3beta-[(6-Deoxy-beta-D-gulopyranosyl)oxy]-5,11alpha,14-trihydroxy-5beta-card-20(22)-enolide

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  • Identifiers

    CAS number
    53152-43-5

    Molecular formula
    C29H44O10

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 51.74%
    Woody 35.91%
    Sweet 32.35%
    Spicy 31.9%
    Cooling 23.83%
    Mint 22.29%
    Balsamic 21.63%
    Vanilla 19.95%
    Warm 18.44%
    Milky 17.94%

     

    Flavor
    Bitter 67.78%
    Fatty 41.6%
    Sweet-like 25.36%
    Metallic 22.68%
    Cedarleaf 22.39%
    Odorless 21.88%
    Bland 21.13%
    Beet 20.74%
    Cauliflower 20.69%
    Soil 20.66%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.1

    pKa est.
    4.82 (weak acid)

    Molecular weight
    552.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    800°C

    Flash point

    • 285.8 ˚C est.

  • Synonyms

    • DTXSID501128888
    • (3I(2),5I(2),11I+/-)-3-[(6-Deoxy-I(2)-D-gulopyranosyl)oxy]-5,11,14-trihydroxycard-20(22)-enolide
    • 3beta-[(6-Deoxy-beta-D-gulopyranosyl)oxy]-5,11alpha,14-trihydroxy-5beta-card-20(22)-enolide
    • 53152-43-5
    • 53152-43-5

