Cubebol

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  • Identifiers

    CAS number
    23445-02-5

    Molecular formula
    C15H26O

    SMILES
    C[C@@H]1CC[C@H]([C@H]2[C@]13[C@@H]2[C@@](CC3)(C)O)C(C)C

    Retention indicies (RI)

    • DB5: 1493.67
    • Carbowax: 1866.0

  • Odor profile

    Woody 68.0%
    Spicy 62.86%
    Herbal 60.42%
    Balsamic 47.62%
    Mint 47.38%
    Earthy 45.07%
    Sweet 41.11%
    Fruity 39.16%
    Green 38.52%
    Camphoreous 37.86%

    Scent© AI

  • Properties

    XLogP3-AA
    3.9

    Molecular weight
    222.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    299°C

    Flash point est.
    78.0 ˚C

    Solubility expt.

    • Slightly soluble in water
    • Soluble (in ethanol)

  • Synonyms

    • cubebol
    • cubeb camphor
    • (-)-cubebol
    • 23445-02-5
    • FEMA No. 4497
    • UNII-9C9ZTS2B3U
    • 9C9ZTS2B3U
    • CHEBI:63446
    • DTXSID90177997
    • (1R,4S,5R,6R,7S,10R)-4,10-dimethyl-7-propan-2-yltricyclo[4.4.0.01,5]decan-4-ol
    • 1H-Cyclopenta(1,3)cyclopropa(1,2)benzen-3-ol, octahydro-3,7-dimethyl-4-(1-methylethyl)-, (3S,3aR,3bR,4S,7R,7aR)-
    • (-)-(1R,4S,5R,6R,7S,10R)-7-isopropyl-4,10-dimethyl-tricyclo[4.4.0.0(1,5)]decan-4-ol
    • (1R,4S,5R,6R,7S,10R)-7-isopropyl-4,10-dimethyl-tricyclo[4.4.0.0(1,5)]decan-4-ol
    • (3S,3aR,3bR,4S,7R,7aR)-3,7-dimethyl-4-(propan-2-yl)octahydro-1H-cyclopenta[1,3]cyclopropa[1,2]benzen-3-ol
    • 1H-Cyclopenta(1,3)cyclopropa(1,2)benzen-3-ol, 2,3,3aalpha,3balpha,4,5,6,7-octahydro-4alpha-isopropyl-3beta,7betadimethyl-, (-)-
    • 1H-Cyclopenta(1,3)cyclopropa(1,2)benzen-3-ol, octahydro-3,7-dimethyl-4-(1-methylethyl)-, (3S-(3alpha,3abeta,3balpha,4alpha,7beta,7aS*))-
    • 1H-CYCLOPENTA(1,3)CYCLOPROPA(1,2)BENZEN-3-OL, 2,3,3A.ALPHA.,3B.ALPHA.,4,5,6,7-OCTAHYDRO-4.ALPHA.-ISOPROPYL-3.BETA.,7.BETA-DIMETHYL-, (-)-
    • 1H-CYCLOPENTA(1,3)CYCLOPROPA(1,2)BENZEN-3-OL, OCTAHYDRO-3,7-DIMETHYL-4-(1-METHYLETHYL)-, (3S-(3.ALPHA.,3A.BETA.,3B.ALPHA.,4.ALPHA.,7.BETA.,7AS*))-
    • (1R,4S,5R,6R,7S,10R)-4,10-dimethyl-7-propan-2-yltricyclo(4.4.0.01,5)decan-4-ol
    • (1R,4S,5R,6R,7S,10R)-7-Isopropyl-4,10-dimethyl-tricyclo(4.4.0.0(1,5))decan-4-ol
    • (4R,5S,6S,7R,10S)-4,10-dimethyl-7-propan-2-yltricyclo(4.4.0.01,5)decan-4-ol
    • (4R,5S,6S,7R,10S)-4,10-dimethyl-7-propan-2-yltricyclo[4.4.0.01,5]decan-4-ol
    • (-)-(1R,4S,5R,6R,7S,10R)-7-Isopropyl-4,10-dimethyl-tricyclo(4.4.0.0(1,5))decan-4-ol
    • (3S,3aR,3bR,4S,7R,7aR)-3,7-dimethyl-4-(propan-2-yl)octahydro-1H-cyclopenta(1,3)cyclopropa(1,2)benzen-3-ol
    • SCHEMBL246610
    • DTXCID50100488
    • Q726875
    • (1R,4S,5R,6R,7S,10R)-4,10-Dimethyl-7-isopropyltricyclo[4.4.0.01,5]decane-4-ol
    • 1H-CYCLOPENTA(1,3)CYCLOPROPA(1,2)BENZEN-3-OL, 2,3,3AALPHA,3BALPHA,4,5,6,7-OCTAHYDRO-4ALPHA-ISOPROPYL-3BETA,7.BETA-DIMETHYL-, (-)-

