(4alpha)-18-(Acetyloxy)kauran-17-oic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    205312-86-3

    Molecular formula
    C22H34O4

    SMILES
    CC(=O)OC[C@@]1(CCC[C@@]2([C@@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@H](C4)C(=O)O)C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 65.3%
    Balsamic 46.34%
    Amber 44.3%
    Dry 39.18%
    Cedar 38.49%
    Fruity 35.11%
    Musk 32.32%
    Pine 30.01%
    Spicy 29.32%
    Animal 29.26%

     

    Flavor
    Sweet 42.21%
    Fruity 39.61%
    Fruit 33.46%
    Woody 30.6%
    Balsam 29.86%
    Herbal 29.67%
    Pine 24.1%
    Spicy 24.04%
    Mint 22.99%
    Rose 22.91%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.4

    pKa est.
    6.11 (neutral)

    Molecular weight
    362.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    492°C

    Flash point

    • 229.82 ˚C est.

  • Synonyms

    • (4alpha)-18-(Acetyloxy)kauran-17-oic acid
    • 205312-86-3
    • (1S,4S,5R,9S,10R,13R,14S)-5-(acetyloxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-14-carboxylic acid
    • (1S,4S,5R,9S,10R,13R,14S)-5-(acetyloxymethyl)-5,9-dimethyltetracyclo(11.2.1.01,10.04,9)hexadecane-14-carboxylic acid
    • RefChem:69495
    • Annoglabasin B
    • 7ZXC35EQF6
    • DTXSID701286014
    • (4I+/-)-18-(Acetyloxy)kauran-17-oic acid
    • Kauran-17-oic acid, 18-(acetyloxy)-, (4alpha)-
    • 18-(Acetyloxy)-5beta,8alpha,9beta,10alpha,13alpha,16beta-kauran-17-oic acid
    • 205312-86-3

