(1S,6S,7R)-1-(beta-D-Glucopyranosyloxy)-6,7-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

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  • Identifiers

    CAS number
    220271-92-1

    Molecular formula
    C16H24O11

    SMILES
    C[C@@]1([C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 78.01%
    Sweet 33.24%
    Milky 19.45%
    Savory 19.3%
    Vanilla 18.37%
    Caramellic 17.91%
    Cooling 17.18%
    Bitter 16.09%
    Creamy 14.86%
    Clean 14.53%

     

    Flavor
    Bitter 64.01%
    Odorless 43.86%
    Sweet 31.62%
    Sweet-like 29.86%
    Bland 25.55%
    Fatty 24.98%
    Very mild 24.13%
    Cauliflower 20.79%
    Very slight 20.62%
    Alkaline 20.42%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.9

    pKa est.
    4.41 (weak acid)

    Molecular weight
    392.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3439°C

    Flash point

    • 265.16 ˚C est.

  • Synonyms

    • DTXSID701315851
    • (1S,6S,7R)-1-(beta-D-Glucopyranosyloxy)-6,7-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
    • 220271-92-1
    • 220271-92-1

  • Applications

    CAS 220271-92-1 corresponds to the glycosylated iridoid‑like acid (1S,6S,7R)-1-(beta-D-Glucopyranosyloxy)-6,7-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid; in industrial practice it is primarily used as an intermediate or chiral building block in pharmaceutical and agrochemical synthesis, enabling downstream elaboration into natural product derivatives. It may also serve as a precursor for fragrance and flavor glycosides, and can find application in cosmetics/personal-care formulations where glycoside functionality aids solubility or controlled release of odorants. Additional use contexts include research and development in polymer or materials science as a rigid bicyclic scaffold, and as an analytical reference standard, all subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.37
    methanol 108.62
    isopropanol 4.68
    water 44.39
    ethyl acetate 2.6
    n-propanol 6.4
    acetone 9.23
    n-butanol 4.9
    acetonitrile 3.31
    DMF 218.49
    toluene 0.58
    isobutanol 2.05
    1,4-dioxane 13.54
    methyl acetate 2.62
    THF 21.14
    2-butanone 3.98
    n-pentanol 1.87
    sec-butanol 2.71
    n-hexane 0.11
    ethylene glycol 105.16
    NMP 125.02
    cyclohexane 0.41
    DMSO 362.37
    n-butyl acetate 0.79
    n-octanol 1.69
    chloroform 0.66
    n-propyl acetate 0.96
    acetic acid 68.05
    dichloromethane 0.95
    cyclohexanone 8.4
    propylene glycol 51.94
    isopropyl acetate 1.52
    DMAc 107.72
    2-ethoxyethanol 41.72
    isopentanol 2.35
    n-heptane 0.33
    ethyl formate 4.26
    1,2-dichloroethane 1.16
    n-hexanol 1.81
    2-methoxyethanol 173.25
    isobutyl acetate 0.38
    tetrachloromethane 0.24
    n-pentyl acetate 1.32
    transcutol 44.39
    n-heptanol 2.22
    ethylbenzene 0.26
    MIBK 2.3
    2-propoxyethanol 24.93
    tert-butanol 2.79
    MTBE 0.78
    2-butoxyethanol 14.52
    propionic acid 8.91
    o-xylene 0.55
    formic acid 536.17
    diethyl ether 2.55
    m-xylene 0.51
    p-xylene 0.26
    chlorobenzene 0.23
    dimethyl carbonate 10.79
    n-octane 0.21
    formamide 376.71
    cyclopentanone 16.21
    2-pentanone 4.74
    anisole 1.03
    cyclopentyl methyl ether 4.9
    gamma-butyrolactone 22.64
    1-methoxy-2-propanol 79.84
    pyridine 5.24
    3-pentanone 3.16
    furfural 22.52
    n-dodecane 0.11
