3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    74161-25-4

    Molecular formula
    C20H18O6

    SMILES
    CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C(=CO2)C3=C(C=C(C=C3)O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 57.67%
    Odorless 40.01%
    Spicy 35.82%
    Burnt 31.38%
    Smoky 28.83%
    Medicinal 28.5%
    Woody 25.58%
    Dry 22.97%
    Animal 22.3%
    Fruity 21.57%

     

    Flavor
    Bitter 94.23%
    Odorless 22.0%
    Cedarleaf 20.45%
    Parsley 19.54%
    Lovage 19.51%
    Nitrile 19.25%
    Sweet-like 18.95%
    Very strong 18.9%
    Bland 18.9%
    Eugenol 18.55%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.2

    pKa est.
    10.17 (weak base)

    Molecular weight
    354.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    952°C

    Flash point

    • 250.65 ˚C est.

  • Synonyms

    • 2,3-Dehydrokievitone
    • 74161-25-4
    • 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
    • M463PIR1IG
    • 5,7,2',4'-Tetrahydroxy-8-prenylisoflavone
    • DTXSID10225121
    • 3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
    • RefChem:1066433
    • DTXCID10147612
    • 2',4',5,7-tetrahydroxy-8-prenylisoflavone
    • BRN 4333751
    • UNII-M463PIR1IG
    • 5,7-Dihydroxy-3-(2,4-dihydroxyphenyl)-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
    • 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(2,4-dihydroxyphenyl)-8-(3-methyl-2-butenyl)-
    • 2,3-DHKV
    • orb1684895
    • CHEMBL4086888
    • SCHEMBL27006388
    • SCHEMBL31474867
    • CHEBI:175549
    • GLXC-18492
    • HY-N1653
    • LMPK12050288
    • MFCD01662754
    • AKOS032948668
    • EBC-616483
    • FS-9005
    • 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
    • DA-69640
    • PD210296
    • XD161868
    • 5,7,2?,4?-Tetrahydroxy-8-prenylisoflavone
    • CS-0017315
    • Q27283469
    • 3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-4H-1-benzopyran-4-one
    • 4H-1-BENZOPYRAN-4-ONE, 3-(2,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-8-(3-METHYL-2-BUTEN-1-YL)-
    • 4H-1-BENZOPYRAN-4-ONE, 3-(2,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-8-(3-METHYL-2-BUTENYL)-
    • 74161-25-4

