(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(1R,4R,6R)-6-hydroxy-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-4-yl]oxy]oxane-3,4,5-triol

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  • Identifiers

    CAS number
    174285-77-9

    Molecular formula
    C16H28O8

    SMILES
    C[C@@]12CC[C@@](C[C@H]1O)(C(O2)(C)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 57.3%
    Sweet 39.37%
    Woody 35.59%
    Cooling 24.54%
    Mint 22.85%
    Vanilla 21.21%
    Creamy 20.9%
    Milky 20.42%
    Balsamic 18.73%
    Dry 18.42%

     

    Flavor
    Sweet 54.34%
    Bitter 51.97%
    Odorless 33.88%
    Sweet-like 27.91%
    Fatty 26.93%
    Cauliflower 22.35%
    Mentholic 21.47%
    Very slight 21.4%
    Naphthalic 21.39%
    Patchouli 21.14%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.4

    pKa est.
    6.5 (neutral)

    Molecular weight
    348.39 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    1330°C

    Flash point

    • 224.04 ˚C est.

  • Synonyms

    • DTXSID701129206
    • 174285-77-9
    • (1R,4R,6R)-6-Hydroxy-1,3,3-trimethyl-2-oxabicyclo[2.2.2]oct-4-yl I(2)-D-glucopyranoside
    • (1R,4R,6R)-6-Hydroxy-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-4-yl beta-D-glucopyranoside
    • 174285-77-9

