alpha-Cyclocostunolide

Overview IFRA Request a quote

  • Identifiers

    CAS number
    2221-81-0

    Molecular formula
    C15H20O2

    SMILES
    CC1=CCC[C@]2([C@H]1[C@@H]3[C@@H](CC2)C(=C)C(=O)O3)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 53.16%
    Spicy 47.93%
    Sweet 36.74%
    Tobacco 33.76%
    Green 32.8%
    Mint 31.63%
    Herbal 30.71%
    Coconut 27.85%
    Fresh 26.5%
    Coumarinic 26.28%

     

    Flavor
    Bitter 73.72%
    Minty 22.65%
    Lovage 21.56%
    Cedarleaf 21.55%
    Basil 20.42%
    Ripe apricot 20.25%
    Red fruit 19.94%
    Leaves 19.15%
    Outdoor 19.06%
    Parsley 18.97%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    8.18 (weak base)

    Molecular weight
    232.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    425°C

    Flash point

    • 164.86 ˚C est.

  • Synonyms

    • alpha-Cyclocostunolide
    • Cyclocostunolide
    • 2221-81-0
    • (3aS,5aR,9aR,9bS)-5a,9-dimethyl-3-methylidene-4,5,6,7,9a,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one
    • DTXSID10176760
    • (3aS,5aR,9aR,9bS)-5a,9-dimethyl-3-methylene-4,5,6,7,9a,9b-hexahydro-3aH-benzo(g)benzofuran-2-one
    • (3aS,5aR,9aR,9bS)-5a,9-dimethyl-3-methylene-4,5,6,7,9a,9b-hexahydro-3aH-benzo[g]benzofuran-2-one
    • (3aS,5aR,9aR,9bS)-5a,9-dimethyl-3-methylidene-4,5,6,7,9a,9b-hexahydro-3aH-benzo(g)(1)benzofuran-2-one
    • RefChem:915499
    • DTXCID8099251
    • Naphtho(1,2-b)furan-2(3H)-one, 3a,4,5,5a,6,7,9a,9b-octahydro-5a,9-dimethyl-3-methylene-, (3aS-(3aalpha,5abeta,9aalpha,9bbeta))-
    • C09383
    • CHEMBL4795353
    • SCHEMBL22235454
    • CHEBI:10226
    • Q27108607
    • (3aS,5aR,9aR,9bS)-5a,9-Dimethyl-3-methylidene-3a,4,5,5a,6,7,9a,9b-octahydronaphtho[1,2-b]furan-2(3H)-one
    • Naphtho[1,2-b]furan-2(3H)-one, 3a,4,5,5a,6,7,9a,9b-octahydro-5a,9-dimethyl-3-methylene-, (3aS,5aR,9aR,9bS)-
    • 2221-81-0

