3,4-dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl) 1H-2-benzopyran-1-one

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  • Identifiers

    CAS number
    480-46-6

    Molecular formula
    C16H14O5

    SMILES
    COC1=C(C=C(C=C1)C2CC3=C(C(=CC=C3)O)C(=O)O2)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 66.95%
    Phenolic 64.0%
    Vanilla 58.52%
    Spicy 47.25%
    Balsamic 38.33%
    Creamy 36.95%
    Powdery 34.9%
    Smoky 32.83%
    Odorless 29.45%
    Aromatic 28.88%

     

    Flavor
    Bitter 89.93%
    Lovage 21.15%
    Parsley 20.94%
    Cedarleaf 20.47%
    Sweet-like 20.33%
    Bland 20.31%
    Eugenol 20.11%
    Ethyl benzoate 19.68%
    Ripe apricot 19.51%
    Red fruit 19.3%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    9.23 (weak base)

    Molecular weight
    286.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    566°C

    Melting point expt.

    • 120 °C

    Flash point

    • 218.31 ˚C est.

  • Synonyms

    • 3,4-Dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl) 1H-2-benzopyran-1-one
    • 480-46-6
    • 8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-3,4-dihydroisochromen-1-one
    • DTXSID101029761
    • RefChem:1065763
    • DTXCID801451143
    • 55555-33-4
    • 8-Hydroxy-3-(3-hydroxy-4-methoxyphenyl)isochroman-1-one
    • 1H-2-Benzopyran-1-one,3,4-dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-
    • 8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-1H-2-benzopyran-1-one
    • 3,4-Dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-1H-2-benzopyran-1-one
    • Phyllodulcinol
    • MFCD28384125
    • SCHEMBL12205058
    • SCHEMBL30460064
    • CHEBI:174724
    • AKOS027255714
    • AS-73185
    • W11008
    • 8-hydroxy-3-(3-hydroxy-4-methoxy-phenyl)isochroman-1-one
    • 3,4-Dihydro-3-(3-hydroxy-4-methoxyphenyl)-8-hydroxyisocoumarin
    • 480-46-6

