Cubenol

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  • Identifiers

    CAS number
    21284-22-0

    Molecular formula
    C15H26O

    SMILES
    C[C@@H]1CC[C@H]([C@H]2[C@]1(CCC(=C2)C)O)C(C)C

    Retention indicies (RI)

    • DB5: 1628.0
    • Carbowax: 2052.33

  • Odor profile

    Herbal 78.07%
    Spicy 68.7%
    Green 68.01%
    Earthy 56.82%
    Mint 55.79%
    Fresh 54.32%
    Woody 51.5%
    Cooling 44.28%
    Camphoreous 40.67%
    Citrus 40.03%

    Scent© AI

  • Properties

    XLogP3-AA
    3.7

    Molecular weight
    222.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    296°C

    Flash point est.
    113.89 ˚C

  • Synonyms

    • (-)-Cubenol
    • Cubenol
    • (1S,4R,4aR,8aR)-4,7-dimethyl-1-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-4a-ol
    • CHEBI:156224
    • 21284-22-0
    • (1S,4R,4aR,8aR)-4,7-dimethyl-1-(propan-2-yl)-1,3,4,5,6,8a-hexahydronaphthalen-4a(2H)-ol
    • 1-Isopropyl-4,7-dimethyl-1,3,4,5,6,8a-hexahydro-4a(2H)-naphthalenol-, [1S-(1.alpha.,4.beta.,4a.beta.,8a.alpha.)]-
    • 10.beta.H-Cadin-4-en-1-ol
    • DTXSID90880712
    • SCHEMBL437170
    • CHEMBL3120655
    • DTXCID201022075
    • (1S,4R,4aR)-4,7-dimethyl-1-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-4a-ol
    • 1-Isopropyl-4,7-dimethyl-1,3,4,5,6,8a-hexahydro-4a(2H)-naphthalenol-, (1S-(1alpha,4beta,4abeta,8aalpha))-