    diethylene glycol 79.13
    diisopropyl ether 0.53
    tert-amyl alcohol 2.01
    acetylacetone 10.55
    n-hexadecane 0.12
    acetophenone 1.96
    methyl propionate 6.44
    isopentyl acetate 0.66
    trichloroethylene 1.73
    n-nonanol 1.69
    cyclohexanol 3.65
    benzyl alcohol 2.38
    2-ethylhexanol 0.86
    isooctanol 1.33
    dipropyl ether 1.87
    1,2-dichlorobenzene 0.29
    ethyl lactate 5.01
    propylene carbonate 5.61
    n-methylformamide 97.13
    2-pentanol 2.27
    n-pentane 0.22
    1-propoxy-2-propanol 10.6
    1-methoxy-2-propyl acetate 4.5
    2-(2-methoxypropoxy) propanol 10.11
    mesitylene 0.37
    ε-caprolactone 7.94
    p-cymene 0.31
    epichlorohydrin 11.8
    1,1,1-trichloroethane 0.26
    2-aminoethanol 70.59
    morpholine-4-carbaldehyde 105.67
    sulfolane 73.35
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 4.46
    n-hexyl acetate 1.54
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 17.93
    sec-butyl acetate 0.57
    tert-butyl acetate 1.65
    decalin 0.08
    glycerin 243.0
    diglyme 32.26
    acrylic acid 20.4
    isopropyl myristate 0.61
    n-butyric acid 8.48
    acetyl acetate 2.07
    di(2-ethylhexyl) phthalate 1.14
    ethyl propionate 1.38
    nitromethane 68.65
    1,2-diethoxyethane 3.51
    benzonitrile 0.83
    trioctyl phosphate 1.13
    1-bromopropane 0.42
    gamma-valerolactone 53.46
    n-decanol 1.23
    triethyl phosphate 1.05
    4-methyl-2-pentanol 0.98
    propionitrile 1.59
    vinylene carbonate 5.88
    1,1,2-trichlorotrifluoroethane 39.16
    DMS 2.21
    cumene 0.18
    2-octanol 1.13
    2-hexanone 1.25
    octyl acetate 1.07
    limonene 0.54
    1,2-dimethoxyethane 22.59
    ethyl orthosilicate 0.94
    tributyl phosphate 0.89
    diacetone alcohol 10.76
    N,N-dimethylaniline 1.26
    acrylonitrile 4.0
    aniline 1.97
    1,3-propanediol 60.37
    bromobenzene 0.15
    dibromomethane 0.48
    1,1,2,2-tetrachloroethane 1.74
    2-methyl-cyclohexyl acetate 0.9
    tetrabutyl urea 2.18
    diisobutyl methanol 0.64
    2-phenylethanol 1.98
    styrene 0.25
    dioctyl adipate 1.19
    dimethyl sulfate 26.74
    ethyl butyrate 1.05
    methyl lactate 32.19
    butyl lactate 3.51
    diethyl carbonate 0.63
    propanediol butyl ether 16.41
    triethyl orthoformate 1.35
    p-tert-butyltoluene 0.3
    methyl 4-tert-butylbenzoate 3.89
    morpholine 24.17
    tert-butylamine 0.75
    n-dodecanol 0.85
    dimethoxymethane 68.0
    ethylene carbonate 4.26
    cyrene 22.12
    2-ethoxyethyl acetate 3.26
    2-ethylhexyl acetate 0.48
    1,2,4-trichlorobenzene 0.41
    4-methylpyridine 2.55
    dibutyl ether 0.94
    2,6-dimethyl-4-heptanol 0.64
    DEF 16.13
    dimethyl isosorbide 14.51
    tetrachloroethylene 1.89
    eugenol 6.12
    triacetin 3.72
    span 80 8.69
    1,4-butanediol 15.37
    1,1-dichloroethane 0.34
    2-methyl-1-pentanol 1.03
    methyl formate 49.31
    2-methyl-1-butanol 2.09
    n-decane 0.23
    butyronitrile 1.61
    3,7-dimethyl-1-octanol 0.9
    1-chlorooctane 0.45
    1-chlorotetradecane 0.17
    n-nonane 0.23
    undecane 0.15
    tert-butylcyclohexane 0.04
    cyclooctane 0.26
    cyclopentanol 5.13
    tetrahydropyran 4.52
    tert-amyl methyl ether 1.23
    2,5,8-trioxanonane 24.37
    1-hexene 0.24
    2-isopropoxyethanol 11.03
    2,2,2-trifluoroethanol 35.83
    methyl butyrate 2.05

    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