Humulene epoxide III

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    21624-36-2

    SMILES
    C\C1=C/CC(C)(C)\C=C/CC2(C)OC2CC1

    Retention indicies (RI)

    • DB5: 1619.0
    • Carbowax: 2081.0

  • Odor profile

    Woody 68.51%
    Herbal 55.5%
    Spicy 50.74%
    Citrus 41.48%
    Fresh 37.53%
    Amber 36.25%
    Dry 34.98%
    Earthy 34.54%
    Mint 33.71%
    Tobacco 33.07%

    Scent© AI

  • Properties

    pKa est.
    6.89 (neutral)

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    271°C

    Flash point est.
    153.15 ˚C

  • Applications

    Humulene epoxide III (CAS 21624-36-2) is used mainly as a research compound: an analytical reference and chemical marker in phytochemical profiling of hop-derived materials, essential oils, and propolis (supporting identification, quantification, and monitoring of oxidation/aging), a scaffold and synthetic intermediate in terpenoid medicinal chemistry to generate new derivatives, a preclinical candidate investigated for anti-inflammatory, antimicrobial/antifungal and tumor-cell cytotoxic activities and for synergy with antibiotics, a lead explored in agrochemical screens for botanical pest and plant-disease control, and a subject of formulation work (e.g., nanoemulsions) to improve solubility and stability for experimental pharma-cosmetic uses; it has no approved therapeutic indication and is primarily used for research.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 82.7
    methanol 54.73
    isopropanol 72.41
    water 0.23
    ethyl acetate 113.18
    n-propanol 82.1
    acetone 86.1
    n-butanol 84.99
    acetonitrile 77.0
    DMF 71.46
    toluene 132.91
    isobutanol 70.72
    1,4-dioxane 227.57
    methyl acetate 106.66
    THF 254.02
    2-butanone 122.95
    n-pentanol 88.42
    sec-butanol 82.54
    n-hexane 34.68
    ethylene glycol 16.69
    NMP 106.88
    cyclohexane 54.06
    DMSO 79.37
    n-butyl acetate 159.53
    n-octanol 97.74
    chloroform 325.12
    n-propyl acetate 111.45
    acetic acid 61.09
    dichloromethane 232.52
    cyclohexanone 153.2
    propylene glycol 40.14
    isopropyl acetate 98.15
    DMAc 138.53
    2-ethoxyethanol 114.7
    isopentanol 84.19
    n-heptane 45.71
    ethyl formate 61.91
    1,2-dichloroethane 114.6
    n-hexanol 134.55
    2-methoxyethanol 110.9
    isobutyl acetate 111.99
    tetrachloromethane 52.72
    n-pentyl acetate 114.93
    transcutol 432.33
    n-heptanol 87.99
    ethylbenzene 106.33
    MIBK 95.25
    2-propoxyethanol 183.74
    tert-butanol 84.45
    MTBE 108.17
    2-butoxyethanol 140.88
    propionic acid 60.56
    o-xylene 105.03
    formic acid 15.55
    diethyl ether 110.06
    m-xylene 104.43
    p-xylene 135.59
    chlorobenzene 113.69
    dimethyl carbonate 43.99
    n-octane 21.87
    formamide 25.83
    cyclopentanone 143.22
    2-pentanone 99.29
    anisole 151.31
    cyclopentyl methyl ether 135.31
    gamma-butyrolactone 128.32
    1-methoxy-2-propanol 114.52
    pyridine 177.4
    3-pentanone 97.34
    furfural 132.73
    n-dodecane 21.57
    diethylene glycol 111.86
    diisopropyl ether 61.62
    tert-amyl alcohol 85.05
    acetylacetone 107.3
    n-hexadecane 24.09
    acetophenone 134.91
    methyl propionate 89.77
    isopentyl acetate 169.95
    trichloroethylene 217.85
    n-nonanol 95.78
    cyclohexanol 89.54
    benzyl alcohol 109.92
    2-ethylhexanol 114.77
    isooctanol 79.22
    dipropyl ether 129.54
    1,2-dichlorobenzene 112.76
    ethyl lactate 67.16
    propylene carbonate 104.3
    n-methylformamide 37.81
    2-pentanol 72.79
    n-pentane 29.87
    1-propoxy-2-propanol 164.85
    1-methoxy-2-propyl acetate 173.57
    2-(2-methoxypropoxy) propanol 167.78
    mesitylene 76.73
    ε-caprolactone 156.89
    p-cymene 94.97
    epichlorohydrin 177.03
    1,1,1-trichloroethane 128.25
    2-aminoethanol 40.96
    morpholine-4-carbaldehyde 171.3
    sulfolane 124.41
    2,2,4-trimethylpentane 23.77
    2-methyltetrahydrofuran 196.35
    n-hexyl acetate 170.15
    isooctane 19.6
    2-(2-butoxyethoxy)ethanol 194.41
    sec-butyl acetate 107.65
    tert-butyl acetate 107.48
    decalin 45.31
    glycerin 43.45
    diglyme 301.59
    acrylic acid 48.49
    isopropyl myristate 94.41
    n-butyric acid 83.57
    acetyl acetate 87.7
    di(2-ethylhexyl) phthalate 95.33
    ethyl propionate 99.75
    nitromethane 77.4
    1,2-diethoxyethane 192.44
    benzonitrile 127.11
    trioctyl phosphate 66.43
    1-bromopropane 108.99
    gamma-valerolactone 189.73
    n-decanol 76.11
    triethyl phosphate 79.42
    4-methyl-2-pentanol 63.99
    propionitrile 84.97
    vinylene carbonate 102.86
    1,1,2-trichlorotrifluoroethane 128.01
    DMS 125.52
    cumene 86.0
    2-octanol 66.01
    2-hexanone 121.17
    octyl acetate 107.88
    limonene 110.67
    1,2-dimethoxyethane 191.0
    ethyl orthosilicate 81.28
    tributyl phosphate 76.13
    diacetone alcohol 99.66
    N,N-dimethylaniline 113.38
    acrylonitrile 80.46
    aniline 97.45
    1,3-propanediol 57.81
    bromobenzene 132.07
    dibromomethane 174.65
    1,1,2,2-tetrachloroethane 197.61
    2-methyl-cyclohexyl acetate 153.92
    tetrabutyl urea 96.22
    diisobutyl methanol 75.43
    2-phenylethanol 138.17
    styrene 110.6
    dioctyl adipate 120.05
    dimethyl sulfate 53.18
    ethyl butyrate 131.45
    methyl lactate 56.39
    butyl lactate 100.68
    diethyl carbonate 99.11
    propanediol butyl ether 130.64
    triethyl orthoformate 116.54
    p-tert-butyltoluene 88.87
    methyl 4-tert-butylbenzoate 133.32
    morpholine 220.34
    tert-butylamine 67.18
    n-dodecanol 63.42
    dimethoxymethane 96.02
    ethylene carbonate 91.14
    cyrene 132.31
    2-ethoxyethyl acetate 157.07
    2-ethylhexyl acetate 156.8
    1,2,4-trichlorobenzene 141.41
    4-methylpyridine 165.28
    dibutyl ether 117.2
    2,6-dimethyl-4-heptanol 75.43
    DEF 98.96
    dimethyl isosorbide 243.31
    tetrachloroethylene 122.37
    eugenol 127.17
    triacetin 174.46
    span 80 154.61
    1,4-butanediol 38.05
    1,1-dichloroethane 121.13
    2-methyl-1-pentanol 93.11
    methyl formate 31.09
    2-methyl-1-butanol 81.78
    n-decane 32.51
    butyronitrile 88.21
    3,7-dimethyl-1-octanol 101.51
    1-chlorooctane 75.54
    1-chlorotetradecane 42.29
    n-nonane 29.4
    undecane 25.82
    tert-butylcyclohexane 38.59
    cyclooctane 30.51
    cyclopentanol 80.1
    tetrahydropyran 209.8
    tert-amyl methyl ether 100.1
    2,5,8-trioxanonane 225.95
    1-hexene 83.25
    2-isopropoxyethanol 106.86
    2,2,2-trifluoroethanol 26.01
    methyl butyrate 111.6