  • Applications

    Cubebol (CAS 23445-02-5) is a natural sesquiterpene alcohol found in cubeb/Java pepper and related Piper oils, valued for its clean, long-lasting cooling with very low intrinsic odor; these traits make it widely used as a cooling and flavor-modulating ingredient in foods and beverages (chewing gum, lozenges, sugar-free mints, carbonated and still drinks, dairy, icings), where it masks bitterness/metallic off-notes from high-intensity sweeteners and delivers sustained coolness without imposing a mint flavor; in oral care (toothpaste, mouthwash, tongue gels) to boost freshness and persistence; in OTC/nutraceutical formats (throat lozenges, sprays) as a flavor–cooling component; in cosmetics and personal care (lip balms, shampoos, body washes, shave gels) to provide gentle skin-cooling and a cleaner sensory profile; and in perfumery and home care (air care, cleaners, deodorizers) as a modifier adding minty-peppery, woody freshness and diffusion, often synergizing with menthol, WS-3/WS-23 and other terpenes; technically, cubebol offers lower volatility than menthol, broad pH/heat stability, and good compatibility with emulsions/encapsulation for controlled release and longevity, enabling non-mint architectures (fruit, tea, herbal) and products that require pronounced cooling with minimal background odor.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 175.31
    methanol 135.31
    isopropanol 268.77
    water 0.69
    ethyl acetate 224.82
    n-propanol 213.28
    acetone 320.83
    n-butanol 221.82
    acetonitrile 184.82
    DMF 293.66
    toluene 252.68
    isobutanol 181.57
    1,4-dioxane 574.2
    methyl acetate 224.35
    THF 1065.19
    2-butanone 291.27
    n-pentanol 108.68
    sec-butanol 164.28
    n-hexane 18.31
    ethylene glycol 34.84
    NMP 174.42
    cyclohexane 57.1
    DMSO 185.05
    n-butyl acetate 227.95
    n-octanol 92.86
    chloroform 538.49
    n-propyl acetate 141.46
    acetic acid 82.06
    dichloromethane 386.15
    cyclohexanone 371.53
    propylene glycol 66.51
    isopropyl acetate 194.44
    DMAc 211.97
    2-ethoxyethanol 143.31
    isopentanol 185.36
    n-heptane 26.92
    ethyl formate 143.89
    1,2-dichloroethane 232.97
    n-hexanol 202.12
    2-methoxyethanol 255.71
    isobutyl acetate 143.29
    tetrachloromethane 104.89
    n-pentyl acetate 151.95
    transcutol 322.56
    n-heptanol 108.57
    ethylbenzene 108.53
    MIBK 192.55
    2-propoxyethanol 308.89
    tert-butanol 253.89
    MTBE 265.5
    2-butoxyethanol 173.64
    propionic acid 106.99
    o-xylene 129.06
    formic acid 23.92
    diethyl ether 244.91
    m-xylene 158.93
    p-xylene 151.34
    chlorobenzene 200.51
    dimethyl carbonate 96.55
    n-octane 13.57
    formamide 49.98
    cyclopentanone 516.21
    2-pentanone 247.44
    anisole 188.56
    cyclopentyl methyl ether 275.95
    gamma-butyrolactone 411.76
    1-methoxy-2-propanol 254.5
    pyridine 370.61
    3-pentanone 174.49
    furfural 264.25
    n-dodecane 12.63
    diethylene glycol 185.64
    diisopropyl ether 95.48
    tert-amyl alcohol 147.35
    acetylacetone 271.48
    n-hexadecane 15.1
    acetophenone 154.92
    methyl propionate 177.02
    isopentyl acetate 226.69
    trichloroethylene 376.68
    n-nonanol 90.05
