(-)-Bakkenolide B

Overview IFRA Request a quote

  • Identifiers

    CAS number
    18455-98-6

    Molecular formula
    C22H30O6

    SMILES
    C/C=C(/C)\C(=O)O[C@H]1CC[C@@H]([C@@]2([C@H]1[C@H]([C@@]3(C2)C(=C)COC3=O)OC(=O)C)C)C

    Safety labels

  • Odor profile

    Fragrance
    Mint 41.15%
    Woody 37.76%
    Odorless 34.73%
    Herbal 34.68%
    Sweet 29.65%
    Floral 27.76%
    Fresh 25.6%
    Spicy 25.09%
    Green 24.73%
    Cooling 23.34%

     

    Flavor
    Bitter 74.68%
    Odorless 21.18%
    Cedarleaf 20.99%
    Ripe apricot 20.46%
    Minty 20.43%
    Parsley 20.42%
    Red fruit 20.25%
    Broom 20.23%
    Heather 20.08%
    Lovage 19.9%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    6.58 (neutral)

    Molecular weight
    390.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    413°C

    Flash point

    • 168.12 ˚C est.

  • Synonyms

    • 18455-98-6
    • (-)-Bakkenolide B
    • RefChem:203742
    • Bakkenolide B
    • Fukinolide
    • [(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)-2-methylbut-2-enoate
    • orb1683097
    • SCHEMBL29696069
    • CHEBI:175120
    • DTXSID401316224
    • HY-N7292
    • AKOS040761399
    • DA-61479
    • CS-0113197
    • H63554
    • (2R,3R,3aR,4S,7S,7aR)-3-(Acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxooctahydrospiro[indene-2,3'-oxolan]-4-yl (2Z)-2-methylbut-2-enoate
    • 18455-98-6

