(-)-Bakkenolide D

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  • Identifiers

    CAS number
    18456-03-6

    Molecular formula
    C21H28O6S

    SMILES
    C[C@H]1CC[C@@H]([C@H]2[C@@]1(C[C@]3([C@@H]2OC(=O)C)C(=C)COC3=O)C)OC(=O)/C=C\SC

    Safety labels

  • Odor profile

    Fragrance
    Odorless 39.98%
    Roasted 26.69%
    Mint 23.98%
    Spicy 23.28%
    Woody 20.05%
    Herbal 19.58%
    Nutty 19.39%
    Meaty 19.36%
    Savory 17.82%
    Cooling 17.82%

     

    Flavor
    Bitter 67.12%
    Odorless 24.25%
    Fruity 22.79%
    Cedarleaf 19.99%
    Parsley 19.41%
    Ripe apricot 19.27%
    Orange flower 19.18%
    Broom 19.12%
    Lovage 19.08%
    Ethyl benzoate 19.07%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    6.97 (neutral)

    Molecular weight
    408.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    424°C

    Flash point

    • 179.75 ˚C est.

  • Synonyms

    • Bakkenolide D
    • 18456-03-6
    • (-)-Bakkenolide D
    • orb1683096
    • DTXSID001316458
    • [(2R,3R,3Ar,4S,7S,7aR)-3-acetyloxy-7,7a-dimethyl-4'-methylidene-2'-oxospiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-4-yl] (Z)-3-methylsulfanylprop-2-enoate
    • HY-N7293
    • AKOS040761400
    • FS-7124
    • CS-0113198
    • (2R,3R,3aR,4S,7S,7aR)-3-(Acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxooctahydrospiro[indene-2,3'-oxolan]-4-yl (2Z)-3-(methylsulfanyl)prop-2-enoate
    • 18456-03-6

