12H22O11

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 66.13%
    Sweet 57.77%
    Caramellic 25.12%
    Alcoholic 21.49%
    Buttery 20.97%
    Milky 19.19%
    Bitter 18.08%
    Savory 18.0%
    Cooling 17.72%
    Creamy 15.77%

     

    Flavor
    Odorless 64.03%
    Sweet 56.02%
    Bitter 36.71%
    Sweet-like 34.59%
    Very mild 28.23%
    Bland 25.32%
    Very slight 21.82%
    Cauliflower 20.41%
    Soup 19.41%
    Fenugreek 19.29%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -4.8

    pKa est.
    3.64 (weak acid)

    Molecular weight
    342.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2970°C

    Melting point expt.

    • 168 °C

    Flash point

    • 294.86 ˚C est.

    Solubility expt.

    • 1000 mg/mL at 25 °C

  • Synonyms

    • Turanose
    • 3-O-alpha-D-glucopyranosyl-D-fructose
    • 6D600ARY3R
    • CHEBI:32528
    • DTXSID90876998
    • D-Fructose, 3-O-alpha-D-glucopyranosyl-
    • (3S,4R,5R)-1,4,5,6-tetrahydroxy-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexan-2-one
    • (3S,4R,5R)-1,4,5,6-tetrahydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexan-2-one
    • (3S,4R,5R)-1,4,5,6-tetrahydroxy-3-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)hexan-2-one
    • (3S,4R,5R)-1,4,5,6-tetrahydroxy-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyhexan-2-one
    • RefChem:900761
    • GlyTouCan:G83837EB
    • DTXCID601015082
    • G83837EB
    • 208-918-5
    • 547-25-1
    • D-(+)-Turanose
    • Turanose (van)
    • D-(+)-Turanose (VAN)
    • (3S,4R,5R)-1,4,5,6-Tetrahydroxy-3-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)hexan-2-one
    • D-Fructose, 3-O-.alpha.-D-glucopyranosyl-
    • beta-turanose
    • NSC-1222
    • TURANOSE [MI]
    • TURANOSE, D-
    • UNII-6D600ARY3R
    • SCHEMBL37172
    • 3-O-hexopyranosylhex-2-ulose
    • alpha-D-Glcp-(1->3)-D-Fru
    • RULSWEULPANCDV-PIXUTMIVSA-N
    • NSC 1222
    • EINECS 208-918-5
    • s9448
    • EBC-618082
    • SY057076
    • alpha-D-glucopyranosyl-(1->3)-D-fructose
    • HY-113334
    • 3-(.ALPHA.-D-GLUCOSIDO)-D-FRUCTOSE
    • CS-0059630
    • alpha-D-glucopyranose-(1->3)-beta-D-fructose
    • C19636
    • 6DC826C6-9BDF-4B8B-AB8B-1E54ECA76A55
    • 3-O-alpha-D-glucosyl-D-fructose; 3-O-D-glucosyl-D-fructose; 3-O-glucosyl-D-fructose
    • (3S,4R,5R)-1,4,5,6-tetrahydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-hexan-2-one
    • OTU
    • 547-25-1

