Isoxanthohumol

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  • Identifiers

    CAS number
    70872-29-6

    Molecular formula
    C21H22O5

    SMILES
    CC(=CCC1=C2C(=C(C=C1O)OC)C(=O)CC(O2)C3=CC=C(C=C3)O)C

    Safety labels

  • Odor profile

    Fragrance
    Spicy 56.69%
    Phenolic 51.52%
    Sweet 50.8%
    Woody 34.13%
    Herbal 33.58%
    Smoky 30.01%
    Balsamic 28.91%
    Warm 26.8%
    Medicinal 25.56%
    Clove 25.12%

     

    Flavor
    Bitter 88.01%
    Lovage 20.36%
    Parsley 20.13%
    Cedarleaf 19.89%
    Bland 18.3%
    Basil 18.16%
    Ripe apricot 18.14%
    Red fruit 18.03%
    Heather 18.03%
    Ethyl benzoate 17.96%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.1

    pKa est.
    9.4 (weak base)

    Molecular weight
    354.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    717°C

    Flash point

    • 210.06 ˚C est.

  • Synonyms

    • Isoxanthohumol
    • 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
    • B3BXQ4EZD6
    • DTXSID101045280
    • RefChem:150151
    • DTXCID401527207
    • 70872-29-6
    • 521-48-2
    • Isoxanthohumol(Sophora)
    • 5-Methylsophoraflavanone B
    • 7-Hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chroman-4-one
    • MFCD00238718
    • CHEMBL492828
    • 72247-79-1
    • 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)chroman-4-one
    • 4H-1-Benzopyran-4-one,2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-, (2S)-
    • (+/-)-Isoxanthohumol
    • 2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one; 4',7-Dihydroxy-5-methoxy-8-(3-methyl-2-butenyl)-flavanone;
    • UNII-B3BXQ4EZD6
    • Isoxanthohumol (Standard)
    • Isoxanthohumol, HPLC Grade
    • SCHEMBL904557
    • HY-N2584AR
    • orb1981799
    • SCHEMBL29743582
    • HY-N2584A
    • CHEBI:171798
    • Isoxanthohumol, >=99% (HPLC)
    • Isoxanthohumol, analytical standard
    • BDBM50252521
    • LMPK12140553
    • EBC-512298
    • SMP2_000215
    • NCGC00390429-01
    • 2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
    • 2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-4h-1-benzopyran-4-one
    • 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one
    • DA-54471
    • MS-25527
    • CS-0064440
    • 4',7-dihydroxy-5-methoxy-8-c-prenylflavanone
    • C22606
    • G81163
    • Q6086616
    • Isoxanthohumol, primary pharmaceutical reference standard
    • 7,4'-dihydroxy-5-methoxy-8-(gamma,gamma-dimethylallyl)-flavanone
    • 7-hydroxy-2-(4-hydroxy-phenyl)-5-methoxy-8-(3-methyl-but-2-enyl)-chroman-4-one
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-
    • 7-Hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-2,3-dihydro-4H-chromen-4-one #
    • Isoxanthohumol