  • Applications

    Chemical name: 3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one; CAS 74161-25-4 may be used as a prenylated polyphenol with real-world applications across multiple industries, including as a synthetic intermediate and precursor for flavonoid and chromone derivatives in pharmaceutical and natural product research; in cosmetics and personal care, it is evaluated as an antioxidant and may function as an ingredient or precursor for formulations; in polymer and coatings sectors, it can serve as an antioxidant/stabilizer additive for plastics, coatings, and inks; in the printing and inks industry, it can act as a pigment precursor or carrier; in pharmaceutical R&D, it is often explored as an intermediate for the preparation of flavonoid-like or prenylated chromone compounds; applications depend on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.86
    methanol 1.84
    isopropanol 1.9
    water 0.0
    ethyl acetate 1.6
    n-propanol 3.36
    acetone 3.05
    n-butanol 2.72
    acetonitrile 0.9
    DMF 32.68
    toluene 0.17
    isobutanol 2.12
    1,4-dioxane 4.51
    methyl acetate 3.02
    THF 45.51
    2-butanone 8.54
    n-pentanol 1.98
    sec-butanol 3.04
    n-hexane 0.01
    ethylene glycol 1.18
    NMP 36.06
    cyclohexane 0.01
    DMSO 136.54
    n-butyl acetate 1.87
    n-octanol 0.57
    chloroform 0.22
    n-propyl acetate 1.82
    acetic acid 4.39
    dichloromethane 0.21
    cyclohexanone 9.78
    propylene glycol 4.3
    isopropyl acetate 1.22
    DMAc 62.25
    2-ethoxyethanol 12.98
    isopentanol 2.35
    n-heptane 0.01
    ethyl formate 1.43
    1,2-dichloroethane 0.41
    n-hexanol 1.04
    2-methoxyethanol 34.66
    isobutyl acetate 1.13
    tetrachloromethane 0.03
    n-pentyl acetate 1.35
    transcutol 27.5
    n-heptanol 0.79
    ethylbenzene 0.12
    MIBK 2.02
    2-propoxyethanol 16.91
    tert-butanol 2.53
    MTBE 0.93
    2-butoxyethanol 6.74
    propionic acid 3.05
    o-xylene 0.14
    formic acid 1.95
    diethyl ether 0.51
    m-xylene 0.12
    p-xylene 0.18
    chlorobenzene 0.16
    dimethyl carbonate 2.0
    n-octane 0.0
    formamide 4.05
    cyclopentanone 24.5
    2-pentanone 3.25
    anisole 1.02
    cyclopentyl methyl ether 2.57
    gamma-butyrolactone 19.47
    1-methoxy-2-propanol 25.87
    pyridine 5.29
    3-pentanone 1.94
    furfural 10.82
    n-dodecane 0.01
    diethylene glycol 12.88
    diisopropyl ether 0.1
    tert-amyl alcohol 3.02
    acetylacetone 5.06
    n-hexadecane 0.01
    acetophenone 2.19
    methyl propionate 3.36
    isopentyl acetate 2.32
    trichloroethylene 1.35
    n-nonanol 0.71
    cyclohexanol 1.71
    benzyl alcohol 2.03
    2-ethylhexanol 0.66
    isooctanol 0.81
    dipropyl ether 0.67
    1,2-dichlorobenzene 0.18
    ethyl lactate 2.78
    propylene carbonate 3.98
    n-methylformamide 7.31
    2-pentanol 1.2
    n-pentane 0.01
    1-propoxy-2-propanol 9.86
    1-methoxy-2-propyl acetate 6.95
    2-(2-methoxypropoxy) propanol 9.44
    mesitylene 0.06
    ε-caprolactone 8.94
    p-cymene 0.16
    epichlorohydrin 24.02
    1,1,1-trichloroethane 0.25
    2-aminoethanol 3.83
    morpholine-4-carbaldehyde 28.76
    sulfolane 58.13
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 7.76
    n-hexyl acetate 1.76
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 11.0
    sec-butyl acetate 1.23
    tert-butyl acetate 2.06
    decalin 0.01
    glycerin 11.93
    diglyme 19.73
    acrylic acid 3.31
    isopropyl myristate 0.73
    n-butyric acid 3.99
    acetyl acetate 0.8
    di(2-ethylhexyl) phthalate 1.52
    ethyl propionate 1.7
    nitromethane 12.72
    1,2-diethoxyethane 2.95
    benzonitrile 1.02
    trioctyl phosphate 1.02
    1-bromopropane 0.19
    gamma-valerolactone 45.61
    n-decanol 0.5
    triethyl phosphate 1.34
    4-methyl-2-pentanol 0.7
    propionitrile 1.45
    vinylene carbonate 2.62
    1,1,2-trichlorotrifluoroethane 20.81
    DMS 2.34
    cumene 0.1
    2-octanol 0.46
    2-hexanone 3.2
    octyl acetate 1.13
    limonene 0.23
    1,2-dimethoxyethane 17.73
    ethyl orthosilicate 1.1
    tributyl phosphate 1.26
    diacetone alcohol 10.27
    N,N-dimethylaniline 0.9
    acrylonitrile 2.69
    aniline 1.18
    1,3-propanediol 8.14
    bromobenzene 0.09
    dibromomethane 0.1
    1,1,2,2-tetrachloroethane 1.47
    2-methyl-cyclohexyl acetate 1.99
    tetrabutyl urea 2.51
    diisobutyl methanol 0.46
    2-phenylethanol 1.95
    styrene 0.11
    dioctyl adipate 1.83
    dimethyl sulfate 7.56
    ethyl butyrate 1.54
    methyl lactate 6.9
    butyl lactate 3.38
    diethyl carbonate 0.99
    propanediol butyl ether 6.17
    triethyl orthoformate 1.8
    p-tert-butyltoluene 0.15
    methyl 4-tert-butylbenzoate 3.62
    morpholine 16.09
    tert-butylamine 0.49
    n-dodecanol 0.34
    dimethoxymethane 11.95
    ethylene carbonate 2.01
    cyrene 9.95
    2-ethoxyethyl acetate 3.55
    2-ethylhexyl acetate 1.48
    1,2,4-trichlorobenzene 0.48
    4-methylpyridine 3.23
    dibutyl ether 0.55
    2,6-dimethyl-4-heptanol 0.46
    DEF 6.3
    dimethyl isosorbide 15.18
    tetrachloroethylene 0.51
    eugenol 4.43
    triacetin 3.34
    span 80 5.4
    1,4-butanediol 1.76
    1,1-dichloroethane 0.22
    2-methyl-1-pentanol 1.99
    methyl formate 3.62
    2-methyl-1-butanol 2.67
    n-decane 0.01
    butyronitrile 1.27
    3,7-dimethyl-1-octanol 0.81
    1-chlorooctane 0.09
    1-chlorotetradecane 0.05
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.0
    cyclopentanol 3.63
    tetrahydropyran 2.82
    tert-amyl methyl ether 1.17
    2,5,8-trioxanonane 13.79
    1-hexene 0.07
    2-isopropoxyethanol 6.65
    2,2,2-trifluoroethanol 1.05
    methyl butyrate 3.15

    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