Xanthohumol C

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  • Identifiers

    CAS number
    189299-05-6

    Molecular formula
    C21H20O5

    SMILES
    CC1(C=CC2=C(C(=C(C=C2O1)OC)C(=O)/C=C/C3=CC=C(C=C3)O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 54.94%
    Spicy 45.75%
    Balsamic 37.77%
    Floral 33.79%
    Phenolic 32.62%
    Woody 31.87%
    Vanilla 31.67%
    Fruity 31.32%
    Powdery 29.0%
    Herbal 26.66%

     

    Flavor
    Bitter 90.58%
    Odorless 23.6%
    Bland 19.88%
    Lovage 19.85%
    Parsley 19.63%
    Cedarleaf 19.41%
    Broom 18.78%
    Heather 18.7%
    Nitrile 18.59%
    Ripe apricot 18.43%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.4

    pKa est.
    8.87 (weak base)

    Molecular weight
    352.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    793°C

    Flash point

    • 218.41 ˚C est.

  • Synonyms

    • xanthohumol C
    • 189299-05-6
    • (E)-1-(5-hydroxy-7-methoxy-2,2-dimethylchromen-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one
    • DTXSID901317596
    • 6'',6''-Dimethylpyrano[2'',3'':4',3']-4,2'-dihydroxy-6'-methoxychalcone
    • 6'',6''-Dimethylpyrano(2'',3'':4',3')-4,2'-dihydroxy-6'-methoxychalcone
    • RefChem:195133
    • DTXCID901747402
    • 5''-Hydroxy-6'',6''-dimethyldihydropyrano(2'',3''-b)-4,4'-dihydroxy-6'-methoxychalcone
    • Dehydrocycloxanthohumol
    • 2-Propen-1-one, 1-(5-hydroxy-7-methoxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-3-(4-hydroxyphenyl)-, (2E)-
    • CHEMBL479351
    • orb2278587
    • SCHEMBL12961704
    • SCHEMBL30066955
    • CHEBI:172576
    • BDBM50177001
    • HY-N11769
    • LMPK12120297
    • DA-79003
    • CS-0834515
    • H38134
    • (2E)-1-(5-Hydroxy-7-methoxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one
    • (E)-1-(5-hydroxy-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one
    • 189299-05-6