  • Applications

    Turanose is a disaccharide (a sugar dimer) that is often evaluated as a sugar substitute and as a versatile intermediate in carbohydrate chemistry. It may be used as a sweetener in food processing and as a substrate for enzyme-catalyzed glycosylation to access oligosaccharides. In cosmetics and personal care it can function as a humectant and texture enhancer. In pharmaceutical formulations it may be used as an inert excipient or stabilizer in certain dosage forms. In industrial manufacturing it can serve as a building block for carbohydrate-based polymers or specialty materials. In household products it may be incorporated as a humectant or carrier in cleaners and detergents.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.45
    methanol 3.83
    isopropanol 0.17
    water 674.66
    ethyl acetate 0.1
    n-propanol 0.3
    acetone 0.23
    n-butanol 0.19
    acetonitrile 0.15
    DMF 63.11
    toluene 0.12
    isobutanol 0.15
    1,4-dioxane 1.0
    methyl acetate 0.13
    THF 0.53
    2-butanone 0.15
    n-pentanol 0.11
    sec-butanol 0.19
    n-hexane 0.03
    ethylene glycol 50.51
    NMP 56.6
    cyclohexane 0.24
    DMSO 193.43
    n-butyl acetate 0.12
    n-octanol 0.25
    chloroform 0.04
    n-propyl acetate 0.07
    acetic acid 7.07
    dichloromethane 0.06
    cyclohexanone 0.74
    propylene glycol 12.58
    isopropyl acetate 0.09
    DMAc 29.53
    2-ethoxyethanol 3.19
    isopentanol 0.13
    n-heptane 0.16
    ethyl formate 0.19
    1,2-dichloroethane 0.1
    n-hexanol 0.28
    2-methoxyethanol 12.1
    isobutyl acetate 0.04
    tetrachloromethane 0.04
    n-pentyl acetate 0.13
    transcutol 6.66
    n-heptanol 0.39
    ethylbenzene 0.07
    MIBK 0.12
    2-propoxyethanol 2.88
    tert-butanol 0.29
    MTBE 0.07
    2-butoxyethanol 1.83
    propionic acid 1.3
    o-xylene 0.25
    formic acid 184.61
    diethyl ether 0.09
    m-xylene 0.15
    p-xylene 0.06
    chlorobenzene 0.03
    dimethyl carbonate 1.59
    n-octane 0.07
    formamide 103.96
    cyclopentanone 0.91
    2-pentanone 0.16
    anisole 0.13
    cyclopentyl methyl ether 0.54
    gamma-butyrolactone 1.73
    1-methoxy-2-propanol 6.0
    pyridine 0.54
    3-pentanone 0.25
    furfural 3.14
    n-dodecane 0.04
    diethylene glycol 15.67
    diisopropyl ether 0.06
    tert-amyl alcohol 0.3
    acetylacetone 0.59
    n-hexadecane 0.04
    acetophenone 0.33
    methyl propionate 0.48
    isopentyl acetate 0.09
    trichloroethylene 0.13
    n-nonanol 0.27
    cyclohexanol 0.78
    benzyl alcohol 0.44
    2-ethylhexanol 0.17
    isooctanol 0.22
    dipropyl ether 0.29
    1,2-dichlorobenzene 0.05
    ethyl lactate 0.98
    propylene carbonate 0.62
    n-methylformamide 13.18
    2-pentanol 0.15
    n-pentane 0.05
    1-propoxy-2-propanol 1.74
    1-methoxy-2-propyl acetate 0.78
    2-(2-methoxypropoxy) propanol 2.39
    mesitylene 0.14
    ε-caprolactone 0.88
    p-cymene 0.13
    epichlorohydrin 0.44
    1,1,1-trichloroethane 0.02
    2-aminoethanol 15.92
    morpholine-4-carbaldehyde 28.24
    sulfolane 21.4
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 0.25
    n-hexyl acetate 0.16
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 3.19
    sec-butyl acetate 0.05
    tert-butyl acetate 0.16
    decalin 0.05
    glycerin 104.45
    diglyme 5.02
    acrylic acid 4.53
    isopropyl myristate 0.09
    n-butyric acid 0.54
    acetyl acetate 0.18
    di(2-ethylhexyl) phthalate 0.21
    ethyl propionate 0.12
    nitromethane 5.18
    1,2-diethoxyethane 0.36
    benzonitrile 0.12
    trioctyl phosphate 0.21
    1-bromopropane 0.04
    gamma-valerolactone 4.41
    n-decanol 0.21
    triethyl phosphate 0.33
    4-methyl-2-pentanol 0.1
    propionitrile 0.1
    vinylene carbonate 0.72
    1,1,2-trichlorotrifluoroethane 8.85
    DMS 0.47
    cumene 0.06
    2-octanol 0.19
    2-hexanone 0.07
    octyl acetate 0.14
    limonene 0.22
    1,2-dimethoxyethane 1.55
    ethyl orthosilicate 0.28
    tributyl phosphate 0.16
    diacetone alcohol 1.34
    N,N-dimethylaniline 0.35
    acrylonitrile 0.34
    aniline 0.41
    1,3-propanediol 5.66
    bromobenzene 0.02
    dibromomethane 0.04
    1,1,2,2-tetrachloroethane 0.21
    2-methyl-cyclohexyl acetate 0.18
    tetrabutyl urea 0.51
    diisobutyl methanol 0.16
    2-phenylethanol 0.42
    styrene 0.05
    dioctyl adipate 0.2
    dimethyl sulfate 8.77
    ethyl butyrate 0.16
    methyl lactate 6.34
    butyl lactate 0.66
    diethyl carbonate 0.13
    propanediol butyl ether 3.39
    triethyl orthoformate 0.3
    p-tert-butyltoluene 0.15
    methyl 4-tert-butylbenzoate 0.99
    morpholine 1.86
    tert-butylamine 0.13
    n-dodecanol 0.17
    dimethoxymethane 4.54
    ethylene carbonate 0.47
    cyrene 6.83
    2-ethoxyethyl acetate 0.31
    2-ethylhexyl acetate 0.08
    1,2,4-trichlorobenzene 0.09
    4-methylpyridine 0.25
    dibutyl ether 0.11
    2,6-dimethyl-4-heptanol 0.16
    DEF 2.12
    dimethyl isosorbide 3.22
    tetrachloroethylene 0.27
    eugenol 1.21
    triacetin 0.66
    span 80 2.46
    1,4-butanediol 2.4
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.09
    methyl formate 4.64
    2-methyl-1-butanol 0.17
    n-decane 0.06
    butyronitrile 0.06
    3,7-dimethyl-1-octanol 0.13
    1-chlorooctane 0.07
    1-chlorotetradecane 0.04
    n-nonane 0.06
    undecane 0.04
    tert-butylcyclohexane 0.02
    cyclooctane 0.17
    cyclopentanol 0.73
    tetrahydropyran 0.28
    tert-amyl methyl ether 0.17
    2,5,8-trioxanonane 5.13
    1-hexene 0.03
    2-isopropoxyethanol 1.06
    2,2,2-trifluoroethanol 10.88
    methyl butyrate 0.15

    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