  • Applications

    (-)-Bakkenolide B (CAS 18455-98-6) is a sesquiterpene lactone that features predominantly in natural product chemistry and pharmaceutical research. Practical applications include serving as a synthetic intermediate and core scaffold for organic synthesis and lead development in medicinal chemistry; used as a building block in natural product libraries for structure–activity exploration of sesquiterpene lactones; evaluated as a reference component in fragrance-related studies as a natural odorant candidate; and used as a basis for academic and industrial R&D on bioactive natural products, with consideration for formulation and regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 238.27
    methanol 431.04
    isopropanol 350.27
    water 0.6
    ethyl acetate 383.02
    n-propanol 284.21
    acetone 745.03
    n-butanol 266.51
    acetonitrile 199.28
    DMF 1191.59
    toluene 346.94
    isobutanol 254.32
    1,4-dioxane 912.03
    methyl acetate 318.05
    THF 1860.68
    2-butanone 463.47
    n-pentanol 212.24
    sec-butanol 257.79
    n-hexane 3.95
    ethylene glycol 60.26
    NMP 1072.98
    cyclohexane 9.83
    DMSO 720.52
    n-butyl acetate 139.06
    n-octanol 62.7
    chloroform 1390.55
    n-propyl acetate 179.41
    acetic acid 538.47
    dichloromethane 890.23
    cyclohexanone 720.26
    propylene glycol 157.68
    isopropyl acetate 272.57
    DMAc 879.55
    2-ethoxyethanol 403.86
    isopentanol 251.84
    n-heptane 2.24
    ethyl formate 189.77
    1,2-dichloroethane 495.03
    n-hexanol 139.36
    2-methoxyethanol 709.39
    isobutyl acetate 139.24
    tetrachloromethane 89.4
    n-pentyl acetate 125.65
    transcutol 686.83
    n-heptanol 78.24
    ethylbenzene 120.67
    MIBK 262.7
    2-propoxyethanol 475.67
    tert-butanol 350.46
    MTBE 146.21
    2-butoxyethanol 234.15
    propionic acid 277.78
    o-xylene 151.55
    formic acid 217.05
    diethyl ether 175.92
    m-xylene 194.04
    p-xylene 169.88
    chlorobenzene 379.69
    dimethyl carbonate 315.93
    n-octane 1.54
    formamide 365.22
    cyclopentanone 1119.08
    2-pentanone 425.8
    anisole 266.1
    cyclopentyl methyl ether 462.61
    gamma-butyrolactone 1208.99
    1-methoxy-2-propanol 720.77
    pyridine 702.11
    3-pentanone 264.85
    furfural 792.47
    n-dodecane 1.88
    diethylene glycol 371.45
    diisopropyl ether 44.4
    tert-amyl alcohol 212.88
    acetylacetone 657.64
    n-hexadecane 2.29
    acetophenone 297.03
    methyl propionate 386.63
    isopentyl acetate 147.55
    trichloroethylene 1320.62
    n-nonanol 62.71
    cyclohexanol 284.8
    benzyl alcohol 332.19
    2-ethylhexanol 65.72
    isooctanol 67.17
    dipropyl ether 62.25
    1,2-dichlorobenzene 305.62
    ethyl lactate 146.17
    propylene carbonate 534.28
    n-methylformamide 473.04
    2-pentanol 183.22
    n-pentane 4.34
    1-propoxy-2-propanol 282.72
    1-methoxy-2-propyl acetate 272.48
    2-(2-methoxypropoxy) propanol 210.77
    mesitylene 84.17
    ε-caprolactone 565.63
    p-cymene 40.45
    epichlorohydrin 1282.34
    1,1,1-trichloroethane 428.14
    2-aminoethanol 154.36
    morpholine-4-carbaldehyde 1078.98
    sulfolane 1119.29
    2,2,4-trimethylpentane 3.35
    2-methyltetrahydrofuran 668.48
    n-hexyl acetate 168.87
    isooctane 3.24
    2-(2-butoxyethoxy)ethanol 304.92
    sec-butyl acetate 135.2
    tert-butyl acetate 247.53
    decalin 7.7
    glycerin 252.69
    diglyme 504.35
    acrylic acid 281.02
    isopropyl myristate 66.34
    n-butyric acid 423.57
    acetyl acetate 334.6
    di(2-ethylhexyl) phthalate 97.51
    ethyl propionate 160.38
    nitromethane 826.12
    1,2-diethoxyethane 181.13
    benzonitrile 260.42
    trioctyl phosphate 63.16
    1-bromopropane 194.33
    gamma-valerolactone 1463.88
    n-decanol 43.8
    triethyl phosphate 67.52
    4-methyl-2-pentanol 122.42
    propionitrile 190.36
    vinylene carbonate 495.62
    1,1,2-trichlorotrifluoroethane 704.8
    DMS 210.11
    cumene 67.76
    2-octanol 54.66
    2-hexanone 225.63
    octyl acetate 88.22
    limonene 44.82
    1,2-dimethoxyethane 543.15
    ethyl orthosilicate 62.36
    tributyl phosphate 72.12
    diacetone alcohol 409.32
    N,N-dimethylaniline 185.61
    acrylonitrile 271.59
    aniline 448.79
    1,3-propanediol 307.9
    bromobenzene 402.27
    dibromomethane 490.17
    1,1,2,2-tetrachloroethane 963.2
    2-methyl-cyclohexyl acetate 121.19
    tetrabutyl urea 106.1
    diisobutyl methanol 43.51
    2-phenylethanol 253.16
    styrene 147.99
    dioctyl adipate 116.06
    dimethyl sulfate 494.09
    ethyl butyrate 100.39
    methyl lactate 303.61
    butyl lactate 139.96
    diethyl carbonate 76.96
    propanediol butyl ether 224.59
    triethyl orthoformate 86.47
    p-tert-butyltoluene 41.98
    methyl 4-tert-butylbenzoate 198.03
    morpholine 1007.04
    tert-butylamine 108.07
    n-dodecanol 30.09
    dimethoxymethane 882.4
    ethylene carbonate 406.25
    cyrene 369.91
    2-ethoxyethyl acetate 213.01
    2-ethylhexyl acetate 107.12
    1,2,4-trichlorobenzene 388.04
    4-methylpyridine 712.83
    dibutyl ether 50.92
    2,6-dimethyl-4-heptanol 43.51
    DEF 399.39
    dimethyl isosorbide 411.84
    tetrachloroethylene 502.93
    eugenol 225.42
    triacetin 220.84
    span 80 201.88
    1,4-butanediol 143.49
    1,1-dichloroethane 532.34
    2-methyl-1-pentanol 178.72
    methyl formate 418.27
    2-methyl-1-butanol 208.08
    n-decane 3.21
    butyronitrile 194.36
    3,7-dimethyl-1-octanol 68.4
    1-chlorooctane 24.96
    1-chlorotetradecane 10.53
    n-nonane 2.37
    undecane 2.38
    tert-butylcyclohexane 6.07
    cyclooctane 3.27
    cyclopentanol 430.58
    tetrahydropyran 579.91
    tert-amyl methyl ether 110.43
    2,5,8-trioxanonane 339.49
    1-hexene 32.72
    2-isopropoxyethanol 283.34
    2,2,2-trifluoroethanol 218.17
    methyl butyrate 213.57

    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