3beta-[(2,6-Dideoxy-4-O-beta-D-glucopyranosyl-beta-D-xylo-hexopyranosyl)oxy]-14-hydroxy-5beta-card-20(22)-enolide

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  • Identifiers

    CAS number
    57361-71-4

    Molecular formula
    C35H54O12

    SMILES
    C[C@@H]1[C@@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)C)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 52.22%
    Woody 32.75%
    Sweet 31.56%
    Spicy 29.95%
    Cooling 23.88%
    Mint 23.77%
    Balsamic 21.79%
    Vanilla 20.23%
    Warm 19.74%
    Milky 18.42%

     

    Flavor
    Bitter 54.3%
    Fatty 45.6%
    Sweet-like 25.88%
    Metallic 24.57%
    Odorless 23.85%
    Cedarleaf 22.56%
    Bland 22.23%
    Cauliflower 21.54%
    Alkaline 21.32%
    Beet 21.09%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    4.43 (weak acid)

    Molecular weight
    666.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    915°C

    Flash point

    • 264.33 ˚C est.

  • Synonyms

    • DTXSID801111573
    • (3I(2),5I(2))-3-[(2,6-Dideoxy-4-O-I(2)-D-glucopyranosyl-I(2)-D-xylo-hexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide
    • 3beta-[(2,6-Dideoxy-4-O-beta-D-glucopyranosyl-beta-D-xylo-hexopyranosyl)oxy]-14-hydroxy-5beta-card-20(22)-enolide
    • 57361-71-4
    • 57361-71-4