  • Applications

    Xanthohumol C (CAS 189299-05-6) is a prenylated flavonoid whose real-world applications span cosmetics and personal care as a natural antioxidant and formulation stabilizer; polymers and coatings as an antioxidant/stabilizer for polymer formulations and protective coatings; food processing or nutraceutical contexts as a functional ingredient with antioxidant characteristics; pharmaceutical research as a synthetic intermediate or lead scaffold for compound development; and cleaning or household formulations as a natural additive to improve product stability. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.76
    methanol 29.12
    isopropanol 19.23
    water 0.01
    ethyl acetate 78.17
    n-propanol 19.16
    acetone 216.84
    n-butanol 14.79
    acetonitrile 72.73
    DMF 296.12
    toluene 13.08
    isobutanol 16.34
    1,4-dioxane 172.49
    methyl acetate 108.31
    THF 795.16
    2-butanone 119.02
    n-pentanol 12.61
    sec-butanol 13.9
    n-hexane 0.21
    ethylene glycol 10.81
    NMP 195.24
    cyclohexane 0.65
    DMSO 858.34
    n-butyl acetate 33.02
    n-octanol 9.47
    chloroform 149.67
    n-propyl acetate 39.2
    acetic acid 66.15
    dichloromethane 116.82
    cyclohexanone 125.09
    propylene glycol 22.28
    isopropyl acetate 45.44
    DMAc 404.92
    2-ethoxyethanol 60.26
    isopentanol 16.19
    n-heptane 0.36
    ethyl formate 43.81
    1,2-dichloroethane 93.62
    n-hexanol 9.43
    2-methoxyethanol 142.07
    isobutyl acetate 28.6
    tetrachloromethane 6.05
    n-pentyl acetate 19.6
    transcutol 217.95
    n-heptanol 7.48
    ethylbenzene 5.54
    MIBK 43.48
    2-propoxyethanol 89.97
    tert-butanol 36.48
    MTBE 28.24
    2-butoxyethanol 34.39
    propionic acid 34.78
    o-xylene 7.25
    formic acid 22.32
    diethyl ether 23.04
    m-xylene 7.94
    p-xylene 9.7
    chlorobenzene 27.95
    dimethyl carbonate 89.66
    n-octane 0.24
    formamide 54.2
    cyclopentanone 312.52
    2-pentanone 72.96
    anisole 38.79
    cyclopentyl methyl ether 75.25
    gamma-butyrolactone 309.07
    1-methoxy-2-propanol 113.95
    pyridine 87.71
    3-pentanone 61.42
    furfural 140.78
    n-dodecane 0.58
    diethylene glycol 78.79
    diisopropyl ether 6.97
    tert-amyl alcohol 19.91
    acetylacetone 157.7
    n-hexadecane 0.71
    acetophenone 43.19
    methyl propionate 95.84
    isopentyl acetate 34.35
    trichloroethylene 208.34
    n-nonanol 10.3
    cyclohexanol 20.19
    benzyl alcohol 28.77
    2-ethylhexanol 8.49
    isooctanol 7.95
    dipropyl ether 18.03
    1,2-dichlorobenzene 27.12
    ethyl lactate 34.36
    propylene carbonate 88.43
    n-methylformamide 99.71
    2-pentanol 9.3
    n-pentane 0.19
    1-propoxy-2-propanol 58.32
    1-methoxy-2-propyl acetate 81.21
    2-(2-methoxypropoxy) propanol 61.45
    mesitylene 4.84
    ε-caprolactone 86.18
    p-cymene 5.76
    epichlorohydrin 373.82
    1,1,1-trichloroethane 61.37
    2-aminoethanol 18.43
    morpholine-4-carbaldehyde 206.76
    sulfolane 354.51
    2,2,4-trimethylpentane 0.45
    2-methyltetrahydrofuran 132.45
    n-hexyl acetate 29.65
    isooctane 0.38
    2-(2-butoxyethoxy)ethanol 72.36
    sec-butyl acetate 26.64
    tert-butyl acetate 51.29
    decalin 0.79
    glycerin 47.45
    diglyme 156.84
    acrylic acid 38.69
    isopropyl myristate 15.99
    n-butyric acid 45.84
    acetyl acetate 62.1
    di(2-ethylhexyl) phthalate 19.14
    ethyl propionate 46.1
    nitromethane 300.73
    1,2-diethoxyethane 59.24
    benzonitrile 34.48
    trioctyl phosphate 13.19
    1-bromopropane 20.45
    gamma-valerolactone 284.78
    n-decanol 8.25
    triethyl phosphate 24.51
    4-methyl-2-pentanol 8.88
    propionitrile 49.94
    vinylene carbonate 77.96
    1,1,2-trichlorotrifluoroethane 159.36
    DMS 59.83
    cumene 4.49
    2-octanol 5.14
    2-hexanone 42.56
    octyl acetate 19.55
    limonene 7.37
    1,2-dimethoxyethane 156.33
    ethyl orthosilicate 21.09
    tributyl phosphate 18.2
    diacetone alcohol 72.56
    N,N-dimethylaniline 22.76
    acrylonitrile 74.09
    aniline 27.96
    1,3-propanediol 34.61
    bromobenzene 27.64
    dibromomethane 49.05
    1,1,2,2-tetrachloroethane 152.33
    2-methyl-cyclohexyl acetate 28.95
    tetrabutyl urea 27.09
    diisobutyl methanol 7.74
    2-phenylethanol 26.63
    styrene 8.35
    dioctyl adipate 29.24
    dimethyl sulfate 155.47
    ethyl butyrate 30.88
    methyl lactate 67.2
    butyl lactate 25.06
    diethyl carbonate 27.96
    propanediol butyl ether 35.22
    triethyl orthoformate 29.49
    p-tert-butyltoluene 5.47
    methyl 4-tert-butylbenzoate 38.3
    morpholine 192.99
    tert-butylamine 10.46
    n-dodecanol 6.47
    dimethoxymethane 246.79
    ethylene carbonate 68.88
    cyrene 64.6
    2-ethoxyethyl acetate 47.57
    2-ethylhexyl acetate 24.8
    1,2,4-trichlorobenzene 42.84
    4-methylpyridine 68.56
    dibutyl ether 16.19
    2,6-dimethyl-4-heptanol 7.74
    DEF 79.96
    dimethyl isosorbide 133.3
    tetrachloroethylene 62.13
    eugenol 37.15
    triacetin 53.17
    span 80 34.79
    1,4-butanediol 12.4
    1,1-dichloroethane 67.82
    2-methyl-1-pentanol 12.56
    methyl formate 112.29
    2-methyl-1-butanol 13.75
    n-decane 0.83
    butyronitrile 31.67
    3,7-dimethyl-1-octanol 12.64
    1-chlorooctane 5.7
    1-chlorotetradecane 2.84
    n-nonane 0.59
    undecane 0.69
    tert-butylcyclohexane 0.7
    cyclooctane 0.27
    cyclopentanol 40.25
    tetrahydropyran 95.18
    tert-amyl methyl ether 19.8
    2,5,8-trioxanonane 119.17
    1-hexene 1.66
    2-isopropoxyethanol 41.34
    2,2,2-trifluoroethanol 25.81
    methyl butyrate 52.86

    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