(1R,3S,6S)-6-((1E,3S)-3-Hydroxy-1-buten-1-yl)-1,5,5-trimethyl-7-oxabicyclo(4.1.0)hept-3-yl beta-D-glucopyranoside

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  • Identifiers

    CAS number
    189351-14-2

    Molecular formula
    C19H32O8

    SMILES
    C[C@@H](/C=C/[C@]12[C@](O1)(C[C@H](CC2(C)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 56.87%
    Woody 27.61%
    Sweet 26.43%
    Cooling 21.24%
    Milky 21.15%
    Mint 20.37%
    Creamy 19.25%
    Vanilla 18.01%
    Dry 16.64%
    Savory 16.21%

     

    Flavor
    Bitter 60.92%
    Sweet 31.82%
    Odorless 27.94%
    Sweet-like 25.28%
    Fatty 24.46%
    Fruity 23.88%
    Cedarleaf 21.26%
    Naphthalic 20.42%
    Mentholic 20.41%
    Cauliflower 20.27%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.5

    pKa est.
    6.33 (neutral)

    Molecular weight
    388.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    1103°C

    Flash point

    • 202.2 ˚C est.

  • Synonyms

    • Corchoionoside A
    • DTXSID101108496
    • 189351-14-2
    • (2R,3R,4S,5S,6R)-2-(((1R,3S,6S)-6-((E,3S)-3-hydroxybut-1-enyl)-1,5,5-trimethyl-7-oxabicyclo(4.1.0)heptan-3-yl)oxy)-6-(hydroxymethyl)oxane-3,4,5-triol
    • (2R,3R,4S,5S,6R)-2-[[(1R,3S,6S)-6-[(E,3S)-3-Hydroxybut-1-enyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
    • RefChem:905705
    • DTXCID201540138
    • (1R,3S,6S)-6-((1E,3S)-3-Hydroxy-1-buten-1-yl)-1,5,5-trimethyl-7-oxabicyclo(4.1.0)hept-3-yl beta-D-glucopyranoside
    • (1R,3S,6S)-6-[(1E,3S)-3-Hydroxy-1-buten-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]hept-3-yl I(2)-D-glucopyranoside
    • 189351-14-2

