Desmethylxanthohumol

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  • Identifiers

    CAS number
    115063-39-3

    Molecular formula
    C20H20O5

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

    Safety labels

  • Odor profile

    Fragrance
    Spicy 44.46%
    Phenolic 41.59%
    Balsamic 34.36%
    Odorless 34.04%
    Woody 31.69%
    Sweet 31.52%
    Fruity 31.34%
    Herbal 25.72%
    Dry 23.95%
    Bitter 23.0%

     

    Flavor
    Bitter 91.09%
    Odorless 25.99%
    Cedarleaf 20.3%
    Nitrile 20.19%
    Lovage 20.05%
    Parsley 19.45%
    Broom 19.38%
    Heather 19.19%
    Oriental 19.12%
    Genet 19.02%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.7

    pKa est.
    10.4 (weak base)

    Molecular weight
    340.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    635°C

    Flash point

    • 239.22 ˚C est.

  • Synonyms

    • Desmethylxanthohumol
    • 115063-39-3
    • 8L48JN7T3E
    • (E)-3-(4-hydroxyphenyl)-1-[2,4,6-trihydroxy-3-(3-methylbut-2-enyl)phenyl]prop-2-en-1-one
    • CHEBI:80489
    • DTXSID901315295
    • (2E)-3-(4-hydroxyphenyl)-1-[2,4,6-trihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-en-1-one
    • 2,4,4',6-TETRAHYDROXY-3-(3,3-DIMETHYLALLYL)CHALCONE
    • (2E)-3-(4-HYDROXYPHENYL)-1-(2,4,6-TRIHYDROXY-3-(3-METHYL-2-BUTEN-1-YL)PHENYL)-2-PROPEN-1-ONE
    • (E)-3-(4-HYDROXYPHENYL)-1-(2,4,6-TRIHYDROXY-3-(3-METHYLBUT-2-ENYL)PHENYL)PROP-2-EN-1-ONE
    • (2E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxy-3-(3-methylbut-2-en-1-yl)phenyl)prop-2-en-1-one
    • RefChem:919947
    • DTXCID301745210
    • Demethylxanthohumol
    • CHEMBL466143
    • (E)-3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxy-3-(3-methylbut-2-en-1-yl)phenyl)prop-2-en-1-one
    • Desmethyl- xanthohumol
    • desmethylxanthohumol isomer
    • UNII-8L48JN7T3E
    • MEGxp0_001775
    • SCHEMBL4834910
    • SCHEMBL31051585
    • ACon1_001231
    • BDBM755082
    • BDBM50358099
    • AKOS040760367
    • FS-7455
    • US20250213569, Compound 71
    • NCGC00169552-01
    • 2-Propen-1-one,3-(4-hydroxyphenyl)-1-[2,4,6-trihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-,(2E)-
    • DA-72688
    • HY-122966
    • CS-0090765
    • G13275
    • Q27149540
    • 3-(4-Hydroxyphenyl)-1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]-2-propen-1-one
    • 2-PROPEN-1-ONE, 3-(4-HYDROXYPHENYL)-1-(2,4,6-TRIHYDROXY-3-(3-METHYL-2-BUTEN-1-YL)PHENYL)-
    • 2-PROPEN-1-ONE, 3-(4-HYDROXYPHENYL)-1-(2,4,6-TRIHYDROXY-3-(3-METHYL-2-BUTEN-1-YL)PHENYL)-, (2E)-
    • 2-Propen-1-one, 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl)-, (2E)-
    • 115063-39-3

