Stereoisomer of 3-(2,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    74161-24-3

    Molecular formula
    C20H20O5

    SMILES
    CC(=CCC1=C(C=CC2=C1OCC(C2=O)C3=C(C=C(C=C3)O)O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 54.69%
    Spicy 48.52%
    Sweet 38.19%
    Odorless 29.17%
    Smoky 28.84%
    Woody 27.94%
    Medicinal 27.07%
    Balsamic 26.02%
    Burnt 24.26%
    Vanilla 23.01%

     

    Flavor
    Bitter 93.73%
    Cedarleaf 20.16%
    Lovage 20.0%
    Parsley 19.24%
    Bland 18.99%
    Sweet-like 18.32%
    Odorless 18.31%
    Nitrile 18.19%
    Basil 18.09%
    Ripe apricot 18.05%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.9

    pKa est.
    10.11 (weak base)

    Molecular weight
    340.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    882°C

    Flash point

    • 238.36 ˚C est.

  • Synonyms

    • 5-Deoxykievitone
    • (+-)-5-Deoxykievitone
    • 74161-24-3
    • 01J606C35G
    • 3-(2,4-dihydroxyphenyl)-7-hydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
    • 4H-1-Benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-8-(3-methyl-2-butenyl)-
    • DTXSID80331945
    • GlyTouCan:G24833LX
    • RefChem:1048726
    • DTXCID60283039
    • G24833LX
    • Stereoisomer of 3-(2,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
    • (+/-)-5-Deoxykievitone
    • UNII-01J606C35G
    • CHEBI:63
    • SCHEMBL1546594
    • CHEMBL3120668
    • Isoflavanone base + 3O, 1Prenyl
    • LMPK12050458
    • 2',4',7-trihydroxy-8-prenylisoflavanone
    • Q27105218
    • 3-(2,4-Dihydroxyphenyl)-7-hydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-1-benzopyran-4-one
    • 74161-24-3

