Tricyclodehydroisohumulone

Overview IFRA Request a quote

  • Identifiers

    CAS number
    56143-68-1

    Molecular formula
    C21H28O5

    SMILES
    CC(C)CC(=O)C1=C([C@]23C[C@@H](C([C@H]2CC(=O)[C@@]3(C1=O)O)(C)C)C(=C)C)O

    Safety labels

  • Odor profile

    Fragrance
    Woody 56.82%
    Mint 42.16%
    Herbal 39.92%
    Camphoreous 34.55%
    Dry 33.08%
    Spicy 32.81%
    Sweet 32.31%
    Cooling 30.13%
    Tobacco 27.34%
    Odorless 26.91%

     

    Flavor
    Bitter 81.11%
    Cedarleaf 21.22%
    Odorless 20.8%
    Lovage 19.42%
    Heather 19.42%
    Basil 19.35%
    Broom 19.3%
    Ripe apricot 19.14%
    Red fruit 19.12%
    Bland 19.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    6.42 (neutral)

    Molecular weight
    360.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    478°C

    Flash point

    • 174.25 ˚C est.

  • Synonyms

    • Tricyclodehydroisohumulone
    • 56143-68-1
    • DTXSID30332008
    • RefChem:191423
    • DTXCID30283102
    • (2R,3aR,5aS,8aS)-5a,8-dihydroxy-2-isopropenyl-3,3-dimethyl-7-(3-methylbutanoyl)-1,2,3a,4-tetrahydrocyclopenta(c)pentalene-5,6-dione
    • (2R,3aR,5aS,8aS)-5a,8-dihydroxy-2-isopropenyl-3,3-dimethyl-7-(3-methylbutanoyl)-1,2,3a,4-tetrahydrocyclopenta[c]pentalene-5,6-dione
    • (1S,5S,8R,10R)-2,5-dihydroxy-9,9-dimethyl-3-(3-methylbutanoyl)-10-prop-1-en-2-yltricyclo[6.3.0.01,5]undec-2-ene-4,6-dione
    • C10723
    • CHEBI:9698
    • Q27108473
    • (3aS,5aR,7R,8aS)-1,3a-Dihydroxy-6,6-dimethyl-2-(3-methylbutanoyl)-7-(prop-1-en-2-yl)-5a,6,7,8-tetrahydrocyclopenta[c]pentalene-3,4(3aH,5H)-dione
    • 56143-68-1