  • Applications

    (-)-Bakkenolide D (CAS 18456-03-6) is primarily used as a natural product-derived chemical in research and development: as a synthetic building block in organic synthesis, as a lead or exploratory intermediate in pharmaceutical discovery, and as a candidate in agrochemical discovery for insecticidal or antifungal activity; in analytical chemistry it serves as a reference material for isolation, structure elucidation, and quality control of sesquiterpene lactones; and in academic settings it functions as a research tool for screening bioactivity and studying structure-activity relationships.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 87.74
    methanol 213.69
    isopropanol 107.72
    water 1.5
    ethyl acetate 122.21
    n-propanol 100.55
    acetone 371.95
    n-butanol 90.99
    acetonitrile 103.27
    DMF 643.21
    toluene 85.51
    isobutanol 75.15
    1,4-dioxane 366.24
    methyl acetate 136.69
    THF 748.9
    2-butanone 207.63
    n-pentanol 82.1
    sec-butanol 76.17
    n-hexane 1.18
    ethylene glycol 49.92
    NMP 638.81
    cyclohexane 3.85
    DMSO 488.08
    n-butyl acetate 52.09
    n-octanol 20.69
    chloroform 593.71
    n-propyl acetate 79.25
    acetic acid 277.36
    dichloromethane 422.13
    cyclohexanone 352.08
    propylene glycol 97.07
    isopropyl acetate 80.01
    DMAc 504.41
    2-ethoxyethanol 181.28
    isopentanol 81.24
    n-heptane 0.95
    ethyl formate 93.87
    1,2-dichloroethane 216.53
    n-hexanol 48.9
    2-methoxyethanol 335.46
    isobutyl acetate 57.47
    tetrachloromethane 33.42
    n-pentyl acetate 51.55
    transcutol 260.52
    n-heptanol 29.13
    ethylbenzene 34.85
    MIBK 96.22
    2-propoxyethanol 191.27
    tert-butanol 92.64
    MTBE 30.87
    2-butoxyethanol 97.76
    propionic acid 127.3
    o-xylene 44.0
    formic acid 155.13
    diethyl ether 45.33
    m-xylene 50.38
    p-xylene 53.11
    chlorobenzene 137.71
    dimethyl carbonate 142.03
    n-octane 0.63
    formamide 232.06
    cyclopentanone 559.83
    2-pentanone 164.7
    anisole 101.72
    cyclopentyl methyl ether 140.7
    gamma-butyrolactone 588.69
    1-methoxy-2-propanol 299.14
    pyridine 311.08
    3-pentanone 108.56
    furfural 434.74
    n-dodecane 0.77
    diethylene glycol 207.03
    diisopropyl ether 10.36
    tert-amyl alcohol 57.5
    acetylacetone 272.81
    n-hexadecane 0.93
    acetophenone 141.66
    methyl propionate 150.38
    isopentyl acetate 51.15
    trichloroethylene 580.6
    n-nonanol 21.49
    cyclohexanol 103.8
    benzyl alcohol 151.61
    2-ethylhexanol 23.0
    isooctanol 25.22
    dipropyl ether 21.47
    1,2-dichlorobenzene 121.41
    ethyl lactate 85.01
    propylene carbonate 253.28
    n-methylformamide 257.13
    2-pentanol 49.77
    n-pentane 1.25
    1-propoxy-2-propanol 113.68
    1-methoxy-2-propyl acetate 111.33
    2-(2-methoxypropoxy) propanol 99.89
    mesitylene 25.33
    ε-caprolactone 246.15
    p-cymene 14.91
    epichlorohydrin 546.34
    1,1,1-trichloroethane 154.58
    2-aminoethanol 93.58
    morpholine-4-carbaldehyde 538.08
    sulfolane 635.29
    2,2,4-trimethylpentane 0.89
    2-methyltetrahydrofuran 223.23
    n-hexyl acetate 59.04
    isooctane 0.79
    2-(2-butoxyethoxy)ethanol 120.67
    sec-butyl acetate 50.89
    tert-butyl acetate 80.03
    decalin 2.69
    glycerin 179.79
    diglyme 210.1
    acrylic acid 156.13
    isopropyl myristate 24.49
    n-butyric acid 162.71
    acetyl acetate 121.43
    di(2-ethylhexyl) phthalate 47.15
    ethyl propionate 68.32
    nitromethane 432.06
    1,2-diethoxyethane 63.57
    benzonitrile 129.06
    trioctyl phosphate 30.15
    1-bromopropane 65.52
    gamma-valerolactone 702.82
    n-decanol 15.55
    triethyl phosphate 35.96
    4-methyl-2-pentanol 33.78
    propionitrile 89.99
    vinylene carbonate 256.23
    1,1,2-trichlorotrifluoroethane 363.83
    DMS 88.73
    cumene 20.18
    2-octanol 16.82
    2-hexanone 104.22
    octyl acetate 35.37
    limonene 16.49
    1,2-dimethoxyethane 248.51
    ethyl orthosilicate 31.65
    tributyl phosphate 34.15
    diacetone alcohol 158.02
    N,N-dimethylaniline 69.99
    acrylonitrile 148.71
    aniline 156.56
    1,3-propanediol 145.82
    bromobenzene 136.69
    dibromomethane 217.51
    1,1,2,2-tetrachloroethane 413.47
    2-methyl-cyclohexyl acetate 59.36
    tetrabutyl urea 55.14
    diisobutyl methanol 14.28
    2-phenylethanol 104.35
    styrene 46.21
    dioctyl adipate 54.3
    dimethyl sulfate 247.18
    ethyl butyrate 48.09
    methyl lactate 168.88
    butyl lactate 65.49
    diethyl carbonate 38.85
    propanediol butyl ether 102.59
    triethyl orthoformate 39.95
    p-tert-butyltoluene 14.38
    methyl 4-tert-butylbenzoate 93.34
    morpholine 373.46
    tert-butylamine 24.77
    n-dodecanol 11.19
    dimethoxymethane 371.36
    ethylene carbonate 201.53
    cyrene 219.77
    2-ethoxyethyl acetate 85.48
    2-ethylhexyl acetate 38.94
    1,2,4-trichlorobenzene 169.02
    4-methylpyridine 270.71
    dibutyl ether 15.59
    2,6-dimethyl-4-heptanol 14.28
    DEF 163.55
    dimethyl isosorbide 205.97
    tetrachloroethylene 216.17
    eugenol 109.72
    triacetin 102.16
    span 80 92.53
    1,4-butanediol 86.08
    1,1-dichloroethane 187.05
    2-methyl-1-pentanol 62.76
    methyl formate 247.61
    2-methyl-1-butanol 63.35
    n-decane 1.19
    butyronitrile 83.11
    3,7-dimethyl-1-octanol 22.18
    1-chlorooctane 8.45
    1-chlorotetradecane 3.93
    n-nonane 0.91
    undecane 0.93
    tert-butylcyclohexane 1.68
    cyclooctane 1.37
    cyclopentanol 178.1
    tetrahydropyran 196.63
    tert-amyl methyl ether 27.73
    2,5,8-trioxanonane 168.31
    1-hexene 8.98
    2-isopropoxyethanol 119.31
    2,2,2-trifluoroethanol 126.72
    methyl butyrate 92.93

    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