  • Applications

    Compound (4alpha)-18-(Acetyloxy)kauran-17-oic acid, CAS number: 205312-86-3, is primarily used as an intermediate in the synthesis of kauran-type diterpenoid derivatives for pharmaceutical research and natural product libraries; it provides a molecular scaffold for transformations to generate semi-synthetic compounds with potential bioactivity; it may be considered for cosmetic and fragrance applications as a precursor or fragrance-related ingredient; it is also evaluated in agricultural research as a lead scaffold for bioactive compounds with potential plant-protection properties; in industrial synthesis, it can serve as a specialty intermediate for complex synthetic sequences.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 51.76
    methanol 43.57
    isopropanol 56.61
    water 0.31
    ethyl acetate 77.16
    n-propanol 76.09
    acetone 94.32
    n-butanol 65.62
    acetonitrile 44.32
    DMF 182.17
    toluene 87.55
    isobutanol 44.2
    1,4-dioxane 128.32
    methyl acetate 52.02
    THF 416.7
    2-butanone 78.61
    n-pentanol 25.43
    sec-butanol 27.15
    n-hexane 0.77
    ethylene glycol 10.63
    NMP 109.17
    cyclohexane 3.36
    DMSO 106.58
    n-butyl acetate 43.09
    n-octanol 9.62
    chloroform 244.9
    n-propyl acetate 33.9
    acetic acid 62.59
    dichloromethane 143.24
    cyclohexanone 120.6
    propylene glycol 17.18
    isopropyl acetate 63.28
    DMAc 128.71
    2-ethoxyethanol 58.29
    isopentanol 45.66
    n-heptane 0.55
    ethyl formate 35.05
    1,2-dichloroethane 84.5
    n-hexanol 32.09
    2-methoxyethanol 123.22
    isobutyl acetate 28.52
    tetrachloromethane 21.72
    n-pentyl acetate 31.52
    transcutol 138.38
    n-heptanol 17.23
    ethylbenzene 19.08
    MIBK 54.88
    2-propoxyethanol 120.45
    tert-butanol 41.79
    MTBE 24.77
    2-butoxyethanol 59.49
    propionic acid 44.79
    o-xylene 30.08
    formic acid 30.87
    diethyl ether 47.27
    m-xylene 45.2
    p-xylene 20.45
    chlorobenzene 71.6
    dimethyl carbonate 52.82
    n-octane 0.26
    formamide 47.92
    cyclopentanone 183.66
    2-pentanone 82.69
    anisole 47.74
    cyclopentyl methyl ether 87.23
    gamma-butyrolactone 184.34
    1-methoxy-2-propanol 136.71
    pyridine 143.63
    3-pentanone 54.49
    furfural 135.8
    n-dodecane 0.22
    diethylene glycol 79.29
    diisopropyl ether 11.41
    tert-amyl alcohol 19.88
    acetylacetone 103.99
    n-hexadecane 0.28
    acetophenone 50.21
    methyl propionate 72.19
    isopentyl acetate 44.76
    trichloroethylene 201.9
    n-nonanol 10.94
    cyclohexanol 41.6
    benzyl alcohol 50.75
    2-ethylhexanol 13.32
    isooctanol 13.87
    dipropyl ether 15.29
    1,2-dichlorobenzene 54.69
    ethyl lactate 29.29
    propylene carbonate 83.21
    n-methylformamide 81.62
    2-pentanol 27.71
    n-pentane 1.41
    1-propoxy-2-propanol 71.06
    1-methoxy-2-propyl acetate 90.03
    2-(2-methoxypropoxy) propanol 45.45
    mesitylene 18.57
    ε-caprolactone 103.29
    p-cymene 9.85
    epichlorohydrin 217.08
    1,1,1-trichloroethane 70.69
    2-aminoethanol 34.36
    morpholine-4-carbaldehyde 137.18
    sulfolane 150.53
    2,2,4-trimethylpentane 0.77
    2-methyltetrahydrofuran 108.21
    n-hexyl acetate 32.38
    isooctane 0.84
    2-(2-butoxyethoxy)ethanol 63.69
    sec-butyl acetate 27.92
    tert-butyl acetate 54.83
    decalin 1.42
    glycerin 38.22
    diglyme 112.04
    acrylic acid 43.46
    isopropyl myristate 10.81
    n-butyric acid 85.29
    acetyl acetate 60.32
    di(2-ethylhexyl) phthalate 20.51
    ethyl propionate 35.42
    nitromethane 103.27
    1,2-diethoxyethane 35.37
    benzonitrile 55.19
    trioctyl phosphate 13.74
    1-bromopropane 36.5
    gamma-valerolactone 241.84
    n-decanol 6.74
    triethyl phosphate 18.83
    4-methyl-2-pentanol 19.39
    propionitrile 53.3
    vinylene carbonate 86.96
    1,1,2-trichlorotrifluoroethane 118.25
    DMS 42.65
    cumene 10.54
    2-octanol 7.48
    2-hexanone 31.35
    octyl acetate 15.04
    limonene 10.05
    1,2-dimethoxyethane 82.56
    ethyl orthosilicate 17.45
    tributyl phosphate 14.13
    diacetone alcohol 66.67
    N,N-dimethylaniline 27.41
    acrylonitrile 66.76
    aniline 96.57
    1,3-propanediol 67.18
    bromobenzene 68.74
    dibromomethane 86.66
    1,1,2,2-tetrachloroethane 153.71
    2-methyl-cyclohexyl acetate 28.59
    tetrabutyl urea 18.0
    diisobutyl methanol 8.62
    2-phenylethanol 57.61
    styrene 23.89
    dioctyl adipate 20.69
    dimethyl sulfate 73.46
    ethyl butyrate 30.55
    methyl lactate 55.09
    butyl lactate 35.98
    diethyl carbonate 22.27
    propanediol butyl ether 40.78
    triethyl orthoformate 24.98
    p-tert-butyltoluene 9.33
    methyl 4-tert-butylbenzoate 48.06
    morpholine 168.92
    tert-butylamine 15.98
    n-dodecanol 4.02
    dimethoxymethane 169.09
    ethylene carbonate 76.41
    cyrene 57.42
    2-ethoxyethyl acetate 59.94
    2-ethylhexyl acetate 30.36
    1,2,4-trichlorobenzene 71.3
    4-methylpyridine 136.17
    dibutyl ether 7.25
    2,6-dimethyl-4-heptanol 8.62
    DEF 65.66
    dimethyl isosorbide 82.44
    tetrachloroethylene 94.82
    eugenol 52.52
    triacetin 44.8
    span 80 37.04
    1,4-butanediol 20.19
    1,1-dichloroethane 86.44
    2-methyl-1-pentanol 19.57
    methyl formate 51.3
    2-methyl-1-butanol 33.01
    n-decane 0.48
    butyronitrile 51.15
    3,7-dimethyl-1-octanol 10.57
    1-chlorooctane 4.12
    1-chlorotetradecane 1.2
    n-nonane 0.37
    undecane 0.31
    tert-butylcyclohexane 1.05
    cyclooctane 1.0
    cyclopentanol 54.74
    tetrahydropyran 124.27
    tert-amyl methyl ether 18.05
    2,5,8-trioxanonane 68.35
    1-hexene 4.76
    2-isopropoxyethanol 41.78
    2,2,2-trifluoroethanol 38.03
    methyl butyrate 41.29

    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