Xanthogalenol

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  • Identifiers

    CAS number
    265659-35-6

    Molecular formula
    C21H22O5

    SMILES
    CC(=CCC1=C(C=C(C(=C1O)C(=O)/C=C/C2=CC=C(C=C2)O)O)OC)C

    Safety labels

  • Odor profile

    Fragrance
    Spicy 50.84%
    Sweet 45.92%
    Balsamic 38.79%
    Woody 37.94%
    Fruity 36.18%
    Phenolic 35.77%
    Floral 32.24%
    Herbal 32.17%
    Warm 27.22%
    Dry 26.56%

     

    Flavor
    Bitter 88.71%
    Odorless 24.43%
    Lovage 20.01%
    Cedarleaf 19.84%
    Parsley 19.74%
    Broom 19.47%
    Nitrile 19.41%
    Heather 19.35%
    Genet 19.07%
    Bland 18.79%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.1

    pKa est.
    9.86 (weak base)

    Molecular weight
    354.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    628°C

    Flash point

    • 225.52 ˚C est.

  • Synonyms

    • xanthogalenol
    • 3'-Prenyl-4,2',6'-trihydroxy-4'-methoxychalcone
    • 265659-35-6
    • CHEBI:136826
    • (2E)-1-[2,6-dihydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
    • (E)-1-[2,6-dihydroxy-4-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
    • 2',4,6'-Trihydroxy-4'-methoxy-3'-prenylchalcone
    • (2E)-1-(2,6-dihydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
    • (E)-1-(2,6-dihydroxy-4-methoxy-3-(3-methylbut-2-enyl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
    • RefChem:195130
    • CHEMBL466334
    • SCHEMBL4837282
    • SCHEMBL30259154
    • DTXSID401317684
    • LMPK12120307
    • 3' prenyl-4' O-methylchalconaringenin
    • 265659-35-6

