(4I+/-)-Kaura-6,16-dien-18-oic acid

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  • Identifiers

    CAS number
    77280-78-5

    Molecular formula
    C20H28O2

    SMILES
    C[C@@]12CCC[C@@]([C@H]1C=C[C@]34[C@H]2CC[C@@H](C3)C(=C)C4)(C)C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Woody 61.5%
    Green 46.8%
    Amber 34.09%
    Balsamic 33.79%
    Dry 32.48%
    Fresh 32.34%
    Cedar 32.21%
    Spicy 30.5%
    Fruity 29.45%
    Animal 26.19%

     

    Flavor
    Woody 29.55%
    Fruity 29.43%
    Sweet 27.93%
    Bitter 27.71%
    Herbal 25.3%
    Spicy 24.0%
    Balsam 23.62%
    Spice 23.35%
    Herb 23.29%
    Fruit 22.45%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.9

    pKa est.
    7.7 (neutral)

    Molecular weight
    300.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    439°C

    Flash point

    • 200.27 ˚C est.

  • Synonyms

    • DTXSID601301655
    • (4I+/-)-Kaura-6,16-dien-18-oic acid
    • 5beta,8alpha,9beta,10alpha-Kaura-6,16-dien-18-oic acid
    • 77280-78-5
    • 77280-78-5

