Diosbulbin A

Overview IFRA Request a quote

  • Identifiers

    CAS number
    20086-05-9

    Molecular formula
    C20H24O7

    SMILES
    C[C@@]12C[C@@H](OC13C[C@@H]([C@H]4[C@H]2C[C@H](C[C@H]4C(=O)OC)O)OC3=O)C5=COC=C5

    Safety labels

  • Odor profile

    Fragrance
    Odorless 41.39%
    Sweet 31.12%
    Woody 26.7%
    Nutty 23.16%
    Caramellic 22.81%
    Vanilla 22.07%
    Lactonic 21.85%
    Floral 20.71%
    Mint 19.02%
    Spicy 18.61%

     

    Flavor
    Bitter 88.2%
    Sweet-like 22.21%
    Cedarleaf 22.13%
    Fatty 21.42%
    Bland 20.94%
    Naphthalic 20.26%
    Lovage 19.9%
    Parsley 19.73%
    Ripe apricot 19.51%
    Cereal 19.42%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    4.97 (weak acid)

    Molecular weight
    376.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1138°C

    Flash point

    • 207.9 ˚C est.

  • Synonyms

    • Diosbulbin A
    • RefChem:1083748
    • 20086-05-9
    • DTXSID20942110
    • CHEBI:175833
    • Methyl (2R,6S,6aS,7R,9R,10aR,10bS)-2-(furan-3-yl)-9-hydroxy-10b-methyl-4-oxodecahydro-4H-3a,6-methanofuro[2,3-d][2]benzoxepine-7-carboxylate
    • methyl (3R,5S,6R,8R,10R,11S,12S)-3-(uran-3-yl)-8-hydroxy-5-methyl-14-oxo-2,13-dioxatetracyclo[10.2.1.01,5.06,11]pentadecane-10-carboxylate
    • Methyl 2-(furan-3-yl)-9-hydroxy-10b-methyl-4-oxodecahydro-4H-3a,6-methanofuro[2,3-d][2]benzoxepine-7-carboxylate
    • 20086-05-9