    Scent© AI

1 3

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

Botanical

Name CAS Botanical Proportion
Hop (Nugget cultivar) (USA) 8007-04-3 Humulus lupulus L., cultivar Nugget, fam. Cannabaceae 0.02%
Hop (Cascade cultivar) (USA) 8007-04-3 Humulus lupulus L., cultivar Cascade, fam. Cannabaceae 0.07%
Hop (Galena cultivar) (USA) 8007-04-3 Humulus lupulus L., cultivar Galena, fam. Cannabaceae 0.08%
Hop (Styrian cultivar) (USA) 8007-04-3 Humulus lupulus L., cultivar Styrian, fam. Cannabaceae 0.25%
Hop (Willamette cultivar) (USA) 8007-04-3 Humulus lupulus L., cultivar Willamette, fam. Cannabaceae 0.11%
Phoebe 1 Phoebe porosa Mez. (syn. Oreodaphne porosa Nees et Mart.), fam. Lauraceae 0.35%
Cangerana (Brazil) Cabralea cangerana Sald. (C. glaberrima A. Juss.), fam. Meliaceae 0.6%
Nepeta betonicifolia (Turkey) Nepeta betonicifolia C.A. Meyer, fam. Lamiaceae (Labiatae) 0.1%
Myrtle leaf (Turkey) 2 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.1%