  • Applications

    Applications of (4I+/-)-Kaura-6,16-dien-18-oic acid (CAS 77280-78-5) are mainly as a synthetic intermediate for diterpenoid derivatives in chemical synthesis; it is commonly viewed as a platform for synthetic sequences to produce terpenoid compounds with research and commercial relevance. Given its structure and natural product origin, it is also evaluated for fragrance and cosmetics applications as an intermediate or a foundation for synthesis. In addition, it may be considered as a potential precursor for pharmaceutical research and agricultural applications where kaurane-derived derivatives are explored as core scaffolds. In the specialty chemical and coatings/inks industries, it can participate in routes to functional terpenoid-based compounds. Specific roles and usage limits depend on local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 100.47
    methanol 96.85
    isopropanol 161.12
    water 0.13
    ethyl acetate 100.42
    n-propanol 156.15
    acetone 101.9
    n-butanol 167.01
    acetonitrile 37.61
    DMF 306.6
    toluene 260.2
    isobutanol 110.48
    1,4-dioxane 249.26
    methyl acetate 60.75
    THF 732.46
    2-butanone 118.87
    n-pentanol 44.69
    sec-butanol 76.07
    n-hexane 1.92
    ethylene glycol 11.19
    NMP 107.9
    cyclohexane 7.25
    DMSO 75.82
    n-butyl acetate 68.9
    n-octanol 16.78
    chloroform 281.91
    n-propyl acetate 43.33
    acetic acid 32.37
    dichloromethane 161.56
    cyclohexanone 173.1
    propylene glycol 23.27
    isopropyl acetate 103.14
    DMAc 141.21
    2-ethoxyethanol 68.82
    isopentanol 120.99
    n-heptane 1.65
    ethyl formate 35.5
    1,2-dichloroethane 107.42
    n-hexanol 73.14
    2-methoxyethanol 202.28
    isobutyl acetate 42.7
    tetrachloromethane 27.6
    n-pentyl acetate 49.55
    transcutol 238.97
    n-heptanol 33.15
    ethylbenzene 44.91
    MIBK 102.53
    2-propoxyethanol 186.23
    tert-butanol 123.65
    MTBE 85.64
    2-butoxyethanol 90.11
    propionic acid 39.04
    o-xylene 74.62
    formic acid 16.25
    diethyl ether 113.16
    m-xylene 132.81
    p-xylene 45.78
    chlorobenzene 107.29
    dimethyl carbonate 62.25
    n-octane 0.73
    formamide 32.46
    cyclopentanone 246.49
    2-pentanone 138.21
    anisole 89.82
    cyclopentyl methyl ether 187.3
    gamma-butyrolactone 181.64
    1-methoxy-2-propanol 248.57
    pyridine 253.63
    3-pentanone 84.42
    furfural 143.33
    n-dodecane 0.55
    diethylene glycol 105.28
    diisopropyl ether 32.25
    tert-amyl alcohol 58.7
    acetylacetone 128.64
    n-hexadecane 0.7
    acetophenone 68.19
    methyl propionate 93.77
    isopentyl acetate 80.4
    trichloroethylene 227.11
    n-nonanol 18.65
    cyclohexanol 99.43
    benzyl alcohol 77.67
    2-ethylhexanol 29.25
    isooctanol 29.03
    dipropyl ether 35.81
    1,2-dichlorobenzene 78.27
    ethyl lactate 34.08
    propylene carbonate 81.8
    n-methylformamide 91.43
    2-pentanol 84.33
    n-pentane 4.67
    1-propoxy-2-propanol 128.46
    1-methoxy-2-propyl acetate 131.72
    2-(2-methoxypropoxy) propanol 67.57
    mesitylene 57.83
    ε-caprolactone 120.96
    p-cymene 22.23
    epichlorohydrin 246.83
    1,1,1-trichloroethane 84.95
    2-aminoethanol 43.82
    morpholine-4-carbaldehyde 174.22
    sulfolane 143.1
    2,2,4-trimethylpentane 2.45
    2-methyltetrahydrofuran 189.79
    n-hexyl acetate 49.81
    isooctane 3.4
    2-(2-butoxyethoxy)ethanol 98.0
    sec-butyl acetate 46.18
    tert-butyl acetate 103.74
    decalin 3.53
    glycerin 44.37
    diglyme 163.72
    acrylic acid 32.47
    isopropyl myristate 21.18
    n-butyric acid 96.87
    acetyl acetate 55.26
    di(2-ethylhexyl) phthalate 30.02
    ethyl propionate 48.42
    nitromethane 56.98
    1,2-diethoxyethane 73.61
    benzonitrile 78.8
    trioctyl phosphate 21.01
    1-bromopropane 67.68
    gamma-valerolactone 294.39
    n-decanol 12.71
    triethyl phosphate 25.34
    4-methyl-2-pentanol 57.56
    propionitrile 87.42
    vinylene carbonate 83.12
    1,1,2-trichlorotrifluoroethane 111.11
    DMS 55.62
    cumene 26.37
    2-octanol 17.71
    2-hexanone 45.7
    octyl acetate 24.8
    limonene 21.87
    1,2-dimethoxyethane 130.29
    ethyl orthosilicate 26.37
    tributyl phosphate 21.12
    diacetone alcohol 118.53
    N,N-dimethylaniline 55.18
    acrylonitrile 91.55
    aniline 185.77
    1,3-propanediol 102.23
    bromobenzene 113.21
    dibromomethane 104.65
    1,1,2,2-tetrachloroethane 185.0
    2-methyl-cyclohexyl acetate 44.16
    tetrabutyl urea 28.34
    diisobutyl methanol 24.27
    2-phenylethanol 95.99
    styrene 52.37
    dioctyl adipate 31.38
    dimethyl sulfate 71.73
    ethyl butyrate 43.96
    methyl lactate 62.99
    butyl lactate 49.99
    diethyl carbonate 28.87
    propanediol butyl ether 63.66
    triethyl orthoformate 38.85
    p-tert-butyltoluene 23.35
    methyl 4-tert-butylbenzoate 69.38
    morpholine 334.77
    tert-butylamine 61.32
    n-dodecanol 8.32
    dimethoxymethane 303.74
    ethylene carbonate 73.23
    cyrene 71.73
    2-ethoxyethyl acetate 84.12
    2-ethylhexyl acetate 52.87
    1,2,4-trichlorobenzene 91.15
    4-methylpyridine 250.38
    dibutyl ether 16.75
    2,6-dimethyl-4-heptanol 24.27
    DEF 93.16
    dimethyl isosorbide 125.31
    tetrachloroethylene 104.4
    eugenol 76.05
    triacetin 52.68
    span 80 54.47
    1,4-butanediol 21.01
    1,1-dichloroethane 114.58
    2-methyl-1-pentanol 39.13
    methyl formate 49.81
    2-methyl-1-butanol 85.88
    n-decane 1.1
    butyronitrile 92.54
    3,7-dimethyl-1-octanol 23.27
    1-chlorooctane 8.33
    1-chlorotetradecane 2.68
    n-nonane 0.88
    undecane 0.75
    tert-butylcyclohexane 3.14
    cyclooctane 2.69
    cyclopentanol 98.95
    tetrahydropyran 294.35
    tert-amyl methyl ether 48.09
    2,5,8-trioxanonane 95.33
    1-hexene 11.74
    2-isopropoxyethanol 54.53
    2,2,2-trifluoroethanol 19.12
    methyl butyrate 54.21

    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