Kahweol

Overview IFRA Request a quote

  • Identifiers

    CAS number
    6894-43-5

    Molecular formula
    C20H26O3

    SMILES
    C[C@@]12C=CC3=C([C@H]1CC[C@]45[C@H]2CC[C@H](C4)[C@](C5)(CO)O)C=CO3

    Safety labels

  • Odor profile

    Fragrance
    Woody 37.99%
    Fruity 32.41%
    Sweet 31.33%
    Spicy 29.96%
    Floral 29.91%
    Balsamic 29.22%
    Animal 29.01%
    Fresh 28.78%
    Amber 26.43%
    Musk 23.25%

     

    Flavor
    Bitter 59.02%
    Earthy 28.13%
    Fatty 26.74%
    Fruity 23.21%
    Soil 22.71%
    Beet 22.66%
    Cedarleaf 22.61%
    Sweet 22.6%
    Patchouli 22.49%
    Alkaline 22.15%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    6.86 (neutral)

    Molecular weight
    314.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    557°C

    Flash point

    • 235.34 ˚C est.

  • Synonyms

    • Kahweol
    • 6894-43-5
    • CCRIS 1521
    • KX95B6688Y
    • CHEBI:138308
    • (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-ol
    • 5a,8-Methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, (3bS,5aS,7R,8R,10aR,10bS)-
    • 5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, (3bS,5aS,7R,8R,10aR,10bS)-
    • (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo(14.2.1.01,13.04,12.05,9)nonadeca-5(9),6,10-trien-17-ol
    • RefChem:924056
    • 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo(14.2.1.0^(1,13).0^(4,12).0^(5,9))nonadeca-5(9),6,10-trien-17-ol
    • (3bS,5aS,7R,8R,10aR,10bS)-7-(hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b-decahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol
    • 5a,8-Methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, (3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta))-
    • DTXSID50988667
    • 5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, [3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta)]-
    • Kahweol (Standard)
    • SCHEMBL237066
    • UNII-KX95B6688Y
    • CCRIS-1521
    • orb1297313
    • CHEMBL1494598
    • HY-N6258R
    • GAA89443
    • HY-N6258
    • AKOS040760499
    • EBC-615487
    • NCGC00163593-01
    • CS-0032794
    • F82191
    • SR-05000002309
    • Q1721243
    • SR-05000002309-2
    • (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0(1,13).0(4,12).0(5,9)]nonadeca-5(9),6,10-trien-17-ol
    • (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadeca-5(9),6,10-trien-17-ol
    • (3bS,5aS,7R,8R,10aR,10bS)-3b,4,5,6,7,8,9,10,10a,10b-Decahydro-7-hydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol
    • 7-(Hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b-decahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol
    • 6894-43-5