  • Applications

    Applications for (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(1R,4R,6R)-6-hydroxy-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-4-yl]oxy]oxane-3,4,5-triol (CAS 174285-77-9) are primarily in the fragrance and cosmetics sectors, where it is used as a glycosidic fragrance ingredient and a slow-release odorant fixative that helps extend scent life in formulations. In cosmetics and personal care products it serves as a fragrance component and odorant carrier, enabling formulation of lotions, creams, shampoos and body washes with a stable aroma profile. In household products such as detergents, cleaners and air fresheners it is employed as a fragrance additive to impart a persistent aroma. In industrial manufacturing it can function as a chiral glycoside building block or intermediate for the synthesis of glycosylated fragrance compounds and related materials, supporting formulation and specialty polymers where a defined sugar-anchored fragrance is desired; use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 37.35
    methanol 124.46
    isopropanol 9.3
    water 63.66
    ethyl acetate 9.47
    n-propanol 11.49
    acetone 21.11
    n-butanol 6.56
    acetonitrile 7.41
    DMF 169.49
    toluene 2.16
    isobutanol 4.21
    1,4-dioxane 37.27
    methyl acetate 7.01
    THF 75.8
    2-butanone 6.37
    n-pentanol 3.61
    sec-butanol 3.93
    n-hexane 0.24
    ethylene glycol 93.89
    NMP 142.84
    cyclohexane 0.94
    DMSO 538.05
    n-butyl acetate 4.73
    n-octanol 4.23
    chloroform 6.49
    n-propyl acetate 4.19
    acetic acid 220.85
    dichloromethane 7.88
    cyclohexanone 18.79
    propylene glycol 37.55
    isopropyl acetate 6.98
    DMAc 113.27
    2-ethoxyethanol 62.92
    isopentanol 4.24
    n-heptane 0.61
    ethyl formate 13.97
    1,2-dichloroethane 6.68
    n-hexanol 5.03
    2-methoxyethanol 155.75
    isobutyl acetate 2.16
    tetrachloromethane 1.94
    n-pentyl acetate 4.77
    transcutol 82.51
    n-heptanol 5.29
    ethylbenzene 1.11
    MIBK 6.51
    2-propoxyethanol 50.03
    tert-butanol 7.68
    MTBE 2.46
    2-butoxyethanol 28.39
    propionic acid 19.95
    o-xylene 2.35
    formic acid 638.03
    diethyl ether 5.53
    m-xylene 2.4
    p-xylene 1.36
    chlorobenzene 2.0
    dimethyl carbonate 21.88
    n-octane 0.37
    formamide 428.48
    cyclopentanone 39.12
    2-pentanone 8.36
    anisole 4.54
    cyclopentyl methyl ether 14.5
    gamma-butyrolactone 72.64
    1-methoxy-2-propanol 72.92
    pyridine 13.64
    3-pentanone 5.83
    furfural 67.3
    n-dodecane 0.23
    diethylene glycol 99.24
    diisopropyl ether 1.88
    tert-amyl alcohol 4.24
    acetylacetone 32.52
    n-hexadecane 0.27
    acetophenone 8.1
    methyl propionate 12.78
    isopentyl acetate 4.65
    trichloroethylene 12.78
    n-nonanol 4.29
    cyclohexanol 6.86
    benzyl alcohol 8.04
    2-ethylhexanol 2.67
    isooctanol 3.89
    dipropyl ether 4.68
    1,2-dichlorobenzene 2.65
    ethyl lactate 11.4
    propylene carbonate 27.19
    n-methylformamide 99.01
    2-pentanol 3.34
    n-pentane 0.38
    1-propoxy-2-propanol 22.81
    1-methoxy-2-propyl acetate 17.34
    2-(2-methoxypropoxy) propanol 22.52
    mesitylene 1.95
    ε-caprolactone 24.07
    p-cymene 1.78
    epichlorohydrin 45.07
    1,1,1-trichloroethane 3.0
    2-aminoethanol 77.1
    morpholine-4-carbaldehyde 139.02
    sulfolane 159.04
    2,2,4-trimethylpentane 0.2
    2-methyltetrahydrofuran 15.16
    n-hexyl acetate 5.92
    isooctane 0.18
    2-(2-butoxyethoxy)ethanol 35.01
    sec-butyl acetate 2.49
    tert-butyl acetate 8.38
    decalin 0.34
    glycerin 133.04
    diglyme 67.78
    acrylic acid 38.72
    isopropyl myristate 2.44
    n-butyric acid 22.7
    acetyl acetate 15.1
    di(2-ethylhexyl) phthalate 4.91
    ethyl propionate 4.95
    nitromethane 173.38
    1,2-diethoxyethane 9.58
    benzonitrile 4.81
    trioctyl phosphate 3.99
    1-bromopropane 1.69
    gamma-valerolactone 101.23
    n-decanol 2.97
    triethyl phosphate 5.39
    4-methyl-2-pentanol 2.69
    propionitrile 3.27
    vinylene carbonate 26.02
    1,1,2-trichlorotrifluoroethane 91.37
    DMS 8.69
    cumene 0.96
    2-octanol 2.82
    2-hexanone 3.12
    octyl acetate 3.71
    limonene 2.46
    1,2-dimethoxyethane 45.07
    ethyl orthosilicate 4.66
    tributyl phosphate 3.64
    diacetone alcohol 23.24
    N,N-dimethylaniline 5.1
    acrylonitrile 7.88
    aniline 6.12
    1,3-propanediol 64.57
    bromobenzene 1.53
    dibromomethane 3.84
    1,1,2,2-tetrachloroethane 11.08
    2-methyl-cyclohexyl acetate 5.19
    tetrabutyl urea 6.55
    diisobutyl methanol 2.43
    2-phenylethanol 8.56
    styrene 1.13
    dioctyl adipate 5.21
    dimethyl sulfate 61.37
    ethyl butyrate 5.27
    methyl lactate 36.46
    butyl lactate 9.4
    diethyl carbonate 4.32
    propanediol butyl ether 25.91
    triethyl orthoformate 5.77
    p-tert-butyltoluene 1.9
    methyl 4-tert-butylbenzoate 15.22
    morpholine 48.44
    tert-butylamine 2.37
    n-dodecanol 2.05
    dimethoxymethane 81.12
    ethylene carbonate 19.77
    cyrene 38.48
    2-ethoxyethyl acetate 11.33
    2-ethylhexyl acetate 3.14
    1,2,4-trichlorobenzene 3.86
    4-methylpyridine 8.22
    dibutyl ether 2.32
    2,6-dimethyl-4-heptanol 2.43
    DEF 22.18
    dimethyl isosorbide 44.03
    tetrachloroethylene 11.54
    eugenol 15.77
    triacetin 14.54
    span 80 18.47
    1,4-butanediol 20.85
    1,1-dichloroethane 2.37
    2-methyl-1-pentanol 2.42
    methyl formate 81.54
    2-methyl-1-butanol 3.38
    n-decane 0.45
    butyronitrile 3.25
    3,7-dimethyl-1-octanol 3.16
    1-chlorooctane 1.36
    1-chlorotetradecane 0.56
    n-nonane 0.41
    undecane 0.31
    tert-butylcyclohexane 0.22
    cyclooctane 0.54
    cyclopentanol 11.95
    tetrahydropyran 12.06
    tert-amyl methyl ether 3.15
    2,5,8-trioxanonane 50.5
    1-hexene 0.57
    2-isopropoxyethanol 22.62
    2,2,2-trifluoroethanol 106.05
    methyl butyrate 6.21

    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