Dihydrodioscorine

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  • Identifiers

    CAS number
    96552-66-8

    Molecular formula
    C13H21NO2

    SMILES
    CC1CC(=O)OC2(C1)CC3CCC2CN3C

    Safety labels

  • Odor profile

    Fragrance
    Spicy 33.54%
    Nutty 33.44%
    Coconut 31.65%
    Lactonic 30.42%
    Odorless 29.67%
    Woody 29.54%
    Animal 28.78%
    Sweet 28.54%
    Coumarinic 25.54%
    Roasted 24.18%

     

    Flavor
    Bitter 65.13%
    Fatty 28.46%
    Cedarleaf 22.82%
    Minty 22.68%
    Alkaline 22.61%
    Naphthalic 21.7%
    Sweet 21.66%
    Metallic 21.41%
    Shrimp 21.34%
    Cereal 21.31%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    9.55 (weak base)

    Molecular weight
    223.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    365°C

    Flash point

    • 133.02 ˚C est.

  • Synonyms

    • Dihydrodioscorine
    • CHEBI:184336
    • DTXSID101110667
    • 96552-66-8
    • 2,4'-dimethylspiro[2-azabicyclo[2.2.2]octane-5,6'-oxane]-2'-one
    • 4',5-Dimethyl-5-azaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6'-one
    • Spiro[2-azabicyclo[2.2.2]octane-5,2a(2)-[2H]pyran]-6a(2)(3a(2)H)-one, dihydro-2,4a(2)-dimethyl-, [1S-[1I+/-,4I+/-,5I(2)(R*)]]-
    • 96552-66-8

