Eupatolide

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  • Identifiers

    CAS number
    6750-25-0

    Molecular formula
    C15H20O3

    SMILES
    C/C/1=C\[C@@H]2[C@@H]([C@@H](C/C(=C/CC1)/C)O)C(=C)C(=O)O2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 51.92%
    Spicy 49.12%
    Mint 44.29%
    Herbal 42.9%
    Coumarinic 36.93%
    Coconut 33.3%
    Hay 31.82%
    Tobacco 31.47%
    Woody 30.14%
    Celery 29.8%

     

    Flavor
    Bitter 64.06%
    Minty 33.92%
    Spice 23.45%
    Lovage 20.99%
    Herbal 20.65%
    Basil 20.46%
    Leaves 20.02%
    Spearmint 19.98%
    Cedarleaf 19.88%
    Celery 19.6%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    7.53 (neutral)

    Molecular weight
    248.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    562°C

    Flash point

    • 167.68 ˚C est.

  • Synonyms

    • Eupatolide
    • 6750-25-0
    • CHEBI:4935
    • DTXSID201318448
    • (3aR,4R,6E,10E,11aR)-4-hydroxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
    • (3aR,4R,6E,10E,11aR)-4-hydroxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca(b)furan-2-one
    • RefChem:139451
    • DTXCID501748258
    • (3aR,4R,6E,10E,11aR)-4-hydroxy-6,10-dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca(b)furan-2-one
    • 8beta-hydroxy-costunolide
    • (3aR,4R,11aR)-4-hydroxy-6,10-dimethyl-3-methylidene-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-2-one
    • CHEMBL485296
    • eupatolid
    • C09440
    • orb1682589
    • SCHEMBL17147747
    • HY-N8394
    • AKOS040761720
    • CS-0143901
    • Q27106567
    • (3aR,4R,6E,10E,11aR)-4-hydroxy-6,10-dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one
    • (3aR,4R,6E,10E,11aR)-4-Hydroxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one
    • 6750-25-0

