(3bS,5aR,6R,7R,8S,10S,10aS,10bR)-7-((beta-D-Glucopyranosyloxy)methyl)-4,5,6,7,8,9,10,10a,10b,11-decahydro-6,7,10-trihydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-12(3bH)-one

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  • Identifiers

    CAS number
    55465-97-9

    Molecular formula
    C26H36O11

    SMILES
    C[C@@]12CC(=O)C3=C([C@H]1CC[C@]45[C@H]2[C@H](C[C@H](C4)[C@]([C@@H]5O)(CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)C=CO3

    Safety labels

  • Odor profile

    Fragrance
    Odorless 68.74%
    Sweet 32.99%
    Cooling 23.49%
    Woody 23.18%
    Spicy 21.42%
    Vanilla 21.13%
    Savory 18.42%
    Milky 18.25%
    Bitter 17.12%
    Mint 16.65%

     

    Flavor
    Bitter 73.16%
    Fatty 31.93%
    Odorless 28.7%
    Sweet-like 27.83%
    Bland 26.27%
    Cedarleaf 21.24%
    Cauliflower 20.25%
    Alkaline 19.86%
    Naphthalic 19.69%
    Soil 19.53%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.2

    pKa est.
    5.45 (weak acid)

    Molecular weight
    524.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    2361°C

    Flash point

    • 286.39 ˚C est.

  • Synonyms

    • Mascaroside
    • 55465-97-9
    • DTXSID50331730
    • RefChem:1050196
    • DTXCID00282824
    • (3bS,5aR,6R,7R,8S,10S,10aS,10bR)-7-((beta-D-Glucopyranosyloxy)methyl)-4,5,6,7,8,9,10,10a,10b,11-decahydro-6,7,10-trihydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-12(3bH)-one
    • C09132
    • (1R,4S,12R,13S,14S,16S,17R,18R)-14,17,18-trihydroxy-12-methyl-17-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6-dien-10-one
    • AC1L9C6H
    • CHEBI:6697
    • Q27107303
    • [(3bS,5aR,6R,7R,8S,10S,10aS,10bR)-6,7,10-Trihydroxy-10b-methyl-12-oxo-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-yl]methyl beta-D-glucopyranoside
    • 55465-97-9