  • Applications

    Cubenol (CAS 21284-22-0) is a sesquiterpene alcohol with a woody, balsamic, mildly spicy-herbal odor, used across fragrance, flavor, and research: in fine fragrance and personal care it provides earthy-woody facets and acts as a natural fixative due to low volatility; in home-care perfumery (candles, air care, cleaners) it adds depth, masks base notes, and enhances a “natural” character; in flavored foods and beverages, trace levels contribute warm spicy nuances that support spice and smoke accords; in aromatherapy, its warm woody tonality is popular in relaxing blends (not a substitute for medical treatment); in science, it serves as a GC–MS marker/standard when profiling essential oils (e.g., cubeb and patchouli) and as a model compound in studies on antimicrobial, deodorizing, and insect-repellent activities of natural essential-oil mixtures, as well as in biosynthetic and sourcing research.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 80.08
    methanol 43.68
    isopropanol 105.95
    water 0.15
    ethyl acetate 99.42
    n-propanol 97.77
    acetone 102.95
    n-butanol 105.57
    acetonitrile 57.7
    DMF 110.85
    toluene 206.12
    isobutanol 87.55
    1,4-dioxane 287.36
    methyl acetate 95.45
    THF 441.76
    2-butanone 154.25
    n-pentanol 72.51
    sec-butanol 89.41
    n-hexane 21.36
    ethylene glycol 7.23
    NMP 108.08
    cyclohexane 54.81
    DMSO 75.44
    n-butyl acetate 188.16
    n-octanol 103.89
    chloroform 380.18
    n-propyl acetate 86.05
    acetic acid 35.71
    dichloromethane 249.69
    cyclohexanone 249.52
    propylene glycol 17.67
    isopropyl acetate 92.95
    DMAc 132.14
    2-ethoxyethanol 69.62
    isopentanol 102.11
    n-heptane 35.44
    ethyl formate 61.33
    1,2-dichloroethane 133.28
    n-hexanol 148.55
    2-methoxyethanol 94.41
    isobutyl acetate 90.25
    tetrachloromethane 73.4
    n-pentyl acetate 141.43
    transcutol 284.01
    n-heptanol 102.9
    ethylbenzene 116.8
    MIBK 98.36
    2-propoxyethanol 155.46
    tert-butanol 119.49
    MTBE 138.48
    2-butoxyethanol 122.13
    propionic acid 43.58
    o-xylene 127.09
    formic acid 6.48
    diethyl ether 120.2
    m-xylene 140.7
    p-xylene 147.89
    chlorobenzene 157.28
    dimethyl carbonate 31.97
    n-octane 19.25
    formamide 13.78
    cyclopentanone 250.79
    2-pentanone 116.28
    anisole 146.4
    cyclopentyl methyl ether 154.64
    gamma-butyrolactone 180.64
    1-methoxy-2-propanol 100.85
    pyridine 265.73
    3-pentanone 95.53
    furfural 162.92
    n-dodecane 16.79
    diethylene glycol 70.53
    diisopropyl ether 57.73
    tert-amyl alcohol 95.47
    acetylacetone 121.08
    n-hexadecane 19.96
    acetophenone 129.92
    methyl propionate 73.64
    isopentyl acetate 191.39
    trichloroethylene 276.05
    n-nonanol 99.23
    cyclohexanol 109.33
    benzyl alcohol 104.47
    2-ethylhexanol 117.91
    isooctanol 91.68
    dipropyl ether 120.25
    1,2-dichlorobenzene 133.58
    ethyl lactate 41.52
    propylene carbonate 113.89