  • Applications

    Chemical name: (1R,3S,6S)-6-((1E,3S)-3-Hydroxy-1-buten-1-yl)-1,5,5-trimethyl-7-oxabicyclo(4.1.0)hept-3-yl beta-D-glucopyranoside; CAS 189351-14-2. This terpene glycoside is typically considered a fragrance precursor or glycoside form used as an odorant in perfumery, and may serve as a fragrance ingredient or carrier in cosmetics and personal care; it can function as an aroma precursor in flavor/aroma applications; in industrial manufacturing it can act as an intermediate for the synthesis of terpenoid glycosides; and it is commonly evaluated as a synthetic intermediate for related glycosylated terpenoid compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.66
    methanol 69.5
    isopropanol 2.71
    water 3.96
    ethyl acetate 3.59
    n-propanol 5.09
    acetone 11.96
    n-butanol 2.95
    acetonitrile 5.54
    DMF 59.13
    toluene 0.7
    isobutanol 2.03
    1,4-dioxane 14.09
    methyl acetate 3.72
    THF 27.86
    2-butanone 4.86
    n-pentanol 3.0
    sec-butanol 1.59
    n-hexane 0.11
    ethylene glycol 23.35
    NMP 53.53
    cyclohexane 0.26
    DMSO 153.26
    n-butyl acetate 1.81
    n-octanol 2.34
    chloroform 3.25
    n-propyl acetate 2.27
    acetic acid 55.01
    dichloromethane 4.04
    cyclohexanone 8.88
    propylene glycol 15.63
    isopropyl acetate 2.48
    DMAc 47.29
    2-ethoxyethanol 32.67
    isopentanol 2.14
    n-heptane 0.22
    ethyl formate 4.58
    1,2-dichloroethane 2.53
    n-hexanol 2.63
    2-methoxyethanol 60.37
    isobutyl acetate 1.66
    tetrachloromethane 0.59
    n-pentyl acetate 2.46
    transcutol 36.69
    n-heptanol 3.15
    ethylbenzene 0.54
    MIBK 3.17
    2-propoxyethanol 25.54
    tert-butanol 2.52
    MTBE 1.26
    2-butoxyethanol 16.26
    propionic acid 7.89
    o-xylene 0.69
    formic acid 110.72
    diethyl ether 2.29
    m-xylene 0.65
    p-xylene 0.69
    chlorobenzene 0.88
    dimethyl carbonate 6.74
    n-octane 0.11
    formamide 94.07
    cyclopentanone 16.98
    2-pentanone 4.34
    anisole 2.53
    cyclopentyl methyl ether 5.12
    gamma-butyrolactone 21.82
    1-methoxy-2-propanol 28.78
    pyridine 6.72
    3-pentanone 3.19
    furfural 23.49
    n-dodecane 0.08
    diethylene glycol 41.94
    diisopropyl ether 0.61
    tert-amyl alcohol 1.85
    acetylacetone 11.16
    n-hexadecane 0.09
    acetophenone 4.64
    methyl propionate 5.18
    isopentyl acetate 2.08
    trichloroethylene 5.48
    n-nonanol 2.41
    cyclohexanol 2.35
    benzyl alcohol 4.88
    2-ethylhexanol 1.4
    isooctanol 2.36
    dipropyl ether 1.91
    1,2-dichlorobenzene 1.08
    ethyl lactate 6.38
    propylene carbonate 8.28
    n-methylformamide 32.53
    2-pentanol 1.28
    n-pentane 0.12
    1-propoxy-2-propanol 10.54
    1-methoxy-2-propyl acetate 7.34
    2-(2-methoxypropoxy) propanol 12.73
    mesitylene 0.46
    ε-caprolactone 9.04
    p-cymene 0.63
    epichlorohydrin 19.23
    1,1,1-trichloroethane 1.07
    2-aminoethanol 27.71
    morpholine-4-carbaldehyde 50.79
    sulfolane 49.77
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 6.41
    n-hexyl acetate 3.07
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 18.42
    sec-butyl acetate 1.45
    tert-butyl acetate 3.17
    decalin 0.13
    glycerin 47.39
    diglyme 30.62
    acrylic acid 15.21
    isopropyl myristate 1.17
    n-butyric acid 7.22
    acetyl acetate 4.41
    di(2-ethylhexyl) phthalate 2.95
    ethyl propionate 2.38
    nitromethane 60.33
    1,2-diethoxyethane 4.43
    benzonitrile 2.66
    trioctyl phosphate 1.99
    1-bromopropane 0.73
    gamma-valerolactone 42.98
    n-decanol 1.49
    triethyl phosphate 2.42
    4-methyl-2-pentanol 1.22
    propionitrile 2.22
    vinylene carbonate 8.82
    1,1,2-trichlorotrifluoroethane 35.36
    DMS 3.3
    cumene 0.48
    2-octanol 1.36
    2-hexanone 2.66
    octyl acetate 2.0
    limonene 0.88
    1,2-dimethoxyethane 22.55
    ethyl orthosilicate 2.15
    tributyl phosphate 1.66
    diacetone alcohol 10.33
    N,N-dimethylaniline 2.46
    acrylonitrile 5.04
    aniline 2.27
    1,3-propanediol 21.51
    bromobenzene 0.63
    dibromomethane 1.88
    1,1,2,2-tetrachloroethane 4.3
    2-methyl-cyclohexyl acetate 3.01
    tetrabutyl urea 2.91
    diisobutyl methanol 0.93
    2-phenylethanol 4.69
    styrene 0.54
    dioctyl adipate 2.82
    dimethyl sulfate 16.42
    ethyl butyrate 2.35
    methyl lactate 14.31
    butyl lactate 4.87
    diethyl carbonate 1.88
    propanediol butyl ether 15.5
    triethyl orthoformate 2.6
    p-tert-butyltoluene 0.62
    methyl 4-tert-butylbenzoate 7.77
    morpholine 19.9
    tert-butylamine 0.82
    n-dodecanol 0.94
    dimethoxymethane 30.85
    ethylene carbonate 5.97
    cyrene 25.29
    2-ethoxyethyl acetate 5.63
    2-ethylhexyl acetate 1.46
    1,2,4-trichlorobenzene 1.74
    4-methylpyridine 3.57
    dibutyl ether 1.07
    2,6-dimethyl-4-heptanol 0.93
    DEF 8.13
    dimethyl isosorbide 20.15
    tetrachloroethylene 3.64
    eugenol 10.44
    triacetin 7.62
    span 80 10.17
    1,4-butanediol 10.65
    1,1-dichloroethane 1.02
    2-methyl-1-pentanol 2.07
    methyl formate 22.88
    2-methyl-1-butanol 1.82
    n-decane 0.16
    butyronitrile 1.93
    3,7-dimethyl-1-octanol 1.64
    1-chlorooctane 0.57
    1-chlorotetradecane 0.21
    n-nonane 0.14
    undecane 0.1
    tert-butylcyclohexane 0.09
    cyclooctane 0.15
    cyclopentanol 4.14
    tetrahydropyran 4.85
    tert-amyl methyl ether 1.4
    2,5,8-trioxanonane 22.8
    1-hexene 0.32
    2-isopropoxyethanol 13.77
    2,2,2-trifluoroethanol 21.6
    methyl butyrate 3.14

    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