Kauran-18-oic acid, 17-(beta-D-glucopyranosyloxy)-6,7,13,16-tetrahydroxy-, (4alpha,6beta,7beta)-

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  • Identifiers

    CAS number
    316141-31-8

    Molecular formula
    C26H42O12

    SMILES
    C[C@@]12CCC[C@@]([C@H]1[C@@H]([C@@H]([C@]34[C@H]2CC[C@](C3)([C@](C4)(CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O)(C)C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 68.03%
    Sweet 36.03%
    Woody 28.37%
    Cooling 27.59%
    Balsamic 21.71%
    Spicy 21.45%
    Mint 19.88%
    Clean 18.61%
    Dry 17.73%
    Warm 17.59%

     

    Flavor
    Bitter 62.16%
    Sweet 44.44%
    Odorless 40.76%
    Fatty 30.76%
    Sweet-like 30.19%
    Bland 24.27%
    Cauliflower 21.48%
    Very slight 21.09%
    Cedarleaf 20.95%
    Mentholic 20.83%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -1.7

    pKa est.
    4.49 (weak acid)

    Molecular weight
    546.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    2673°C

    Flash point

    • 306.27 ˚C est.

  • Synonyms

    • 316141-31-8
    • (1R,2R,3S,4S,5R,9S,10S,13S,14S)-2,3,13,14-tetrahydroxy-5,9-dimethyl-14-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxymethyl)tetracyclo(11.2.1.01,10.04,9)hexadecane-5-carboxylic acid
    • (1R,2R,3S,4S,5R,9S,10S,13S,14S)-2,3,13,14-tetrahydroxy-5,9-dimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
    • RefChem:151022
    • Kauran-18-oic acid, 17-(beta-D-glucopyranosyloxy)-6,7,13,16-tetrahydroxy-, (4alpha,6beta,7beta)-
    • DTXSID401129952
    • 17-(beta-D-Glucopyranosyloxy)-6beta,7beta,13alpha,16-tetrahydroxy-8alpha,9beta,10alpha,16beta-kauran-18-oic acid
    • Kauran-18-oic acid, 17-(I(2)-D-glucopyranosyloxy)-6,7,13,16-tetrahydroxy-, (4I+/-,6I(2),7I(2))-
    • 316141-31-8