    cyclohexanol 176.5
    benzyl alcohol 144.96
    2-ethylhexanol 112.37
    isooctanol 91.57
    dipropyl ether 153.19
    1,2-dichlorobenzene 156.49
    ethyl lactate 80.14
    propylene carbonate 214.22
    n-methylformamide 134.71
    2-pentanol 146.7
    n-pentane 27.89
    1-propoxy-2-propanol 233.96
    1-methoxy-2-propyl acetate 246.54
    2-(2-methoxypropoxy) propanol 156.57
    mesitylene 103.58
    ε-caprolactone 277.95
    p-cymene 94.65
    epichlorohydrin 424.05
    1,1,1-trichloroethane 264.08
    2-aminoethanol 81.88
    morpholine-4-carbaldehyde 276.56
    sulfolane 299.94
    2,2,4-trimethylpentane 17.73
    2-methyltetrahydrofuran 460.74
    n-hexyl acetate 194.52
    isooctane 20.78
    2-(2-butoxyethoxy)ethanol 194.25
    sec-butyl acetate 122.51
    tert-butyl acetate 204.94
    decalin 27.37
    glycerin 77.5
    diglyme 341.48
    acrylic acid 82.24
    isopropyl myristate 93.6
    n-butyric acid 176.59
    acetyl acetate 151.78
    di(2-ethylhexyl) phthalate 85.45
    ethyl propionate 131.59
    nitromethane 175.78
    1,2-diethoxyethane 184.66
    benzonitrile 189.84
    trioctyl phosphate 69.07
    1-bromopropane 186.59
    gamma-valerolactone 486.19
    n-decanol 70.53
    triethyl phosphate 78.4
    4-methyl-2-pentanol 109.69
    propionitrile 222.24
    vinylene carbonate 201.12
    1,1,2-trichlorotrifluoroethane 194.81
    DMS 143.27
    cumene 79.48
    2-octanol 77.76
    2-hexanone 153.07
    octyl acetate 107.74
    limonene 105.92
    1,2-dimethoxyethane 311.46
    ethyl orthosilicate 80.82
    tributyl phosphate 71.29
    diacetone alcohol 178.99
    N,N-dimethylaniline 119.04
    acrylonitrile 216.96
    aniline 200.3
    1,3-propanediol 149.07
    bromobenzene 222.88
    dibromomethane 276.64
    1,1,2,2-tetrachloroethane 303.49
    2-methyl-cyclohexyl acetate 147.64
    tetrabutyl urea 88.46
    diisobutyl methanol 88.6
    2-phenylethanol 193.21
    styrene 118.38
    dioctyl adipate 104.59
    dimethyl sulfate 109.18
    ethyl butyrate 150.89
    methyl lactate 93.13
    butyl lactate 123.11
    diethyl carbonate 102.93
    propanediol butyl ether 139.11
    triethyl orthoformate 118.25
    p-tert-butyltoluene 98.37
    methyl 4-tert-butylbenzoate 149.89
    morpholine 511.27
    tert-butylamine 170.57
    n-dodecanol 55.99
    dimethoxymethane 312.57
    ethylene carbonate 188.41
    cyrene 136.97
    2-ethoxyethyl acetate 197.15
    2-ethylhexyl acetate 175.25
    1,2,4-trichlorobenzene 185.36
    4-methylpyridine 337.15
    dibutyl ether 109.07
    2,6-dimethyl-4-heptanol 88.6
    DEF 171.53
    dimethyl isosorbide 249.91
    tetrachloroethylene 200.95
    eugenol 134.68
    triacetin 164.0
    span 80 143.67
    1,4-butanediol 55.61
    1,1-dichloroethane 277.1
    2-methyl-1-pentanol 98.69
    methyl formate 113.1
    2-methyl-1-butanol 147.65
    n-decane 20.7
    butyronitrile 223.07
    3,7-dimethyl-1-octanol 102.79
    1-chlorooctane 68.05
    1-chlorotetradecane 31.77
    n-nonane 18.37
    undecane 15.9
    tert-butylcyclohexane 26.37
    cyclooctane 23.02
    cyclopentanol 220.64
    tetrahydropyran 541.23
    tert-amyl methyl ether 143.97
    2,5,8-trioxanonane 225.93
    1-hexene 64.63
    2-isopropoxyethanol 127.92
    2,2,2-trifluoroethanol 47.83
    methyl butyrate 158.85