  • Applications

    Dihydrodioscorine (CAS 96552-66-8) is a natural alkaloid of interest primarily in academic and pharmaceutical research, considered as a potential synthetic intermediate and as a reference tool for the analysis of related alkaloids; in industrial contexts, it may be used as an intermediate for complex organic syntheses and as an analytical standard (HPLC/LC-MS) to identify and quantify related alkaloids in natural product samples; it also serves as a research reagent in natural products chemistry and in structure-activity studies to explore biologically relevant derivatives; it can function as a starting material for synthetic routes toward more complex alkaloids, with usage subject to regulatory constraints and safety handling due to toxicity.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 55.41
    methanol 131.05
    isopropanol 42.15
    water 22.05
    ethyl acetate 62.65
    n-propanol 54.03
    acetone 61.7
    n-butanol 45.53
    acetonitrile 43.97
    DMF 106.54
    toluene 37.42
    isobutanol 44.53
    1,4-dioxane 96.61
    methyl acetate 60.04
    THF 108.2
    2-butanone 60.8
    n-pentanol 22.48
    sec-butanol 28.73
    n-hexane 0.44
    ethylene glycol 65.01
    NMP 117.38
    cyclohexane 2.31
    DMSO 120.09
    n-butyl acetate 50.12
    n-octanol 20.49
    chloroform 527.32
    n-propyl acetate 29.55
    acetic acid 202.83
    dichloromethane 329.28
    cyclohexanone 127.02
    propylene glycol 52.61
    isopropyl acetate 44.11
    DMAc 98.48
    2-ethoxyethanol 50.91
    isopentanol 44.75
    n-heptane 0.55
    ethyl formate 77.96
    1,2-dichloroethane 120.17
    n-hexanol 36.52
    2-methoxyethanol 131.39
    isobutyl acetate 28.2
    tetrachloromethane 40.72
    n-pentyl acetate 38.5
    transcutol 244.94
    n-heptanol 24.77
    ethylbenzene 12.46
    MIBK 36.75
    2-propoxyethanol 105.5
    tert-butanol 37.07
    MTBE 12.23
    2-butoxyethanol 68.91
    propionic acid 105.74
    o-xylene 27.62
    formic acid 211.25
    diethyl ether 13.75
    m-xylene 35.45
    p-xylene 19.4
    chlorobenzene 84.29
    dimethyl carbonate 38.34
    n-octane 0.44
    formamide 151.72
    cyclopentanone 132.62
    2-pentanone 46.98
    anisole 27.03
    cyclopentyl methyl ether 39.13
    gamma-butyrolactone 197.1
    1-methoxy-2-propanol 85.11
    pyridine 112.06
    3-pentanone 35.4
    furfural 237.34
    n-dodecane 0.67
    diethylene glycol 135.96
    diisopropyl ether 5.89
    tert-amyl alcohol 25.36
    acetylacetone 77.2
    n-hexadecane 0.8
    acetophenone 46.69
    methyl propionate 55.2
    isopentyl acetate 49.98
    trichloroethylene 384.54
    n-nonanol 18.86
    cyclohexanol 51.79
    benzyl alcohol 55.39
    2-ethylhexanol 20.67
    isooctanol 20.45
    dipropyl ether 7.81
    1,2-dichlorobenzene 83.92
    ethyl lactate 36.15
    propylene carbonate 127.56
    n-methylformamide 109.09
    2-pentanol 21.66
    n-pentane 0.81
    1-propoxy-2-propanol 62.34
    1-methoxy-2-propyl acetate 72.83
    2-(2-methoxypropoxy) propanol 66.03
    mesitylene 20.13
    ε-caprolactone 126.42
    p-cymene 14.44
    epichlorohydrin 180.36
    1,1,1-trichloroethane 108.33
    2-aminoethanol 78.06
    morpholine-4-carbaldehyde 148.57
    sulfolane 175.38
    2,2,4-trimethylpentane 1.05
    2-methyltetrahydrofuran 61.64
    n-hexyl acetate 51.68
    isooctane 0.93
    2-(2-butoxyethoxy)ethanol 89.09
    sec-butyl acetate 23.59
    tert-butyl acetate 38.7
    decalin 1.69
    glycerin 114.67
    diglyme 128.0
    acrylic acid 128.15
    isopropyl myristate 16.31
    n-butyric acid 134.62
    acetyl acetate 75.75
    di(2-ethylhexyl) phthalate 34.27
    ethyl propionate 27.17
    nitromethane 212.37
    1,2-diethoxyethane 33.62
    benzonitrile 79.95
    trioctyl phosphate 22.91
    1-bromopropane 35.42
    gamma-valerolactone 221.92
    n-decanol 13.52
    triethyl phosphate 23.58
    4-methyl-2-pentanol 19.95
    propionitrile 42.65
    vinylene carbonate 155.55
    1,1,2-trichlorotrifluoroethane 205.57
    DMS 60.38
    cumene 11.84
    2-octanol 14.16
    2-hexanone 24.11
    octyl acetate 23.72
    limonene 14.79
    1,2-dimethoxyethane 54.04
    ethyl orthosilicate 21.25
    tributyl phosphate 27.65
    diacetone alcohol 58.54
    N,N-dimethylaniline 20.52
    acrylonitrile 78.72
    aniline 68.54
    1,3-propanediol 96.73
    bromobenzene 75.03
    dibromomethane 156.81
    1,1,2,2-tetrachloroethane 266.95
    2-methyl-cyclohexyl acetate 33.63
    tetrabutyl urea 31.85
    diisobutyl methanol 12.48
    2-phenylethanol 65.4
    styrene 13.96
    dioctyl adipate 28.77
    dimethyl sulfate 67.58
    ethyl butyrate 29.17
    methyl lactate 58.94
    butyl lactate 51.59
    diethyl carbonate 27.05
    propanediol butyl ether 72.08
    triethyl orthoformate 25.73
    p-tert-butyltoluene 12.75
    methyl 4-tert-butylbenzoate 55.32
    morpholine 99.76
    tert-butylamine 14.85
    n-dodecanol 9.62
    dimethoxymethane 63.54
    ethylene carbonate 124.34
    cyrene 68.26
    2-ethoxyethyl acetate 68.3
    2-ethylhexyl acetate 39.41
    1,2,4-trichlorobenzene 108.02
    4-methylpyridine 97.4
    dibutyl ether 9.47
    2,6-dimethyl-4-heptanol 12.48
    DEF 49.29
    dimethyl isosorbide 97.25
    tetrachloroethylene 184.95
    eugenol 64.82
    triacetin 65.73
    span 80 56.81
    1,4-butanediol 34.66
    1,1-dichloroethane 117.24
    2-methyl-1-pentanol 27.25
    methyl formate 97.79
    2-methyl-1-butanol 40.7
    n-decane 0.96
    butyronitrile 45.15
    3,7-dimethyl-1-octanol 22.8
    1-chlorooctane 7.55
    1-chlorotetradecane 3.07
    n-nonane 0.73
    undecane 0.79
    tert-butylcyclohexane 1.42
    cyclooctane 0.98
    cyclopentanol 56.42
    tetrahydropyran 56.74
    tert-amyl methyl ether 12.03
    2,5,8-trioxanonane 92.27
    1-hexene 2.41
    2-isopropoxyethanol 35.88
    2,2,2-trifluoroethanol 139.88
    methyl butyrate 35.61

    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