    n-methylformamide 38.22
    2-pentanol 74.23
    n-pentane 23.62
    1-propoxy-2-propanol 150.48
    1-methoxy-2-propyl acetate 152.35
    2-(2-methoxypropoxy) propanol 135.9
    mesitylene 96.7
    ε-caprolactone 190.51
    p-cymene 116.53
    epichlorohydrin 219.06
    1,1,1-trichloroethane 181.36
    2-aminoethanol 22.53
    morpholine-4-carbaldehyde 160.33
    sulfolane 152.92
    2,2,4-trimethylpentane 18.26
    2-methyltetrahydrofuran 268.28
    n-hexyl acetate 178.82
    isooctane 18.9
    2-(2-butoxyethoxy)ethanol 157.36
    sec-butyl acetate 79.44
    tert-butyl acetate 112.6
    decalin 34.13
    glycerin 22.64
    diglyme 252.33
    acrylic acid 30.67
    isopropyl myristate 95.8
    n-butyric acid 91.61
    acetyl acetate 70.39
    di(2-ethylhexyl) phthalate 92.38
    ethyl propionate 72.45
    nitromethane 58.93
    1,2-diethoxyethane 162.84
    benzonitrile 155.96
    trioctyl phosphate 67.78
    1-bromopropane 132.12
    gamma-valerolactone 253.83
    n-decanol 76.34
    triethyl phosphate 62.91
    4-methyl-2-pentanol 66.5
    propionitrile 88.54
    vinylene carbonate 112.88
    1,1,2-trichlorotrifluoroethane 101.02
    DMS 98.01
    cumene 93.22
    2-octanol 80.66
    2-hexanone 109.93
    octyl acetate 111.83
    limonene 125.21
    1,2-dimethoxyethane 170.4
    ethyl orthosilicate 66.37
    tributyl phosphate 67.88
    diacetone alcohol 103.19
    N,N-dimethylaniline 109.9
    acrylonitrile 82.07
    aniline 129.69
    1,3-propanediol 52.36
    bromobenzene 189.63
    dibromomethane 193.08
    1,1,2,2-tetrachloroethane 217.44
    2-methyl-cyclohexyl acetate 136.37
    tetrabutyl urea 91.57
    diisobutyl methanol 81.17
    2-phenylethanol 149.13
    styrene 120.81
    dioctyl adipate 111.6
    dimethyl sulfate 41.52
    ethyl butyrate 114.78
    methyl lactate 34.65
    butyl lactate 97.25
    diethyl carbonate 76.26
    propanediol butyl ether 99.61
    triethyl orthoformate 92.57
    p-tert-butyltoluene 113.47
    methyl 4-tert-butylbenzoate 151.58
    morpholine 261.77
    tert-butylamine 97.7
    n-dodecanol 61.06
    dimethoxymethane 101.34
    ethylene carbonate 98.81
    cyrene 101.38
    2-ethoxyethyl acetate 152.66
    2-ethylhexyl acetate 165.75
    1,2,4-trichlorobenzene 156.73
    4-methylpyridine 261.07
    dibutyl ether 117.18
    2,6-dimethyl-4-heptanol 81.17
    DEF 97.95
    dimethyl isosorbide 216.73
    tetrachloroethylene 132.77
    eugenol 128.17
    triacetin 133.96
    span 80 131.29
    1,4-butanediol 20.95
    1,1-dichloroethane 161.16
    2-methyl-1-pentanol 80.78
    methyl formate 30.71
    2-methyl-1-butanol 91.17
    n-decane 28.81
    butyronitrile 116.07
    3,7-dimethyl-1-octanol 106.84
    1-chlorooctane 83.13
    1-chlorotetradecane 39.95
    n-nonane 25.86
    undecane 21.4
    tert-butylcyclohexane 33.18
    cyclooctane 24.52
    cyclopentanol 106.41
    tetrahydropyran 302.06
    tert-amyl methyl ether 93.45
    2,5,8-trioxanonane 185.1
    1-hexene 69.26
    2-isopropoxyethanol 72.45
    2,2,2-trifluoroethanol 14.54
    methyl butyrate 93.27