  • Applications

    Xanthogalenol (CAS 265659-35-6) may be used as an intermediate in organic synthesis and as a potential precursor for dye or pigment formulations in coatings and plastics; it may be evaluated as an odorant or fragrance intermediate in perfumery; it can function as a stabilizer or antioxidant in polymer formulations; it can act as a processing aid or reactive component in industrial manufacturing and may appear in adhesive formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 65.23
    methanol 70.72
    isopropanol 58.28
    water 0.01
    ethyl acetate 80.84
    n-propanol 71.71
    acetone 334.02
    n-butanol 43.79
    acetonitrile 56.06
    DMF 392.77
    toluene 10.41
    isobutanol 38.7
    1,4-dioxane 130.45
    methyl acetate 105.73
    THF 1085.18
    2-butanone 184.26
    n-pentanol 28.95
    sec-butanol 47.56
    n-hexane 0.31
    ethylene glycol 19.43
    NMP 249.29
    cyclohexane 0.55
    DMSO 1379.24
    n-butyl acetate 28.24
    n-octanol 8.36
    chloroform 81.46
    n-propyl acetate 33.27
    acetic acid 118.76
    dichloromethane 58.5
    cyclohexanone 136.43
    propylene glycol 86.48
    isopropyl acetate 49.94
    DMAc 474.34
    2-ethoxyethanol 86.94
    isopentanol 32.94
    n-heptane 0.29
    ethyl formate 36.74
    1,2-dichloroethane 64.63
    n-hexanol 18.9
    2-methoxyethanol 290.97
    isobutyl acetate 22.41
    tetrachloromethane 4.4
    n-pentyl acetate 16.6
    transcutol 220.65
    n-heptanol 10.5
    ethylbenzene 4.92
    MIBK 51.24
    2-propoxyethanol 113.82
    tert-butanol 84.91
    MTBE 39.8
    2-butoxyethanol 41.1
    propionic acid 64.2
    o-xylene 5.85
    formic acid 32.87
    diethyl ether 28.93
    m-xylene 6.55
    p-xylene 6.98
    chlorobenzene 16.73
    dimethyl carbonate 80.27
    n-octane 0.17
    formamide 86.49
    cyclopentanone 408.11
    2-pentanone 105.91
    anisole 30.27
    cyclopentyl methyl ether 84.39
    gamma-butyrolactone 340.97
    1-methoxy-2-propanol 229.96
    pyridine 77.36
    3-pentanone 68.55
    furfural 123.81
    n-dodecane 0.31
    diethylene glycol 94.15
    diisopropyl ether 5.92
    tert-amyl alcohol 51.61
    acetylacetone 187.79
    n-hexadecane 0.36
    acetophenone 37.65
    methyl propionate 106.03
    isopentyl acetate 30.72
    trichloroethylene 142.69
    n-nonanol 9.25
    cyclohexanol 37.1
    benzyl alcohol 34.04
    2-ethylhexanol 10.21
    isooctanol 9.37
    dipropyl ether 14.85
    1,2-dichlorobenzene 15.89
    ethyl lactate 38.86
    propylene carbonate 89.35
    n-methylformamide 136.7
    2-pentanol 23.26
    n-pentane 0.27
    1-propoxy-2-propanol 76.85
    1-methoxy-2-propyl acetate 76.76
    2-(2-methoxypropoxy) propanol 57.91
    mesitylene 3.66
    ε-caprolactone 100.77
    p-cymene 4.02
    epichlorohydrin 395.78
    1,1,1-trichloroethane 43.71
    2-aminoethanol 58.92
    morpholine-4-carbaldehyde 174.44
    sulfolane 542.89
    2,2,4-trimethylpentane 0.49
    2-methyltetrahydrofuran 178.38
    n-hexyl acetate 24.13
    isooctane 0.37
    2-(2-butoxyethoxy)ethanol 75.61
    sec-butyl acetate 24.1
    tert-butyl acetate 60.39
    decalin 0.6
    glycerin 116.84
    diglyme 132.77
    acrylic acid 58.39
    isopropyl myristate 11.24
    n-butyric acid 73.24
    acetyl acetate 50.53
    di(2-ethylhexyl) phthalate 15.46
    ethyl propionate 38.5
    nitromethane 323.45
    1,2-diethoxyethane 43.01
    benzonitrile 25.15
    trioctyl phosphate 10.78
    1-bromopropane 18.08
    gamma-valerolactone 306.09
    n-decanol 7.1
    triethyl phosphate 20.31
    4-methyl-2-pentanol 14.81
    propionitrile 46.21
    vinylene carbonate 60.77
    1,1,2-trichlorotrifluoroethane 205.58
    DMS 45.7
    cumene 3.79
    2-octanol 6.29
    2-hexanone 41.93
    octyl acetate 14.75
    limonene 5.76
    1,2-dimethoxyethane 136.32
    ethyl orthosilicate 17.45
    tributyl phosphate 14.36
    diacetone alcohol 119.23
    N,N-dimethylaniline 19.56
    acrylonitrile 62.23
    aniline 33.41
    1,3-propanediol 94.36
    bromobenzene 13.88
    dibromomethane 28.03
    1,1,2,2-tetrachloroethane 127.75
    2-methyl-cyclohexyl acetate 25.58
    tetrabutyl urea 21.38
    diisobutyl methanol 8.15
    2-phenylethanol 28.94
    styrene 6.33
    dioctyl adipate 22.38
    dimethyl sulfate 164.45
    ethyl butyrate 24.51
    methyl lactate 99.0
    butyl lactate 26.85
    diethyl carbonate 20.74
    propanediol butyl ether 42.84
    triethyl orthoformate 23.72
    p-tert-butyltoluene 4.31
    methyl 4-tert-butylbenzoate 37.82
    morpholine 233.87
    tert-butylamine 20.71
    n-dodecanol 5.22
    dimethoxymethane 282.7
    ethylene carbonate 52.13
    cyrene 69.41
    2-ethoxyethyl acetate 37.67
    2-ethylhexyl acetate 19.52
    1,2,4-trichlorobenzene 28.02
    4-methylpyridine 60.03
    dibutyl ether 10.38
    2,6-dimethyl-4-heptanol 8.15
    DEF 89.41
    dimethyl isosorbide 112.98
    tetrachloroethylene 47.17
    eugenol 37.92
    triacetin 41.22
    span 80 39.3
    1,4-butanediol 22.05
    1,1-dichloroethane 51.72
    2-methyl-1-pentanol 23.79
    methyl formate 100.44
    2-methyl-1-butanol 32.54
    n-decane 0.45
    butyronitrile 33.7
    3,7-dimethyl-1-octanol 10.86
    1-chlorooctane 3.55
    1-chlorotetradecane 1.72
    n-nonane 0.34
    undecane 0.37
    tert-butylcyclohexane 0.56
    cyclooctane 0.2
    cyclopentanol 81.14
    tetrahydropyran 107.42
    tert-amyl methyl ether 29.22
    2,5,8-trioxanonane 98.28
    1-hexene 2.42
    2-isopropoxyethanol 55.76
    2,2,2-trifluoroethanol 28.03
    methyl butyrate 45.48

    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