  • Applications

    Kauran-18-oic acid, 17-(beta-D-glucopyranosyloxy)-6,7,13,16-tetrahydroxy-, (4alpha,6beta,7beta)- (CAS 316141-31-8) is a glycosylated kaurane-type diterpene that is primarily encountered as a useful building block in diterpenoid chemistry. In practice, it is studied as an intermediate for the semi-synthesis of kaurane derivatives; in cosmetics and personal care, it may be evaluated as a bioactive scaffold for skincare formulations after safety and formulation compatibility assessments have been established; in pharmaceutical research, it is explored as a natural product-based lead scaffold for drug discovery; in agricultural research, it is considered as a natural product lead for crop protection or plant-defense elicitors; in materials science or polymer chemistry, it can serve as a functionalized building block for specialty polymers or as a precursor for chemical modifications. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.59
    methanol 26.22
    isopropanol 0.49
    water 1.84
    ethyl acetate 0.97
    n-propanol 0.89
    acetone 2.47
    n-butanol 0.4
    acetonitrile 0.79
    DMF 28.27
    toluene 0.21
    isobutanol 0.25
    1,4-dioxane 6.13
    methyl acetate 0.95
    THF 8.55
    2-butanone 1.02
    n-pentanol 0.26
    sec-butanol 0.22
    n-hexane 0.02
    ethylene glycol 10.97
    NMP 23.56
    cyclohexane 0.03
    DMSO 54.09
    n-butyl acetate 0.3
    n-octanol 0.31
    chloroform 0.58
    n-propyl acetate 0.31
    acetic acid 20.07
    dichloromethane 0.77
    cyclohexanone 1.64
    propylene glycol 3.88
    isopropyl acetate 0.52
    DMAc 16.09
    2-ethoxyethanol 6.39
    isopentanol 0.18
    n-heptane 0.03
    ethyl formate 1.26
    1,2-dichloroethane 0.51
    n-hexanol 0.28
    2-methoxyethanol 24.15
    isobutyl acetate 0.12
    tetrachloromethane 0.13
    n-pentyl acetate 0.52
    transcutol 7.4
    n-heptanol 0.45
    ethylbenzene 0.09
    MIBK 0.41
    2-propoxyethanol 5.87
    tert-butanol 0.24
    MTBE 0.16
    2-butoxyethanol 3.48
    propionic acid 1.55
    o-xylene 0.16
    formic acid 82.95
    diethyl ether 0.6
    m-xylene 0.17
    p-xylene 0.08
    chlorobenzene 0.14
    dimethyl carbonate 3.62
    n-octane 0.02
    formamide 50.05
    cyclopentanone 4.6
    2-pentanone 0.87
    anisole 0.39
    cyclopentyl methyl ether 1.35
    gamma-butyrolactone 7.11
    1-methoxy-2-propanol 8.26
    pyridine 2.26
    3-pentanone 0.68
    furfural 9.03
    n-dodecane 0.01
    diethylene glycol 14.14
    diisopropyl ether 0.09
    tert-amyl alcohol 0.16
    acetylacetone 3.33
    n-hexadecane 0.01
    acetophenone 0.63
    methyl propionate 1.63
    isopentyl acetate 0.19
    trichloroethylene 1.2
    n-nonanol 0.31
    cyclohexanol 0.32
    benzyl alcohol 0.67
    2-ethylhexanol 0.12
    isooctanol 0.23
    dipropyl ether 0.38
    1,2-dichlorobenzene 0.16
    ethyl lactate 0.94
    propylene carbonate 1.87
    n-methylformamide 14.73
    2-pentanol 0.17
    n-pentane 0.02
    1-propoxy-2-propanol 2.2
    1-methoxy-2-propyl acetate 1.83
    2-(2-methoxypropoxy) propanol 1.66
    mesitylene 0.09
    ε-caprolactone 1.86
    p-cymene 0.08
    epichlorohydrin 5.21
    1,1,1-trichloroethane 0.14
    2-aminoethanol 6.89
    morpholine-4-carbaldehyde 27.26
    sulfolane 17.43
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.17
    n-hexyl acetate 0.53
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 3.18
    sec-butyl acetate 0.16
    tert-butyl acetate 0.51
    decalin 0.01
    glycerin 20.64
    diglyme 7.34
    acrylic acid 4.37
    isopropyl myristate 0.12
    n-butyric acid 1.38
    acetyl acetate 1.2
    di(2-ethylhexyl) phthalate 0.28
    ethyl propionate 0.41
    nitromethane 23.97
    1,2-diethoxyethane 1.01
    benzonitrile 0.33
    trioctyl phosphate 0.21
    1-bromopropane 0.12
    gamma-valerolactone 17.73
    n-decanol 0.18
    triethyl phosphate 0.23
    4-methyl-2-pentanol 0.1
    propionitrile 0.33
    vinylene carbonate 2.5
    1,1,2-trichlorotrifluoroethane 12.03
    DMS 0.97
    cumene 0.05
    2-octanol 0.18
    2-hexanone 0.31
    octyl acetate 0.25
    limonene 0.1
    1,2-dimethoxyethane 5.08
    ethyl orthosilicate 0.2
    tributyl phosphate 0.16
    diacetone alcohol 1.74
    N,N-dimethylaniline 0.37
    acrylonitrile 0.97
    aniline 0.53
    1,3-propanediol 5.03
    bromobenzene 0.11
    dibromomethane 0.3
    1,1,2,2-tetrachloroethane 0.8
    2-methyl-cyclohexyl acetate 0.23
    tetrabutyl urea 0.33
    diisobutyl methanol 0.07
    2-phenylethanol 0.67
    styrene 0.09
    dioctyl adipate 0.27
    dimethyl sulfate 8.46
    ethyl butyrate 0.31
    methyl lactate 5.33
    butyl lactate 0.89
    diethyl carbonate 0.2
    propanediol butyl ether 3.36
    triethyl orthoformate 0.33
    p-tert-butyltoluene 0.08
    methyl 4-tert-butylbenzoate 1.29
    morpholine 6.64
    tert-butylamine 0.07
    n-dodecanol 0.1
    dimethoxymethane 15.48
    ethylene carbonate 1.44
    cyrene 4.46
    2-ethoxyethyl acetate 1.85
    2-ethylhexyl acetate 0.14
    1,2,4-trichlorobenzene 0.21
    4-methylpyridine 0.89
    dibutyl ether 0.16
    2,6-dimethyl-4-heptanol 0.07
    DEF 2.39
    dimethyl isosorbide 3.73
    tetrachloroethylene 0.95
    eugenol 1.6
    triacetin 1.41
    span 80 1.71
    1,4-butanediol 1.46
    1,1-dichloroethane 0.17
    2-methyl-1-pentanol 0.12
    methyl formate 13.18
    2-methyl-1-butanol 0.17
    n-decane 0.02
    butyronitrile 0.24
    3,7-dimethyl-1-octanol 0.13
    1-chlorooctane 0.08
    1-chlorotetradecane 0.02
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 0.63
    tetrahydropyran 1.04
    tert-amyl methyl ether 0.2
    2,5,8-trioxanonane 4.21
    1-hexene 0.04
    2-isopropoxyethanol 1.83
    2,2,2-trifluoroethanol 8.72
    methyl butyrate 0.49

    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