Cascaroside B

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  • Identifiers

    CAS number
    53861-34-0

    Molecular formula
    C27H32O14

    SMILES
    C1=CC2=C(C(=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)C4=C([C@@H]2[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C=C(C=C4O)CO

    Safety labels

  • Odor profile

    Fragrance
    Odorless 73.84%
    Sweet 38.93%
    Vanilla 32.04%
    Milky 21.6%
    Bitter 20.84%
    Phenolic 19.37%
    Balsamic 18.33%
    Creamy 18.25%
    Savory 17.94%
    Spicy 16.94%

     

    Flavor
    Bitter 76.65%
    Odorless 37.18%
    Bland 31.43%
    Sweet-like 29.1%
    Very mild 21.13%
    Cedarleaf 20.14%
    Very slight 19.51%
    Cauliflower 19.06%
    Parsley 18.99%
    Fenugreek 18.95%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.9

    pKa est.
    5.13 (weak acid)

    Molecular weight
    580.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    5803°C

    Flash point

    • 340.64 ˚C est.

  • Synonyms

    • Cascaroside B
    • (-)-Cascaroside B
    • 53861-34-0
    • UNII-39GRF8ND7D
    • 39GRF8ND7D
    • 9(10H)-Anthracenone, 10-beta-D-glucopyranosyl-8-(beta-D-glucopyranosyloxy)-1-hydroxy-3-(hydroxymethyl)-, (10R)-
    • RefChem:31837
    • CASCAROSIDE B (CONSTITUENT OF CASCARA SAGRADA)
    • (10R)-1-hydroxy-3-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10H-anthracen-9-one
    • CHEBI:80736
    • DTXSID501317649
    • (R)-1-Hydroxy-3-(hydroxymethyl)-10-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-8-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)anthracen-9(10H)-one
    • FC165646
    • Q27149788
    • CASCAROSIDE B (CONSTITUENT OF CASCARA SAGRADA) [DSC]
    • (1R)-1,5-Anhydro-1-[5-(beta-D-glucopyranosyloxy)-4-hydroxy-2-(hydroxymethyl)-10-oxo-9,10-dihydroanthracen-9-yl]-D-glucitol
    • 9(10H)-ANTHRACENONE, 10-.BETA.-D-GLUCOPYRANOSYL-8-(.BETA.-D-GLUCOPYRANOSYLOXY)-1-HYDROXY-3-(HYDROXYMETHYL)-, (10R)-
    • 53861-34-0