  • Applications

    The stereoisomer of 3-(2,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one (CAS 74161-24-3) is primarily considered as a synthetic building block and appears in potential cosmetic and fragrance applications due to its lipophilic, prenylated flavonoid structure; it may serve as an antioxidant and stabilizer in cosmetic formulations, as a fragrance ingredient or odorant, and as a precursor or intermediate for pharmaceutical or agrochemical research; it can also be explored for use in coatings or polymer formulations as a UV-absorber or color-imparting additive.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.63
    methanol 31.63
    isopropanol 29.39
    water 0.03
    ethyl acetate 43.27
    n-propanol 26.93
    acetone 129.22
    n-butanol 21.44
    acetonitrile 34.95
    DMF 154.3
    toluene 5.51
    isobutanol 17.21
    1,4-dioxane 125.29
    methyl acetate 55.08
    THF 438.58
    2-butanone 100.67
    n-pentanol 16.56
    sec-butanol 19.44
    n-hexane 0.08
    ethylene glycol 6.64
    NMP 55.59
    cyclohexane 0.25
    DMSO 339.31
    n-butyl acetate 15.8
    n-octanol 7.94
    chloroform 33.65
    n-propyl acetate 19.76
    acetic acid 57.88
    dichloromethane 18.62
    cyclohexanone 82.06
    propylene glycol 16.45
    isopropyl acetate 28.3
    DMAc 273.6
    2-ethoxyethanol 71.07
    isopentanol 21.61
    n-heptane 0.2
    ethyl formate 20.07
    1,2-dichloroethane 20.5
    n-hexanol 10.37
    2-methoxyethanol 140.31
    isobutyl acetate 13.57
    tetrachloromethane 1.84
    n-pentyl acetate 12.84
    transcutol 168.14
    n-heptanol 8.57
    ethylbenzene 2.7
    MIBK 31.39
    2-propoxyethanol 75.93
    tert-butanol 48.83
    MTBE 21.94
    2-butoxyethanol 33.56
    propionic acid 23.98
    o-xylene 3.92
    formic acid 18.54
    diethyl ether 17.05
    m-xylene 3.88
    p-xylene 4.31
    chlorobenzene 7.75
    dimethyl carbonate 37.82
    n-octane 0.16
    formamide 45.18
    cyclopentanone 132.05
    2-pentanone 59.39
    anisole 19.53
    cyclopentyl methyl ether 39.08
    gamma-butyrolactone 101.03
    1-methoxy-2-propanol 110.5
    pyridine 46.92
    3-pentanone 36.69
    furfural 57.1
    n-dodecane 0.31
    diethylene glycol 64.15
    diisopropyl ether 3.91
    tert-amyl alcohol 25.32
    acetylacetone 92.98
    n-hexadecane 0.37
    acetophenone 21.56
    methyl propionate 48.86
    isopentyl acetate 17.94
    trichloroethylene 59.7
    n-nonanol 9.2
    cyclohexanol 17.38
    benzyl alcohol 19.66
    2-ethylhexanol 6.73
    isooctanol 8.58
    dipropyl ether 11.17
    1,2-dichlorobenzene 7.67
    ethyl lactate 19.4
    propylene carbonate 27.73
    n-methylformamide 48.72
    2-pentanol 12.22
    n-pentane 0.09
    1-propoxy-2-propanol 46.24
    1-methoxy-2-propyl acetate 43.66
    2-(2-methoxypropoxy) propanol 42.17
    mesitylene 2.57
    ε-caprolactone 46.09
    p-cymene 2.92
    epichlorohydrin 156.94
    1,1,1-trichloroethane 15.56
    2-aminoethanol 17.58
    morpholine-4-carbaldehyde 111.87
    sulfolane 127.67
    2,2,4-trimethylpentane 0.23
    2-methyltetrahydrofuran 66.91
    n-hexyl acetate 17.88
    isooctane 0.21
    2-(2-butoxyethoxy)ethanol 59.04
    sec-butyl acetate 14.66
    tert-butyl acetate 35.03
    decalin 0.3
    glycerin 33.9
    diglyme 116.22
    acrylic acid 22.02
    isopropyl myristate 9.1
    n-butyric acid 34.35
    acetyl acetate 28.24
    di(2-ethylhexyl) phthalate 11.42
    ethyl propionate 20.84
    nitromethane 162.72
    1,2-diethoxyethane 41.07
    benzonitrile 15.34
    trioctyl phosphate 8.21
    1-bromopropane 5.47
    gamma-valerolactone 164.02
    n-decanol 7.02
    triethyl phosphate 11.74
    4-methyl-2-pentanol 9.48
    propionitrile 29.21
    vinylene carbonate 26.48
    1,1,2-trichlorotrifluoroethane 79.99
    DMS 25.19
    cumene 2.09
    2-octanol 5.81
    2-hexanone 28.48
    octyl acetate 11.25
    limonene 3.88
    1,2-dimethoxyethane 134.86
    ethyl orthosilicate 11.19
    tributyl phosphate 9.87
    diacetone alcohol 64.42
    N,N-dimethylaniline 12.16
    acrylonitrile 41.24
    aniline 16.7
    1,3-propanediol 40.35
    bromobenzene 5.95
    dibromomethane 8.1
    1,1,2,2-tetrachloroethane 50.79
    2-methyl-cyclohexyl acetate 14.78
    tetrabutyl urea 15.8
    diisobutyl methanol 6.42
    2-phenylethanol 18.02
    styrene 3.39
    dioctyl adipate 15.69
    dimethyl sulfate 58.38
    ethyl butyrate 14.31
    methyl lactate 37.49
    butyl lactate 16.26
    diethyl carbonate 11.47
    propanediol butyl ether 28.68
    triethyl orthoformate 15.11
    p-tert-butyltoluene 3.1
    methyl 4-tert-butylbenzoate 24.11
    morpholine 147.7
    tert-butylamine 10.66
    n-dodecanol 5.14
    dimethoxymethane 159.35
    ethylene carbonate 25.32
    cyrene 39.88
    2-ethoxyethyl acetate 29.45
    2-ethylhexyl acetate 12.28
    1,2,4-trichlorobenzene 13.01
    4-methylpyridine 33.47
    dibutyl ether 10.25
    2,6-dimethyl-4-heptanol 6.42
    DEF 49.77
    dimethyl isosorbide 69.04
    tetrachloroethylene 20.58
    eugenol 25.64
    triacetin 29.26
    span 80 25.09
    1,4-butanediol 13.54
    1,1-dichloroethane 17.63
    2-methyl-1-pentanol 14.03
    methyl formate 42.33
    2-methyl-1-butanol 16.89
    n-decane 0.48
    butyronitrile 19.71
    3,7-dimethyl-1-octanol 9.41
    1-chlorooctane 2.95
    1-chlorotetradecane 1.41
    n-nonane 0.33
    undecane 0.37
    tert-butylcyclohexane 0.3
    cyclooctane 0.12
    cyclopentanol 26.36
    tetrahydropyran 62.81
    tert-amyl methyl ether 14.81
    2,5,8-trioxanonane 86.91
    1-hexene 0.69
    2-isopropoxyethanol 42.67
    2,2,2-trifluoroethanol 16.33
    methyl butyrate 27.63

    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