  • Applications

    Kahweol (CAS 6894-43-5) is a lipophilic diterpene isolated from coffee oil and is primarily of interest as a component of coffee oil in research and product development. Practical applications are concentrated in: cosmetics and personal care, where it is evaluated as a natural bioactive with potential for inclusion in skin care formulations; pharmaceutical and drug discovery contexts as a scaffold or starting material for synthesis and library creation of diterpene derivatives; flavor and fragrance, where it is studied for aroma-related aspects linked to coffee oil; chemical synthesis and manufacturing, where it can serve as an intermediate for the synthesis of diterpene derivatives. Use is subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 28.88
    methanol 40.56
    isopropanol 23.37
    water 0.16
    ethyl acetate 32.65
    n-propanol 31.59
    acetone 52.45
    n-butanol 37.97
    acetonitrile 15.55
    DMF 73.38
    toluene 47.62
    isobutanol 19.54
    1,4-dioxane 89.7
    methyl acetate 19.54
    THF 218.64
    2-butanone 32.78
    n-pentanol 10.37
    sec-butanol 6.28
    n-hexane 0.39
    ethylene glycol 8.13
    NMP 23.59
    cyclohexane 1.75
    DMSO 51.74
    n-butyl acetate 22.43
    n-octanol 7.11
    chloroform 109.76
    n-propyl acetate 16.98
    acetic acid 19.84
    dichloromethane 65.95
    cyclohexanone 60.92
    propylene glycol 6.17
    isopropyl acetate 33.51
    DMAc 46.5
    2-ethoxyethanol 39.0
    isopentanol 30.55
    n-heptane 0.72
    ethyl formate 17.67
    1,2-dichloroethane 37.88
    n-hexanol 18.69
    2-methoxyethanol 108.4
    isobutyl acetate 17.72
    tetrachloromethane 9.34
    n-pentyl acetate 21.72
    transcutol 151.27
    n-heptanol 13.87
    ethylbenzene 9.58
    MIBK 37.3
    2-propoxyethanol 75.35
    tert-butanol 20.47
    MTBE 14.78
    2-butoxyethanol 46.05
    propionic acid 12.38
    o-xylene 16.04
    formic acid 14.31
    diethyl ether 27.54
    m-xylene 24.51
    p-xylene 11.35
    chlorobenzene 33.54
    dimethyl carbonate 30.28
    n-octane 0.42
    formamide 26.19
    cyclopentanone 77.07
    2-pentanone 45.31
    anisole 29.95
    cyclopentyl methyl ether 45.45
    gamma-butyrolactone 59.77
    1-methoxy-2-propanol 88.43
    pyridine 74.2
    3-pentanone 27.63
    furfural 63.65
    n-dodecane 0.41
    diethylene glycol 63.54
    diisopropyl ether 8.23
    tert-amyl alcohol 7.1
    acetylacetone 61.67
    n-hexadecane 0.52
    acetophenone 27.1
    methyl propionate 30.72
    isopentyl acetate 27.43
    trichloroethylene 90.92
    n-nonanol 9.04
    cyclohexanol 18.46
    benzyl alcohol 27.0
    2-ethylhexanol 10.6
    isooctanol 12.39
    dipropyl ether 12.84
    1,2-dichlorobenzene 25.96
    ethyl lactate 15.97
    propylene carbonate 27.5
    n-methylformamide 36.58
    2-pentanol 11.38
    n-pentane 0.79
    1-propoxy-2-propanol 42.4
    1-methoxy-2-propyl acetate 53.49
    2-(2-methoxypropoxy) propanol 35.79
    mesitylene 12.2
    ε-caprolactone 37.87
    p-cymene 7.97
    epichlorohydrin 91.57
    1,1,1-trichloroethane 26.83
    2-aminoethanol 17.14
    morpholine-4-carbaldehyde 67.56
    sulfolane 54.54
    2,2,4-trimethylpentane 0.51
    2-methyltetrahydrofuran 36.88
    n-hexyl acetate 20.67
    isooctane 0.81
    2-(2-butoxyethoxy)ethanol 52.51
    sec-butyl acetate 15.04
    tert-butyl acetate 36.06
    decalin 1.01
    glycerin 24.53
    diglyme 99.61
    acrylic acid 14.03
    isopropyl myristate 10.25
    n-butyric acid 35.73
    acetyl acetate 27.07
    di(2-ethylhexyl) phthalate 15.06
    ethyl propionate 18.33
    nitromethane 42.59
    1,2-diethoxyethane 34.15
    benzonitrile 28.93
    trioctyl phosphate 10.53
    1-bromopropane 15.12
    gamma-valerolactone 115.16
    n-decanol 6.42
    triethyl phosphate 11.97
    4-methyl-2-pentanol 13.17
    propionitrile 26.68
    vinylene carbonate 36.8
    1,1,2-trichlorotrifluoroethane 55.86
    DMS 26.41
    cumene 6.81
    2-octanol 6.16
    2-hexanone 15.8
    octyl acetate 12.22
    limonene 8.12
    1,2-dimethoxyethane 66.07
    ethyl orthosilicate 12.45
    tributyl phosphate 10.05
    diacetone alcohol 39.96
    N,N-dimethylaniline 16.83
    acrylonitrile 37.58
    aniline 46.67
    1,3-propanediol 48.29
    bromobenzene 33.62
    dibromomethane 35.89
    1,1,2,2-tetrachloroethane 61.75
    2-methyl-cyclohexyl acetate 18.68
    tetrabutyl urea 14.11
    diisobutyl methanol 8.25
    2-phenylethanol 34.24
    styrene 11.81
    dioctyl adipate 15.75
    dimethyl sulfate 34.78
    ethyl butyrate 18.44
    methyl lactate 25.7
    butyl lactate 23.57
    diethyl carbonate 13.7
    propanediol butyl ether 27.8
    triethyl orthoformate 18.55
    p-tert-butyltoluene 8.01
    methyl 4-tert-butylbenzoate 33.12
    morpholine 82.57
    tert-butylamine 8.91
    n-dodecanol 4.47
    dimethoxymethane 139.08
    ethylene carbonate 33.33
    cyrene 35.8
    2-ethoxyethyl acetate 42.53
    2-ethylhexyl acetate 19.14
    1,2,4-trichlorobenzene 30.98
    4-methylpyridine 56.29
    dibutyl ether 7.36
    2,6-dimethyl-4-heptanol 8.25
    DEF 27.16
    dimethyl isosorbide 59.92
    tetrachloroethylene 42.14
    eugenol 37.09
    triacetin 30.38
    span 80 25.47
    1,4-butanediol 9.72
    1,1-dichloroethane 31.52
    2-methyl-1-pentanol 9.68
    methyl formate 28.26
    2-methyl-1-butanol 15.87
    n-decane 0.78
    butyronitrile 26.73
    3,7-dimethyl-1-octanol 9.08
    1-chlorooctane 3.65
    1-chlorotetradecane 1.61
    n-nonane 0.58
    undecane 0.55
    tert-butylcyclohexane 0.83
    cyclooctane 0.86
    cyclopentanol 16.07
    tetrahydropyran 57.65
    tert-amyl methyl ether 8.33
    2,5,8-trioxanonane 64.32
    1-hexene 1.93
    2-isopropoxyethanol 25.97
    2,2,2-trifluoroethanol 12.07
    methyl butyrate 20.15

    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