  • Applications

    alpha-Cyclocostunolide (CAS 2221-81-0) is a sesquiterpene lactone that is primarily viewed as an organic synthesis intermediate and is studied as a precursor for the preparation of related lactones. In fragrance and perfumery, it can serve as a fragrance ingredient or precursor for aroma compound development. In cosmetics and personal care, it may be evaluated as a potential component for skin care formulations and aroma-related products. In food applications, it may function as an aroma ingredient or aroma precursor, subject to regulatory allowances. In agricultural research, it is investigated for biological activity and potential as a lead compound for agrochemical development. It may also be used as a starting material for the synthesis of other related compounds in industrial manufacturing. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 224.07
    methanol 270.92
    isopropanol 345.47
    water 0.35
    ethyl acetate 412.26
    n-propanol 297.19
    acetone 512.21
    n-butanol 341.68
    acetonitrile 244.43
    DMF 798.15
    toluene 712.93
    isobutanol 262.49
    1,4-dioxane 1029.96
    methyl acetate 392.82
    THF 1451.32
    2-butanone 526.41
    n-pentanol 118.12
    sec-butanol 191.58
    n-hexane 3.9
    ethylene glycol 28.29
    NMP 499.78
    cyclohexane 36.21
    DMSO 247.66
    n-butyl acetate 331.65
    n-octanol 70.32
    chloroform 1708.48
    n-propyl acetate 213.94
    acetic acid 191.51
    dichloromethane 1193.94
    cyclohexanone 872.33
    propylene glycol 50.28
    isopropyl acetate 346.01
    DMAc 468.72
    2-ethoxyethanol 180.58
    isopentanol 327.43
    n-heptane 6.32
    ethyl formate 269.01
    1,2-dichloroethane 667.65
    n-hexanol 213.14
    2-methoxyethanol 430.11
    isobutyl acetate 185.26
    tetrachloromethane 139.43
    n-pentyl acetate 214.07
    transcutol 1106.31
    n-heptanol 89.56
    ethylbenzene 146.38
    MIBK 313.37
    2-propoxyethanol 420.13
    tert-butanol 338.98
    MTBE 272.37
    2-butoxyethanol 203.04
    propionic acid 184.61
    o-xylene 249.17
    formic acid 65.4
    diethyl ether 269.71
    m-xylene 397.09
    p-xylene 212.99
    chlorobenzene 613.76
    dimethyl carbonate 200.17
    n-octane 3.29
    formamide 134.02
    cyclopentanone 946.92
    2-pentanone 448.49
    anisole 300.17
    cyclopentyl methyl ether 495.49
    gamma-butyrolactone 855.48
    1-methoxy-2-propanol 382.28
    pyridine 952.19
    3-pentanone 303.12
    furfural 663.45
    n-dodecane 4.54
    diethylene glycol 267.62
    diisopropyl ether 102.18
    tert-amyl alcohol 171.02
    acetylacetone 465.42
    n-hexadecane 5.65
    acetophenone 286.65
    methyl propionate 314.01
    isopentyl acetate 342.31
    trichloroethylene 1459.72
    n-nonanol 71.54
    cyclohexanol 349.5
    benzyl alcohol 256.05
    2-ethylhexanol 108.75
    isooctanol 83.47
    dipropyl ether 97.44
    1,2-dichlorobenzene 469.78
    ethyl lactate 102.86
    propylene carbonate 465.48
    n-methylformamide 310.2
    2-pentanol 198.42
    n-pentane 10.74
    1-propoxy-2-propanol 262.93
    1-methoxy-2-propyl acetate 400.21
    2-(2-methoxypropoxy) propanol 236.05
    mesitylene 197.04
    ε-caprolactone 595.75
    p-cymene 93.37
    epichlorohydrin 1040.68
    1,1,1-trichloroethane 556.81
    2-aminoethanol 86.0
    morpholine-4-carbaldehyde 693.0
    sulfolane 537.12
    2,2,4-trimethylpentane 9.89
    2-methyltetrahydrofuran 713.73
    n-hexyl acetate 260.37
    isooctane 12.36
    2-(2-butoxyethoxy)ethanol 322.41
    sec-butyl acetate 186.18
    tert-butyl acetate 318.81
    decalin 17.28
    glycerin 91.55
    diglyme 577.76
    acrylic acid 162.91
    isopropyl myristate 103.58
    n-butyric acid 369.39
    acetyl acetate 291.83
    di(2-ethylhexyl) phthalate 121.27
    ethyl propionate 182.3
    nitromethane 388.5
    1,2-diethoxyethane 324.04
    benzonitrile 485.12
    trioctyl phosphate 79.42
    1-bromopropane 311.21
    gamma-valerolactone 1021.71
    n-decanol 54.24
    triethyl phosphate 96.58
    4-methyl-2-pentanol 151.96
    propionitrile 321.12
    vinylene carbonate 487.79
    1,1,2-trichlorotrifluoroethane 383.84
    DMS 275.75
    cumene 97.54
    2-octanol 63.2
    2-hexanone 203.01
    octyl acetate 124.05
    limonene 109.78
    1,2-dimethoxyethane 404.15
    ethyl orthosilicate 95.47
    tributyl phosphate 101.55
    diacetone alcohol 289.12
    N,N-dimethylaniline 172.86
    acrylonitrile 387.16
    aniline 558.12
    1,3-propanediol 216.72
    bromobenzene 699.06
    dibromomethane 685.7
    1,1,2,2-tetrachloroethane 992.23
    2-methyl-cyclohexyl acetate 178.18
    tetrabutyl urea 122.05
    diisobutyl methanol 79.37
    2-phenylethanol 295.28
    styrene 190.41
    dioctyl adipate 147.67
    dimethyl sulfate 218.65
    ethyl butyrate 186.05
    methyl lactate 153.69
    butyl lactate 165.65
    diethyl carbonate 140.54
    propanediol butyl ether 188.45
    triethyl orthoformate 144.72
    p-tert-butyltoluene 90.85
    methyl 4-tert-butylbenzoate 224.06
    morpholine 993.78
    tert-butylamine 179.33
    n-dodecanol 42.02
    dimethoxymethane 590.61
    ethylene carbonate 433.08
    cyrene 210.09
    2-ethoxyethyl acetate 345.27
    2-ethylhexyl acetate 252.35
    1,2,4-trichlorobenzene 525.54
    4-methylpyridine 986.47
    dibutyl ether 96.7
    2,6-dimethyl-4-heptanol 79.37
    DEF 373.32
    dimethyl isosorbide 424.66
    tetrachloroethylene 567.73
    eugenol 218.15
    triacetin 247.16
    span 80 186.6
    1,4-butanediol 55.41
    1,1-dichloroethane 729.53
    2-methyl-1-pentanol 135.67
    methyl formate 258.05
    2-methyl-1-butanol 226.43
    n-decane 6.93
    butyronitrile 347.55
    3,7-dimethyl-1-octanol 103.34
    1-chlorooctane 50.43
    1-chlorotetradecane 22.6
    n-nonane 5.17
    undecane 5.41
    tert-butylcyclohexane 14.44
    cyclooctane 10.78
    cyclopentanol 340.2
    tetrahydropyran 886.4
    tert-amyl methyl ether 146.04
    2,5,8-trioxanonane 370.54
    1-hexene 31.85
    2-isopropoxyethanol 152.83
    2,2,2-trifluoroethanol 95.0
    methyl butyrate 235.96

    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