  • Applications

    Applications of the chemical with the CAS 55465-97-9 include use as a synthetic intermediate and a chiral building block in pharmaceutical R&D, where its complex polycyclic glycoside-like framework supports natural product inspired library generation; it is also evaluated as a lead scaffold for agrochemical research and as a starting point for specialty materials in polymers and coatings; in analytical chemistry it can serve as a reference standard or as a knob for method development and impurity profiling; and in fundamental chemical research it provides a rigid core for library design and SAR investigations. Chemical name: (3bS,5aR,6R,7R,8S,10S,10aS,10bR)-7-((beta-D-Glucopyranosyloxy)methyl)-4,5,6,7,8,9,10,10a,10b,11-decahydro-6,7,10-trihydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-12(3bH)-one; CAS number: 55465-97-9.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.15
    methanol 35.76
    isopropanol 0.56
    water 0.58
    ethyl acetate 0.98
    n-propanol 1.25
    acetone 3.42
    n-butanol 0.57
    acetonitrile 0.9
    DMF 32.99
    toluene 0.29
    isobutanol 0.38
    1,4-dioxane 7.07
    methyl acetate 1.19
    THF 12.14
    2-butanone 1.54
    n-pentanol 0.37
    sec-butanol 0.29
    n-hexane 0.01
    ethylene glycol 11.13
    NMP 23.98
    cyclohexane 0.03
    DMSO 50.54
    n-butyl acetate 0.46
    n-octanol 0.56
    chloroform 0.99
    n-propyl acetate 0.4
    acetic acid 17.84
    dichloromethane 1.25
    cyclohexanone 2.61
    propylene glycol 3.86
    isopropyl acetate 0.56
    DMAc 17.75
    2-ethoxyethanol 7.3
    isopentanol 0.29
    n-heptane 0.03
    ethyl formate 1.78
    1,2-dichloroethane 0.76
    n-hexanol 0.44
    2-methoxyethanol 27.22
    isobutyl acetate 0.21
    tetrachloromethane 0.17
    n-pentyl acetate 1.11
    transcutol 11.58
    n-heptanol 0.73
    ethylbenzene 0.1
    MIBK 0.59
    2-propoxyethanol 7.67
    tert-butanol 0.27
    MTBE 0.19
    2-butoxyethanol 5.33
    propionic acid 1.95
    o-xylene 0.19
    formic acid 67.29
    diethyl ether 0.65
    m-xylene 0.2
    p-xylene 0.11
    chlorobenzene 0.25
    dimethyl carbonate 3.68
    n-octane 0.02
    formamide 43.39
    cyclopentanone 6.34
    2-pentanone 1.18
    anisole 0.49
    cyclopentyl methyl ether 1.55
    gamma-butyrolactone 8.99
    1-methoxy-2-propanol 9.12
    pyridine 3.09
    3-pentanone 0.84
    furfural 11.72
    n-dodecane 0.01
    diethylene glycol 16.37
    diisopropyl ether 0.1
    tert-amyl alcohol 0.2
    acetylacetone 3.69
    n-hexadecane 0.02
    acetophenone 0.87
    methyl propionate 1.74
    isopentyl acetate 0.38
    trichloroethylene 1.91
    n-nonanol 0.6
    cyclohexanol 0.36
    benzyl alcohol 1.03
    2-ethylhexanol 0.19
    isooctanol 0.42
    dipropyl ether 0.43
    1,2-dichlorobenzene 0.25
    ethyl lactate 1.21
    propylene carbonate 2.48
    n-methylformamide 17.59
    2-pentanol 0.2
    n-pentane 0.02
    1-propoxy-2-propanol 2.84
    1-methoxy-2-propyl acetate 2.3
    2-(2-methoxypropoxy) propanol 2.86
    mesitylene 0.1
    ε-caprolactone 2.74
    p-cymene 0.12
    epichlorohydrin 7.35
    1,1,1-trichloroethane 0.22
    2-aminoethanol 7.67
    morpholine-4-carbaldehyde 30.84
    sulfolane 20.75
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.46
    n-hexyl acetate 1.07
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 5.3
    sec-butyl acetate 0.21
    tert-butyl acetate 0.57
    decalin 0.01
    glycerin 19.28
    diglyme 10.59
    acrylic acid 5.14
    isopropyl myristate 0.25
    n-butyric acid 1.71
    acetyl acetate 1.17
    di(2-ethylhexyl) phthalate 0.63
    ethyl propionate 0.45
    nitromethane 23.94
    1,2-diethoxyethane 1.55
    benzonitrile 0.63
    trioctyl phosphate 0.46
    1-bromopropane 0.18
    gamma-valerolactone 24.05
    n-decanol 0.35
    triethyl phosphate 0.32
    4-methyl-2-pentanol 0.14
    propionitrile 0.5
    vinylene carbonate 3.52
    1,1,2-trichlorotrifluoroethane 14.69
    DMS 1.47
    cumene 0.07
    2-octanol 0.31
    2-hexanone 0.46
    octyl acetate 0.52
    limonene 0.16
    1,2-dimethoxyethane 6.21
    ethyl orthosilicate 0.29
    tributyl phosphate 0.34
    diacetone alcohol 2.14
    N,N-dimethylaniline 0.41
    acrylonitrile 1.44
    aniline 0.73
    1,3-propanediol 6.19
    bromobenzene 0.18
    dibromomethane 0.5
    1,1,2,2-tetrachloroethane 1.17
    2-methyl-cyclohexyl acetate 0.4
    tetrabutyl urea 0.65
    diisobutyl methanol 0.12
    2-phenylethanol 1.15
    styrene 0.12
    dioctyl adipate 0.62
    dimethyl sulfate 7.85
    ethyl butyrate 0.42
    methyl lactate 5.66
    butyl lactate 1.71
    diethyl carbonate 0.27
    propanediol butyl ether 5.29
    triethyl orthoformate 0.48
    p-tert-butyltoluene 0.11
    methyl 4-tert-butylbenzoate 1.93
    morpholine 7.38
    tert-butylamine 0.08
    n-dodecanol 0.2
    dimethoxymethane 16.99
    ethylene carbonate 1.99
    cyrene 6.07
    2-ethoxyethyl acetate 3.29
    2-ethylhexyl acetate 0.28
    1,2,4-trichlorobenzene 0.4
    4-methylpyridine 1.32
    dibutyl ether 0.26
    2,6-dimethyl-4-heptanol 0.12
    DEF 2.75
    dimethyl isosorbide 5.25
    tetrachloroethylene 1.3
    eugenol 2.68
    triacetin 2.29
    span 80 2.98
    1,4-butanediol 1.83
    1,1-dichloroethane 0.26
    2-methyl-1-pentanol 0.19
    methyl formate 16.06
    2-methyl-1-butanol 0.26
    n-decane 0.03
    butyronitrile 0.37
    3,7-dimethyl-1-octanol 0.26
    1-chlorooctane 0.13
    1-chlorotetradecane 0.04
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 0.78
    tetrahydropyran 1.34
    tert-amyl methyl ether 0.22
    2,5,8-trioxanonane 6.62
    1-hexene 0.05
    2-isopropoxyethanol 2.34
    2,2,2-trifluoroethanol 7.79
    methyl butyrate 0.63

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
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Rinse-off products applied to the hair with some hand contact
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Category 2
Products applied to the axillae
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Leave-on products applied to the hair with some hand contact
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Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
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Category 4
Products related to fine fragrance
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Products with body and hand exposure, primarily rinse off
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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
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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
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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
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