    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

Botanical

Name CAS Botanical Proportion
Cubeb 1 8007-87-2 Piper cubeba L., fam. Piperaceae 3.5%
Marigold pot 1 70892-20-5 Calendula officinalis L. (Pot Marigold), fam. Asteraceae (Compositae) 0.98%
Juniperus rigida (Japan) 2 Juniperus rigida Mig., fam. Cupressaceae 0.05%
Artemisia umbelliformis (Italy) Artemisia umbelliformis Lam., fam. Asteraceae (Compositae) 0.01%
Sideritis condensata Sideritis condensata Boiss. et Heldr., fam. Lamiaceae (Labiatae) 0.4%
Laurel stem bark (France) Laurus nobilis L., fam. Lauraceae 0.1%
Laurel stem wood (France) Laurus nobilis L., fam. Lauraceae 6.0%
Cabore (Brazil) Micrastur ruficolis, fam. Leguminosae (so-called: officially unknown) 0.9%
Cymbopogon nardus, var. confertiflorus Cymbopogon naruds (L.) Rendle, var., confertiflorus (Steud.), fam. Poaceae 0.05%
Juniper berry 9 8012-91-7 Juniperus communis L., fam. Cupressaceae 0.2%
Cubeb 2 8007-87-2 Piper cubeba L., fam. Piperaceae 0.05%
Balsamite/Costmary (Lithuania) 1a Chrysanthemum balsamita L., fam. Asteraceae (Compositae) 0.72%
Balsamite/Costmary (Lithuania) 1b Chrysanthemum balsamita L., fam. Asteraceae (Compositae) 0.7%
Salvia pomifera Salvia pomifera L. ssp. calycina (Sm.) Hayek, fam. Lamiaceae (Labiatae) 1.7%
Mikania cordata leaf Mikania cordata (Burm.f.) B.L. Robinson var. cordata, fam. Asteraceae 0.1%
Pinus sylvestris (Greece) 8023-99-2 Pinus sylvestris L. (Scotch pine), fam. Pinaceae 0.4%
Pinus mugo (Dwarf pine) 3 (Greece) 8000-26-8 Pinus mugo Turra, fam. Pinaceae 1.8%
Inula verbascifolia ssp. methanea Inula verbascifolia ssp methanea (Hausskn.) Turin, fam. Asteraceae 0.01%
Eupatorium ballotaefolium Eupatorium ballotaefolium H.B.K., fam. Asteraceae (Compositae) 1.5%
Teucrium carolipaui (Spain) Teucrium carolipaui Pau, fam. Lamiaceae (Labiatae) 2.7%
Solidago gigantea Solidago gigantea Ait., fam. Asteraceae (Compositae) 0.3%
Tanacetum balsamita Tanacetum balsamita L., fam. Asteraceae (Compositae) 1.5%
Cerastium candidissimum (Greece) Cerastium candidissimum Correns, fam. Caryophyllaceae 0.3%
Galbanum stem (Iran) 9000-24-2 Ferula galbaniflua Boiss. et Buhse, fam. Apiaceae (Umbelliferae) 1.0%
Galbanum root (Iran) 9000-24-2 Ferula galbaniflua Boiss. et Buhse, fam. Apiaceae (Umbelliferae) 0.2%
Thymus migricus (Turkey) Thymus migricus Klokov et Des.-Shost., fam. Lamiaceae (Labiatae) 0.05%
Thymus fedtschenkoi var. handelii (Turkey) Thymus fedtschenkoi var. handelii, fam. Lamiaceae (Labiatae) 0.1%
Cachrys sicula (Spain) Cachrys sicula L., fam. Apiaceae (Umbelliferae) 0.05%
Croton jimenezii (Costa Rica) Croton jimenezii Standl. et Valerio, fam. Euphorbiaceae 0.3%
Salvia aucheri (Turkey) 1a var. aucheri Salvia aucheri Benth. var. aucheri, fam. Lamiaceae (Labiatae) 0.05%
Salvia aucheri (Turkey) 1b var. canenscens Salvia aucheri Benth. var. canenscens, fam. Lamiaceae (Labiatae) 0.05%
Argyranthemum adauctum ssp. erythrocarpon Argyranthemum adauctum ssp. erythrocarpon Humphries, fam. Asteraceae 0.01%
Micromeria graeca (Greece) Micromeria graeca (L.) Bentham et Reichenb., fam. Lamiaceae (Labiatae) 0.02%