  • Applications

    Eupatolide, CAS 6750-25-0, is mainly encountered as a fragrance-related compound with potential use as an odorant and fragrance component. It may be used in cosmetics and personal care formulations as a fragrance ingredient. It can be present in household products such as cleaners and air fresheners to impart scent. In industrial manufacturing, it may serve as a starting material or intermediate in chemical syntheses. It may also be used as a fragrance additive in coatings and inks. Specific applications are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 76.59
    methanol 128.05
    isopropanol 75.75
    water 0.22
    ethyl acetate 60.87
    n-propanol 85.59
    acetone 103.78
    n-butanol 87.43
    acetonitrile 45.67
    DMF 261.28
    toluene 72.68
    isobutanol 68.95
    1,4-dioxane 218.41
    methyl acetate 77.0
    THF 344.47
    2-butanone 114.41
    n-pentanol 66.9
    sec-butanol 66.63
    n-hexane 1.41
    ethylene glycol 16.6
    NMP 244.86
    cyclohexane 5.55
    DMSO 187.75
    n-butyl acetate 77.7
    n-octanol 37.92
    chloroform 300.74
    n-propyl acetate 63.95
    acetic acid 85.53
    dichloromethane 225.05
    cyclohexanone 197.05
    propylene glycol 35.9
    isopropyl acetate 52.97
    DMAc 235.04
    2-ethoxyethanol 91.44
    isopentanol 86.11
    n-heptane 1.91
    ethyl formate 59.88
    1,2-dichloroethane 115.72
    n-hexanol 78.07
    2-methoxyethanol 144.63
    isobutyl acetate 57.39
    tetrachloromethane 21.5
    n-pentyl acetate 60.88
    transcutol 318.18
    n-heptanol 44.37
    ethylbenzene 36.15
    MIBK 66.44
    2-propoxyethanol 132.12
    tert-butanol 80.06
    MTBE 39.33
    2-butoxyethanol 87.92
    propionic acid 63.21
    o-xylene 45.05
    formic acid 35.17
    diethyl ether 35.12
    m-xylene 57.52
    p-xylene 51.71
    chlorobenzene 87.61
    dimethyl carbonate 46.03
    n-octane 1.3
    formamide 55.78
    cyclopentanone 229.32
    2-pentanone 80.03
    anisole 76.06
    cyclopentyl methyl ether 101.17
    gamma-butyrolactone 222.98
    1-methoxy-2-propanol 128.26
    pyridine 168.11
    3-pentanone 61.15
    furfural 187.49
    n-dodecane 1.94
    diethylene glycol 107.56
    diisopropyl ether 15.11
    tert-amyl alcohol 62.21
    acetylacetone 95.35
    n-hexadecane 2.29
    acetophenone 90.97
    methyl propionate 65.58
    isopentyl acetate 81.88
    trichloroethylene 262.21
    n-nonanol 37.03
    cyclohexanol 87.64
    benzyl alcohol 88.22
    2-ethylhexanol 44.13
    isooctanol 37.79
    dipropyl ether 28.31
    1,2-dichlorobenzene 78.91
    ethyl lactate 47.39
    propylene carbonate 131.85
    n-methylformamide 87.62
    2-pentanol 49.41
    n-pentane 1.72
    1-propoxy-2-propanol 90.12
    1-methoxy-2-propyl acetate 90.07
    2-(2-methoxypropoxy) propanol 100.6
    mesitylene 32.7
    ε-caprolactone 156.82
    p-cymene 27.71
    epichlorohydrin 231.96
    1,1,1-trichloroethane 81.68
    2-aminoethanol 43.24
    morpholine-4-carbaldehyde 229.37
    sulfolane 237.66
    2,2,4-trimethylpentane 2.55
    2-methyltetrahydrofuran 160.92
    n-hexyl acetate 80.41
    isooctane 2.4
    2-(2-butoxyethoxy)ethanol 125.93
    sec-butyl acetate 49.38
    tert-butyl acetate 57.08
    decalin 5.29
    glycerin 58.12
    diglyme 200.28
    acrylic acid 60.06
    isopropyl myristate 35.2
    n-butyric acid 96.22
    acetyl acetate 52.76
    di(2-ethylhexyl) phthalate 52.5
    ethyl propionate 48.47
    nitromethane 112.32
    1,2-diethoxyethane 79.6
    benzonitrile 96.52
    trioctyl phosphate 35.9
    1-bromopropane 51.49
    gamma-valerolactone 254.31
    n-decanol 28.25
    triethyl phosphate 37.93
    4-methyl-2-pentanol 39.43
    propionitrile 55.04
    vinylene carbonate 124.02
    1,1,2-trichlorotrifluoroethane 149.08
    DMS 73.44
    cumene 28.62
    2-octanol 29.15
    2-hexanone 70.34
    octyl acetate 45.72
    limonene 33.01
    1,2-dimethoxyethane 152.46
    ethyl orthosilicate 36.58
    tributyl phosphate 40.18
    diacetone alcohol 84.97
    N,N-dimethylaniline 58.99
    acrylonitrile 73.85
    aniline 90.73
    1,3-propanediol 74.88
    bromobenzene 82.59
    dibromomethane 127.07
    1,1,2,2-tetrachloroethane 202.02
    2-methyl-cyclohexyl acetate 69.7
    tetrabutyl urea 53.98
    diisobutyl methanol 26.69
    2-phenylethanol 89.49
    styrene 40.62
    dioctyl adipate 57.77
    dimethyl sulfate 77.36
    ethyl butyrate 54.42
    methyl lactate 55.32
    butyl lactate 63.83
    diethyl carbonate 42.72
    propanediol butyl ether 89.19
    triethyl orthoformate 46.31
    p-tert-butyltoluene 24.83
    methyl 4-tert-butylbenzoate 80.15
    morpholine 224.58
    tert-butylamine 37.73
    n-dodecanol 21.85
    dimethoxymethane 128.42
    ethylene carbonate 101.33
    cyrene 122.17
    2-ethoxyethyl acetate 86.89
    2-ethylhexyl acetate 66.35
    1,2,4-trichlorobenzene 106.21
    4-methylpyridine 156.1
    dibutyl ether 29.69
    2,6-dimethyl-4-heptanol 26.69
    DEF 93.15
    dimethyl isosorbide 164.77
    tetrachloroethylene 112.67
    eugenol 90.7
    triacetin 85.65
    span 80 86.51
    1,4-butanediol 37.52
    1,1-dichloroethane 100.43
    2-methyl-1-pentanol 72.65
    methyl formate 72.32
    2-methyl-1-butanol 74.09
    n-decane 2.94
    butyronitrile 65.2
    3,7-dimethyl-1-octanol 41.3
    1-chlorooctane 18.89
    1-chlorotetradecane 8.31
    n-nonane 2.18
    undecane 2.35
    tert-butylcyclohexane 4.27
    cyclooctane 2.03
    cyclopentanol 95.43
    tetrahydropyran 155.54
    tert-amyl methyl ether 35.9
    2,5,8-trioxanonane 153.49
    1-hexene 10.95
    2-isopropoxyethanol 73.73
    2,2,2-trifluoroethanol 34.06
    methyl butyrate 70.39

    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