  • Applications

    Tricyclodehydroisohumulone (CAS 56143-68-1) is primarily encountered as a fragrance-related compound; in perfumery it can function as an aroma material or odorant with hops-like notes. It is commonly evaluated for use in cosmetics and personal care products as a fragrance ingredient. It may be incorporated into household products such as air fresheners and cleaning formulations to impart a distinctive scent. In industrial manufacturing, it can serve as an intermediate in fragrance chemistry or as a building block for the synthesis of related terpenoid aroma compounds. Use is subject to formulation constraints and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 211.95
    methanol 240.91
    isopropanol 326.29
    water 0.23
    ethyl acetate 272.46
    n-propanol 274.21
    acetone 446.52
    n-butanol 311.22
    acetonitrile 173.69
    DMF 1374.92
    toluene 219.26
    isobutanol 227.81
    1,4-dioxane 532.05
    methyl acetate 290.24
    THF 1927.78
    2-butanone 424.17
    n-pentanol 134.6
    sec-butanol 269.21
    n-hexane 6.49
    ethylene glycol 81.46
    NMP 1395.35
    cyclohexane 12.71
    DMSO 758.73
    n-butyl acetate 194.11
    n-octanol 37.9
    chloroform 845.8
    n-propyl acetate 154.82
    acetic acid 357.45
    dichloromethane 595.3
    cyclohexanone 649.62
    propylene glycol 171.59
    isopropyl acetate 241.92
    DMAc 919.48
    2-ethoxyethanol 254.17
    isopentanol 279.26
    n-heptane 3.95
    ethyl formate 198.6
    1,2-dichloroethane 486.64
    n-hexanol 166.11
    2-methoxyethanol 650.46
    isobutyl acetate 115.57
    tetrachloromethane 95.75
    n-pentyl acetate 122.49
    transcutol 341.99
    n-heptanol 61.44
    ethylbenzene 74.15
    MIBK 274.82
    2-propoxyethanol 472.16
    tert-butanol 350.5
    MTBE 170.02
    2-butoxyethanol 190.58
    propionic acid 241.79
    o-xylene 96.76
    formic acid 194.64
    diethyl ether 168.93
    m-xylene 137.82
    p-xylene 84.87
    chlorobenzene 254.08
    dimethyl carbonate 264.67
    n-octane 1.54
    formamide 303.57
    cyclopentanone 1250.85
    2-pentanone 405.39
    anisole 182.2
    cyclopentyl methyl ether 530.59
    gamma-butyrolactone 1205.12
    1-methoxy-2-propanol 707.06
    pyridine 561.55
    3-pentanone 253.9
    furfural 776.34
    n-dodecane 1.13
    diethylene glycol 341.76
    diisopropyl ether 50.94
    tert-amyl alcohol 240.23
    acetylacetone 456.68
    n-hexadecane 1.4
    acetophenone 212.51
    methyl propionate 325.5
    isopentyl acetate 198.2
    trichloroethylene 1098.64
    n-nonanol 39.88
    cyclohexanol 313.29
    benzyl alcohol 204.85
    2-ethylhexanol 72.21
    isooctanol 51.96
    dipropyl ether 65.35
    1,2-dichlorobenzene 229.38
    ethyl lactate 123.34
    propylene carbonate 579.97
    n-methylformamide 545.8
    2-pentanol 221.81
    n-pentane 10.17
    1-propoxy-2-propanol 276.68
    1-methoxy-2-propyl acetate 317.52
    2-(2-methoxypropoxy) propanol 168.53
    mesitylene 66.73
    ε-caprolactone 542.97
    p-cymene 38.12
    epichlorohydrin 1433.7
    1,1,1-trichloroethane 432.53
    2-aminoethanol 180.61
    morpholine-4-carbaldehyde 1030.51
    sulfolane 1353.15
    2,2,4-trimethylpentane 6.95
    2-methyltetrahydrofuran 769.05
    n-hexyl acetate 142.21
    isooctane 6.07
    2-(2-butoxyethoxy)ethanol 202.7
    sec-butyl acetate 122.8
    tert-butyl acetate 270.81
    decalin 9.11
    glycerin 298.33
    diglyme 346.88
    acrylic acid 266.05
    isopropyl myristate 46.49
    n-butyric acid 397.21
    acetyl acetate 208.53
    di(2-ethylhexyl) phthalate 75.92
    ethyl propionate 158.32
    nitromethane 621.09
    1,2-diethoxyethane 112.67
    benzonitrile 199.48
    trioctyl phosphate 53.12
    1-bromopropane 211.15
    gamma-valerolactone 1298.55
    n-decanol 27.08
    triethyl phosphate 71.28
    4-methyl-2-pentanol 139.52
    propionitrile 202.44
    vinylene carbonate 445.91
    1,1,2-trichlorotrifluoroethane 760.66
    DMS 187.53
    cumene 44.92
    2-octanol 40.13
    2-hexanone 172.22
    octyl acetate 66.81
    limonene 51.86
    1,2-dimethoxyethane 379.97
    ethyl orthosilicate 63.0
    tributyl phosphate 61.39
    diacetone alcohol 444.54
    N,N-dimethylaniline 130.29
    acrylonitrile 287.52
    aniline 319.28
    1,3-propanediol 330.05
    bromobenzene 250.66
    dibromomethane 363.02
    1,1,2,2-tetrachloroethane 851.8
    2-methyl-cyclohexyl acetate 126.9
    tetrabutyl urea 87.84
    diisobutyl methanol 46.33
    2-phenylethanol 228.19
    styrene 82.24
    dioctyl adipate 80.4
    dimethyl sulfate 525.52
    ethyl butyrate 114.54
    methyl lactate 318.3
    butyl lactate 129.38
    diethyl carbonate 83.26
    propanediol butyl ether 148.42
    triethyl orthoformate 83.95
    p-tert-butyltoluene 41.07
    methyl 4-tert-butylbenzoate 179.72
    morpholine 826.09
    tert-butylamine 133.23
    n-dodecanol 18.2
    dimethoxymethane 694.03
    ethylene carbonate 369.78
    cyrene 300.29
    2-ethoxyethyl acetate 184.1
    2-ethylhexyl acetate 138.15
    1,2,4-trichlorobenzene 310.07
    4-methylpyridine 596.32
    dibutyl ether 31.08
    2,6-dimethyl-4-heptanol 46.33
    DEF 434.09
    dimethyl isosorbide 399.62
    tetrachloroethylene 450.6
    eugenol 192.95
    triacetin 137.73
    span 80 148.24
    1,4-butanediol 104.86
    1,1-dichloroethane 472.69
    2-methyl-1-pentanol 134.43
    methyl formate 413.58
    2-methyl-1-butanol 243.27
    n-decane 2.06
    butyronitrile 219.97
    3,7-dimethyl-1-octanol 53.72
    1-chlorooctane 19.75
    1-chlorotetradecane 7.17
    n-nonane 1.72
    undecane 1.47
    tert-butylcyclohexane 7.46
    cyclooctane 4.68
    cyclopentanol 473.9
    tetrahydropyran 500.71
    tert-amyl methyl ether 147.03
    2,5,8-trioxanonane 214.09
    1-hexene 35.2
    2-isopropoxyethanol 174.56
    2,2,2-trifluoroethanol 205.77
    methyl butyrate 218.69

    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