  • Applications

    Isoxanthohumol, CAS 70872-29-6, is a hop-derived prenylated flavonoid. In cosmetics and personal care, it may serve as a natural antioxidant and UV-stabilizing ingredient. In food processing and packaging, it is evaluated as a natural antioxidant that can be used as an additive in food systems or packaging materials to extend shelf life. In polymers, plastics and coatings, it shows potential as a stabilizer/additive to improve resistance to oxidation and photodegradation. In pharmaceutical research, it is studied as a scaffold for the synthesis of hop-related flavonoid derivatives and is explored in drug development with local regulatory compliance.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.36
    methanol 45.53
    isopropanol 31.41
    water 0.04
    ethyl acetate 72.74
    n-propanol 27.55
    acetone 252.67
    n-butanol 22.95
    acetonitrile 72.87
    DMF 305.08
    toluene 12.43
    isobutanol 24.36
    1,4-dioxane 197.51
    methyl acetate 110.41
    THF 469.92
    2-butanone 128.24
    n-pentanol 21.12
    sec-butanol 20.1
    n-hexane 0.16
    ethylene glycol 19.77
    NMP 173.47
    cyclohexane 0.6
    DMSO 712.34
    n-butyl acetate 31.18
    n-octanol 13.06
    chloroform 156.73
    n-propyl acetate 39.18
    acetic acid 115.28
    dichloromethane 109.82
    cyclohexanone 131.67
    propylene glycol 46.34
    isopropyl acetate 40.99
    DMAc 444.76
    2-ethoxyethanol 91.26
    isopentanol 25.37
    n-heptane 0.32
    ethyl formate 46.67
    1,2-dichloroethane 87.7
    n-hexanol 12.96
    2-methoxyethanol 196.9
    isobutyl acetate 28.43
    tetrachloromethane 6.82
    n-pentyl acetate 24.62
    transcutol 335.15
    n-heptanol 11.83
    ethylbenzene 5.94
    MIBK 43.6
    2-propoxyethanol 106.19
    tert-butanol 55.61
    MTBE 25.76
    2-butoxyethanol 49.15
    propionic acid 50.38
    o-xylene 7.84
    formic acid 38.88
    diethyl ether 17.61
    m-xylene 8.54
    p-xylene 10.94
    chlorobenzene 28.52
    dimethyl carbonate 92.76
    n-octane 0.23
    formamide 80.21
    cyclopentanone 255.91
    2-pentanone 71.98
    anisole 35.29
    cyclopentyl methyl ether 54.52
    gamma-butyrolactone 238.59
    1-methoxy-2-propanol 151.02
    pyridine 88.44
    3-pentanone 60.08
    furfural 150.83
    n-dodecane 0.57
    diethylene glycol 116.48
    diisopropyl ether 5.4
    tert-amyl alcohol 27.13
    acetylacetone 152.78
    n-hexadecane 0.7
    acetophenone 45.6
    methyl propionate 90.85
    isopentyl acetate 33.0
    trichloroethylene 217.26
    n-nonanol 13.95
    cyclohexanol 26.23
    benzyl alcohol 39.22
    2-ethylhexanol 10.08
    isooctanol 11.54
    dipropyl ether 14.31
    1,2-dichlorobenzene 28.21
    ethyl lactate 41.17
    propylene carbonate 85.41
    n-methylformamide 111.14
    2-pentanol 13.36
    n-pentane 0.15
    1-propoxy-2-propanol 67.49
    1-methoxy-2-propyl acetate 76.33
    2-(2-methoxypropoxy) propanol 72.92
    mesitylene 5.44
    ε-caprolactone 89.92
    p-cymene 6.29
    epichlorohydrin 309.83
    1,1,1-trichloroethane 60.94
    2-aminoethanol 32.57
    morpholine-4-carbaldehyde 228.61
    sulfolane 305.89
    2,2,4-trimethylpentane 0.38
    2-methyltetrahydrofuran 91.01
    n-hexyl acetate 33.57
    isooctane 0.34
    2-(2-butoxyethoxy)ethanol 96.69
    sec-butyl acetate 25.58
    tert-butyl acetate 49.75
    decalin 0.71
    glycerin 91.68
    diglyme 203.34
    acrylic acid 58.53
    isopropyl myristate 16.25
    n-butyric acid 63.32
    acetyl acetate 65.94
    di(2-ethylhexyl) phthalate 23.13
    ethyl propionate 37.96
    nitromethane 377.04
    1,2-diethoxyethane 67.44
    benzonitrile 39.68
    trioctyl phosphate 15.27
    1-bromopropane 16.05
    gamma-valerolactone 297.55
    n-decanol 10.57
    triethyl phosphate 23.57
    4-methyl-2-pentanol 12.27
    propionitrile 49.54
    vinylene carbonate 79.08
    1,1,2-trichlorotrifluoroethane 207.01
    DMS 61.69
    cumene 5.13
    2-octanol 7.67
    2-hexanone 44.67
    octyl acetate 20.85
    limonene 7.61
    1,2-dimethoxyethane 165.99
    ethyl orthosilicate 20.36
    tributyl phosphate 19.75
    diacetone alcohol 89.93
    N,N-dimethylaniline 23.29
    acrylonitrile 77.73
    aniline 32.91
    1,3-propanediol 61.49
    bromobenzene 26.22
    dibromomethane 44.7
    1,1,2,2-tetrachloroethane 170.69
    2-methyl-cyclohexyl acetate 30.28
    tetrabutyl urea 29.49
    diisobutyl methanol 9.23
    2-phenylethanol 33.28
    styrene 8.53
    dioctyl adipate 32.13
    dimethyl sulfate 153.13
    ethyl butyrate 27.38
    methyl lactate 89.0
    butyl lactate 32.76
    diethyl carbonate 25.59
    propanediol butyl ether 58.07
    triethyl orthoformate 27.62
    p-tert-butyltoluene 5.91
    methyl 4-tert-butylbenzoate 44.22
    morpholine 196.52
    tert-butylamine 13.68
    n-dodecanol 8.06
    dimethoxymethane 233.36
    ethylene carbonate 70.66
    cyrene 82.24
    2-ethoxyethyl acetate 57.45
    2-ethylhexyl acetate 23.52
    1,2,4-trichlorobenzene 45.8
    4-methylpyridine 68.6
    dibutyl ether 15.35
    2,6-dimethyl-4-heptanol 9.23
    DEF 78.76
    dimethyl isosorbide 130.92
    tetrachloroethylene 70.81
    eugenol 46.57
    triacetin 64.45
    span 80 47.1
    1,4-butanediol 25.57
    1,1-dichloroethane 68.46
    2-methyl-1-pentanol 18.96
    methyl formate 118.03
    2-methyl-1-butanol 20.13
    n-decane 0.79
    butyronitrile 32.65
    3,7-dimethyl-1-octanol 15.48
    1-chlorooctane 5.65
    1-chlorotetradecane 2.91
    n-nonane 0.53
    undecane 0.67
    tert-butylcyclohexane 0.65
    cyclooctane 0.24
    cyclopentanol 46.06
    tetrahydropyran 77.22
    tert-amyl methyl ether 17.8
    2,5,8-trioxanonane 152.46
    1-hexene 1.34
    2-isopropoxyethanol 63.23
    2,2,2-trifluoroethanol 44.13
    methyl butyrate 48.48

    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