  • Applications

    The compound 3beta-[(2,6-Dideoxy-4-O-beta-D-glucopyranosyl-beta-D-xylo-hexopyranosyl)oxy]-14-hydroxy-5beta-card-20(22)-enolide (CAS 57361-71-4) is a glycosylated steroid lactone that can serve as a versatile building block in chemical synthesis. In pharmaceutical and medicinal chemistry, it is often used as a scaffold and intermediate for semi-synthetic modifications to generate glycosylated steroid libraries and derivatives for bioactivity screening. It also supports biochemical and enzymology research as a substrate or reference in structure-activity studies of glycosylated steroids. In agrochemical discovery it may be evaluated as a lead for plant-derived bioactive glycosides or as a starting point for more complex natural product analogues. Additionally, it can function as a chiral building block or intermediate for the synthesis of related cardenolide-type molecules and may be employed as an analytical reference material for method development and characterization.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.32
    methanol 15.82
    isopropanol 0.36
    water 0.12
    ethyl acetate 1.38
    n-propanol 0.76
    acetone 4.23
    n-butanol 0.42
    acetonitrile 1.33
    DMF 29.47
    toluene 0.45
    isobutanol 0.28
    1,4-dioxane 8.32
    methyl acetate 1.6
    THF 14.53
    2-butanone 1.83
    n-pentanol 0.33
    sec-butanol 0.21
    n-hexane 0.01
    ethylene glycol 3.02
    NMP 26.46
    cyclohexane 0.02
    DMSO 38.13
    n-butyl acetate 0.52
    n-octanol 0.59
    chloroform 3.49
    n-propyl acetate 0.68
    acetic acid 21.56
    dichloromethane 3.41
    cyclohexanone 3.69
    propylene glycol 1.89
    isopropyl acetate 0.91
    DMAc 24.34
    2-ethoxyethanol 6.62
    isopentanol 0.26
    n-heptane 0.02
    ethyl formate 1.91
    1,2-dichloroethane 1.39
    n-hexanol 0.29
    2-methoxyethanol 17.42
    isobutyl acetate 0.4
    tetrachloromethane 0.36
    n-pentyl acetate 1.44
    transcutol 14.47
    n-heptanol 0.64
    ethylbenzene 0.17
    MIBK 0.93
    2-propoxyethanol 6.31
    tert-butanol 0.28
    MTBE 0.25
    2-butoxyethanol 5.18
    propionic acid 1.89
    o-xylene 0.3
    formic acid 28.69
    diethyl ether 0.51
    m-xylene 0.33
    p-xylene 0.22
    chlorobenzene 0.65
    dimethyl carbonate 4.76
    n-octane 0.01
    formamide 21.6
    cyclopentanone 8.84
    2-pentanone 1.48
    anisole 1.19
    cyclopentyl methyl ether 1.66
    gamma-butyrolactone 11.58
    1-methoxy-2-propanol 6.74
    pyridine 4.75
    3-pentanone 1.22
    furfural 17.0
    n-dodecane 0.01
    diethylene glycol 9.73
    diisopropyl ether 0.11
    tert-amyl alcohol 0.21
    acetylacetone 7.09
    n-hexadecane 0.02
    acetophenone 1.98
    methyl propionate 2.27
    isopentyl acetate 0.5
    trichloroethylene 5.47
    n-nonanol 0.65
    cyclohexanol 0.33
    benzyl alcohol 1.58
    2-ethylhexanol 0.16
    isooctanol 0.43
    dipropyl ether 0.41
    1,2-dichlorobenzene 0.75
    ethyl lactate 1.51
    propylene carbonate 3.85
    n-methylformamide 13.52
    2-pentanol 0.16
    n-pentane 0.01
    1-propoxy-2-propanol 2.68
    1-methoxy-2-propyl acetate 2.76
    2-(2-methoxypropoxy) propanol 3.87
    mesitylene 0.17
    ε-caprolactone 3.64
    p-cymene 0.15
    epichlorohydrin 11.79
    1,1,1-trichloroethane 0.76
    2-aminoethanol 3.4
    morpholine-4-carbaldehyde 32.26
    sulfolane 28.16
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.61
    n-hexyl acetate 1.57
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 6.42
    sec-butyl acetate 0.38
    tert-butyl acetate 0.98
    decalin 0.02
    glycerin 9.06
    diglyme 14.1
    acrylic acid 5.15
    isopropyl myristate 0.39
    n-butyric acid 2.11
    acetyl acetate 2.65
    di(2-ethylhexyl) phthalate 0.93
    ethyl propionate 0.74
    nitromethane 34.84
    1,2-diethoxyethane 1.79
    benzonitrile 1.19
    trioctyl phosphate 0.58
    1-bromopropane 0.25
    gamma-valerolactone 31.76
    n-decanol 0.35
    triethyl phosphate 0.51
    4-methyl-2-pentanol 0.14
    propionitrile 0.63
    vinylene carbonate 5.85
    1,1,2-trichlorotrifluoroethane 23.06
    DMS 1.99
    cumene 0.12
    2-octanol 0.29
    2-hexanone 0.75
    octyl acetate 0.74
    limonene 0.16
    1,2-dimethoxyethane 7.92
    ethyl orthosilicate 0.44
    tributyl phosphate 0.47
    diacetone alcohol 2.74
    N,N-dimethylaniline 0.89
    acrylonitrile 1.95
    aniline 0.95
    1,3-propanediol 3.26
    bromobenzene 0.57
    dibromomethane 1.12
    1,1,2,2-tetrachloroethane 3.31
    2-methyl-cyclohexyl acetate 0.64
    tetrabutyl urea 0.95
    diisobutyl methanol 0.11
    2-phenylethanol 1.29
    styrene 0.23
    dioctyl adipate 1.06
    dimethyl sulfate 11.31
    ethyl butyrate 0.59
    methyl lactate 5.3
    butyl lactate 1.97
    diethyl carbonate 0.4
    propanediol butyl ether 5.35
    triethyl orthoformate 0.7
    p-tert-butyltoluene 0.14
    methyl 4-tert-butylbenzoate 3.43
    morpholine 7.04
    tert-butylamine 0.07
    n-dodecanol 0.19
    dimethoxymethane 16.81
    ethylene carbonate 3.14
    cyrene 8.25
    2-ethoxyethyl acetate 4.26
    2-ethylhexyl acetate 0.36
    1,2,4-trichlorobenzene 1.23
    4-methylpyridine 2.31
    dibutyl ether 0.3
    2,6-dimethyl-4-heptanol 0.11
    DEF 3.25
    dimethyl isosorbide 7.58
    tetrachloroethylene 2.73
    eugenol 3.77
    triacetin 4.05
    span 80 3.68
    1,4-butanediol 1.23
    1,1-dichloroethane 0.67
    2-methyl-1-pentanol 0.21
    methyl formate 12.97
    2-methyl-1-butanol 0.22
    n-decane 0.03
    butyronitrile 0.46
    3,7-dimethyl-1-octanol 0.31
    1-chlorooctane 0.15
    1-chlorotetradecane 0.05
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 0.71
    tetrahydropyran 1.51
    tert-amyl methyl ether 0.25
    2,5,8-trioxanonane 8.98
    1-hexene 0.04
    2-isopropoxyethanol 2.53
    2,2,2-trifluoroethanol 8.33
    methyl butyrate 0.98

    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