    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
Ayou Aydendron barbeyana Mez. (Nectandra globosa Mez.), fam. Lauraceae 2.7%
Cedrela odorata Cedrela odorata L., fam. Meliaceae 1.4%
Schinus molle 68917-52-2 Schinus molle L., fam. Anarcadiaceae 0.06%
Blumea brevipes Blumea brevipes (Oliv. & Hiern) Willd., fam. Asteraceae (Compositae) 0.05%
Phoebe 1 Phoebe porosa Mez. (syn. Oreodaphne porosa Nees et Mart.), fam. Lauraceae 0.65%
Sideritis lycia (Turkey) Sideritis lycia Boiss. et Heldr., fam. Lamiaceae (Labiatae) 3.1%
Myrica cerifera leaf (Cuba) Myrica cerifera L., fam. Myricaceae 3.73%
Artemisia campestris (Italy) 1 Artemisia campestris L. ssp. borealis (Pallas), H.M. Hall et Clements 0.01%
Artemisia genipi (Italy) Artemisia genipi Weber, fam. Asteraceae (Compositae) 0.01%
Artemisia petrosa (Italy) Artemisia petrosa Baumg. ssp. eriantha Ten., fam. Asteraceae (Compositae) 0.01%
Wormwood (Mugwort) (Italy) 2 8008-93-3 Artemisia absinthium L., fam. Asteraceae (Compositae) 0.01%
Artemisia chamaemelifolia (Italy) Artemisia chamaemelifolia Vill., fam. Asteraceae (Compositae) 0.01%
Artemisia glacialis (Italy) Artemisia glacialis L., fam. Asteraceae (Compositae) 0.01%
Artemisia campestris (Italy) 2 Artemisia campestris L. ssp. campestris, fam. Asteraceae (Compositae) 0.1%
Artemisia alba (Italy) 84775-75-7 Artemisia alba Turra, fam. Asteraceae (Compositae) 0.01%
Annual wormwood (Italy) Artemisia annua L., fam. Asteraceae (Compositae) 0.01%
Artemisia verlotiorum (Italy) Artemisia verlotiorum Lamotte, fam. Asteraceae (Compositae) 0.01%
Armoise (Italy) 8008-93-3 Artemisia vulgaris L., fam. Asteraceae (Compositae) 0.01%
Cangerana (Brazil) Cabralea cangerana Sald. (C. glaberrima A. Juss.), fam. Meliaceae 0.3%
Pimento (Allspice) (Cuba) 2 (leaf) 8006-77-7 Pimenta dioica (L.) Merr. (P. officinalis Lindl.), fam. Myrtaceae 0.16%
Xylopia aethiopica fruit (Benin) 1 Xylopia aethiopica (Dunal) A. Richard, fam. Annonaceae 0.63%
Pinus sibirica (Mongolia) 1a Pinus sibirica (Rupr.) Mayr (Siberian pine), fam. Pinaceae 0.01%
Pinus sibirica (Mongolia) 1b Pinus sibirica (Rupr.) Mayr (Siberian pine), fam. Pinaceae 0.1%
Tea Tree (USA-California) 2 68647-73-4 Melaleuca alternifolia (Maiden et Betche) Cheel, fam. Myrtaceae 0.35%
Lippia alba (Cuba) 1a leaf Lippia alba (Mill.) N.E. Brown, fam. Verbenaceae 0.08%
Teucrium haenseleri flower Teucrium haenseleri Boiss., fam. Lamiaceae (Labiatae) 1.3%
Pelargonium sidoides Pelargonium sidoides DC., fam. Geraniaceae 0.1%
Pelargonium reniforme Pelargonium reniforme Curt., fam. Geraniaceae 2.6%
Cabore (Brazil) Micrastur ruficolis, fam. Leguminosae (so-called: officially unknown) 0.3%
Helichrysum stoechas (France) 8023-85-8 Helichrysum stoechas L., fam. Asteraceae (Compositae) 0.2%
Basil (Brazil) var. purpurascens 8015-73-4 Ocimum basilicum L. cultivar purpurascens Benth., fam.Lamiaceae (Labiatae) 2.3%
Tessaria absinthioides (Argentina) Tessaria absinthioides (Hook et Arn.) D. Candole, fam. Asteraceae (Comp.) 0.85%
Piper auritum (Cuba) Piper auritum H.B.K., fam. Piperaceae 0.1%
Bupleurum gibraltarium (Spain) Bupleurum gibraltarium Lam., fam. Apiaceae (Umbelliferae) 0.8%
Guava fruit (Reunion island) 91770-12-6 Psidium guajava L., fam. Myrtaceae 1.8%
Alpinia laosensis (Vietnam) Alpinia laosensis Gagnep., fam. Zingiberaceae 0.01%
Fitzroya cupressoides Fitzroya cupressoides (Mol.) Johnston, fam. Cupressaceae 2.5%
Guava fruit (Cuba) 91770-12-6 Psidium guajava L., fam. Myrtaceae 1.0%
Piper plurinervosum Piper plurinervosum Yuncker, fam. Piperaceae 1.2%
Lippia alba (Peru) leaf Lippia alba (Mill.) N.E. Brown, fam. Verbenaceae 0.4%
Cubeb 2 8007-87-2 Piper cubeba L., fam. Piperaceae 2.5%
Balsamite/Costmary (Lithuania) 1a Chrysanthemum balsamita L., fam. Asteraceae (Compositae) 0.23%
Eucalyptus citriodora (Rwanda) 8008-48-4 Eucalyptus citriodora Hook. f., fam. Myrtaceae 0.12%
Hyptis crenata (Brazil) Hyptis crenata Pohl ex Benth, fam. Lamiaceae (Labiatae) 0.3%
Tejpat leaf Cinnamomum tamala (Ham.) Nees et Eberm., fam. Lauraceae 0.6%
Juniperus cedrus (Portugal-Madeira) Juniperus cedrus Webb & Berth. (J. oxycedrus L), fam. Cupressaceae 0.1%
Lantana camara (India) 1a leaf 90046-17-6 Lantana camara L., fam. Verbenaceae 1.1%
Lantana camara (India) 1b flower 90046-17-6 Lantana camara L., fam. Verbenaceae 1.8%
Siparuna guianensis stem wood Siparuna guianensis Aublet, fam. Monimiaceae 2.0%
Salvia pomifera Salvia pomifera L. ssp. calycina (Sm.) Hayek, fam. Lamiaceae (Labiatae) 0.4%