  • Applications

    Cascaroside B (CAS 53861-34-0) is a natural glycoside that is primarily evaluated as an intermediate in glycoside chemistry and as a precursor for natural-product derivatives. In industry, it is considered as a potential ingredient or intermediate for cosmetics and personal care formulations, and as a fragrance/odorant precursor in perfumery. It is also being explored for use in household cleaning formulations, and may serve as a starting material for glycoside derivatives in industrial manufacturing of polymers, plastics, coatings, and inks when formulation compatibility and regulatory limits permit.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.41
    methanol 24.87
    isopropanol 1.71
    water 0.57
    ethyl acetate 0.73
    n-propanol 3.31
    acetone 2.5
    n-butanol 1.48
    acetonitrile 0.73
    DMF 26.28
    toluene 0.2
    isobutanol 0.82
    1,4-dioxane 4.28
    methyl acetate 1.12
    THF 6.95
    2-butanone 1.79
    n-pentanol 0.7
    sec-butanol 1.05
    n-hexane 0.01
    ethylene glycol 16.35
    NMP 23.51
    cyclohexane 0.03
    DMSO 28.16
    n-butyl acetate 0.23
    n-octanol 0.48
    chloroform 0.22
    n-propyl acetate 0.27
    acetic acid 16.96
    dichloromethane 0.29
    cyclohexanone 2.24
    propylene glycol 13.4
    isopropyl acetate 0.33
    DMAc 21.55
    2-ethoxyethanol 9.18
    isopentanol 0.49
    n-heptane 0.03
    ethyl formate 1.41
    1,2-dichloroethane 0.3
    n-hexanol 0.44
    2-methoxyethanol 31.69
    isobutyl acetate 0.09
    tetrachloromethane 0.06
    n-pentyl acetate 0.54
    transcutol 9.8
    n-heptanol 0.66
    ethylbenzene 0.06
    MIBK 0.32
    2-propoxyethanol 5.71
    tert-butanol 0.55
    MTBE 0.21
    2-butoxyethanol 4.16
    propionic acid 3.49
    o-xylene 0.12
    formic acid 45.8
    diethyl ether 0.68
    m-xylene 0.1
    p-xylene 0.05
    chlorobenzene 0.08
    dimethyl carbonate 2.16
    n-octane 0.02
    formamide 33.86
    cyclopentanone 4.24
    2-pentanone 1.05
    anisole 0.24
    cyclopentyl methyl ether 0.97
    gamma-butyrolactone 5.83
    1-methoxy-2-propanol 13.51
    pyridine 2.32
    3-pentanone 0.75
    furfural 5.24
    n-dodecane 0.01
    diethylene glycol 11.72
    diisopropyl ether 0.06
    tert-amyl alcohol 0.48
    acetylacetone 1.66
    n-hexadecane 0.01
    acetophenone 0.43
    methyl propionate 1.6
    isopentyl acetate 0.16
    trichloroethylene 0.51
    n-nonanol 0.49
    cyclohexanol 0.71
    benzyl alcohol 0.81
    2-ethylhexanol 0.15
    isooctanol 0.32
    dipropyl ether 0.34
    1,2-dichlorobenzene 0.06
    ethyl lactate 1.18
    propylene carbonate 1.41
    n-methylformamide 16.31
    2-pentanol 0.47
    n-pentane 0.03
    1-propoxy-2-propanol 2.68
    1-methoxy-2-propyl acetate 1.17
    2-(2-methoxypropoxy) propanol 2.37
    mesitylene 0.05
    ε-caprolactone 2.31
    p-cymene 0.05
    epichlorohydrin 3.31
    1,1,1-trichloroethane 0.06
    2-aminoethanol 15.29
    morpholine-4-carbaldehyde 22.02
    sulfolane 11.92
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.43
    n-hexyl acetate 0.52
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 4.3
    sec-butyl acetate 0.13
    tert-butyl acetate 0.28
    decalin 0.01
    glycerin 35.34
    diglyme 6.59
    acrylic acid 6.31
    isopropyl myristate 0.14
    n-butyric acid 2.29
    acetyl acetate 0.48
    di(2-ethylhexyl) phthalate 0.3
    ethyl propionate 0.31
    nitromethane 12.75
    1,2-diethoxyethane 0.99
    benzonitrile 0.26
    trioctyl phosphate 0.27
    1-bromopropane 0.13
    gamma-valerolactone 15.03
    n-decanol 0.31
    triethyl phosphate 0.2
    4-methyl-2-pentanol 0.15
    propionitrile 0.51
    vinylene carbonate 1.65
    1,1,2-trichlorotrifluoroethane 10.08
    DMS 0.64
    cumene 0.03
    2-octanol 0.3
    2-hexanone 0.35
    octyl acetate 0.32
    limonene 0.09
    1,2-dimethoxyethane 4.82
    ethyl orthosilicate 0.18
    tributyl phosphate 0.19
    diacetone alcohol 1.75
    N,N-dimethylaniline 0.23
    acrylonitrile 1.2
    aniline 0.68
    1,3-propanediol 12.38
    bromobenzene 0.04
    dibromomethane 0.14
    1,1,2,2-tetrachloroethane 0.46
    2-methyl-cyclohexyl acetate 0.19
    tetrabutyl urea 0.48
    diisobutyl methanol 0.08
    2-phenylethanol 0.5
    styrene 0.07
    dioctyl adipate 0.35
    dimethyl sulfate 4.02
    ethyl butyrate 0.26
    methyl lactate 6.4
    butyl lactate 1.32
    diethyl carbonate 0.17
    propanediol butyl ether 5.35
    triethyl orthoformate 0.33
    p-tert-butyltoluene 0.05
    methyl 4-tert-butylbenzoate 0.95
    morpholine 8.53
    tert-butylamine 0.14
    n-dodecanol 0.18
    dimethoxymethane 10.54
    ethylene carbonate 1.11
    cyrene 4.2
    2-ethoxyethyl acetate 1.47
    2-ethylhexyl acetate 0.11
    1,2,4-trichlorobenzene 0.12
    4-methylpyridine 0.87
    dibutyl ether 0.21
    2,6-dimethyl-4-heptanol 0.08
    DEF 2.7
    dimethyl isosorbide 2.66
    tetrachloroethylene 0.45
    eugenol 1.35
    triacetin 1.21
    span 80 2.69
    1,4-butanediol 3.46
    1,1-dichloroethane 0.12
    2-methyl-1-pentanol 0.28
    methyl formate 9.88
    2-methyl-1-butanol 0.61
    n-decane 0.03
    butyronitrile 0.35
    3,7-dimethyl-1-octanol 0.18
    1-chlorooctane 0.1
    1-chlorotetradecane 0.03
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.0
    cyclooctane 0.02
    cyclopentanol 1.49
    tetrahydropyran 1.49
    tert-amyl methyl ether 0.26
    2,5,8-trioxanonane 4.56
    1-hexene 0.04
    2-isopropoxyethanol 2.42
    2,2,2-trifluoroethanol 6.19
    methyl butyrate 0.45

    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