  • Applications

    3beta-[(6-Deoxy-beta-D-gulopyranosyl)oxy]-5,11alpha,14-trihydroxy-5beta-card-20(22)-enolide (CAS 53152-43-5) is a compound commonly encountered in pharmaceutical research as an intermediate or lead scaffold for cardenolide derivatives. In chemical synthesis, it can serve as a starting material for semi-synthetic elaboration of related glycoside-cardenolide motifs. In analytical chemistry, it is used as a reference compound for isolation, structure confirmation, and method development of natural product glycosides. Biochemical studies may employ it as a tool to investigate Na+/K+-ATPase interactions and glycoside-type bioactivities in vitro. In agrochemical research, the glycoside framework of this compound is occasionally evaluated for exploratory work, subject to regulatory controls and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.08
    methanol 39.0
    isopropanol 0.99
    water 0.17
    ethyl acetate 1.32
    n-propanol 2.03
    acetone 7.99
    n-butanol 0.97
    acetonitrile 1.6
    DMF 41.25
    toluene 0.35
    isobutanol 0.61
    1,4-dioxane 11.88
    methyl acetate 1.58
    THF 25.53
    2-butanone 2.43
    n-pentanol 0.62
    sec-butanol 0.4
    n-hexane 0.01
    ethylene glycol 6.77
    NMP 22.4
    cyclohexane 0.03
    DMSO 81.65
    n-butyl acetate 0.56
    n-octanol 0.68
    chloroform 2.98
    n-propyl acetate 0.64
    acetic acid 25.72
    dichloromethane 2.78
    cyclohexanone 4.51
    propylene glycol 3.85
    isopropyl acetate 0.82
    DMAc 22.74
    2-ethoxyethanol 11.24
    isopentanol 0.51
    n-heptane 0.02
    ethyl formate 2.55
    1,2-dichloroethane 1.38
    n-hexanol 0.54
    2-methoxyethanol 35.1
    isobutyl acetate 0.34
    tetrachloromethane 0.36
    n-pentyl acetate 1.32
    transcutol 13.24
    n-heptanol 0.87
    ethylbenzene 0.15
    MIBK 1.01
    2-propoxyethanol 10.73
    tert-butanol 0.55
    MTBE 0.31
    2-butoxyethanol 7.07
    propionic acid 2.45
    o-xylene 0.21
    formic acid 35.49
    diethyl ether 0.8
    m-xylene 0.23
    p-xylene 0.18
    chlorobenzene 0.45
    dimethyl carbonate 3.66
    n-octane 0.02
    formamide 31.06
    cyclopentanone 10.51
    2-pentanone 2.06
    anisole 0.9
    cyclopentyl methyl ether 1.78
    gamma-butyrolactone 11.59
    1-methoxy-2-propanol 11.76
    pyridine 5.17
    3-pentanone 1.25
    furfural 14.26
    n-dodecane 0.01
    diethylene glycol 16.47
    diisopropyl ether 0.12
    tert-amyl alcohol 0.3
    acetylacetone 6.22
    n-hexadecane 0.01
    acetophenone 1.4
    methyl propionate 2.01
    isopentyl acetate 0.49
    trichloroethylene 4.02
    n-nonanol 0.72
    cyclohexanol 0.47
    benzyl alcohol 1.69
    2-ethylhexanol 0.21
    isooctanol 0.53
    dipropyl ether 0.48
    1,2-dichlorobenzene 0.46
    ethyl lactate 1.39
    propylene carbonate 3.23
    n-methylformamide 19.53
    2-pentanol 0.27
    n-pentane 0.02
    1-propoxy-2-propanol 3.67
    1-methoxy-2-propyl acetate 2.6
    2-(2-methoxypropoxy) propanol 3.74
    mesitylene 0.13
    ε-caprolactone 3.69
    p-cymene 0.11
    epichlorohydrin 12.43
    1,1,1-trichloroethane 0.53
    2-aminoethanol 8.16
    morpholine-4-carbaldehyde 33.22
    sulfolane 26.35
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 2.17
    n-hexyl acetate 1.38
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 6.99
    sec-butyl acetate 0.31
    tert-butyl acetate 0.88
    decalin 0.01
    glycerin 15.15
    diglyme 14.47
    acrylic acid 5.26
    isopropyl myristate 0.33
    n-butyric acid 2.85
    acetyl acetate 1.84
    di(2-ethylhexyl) phthalate 0.81
    ethyl propionate 0.64
    nitromethane 34.41
    1,2-diethoxyethane 1.89
    benzonitrile 1.0
    trioctyl phosphate 0.54
    1-bromopropane 0.26
    gamma-valerolactone 36.81
    n-decanol 0.38
    triethyl phosphate 0.39
    4-methyl-2-pentanol 0.22
    propionitrile 0.82
    vinylene carbonate 4.87
    1,1,2-trichlorotrifluoroethane 19.63
    DMS 1.59
    cumene 0.1
    2-octanol 0.36
    2-hexanone 0.84
    octyl acetate 0.62
    limonene 0.14
    1,2-dimethoxyethane 11.36
    ethyl orthosilicate 0.36
    tributyl phosphate 0.43
    diacetone alcohol 2.85
    N,N-dimethylaniline 0.69
    acrylonitrile 2.14
    aniline 0.96
    1,3-propanediol 8.46
    bromobenzene 0.34
    dibromomethane 1.0
    1,1,2,2-tetrachloroethane 2.55
    2-methyl-cyclohexyl acetate 0.54
    tetrabutyl urea 0.82
    diisobutyl methanol 0.13
    2-phenylethanol 1.51
    styrene 0.17
    dioctyl adipate 0.79
    dimethyl sulfate 8.0
    ethyl butyrate 0.51
    methyl lactate 5.15
    butyl lactate 1.92
    diethyl carbonate 0.32
    propanediol butyl ether 6.33
    triethyl orthoformate 0.57
    p-tert-butyltoluene 0.11
    methyl 4-tert-butylbenzoate 2.47
    morpholine 11.58
    tert-butylamine 0.14
    n-dodecanol 0.2
    dimethoxymethane 22.33
    ethylene carbonate 2.97
    cyrene 7.19
    2-ethoxyethyl acetate 3.88
    2-ethylhexyl acetate 0.33
    1,2,4-trichlorobenzene 0.74
    4-methylpyridine 2.04
    dibutyl ether 0.32
    2,6-dimethyl-4-heptanol 0.13
    DEF 3.33
    dimethyl isosorbide 6.4
    tetrachloroethylene 2.34
    eugenol 3.39
    triacetin 2.76
    span 80 3.39
    1,4-butanediol 2.57
    1,1-dichloroethane 0.57
    2-methyl-1-pentanol 0.33
    methyl formate 14.98
    2-methyl-1-butanol 0.42
    n-decane 0.03
    butyronitrile 0.68
    3,7-dimethyl-1-octanol 0.33
    1-chlorooctane 0.15
    1-chlorotetradecane 0.04
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 1.09
    tetrahydropyran 2.12
    tert-amyl methyl ether 0.27
    2,5,8-trioxanonane 8.33
    1-hexene 0.06
    2-isopropoxyethanol 3.63
    2,2,2-trifluoroethanol 7.91
    methyl butyrate 0.93

    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