  • Applications

    Desmethylxanthohumol is a hop-derived polyphenolic chalcone primarily used as a chemical intermediate for the synthesis of xanthohumol and related prenylated flavonoids; it is also utilized as an analytical reference standard for quantification in hops, beer, and plant extracts by LC-MS or HPLC methods. The compound is studied in pharmaceutical and nutraceutical research for potential bioactivity, including antioxidant and anti-inflammatory properties, but no health claims should be asserted. In cosmetic and personal care development, it may be evaluated as a bioactive ingredient in formulations seeking antioxidant effects. Use in any application is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 74.76
    methanol 110.67
    isopropanol 62.18
    water 0.02
    ethyl acetate 58.24
    n-propanol 79.47
    acetone 244.87
    n-butanol 49.5
    acetonitrile 50.71
    DMF 411.67
    toluene 3.55
    isobutanol 37.58
    1,4-dioxane 111.31
    methyl acetate 84.41
    THF 941.52
    2-butanone 151.68
    n-pentanol 34.59
    sec-butanol 48.75
    n-hexane 0.18
    ethylene glycol 32.77
    NMP 196.66
    cyclohexane 0.19
    DMSO 1663.97
    n-butyl acetate 24.17
    n-octanol 10.42
    chloroform 8.01
    n-propyl acetate 30.86
    acetic acid 116.92
    dichloromethane 5.56
    cyclohexanone 96.04
    propylene glycol 187.19
    isopropyl acetate 40.84
    DMAc 415.28
    2-ethoxyethanol 143.76
    isopentanol 38.59
    n-heptane 0.19
    ethyl formate 32.43
    1,2-dichloroethane 12.4
    n-hexanol 19.66
    2-methoxyethanol 511.35
    isobutyl acetate 18.96
    tetrachloromethane 0.95
    n-pentyl acetate 16.17
    transcutol 353.26
    n-heptanol 12.04
    ethylbenzene 2.23
    MIBK 50.05
    2-propoxyethanol 174.06
    tert-butanol 95.63
    MTBE 29.77
    2-butoxyethanol 60.38
    propionic acid 67.77
    o-xylene 2.37
    formic acid 43.95
    diethyl ether 17.83
    m-xylene 2.83
    p-xylene 2.95
    chlorobenzene 4.61
    dimethyl carbonate 58.03
    n-octane 0.11
    formamide 133.54
    cyclopentanone 334.13
    2-pentanone 92.76
    anisole 22.51
    cyclopentyl methyl ether 59.79
    gamma-butyrolactone 307.64
    1-methoxy-2-propanol 419.71
    pyridine 44.38
    3-pentanone 44.47
    furfural 104.07
    n-dodecane 0.21
    diethylene glycol 152.62
    diisopropyl ether 4.28
    tert-amyl alcohol 58.57
    acetylacetone 170.25
    n-hexadecane 0.24
    acetophenone 27.2
    methyl propionate 82.09
    isopentyl acetate 27.26
    trichloroethylene 28.77
    n-nonanol 11.15
    cyclohexanol 25.03
    benzyl alcohol 28.09
    2-ethylhexanol 9.85
    isooctanol 10.09
    dipropyl ether 13.19
    1,2-dichlorobenzene 4.51
    ethyl lactate 42.47
    propylene carbonate 76.04
    n-methylformamide 176.74
    2-pentanol 25.18
    n-pentane 0.14
    1-propoxy-2-propanol 111.53
    1-methoxy-2-propyl acetate 86.77
    2-(2-methoxypropoxy) propanol 73.44
    mesitylene 1.83
    ε-caprolactone 81.51
    p-cymene 2.33
    epichlorohydrin 290.31
    1,1,1-trichloroethane 9.21
    2-aminoethanol 112.1
    morpholine-4-carbaldehyde 192.84
    sulfolane 536.37
    2,2,4-trimethylpentane 0.26
    2-methyltetrahydrofuran 135.59
    n-hexyl acetate 25.3
    isooctane 0.25
    2-(2-butoxyethoxy)ethanol 113.32
    sec-butyl acetate 21.27
    tert-butyl acetate 61.64
    decalin 0.26
    glycerin 215.78
    diglyme 171.2
    acrylic acid 57.94
    isopropyl myristate 11.12
    n-butyric acid 79.34
    acetyl acetate 35.09
    di(2-ethylhexyl) phthalate 14.31
    ethyl propionate 31.87
    nitromethane 324.83
    1,2-diethoxyethane 51.84
    benzonitrile 15.73
    trioctyl phosphate 10.9
    1-bromopropane 4.21
    gamma-valerolactone 333.49
    n-decanol 8.48
    triethyl phosphate 16.46
    4-methyl-2-pentanol 16.53
    propionitrile 37.44
    vinylene carbonate 42.75
    1,1,2-trichlorotrifluoroethane 158.48
    DMS 35.67
    cumene 1.8
    2-octanol 6.87
    2-hexanone 41.7
    octyl acetate 15.37
    limonene 3.33
    1,2-dimethoxyethane 172.01
    ethyl orthosilicate 14.51
    tributyl phosphate 13.3
    diacetone alcohol 161.12
    N,N-dimethylaniline 13.8
    acrylonitrile 56.11
    aniline 17.58
    1,3-propanediol 166.3
    bromobenzene 3.27
    dibromomethane 3.25
    1,1,2,2-tetrachloroethane 31.0
    2-methyl-cyclohexyl acetate 22.62
    tetrabutyl urea 21.72
    diisobutyl methanol 8.45
    2-phenylethanol 25.74
    styrene 2.62
    dioctyl adipate 20.85
    dimethyl sulfate 128.91
    ethyl butyrate 21.88
    methyl lactate 124.62
    butyl lactate 31.4
    diethyl carbonate 15.93
    propanediol butyl ether 68.31
    triethyl orthoformate 22.39
    p-tert-butyltoluene 2.66
    methyl 4-tert-butylbenzoate 36.09
    morpholine 237.43
    tert-butylamine 18.96
    n-dodecanol 5.82
    dimethoxymethane 300.88
    ethylene carbonate 36.91
    cyrene 77.54
    2-ethoxyethyl acetate 38.36
    2-ethylhexyl acetate 16.48
    1,2,4-trichlorobenzene 8.76
    4-methylpyridine 34.52
    dibutyl ether 10.42
    2,6-dimethyl-4-heptanol 8.45
    DEF 71.78
    dimethyl isosorbide 152.26
    tetrachloroethylene 9.86
    eugenol 38.22
    triacetin 40.9
    span 80 50.56
    1,4-butanediol 34.08
    1,1-dichloroethane 8.75
    2-methyl-1-pentanol 25.54
    methyl formate 112.71
    2-methyl-1-butanol 34.46
    n-decane 0.3
    butyronitrile 30.49
    3,7-dimethyl-1-octanol 12.29
    1-chlorooctane 2.27
    1-chlorotetradecane 1.17
    n-nonane 0.21
    undecane 0.25
    tert-butylcyclohexane 0.3
    cyclooctane 0.09
    cyclopentanol 64.16
    tetrahydropyran 64.14
    tert-amyl methyl ether 22.82
    2,5,8-trioxanonane 126.14
    1-hexene 1.39
    2-isopropoxyethanol 76.51
    2,2,2-trifluoroethanol 23.27
    methyl butyrate 40.95

    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