  • Applications

    Diosbulbin A (CAS 20086-05-9) is a natural product sesquiterpene lactone that is primarily of interest as a synthetic intermediate and a research probe in medicinal chemistry. It is commonly evaluated for biological activity and structure–activity relationships in drug discovery programs, and may be used as reference material in natural-product libraries for academic or industrial research. Its derivatives can serve as starting points for further synthetic transformations to develop related compounds in chemical synthesis. Use is typically confined to laboratory-scale research and exploratory studies, subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.31
    methanol 23.44
    isopropanol 4.43
    water 0.38
    ethyl acetate 17.25
    n-propanol 4.41
    acetone 52.87
    n-butanol 5.32
    acetonitrile 21.48
    DMF 109.67
    toluene 7.53
    isobutanol 3.67
    1,4-dioxane 44.77
    methyl acetate 16.44
    THF 72.18
    2-butanone 22.83
    n-pentanol 3.53
    sec-butanol 1.65
    n-hexane 0.05
    ethylene glycol 6.97
    NMP 68.04
    cyclohexane 0.32
    DMSO 112.28
    n-butyl acetate 10.12
    n-octanol 3.76
    chloroform 54.11
    n-propyl acetate 10.73
    acetic acid 57.36
    dichloromethane 38.29
    cyclohexanone 61.33
    propylene glycol 2.4
    isopropyl acetate 14.48
    DMAc 90.78
    2-ethoxyethanol 24.75
    isopentanol 6.78
    n-heptane 0.09
    ethyl formate 17.98
    1,2-dichloroethane 20.65
    n-hexanol 4.57
    2-methoxyethanol 55.87
    isobutyl acetate 8.63
    tetrachloromethane 4.18
    n-pentyl acetate 11.33
    transcutol 37.1
    n-heptanol 5.45
    ethylbenzene 2.5
    MIBK 15.54
    2-propoxyethanol 37.76
    tert-butanol 5.6
    MTBE 2.02
    2-butoxyethanol 24.04
    propionic acid 12.15
    o-xylene 4.01
    formic acid 53.03
    diethyl ether 4.18
    m-xylene 4.75
    p-xylene 4.3
    chlorobenzene 12.42
    dimethyl carbonate 28.8
    n-octane 0.08
    formamide 76.53
    cyclopentanone 82.28
    2-pentanone 22.47
    anisole 8.59
    cyclopentyl methyl ether 12.57
    gamma-butyrolactone 82.19
    1-methoxy-2-propanol 34.02
    pyridine 40.43
    3-pentanone 15.14
    furfural 81.83
    n-dodecane 0.12
    diethylene glycol 47.09
    diisopropyl ether 1.22
    tert-amyl alcohol 2.23
    acetylacetone 54.12
    n-hexadecane 0.15
    acetophenone 19.28
    methyl propionate 18.69
    isopentyl acetate 11.28
    trichloroethylene 65.6
    n-nonanol 4.62
    cyclohexanol 6.42
    benzyl alcohol 16.17
    2-ethylhexanol 2.94
    isooctanol 4.84
    dipropyl ether 2.7
    1,2-dichlorobenzene 13.21
    ethyl lactate 11.81
    propylene carbonate 33.34
    n-methylformamide 51.73
    2-pentanol 2.07
    n-pentane 0.06
    1-propoxy-2-propanol 17.06
    1-methoxy-2-propyl acetate 23.6
    2-(2-methoxypropoxy) propanol 18.65
    mesitylene 2.56
    ε-caprolactone 37.86
    p-cymene 2.27
    epichlorohydrin 68.61
    1,1,1-trichloroethane 14.99
    2-aminoethanol 6.98
    morpholine-4-carbaldehyde 99.54
    sulfolane 89.04
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 13.81
    n-hexyl acetate 11.9
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 23.69
    sec-butyl acetate 6.87
    tert-butyl acetate 13.71
    decalin 0.21
    glycerin 16.49
    diglyme 48.57
    acrylic acid 21.84
    isopropyl myristate 5.01
    n-butyric acid 24.63
    acetyl acetate 25.84
    di(2-ethylhexyl) phthalate 9.75
    ethyl propionate 9.9
    nitromethane 128.95
    1,2-diethoxyethane 9.57
    benzonitrile 22.03
    trioctyl phosphate 6.72
    1-bromopropane 3.45
    gamma-valerolactone 140.9
    n-decanol 3.1
    triethyl phosphate 6.59
    4-methyl-2-pentanol 2.85
    propionitrile 15.1
    vinylene carbonate 46.69
    1,1,2-trichlorotrifluoroethane 61.39
    DMS 16.62
    cumene 1.83
    2-octanol 2.65
    2-hexanone 11.27
    octyl acetate 6.82
    limonene 2.37
    1,2-dimethoxyethane 42.04
    ethyl orthosilicate 5.74
    tributyl phosphate 6.82
    diacetone alcohol 24.11
    N,N-dimethylaniline 6.51
    acrylonitrile 32.58
    aniline 13.52
    1,3-propanediol 17.92
    bromobenzene 11.24
    dibromomethane 15.94
    1,1,2,2-tetrachloroethane 37.02
    2-methyl-cyclohexyl acetate 10.21
    tetrabutyl urea 11.45
    diisobutyl methanol 2.19
    2-phenylethanol 16.87
    styrene 3.26
    dioctyl adipate 9.99
    dimethyl sulfate 48.78
    ethyl butyrate 7.88
    methyl lactate 22.82
    butyl lactate 13.31
    diethyl carbonate 6.83
    propanediol butyl ether 13.81
    triethyl orthoformate 7.03
    p-tert-butyltoluene 1.93
    methyl 4-tert-butylbenzoate 19.42
    morpholine 36.91
    tert-butylamine 1.33
    n-dodecanol 2.09
    dimethoxymethane 73.55
    ethylene carbonate 38.05
    cyrene 34.29
    2-ethoxyethyl acetate 19.83
    2-ethylhexyl acetate 7.77
    1,2,4-trichlorobenzene 17.01
    4-methylpyridine 32.54
    dibutyl ether 2.66
    2,6-dimethyl-4-heptanol 2.19
    DEF 25.48
    dimethyl isosorbide 35.32
    tetrachloroethylene 27.92
    eugenol 22.48
    triacetin 18.85
    span 80 14.67
    1,4-butanediol 6.97
    1,1-dichloroethane 12.95
    2-methyl-1-pentanol 3.68
    methyl formate 51.92
    2-methyl-1-butanol 3.51
    n-decane 0.22
    butyronitrile 12.06
    3,7-dimethyl-1-octanol 3.63
    1-chlorooctane 1.33
    1-chlorotetradecane 0.61
    n-nonane 0.14
    undecane 0.16
    tert-butylcyclohexane 0.12
    cyclooctane 0.13
    cyclopentanol 7.58
    tetrahydropyran 15.57
    tert-amyl methyl ether 1.83
    2,5,8-trioxanonane 33.87
    1-hexene 0.35
    2-isopropoxyethanol 14.84
    2,2,2-trifluoroethanol 32.82
    methyl butyrate 14.68

    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