  • Applications

    This compound, 3,4-dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl) 1H-2-benzopyran-1-one (CAS 480-46-6), is a polyphenolic dihydroflavonoid; real-world applications often include use as an antioxidant additive in cosmetic and personal care formulations, exploration as a fragrance component or fixative in perfumery, use as a synthetic intermediate or pharmacophore in pharmaceutical research, and deployment as a stabilizing antioxidant in polymers, coatings, and inks, as well as potential use in household cleaning products as a stabilizer or odorant precursor, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.71
    methanol 6.64
    isopropanol 7.34
    water 0.0
    ethyl acetate 21.75
    n-propanol 7.28
    acetone 37.11
    n-butanol 7.52
    acetonitrile 12.19
    DMF 76.63
    toluene 5.15
    isobutanol 4.84
    1,4-dioxane 64.69
    methyl acetate 20.96
    THF 231.7
    2-butanone 35.81
    n-pentanol 5.65
    sec-butanol 7.16
    n-hexane 0.08
    ethylene glycol 3.68
    NMP 31.76
    cyclohexane 0.19
    DMSO 262.86
    n-butyl acetate 11.05
    n-octanol 2.92
    chloroform 14.14
    n-propyl acetate 11.85
    acetic acid 16.25
    dichloromethane 13.39
    cyclohexanone 41.48
    propylene glycol 5.07
    isopropyl acetate 16.07
    DMAc 95.18
    2-ethoxyethanol 40.67
    isopentanol 8.55
    n-heptane 0.27
    ethyl formate 8.79
    1,2-dichloroethane 17.69
    n-hexanol 5.61
    2-methoxyethanol 78.21
    isobutyl acetate 6.57
    tetrachloromethane 0.96
    n-pentyl acetate 7.43
    transcutol 130.94
    n-heptanol 3.97
    ethylbenzene 2.05
    MIBK 17.59
    2-propoxyethanol 42.87
    tert-butanol 21.07
    MTBE 12.68
    2-butoxyethanol 17.61
    propionic acid 8.82
    o-xylene 3.47
    formic acid 8.98
    diethyl ether 14.04
    m-xylene 3.1
    p-xylene 2.66
    chlorobenzene 5.24
    dimethyl carbonate 23.47
    n-octane 0.15
    formamide 29.04
    cyclopentanone 65.25
    2-pentanone 29.5
    anisole 13.6
    cyclopentyl methyl ether 26.5
    gamma-butyrolactone 57.39
    1-methoxy-2-propanol 66.76
    pyridine 24.0
    3-pentanone 22.32
    furfural 42.4
    n-dodecane 0.23
    diethylene glycol 45.67
    diisopropyl ether 3.51
    tert-amyl alcohol 12.72
    acetylacetone 53.8
    n-hexadecane 0.28
    acetophenone 15.01
    methyl propionate 23.5
    isopentyl acetate 12.3
    trichloroethylene 35.73
    n-nonanol 3.69
    cyclohexanol 8.82
    benzyl alcohol 10.65
    2-ethylhexanol 4.64
    isooctanol 4.11
    dipropyl ether 9.57
    1,2-dichlorobenzene 6.03
    ethyl lactate 11.12
    propylene carbonate 15.82
    n-methylformamide 23.68
    2-pentanol 6.45
    n-pentane 0.09
    1-propoxy-2-propanol 29.27
    1-methoxy-2-propyl acetate 32.52
    2-(2-methoxypropoxy) propanol 31.26
    mesitylene 2.22
    ε-caprolactone 26.31
    p-cymene 2.83
    epichlorohydrin 96.13
    1,1,1-trichloroethane 8.14
    2-aminoethanol 7.2
    morpholine-4-carbaldehyde 64.04
    sulfolane 94.33
    2,2,4-trimethylpentane 0.21
    2-methyltetrahydrofuran 36.95
    n-hexyl acetate 9.54
    isooctane 0.2
    2-(2-butoxyethoxy)ethanol 37.37
    sec-butyl acetate 8.95
    tert-butyl acetate 23.71
    decalin 0.27
    glycerin 19.4
    diglyme 88.02
    acrylic acid 9.98
    isopropyl myristate 6.25
    n-butyric acid 13.79
    acetyl acetate 16.58
    di(2-ethylhexyl) phthalate 7.05
    ethyl propionate 14.01
    nitromethane 72.62
    1,2-diethoxyethane 32.72
    benzonitrile 10.43
    trioctyl phosphate 4.95
    1-bromopropane 5.02
    gamma-valerolactone 84.76
    n-decanol 3.15
    triethyl phosphate 10.53
    4-methyl-2-pentanol 4.8
    propionitrile 13.83
    vinylene carbonate 14.91
    1,1,2-trichlorotrifluoroethane 46.86
    DMS 17.29
    cumene 1.68
    2-octanol 2.49
    2-hexanone 16.2
    octyl acetate 6.86
    limonene 4.03
    1,2-dimethoxyethane 90.55
    ethyl orthosilicate 9.46
    tributyl phosphate 6.51
    diacetone alcohol 40.39
    N,N-dimethylaniline 8.75
    acrylonitrile 21.46
    aniline 11.33
    1,3-propanediol 17.88
    bromobenzene 4.47
    dibromomethane 6.51
    1,1,2,2-tetrachloroethane 27.8
    2-methyl-cyclohexyl acetate 11.61
    tetrabutyl urea 10.61
    diisobutyl methanol 4.88
    2-phenylethanol 12.46
    styrene 2.6
    dioctyl adipate 11.72
    dimethyl sulfate 44.24
    ethyl butyrate 12.6
    methyl lactate 21.54
    butyl lactate 9.29
    diethyl carbonate 10.02
    propanediol butyl ether 12.14
    triethyl orthoformate 12.93
    p-tert-butyltoluene 3.04
    methyl 4-tert-butylbenzoate 17.62
    morpholine 70.8
    tert-butylamine 5.88
    n-dodecanol 2.64
    dimethoxymethane 110.54
    ethylene carbonate 13.24
    cyrene 25.77
    2-ethoxyethyl acetate 19.76
    2-ethylhexyl acetate 8.65
    1,2,4-trichlorobenzene 8.93
    4-methylpyridine 18.62
    dibutyl ether 6.72
    2,6-dimethyl-4-heptanol 4.88
    DEF 29.25
    dimethyl isosorbide 57.83
    tetrachloroethylene 13.62
    eugenol 18.8
    triacetin 20.43
    span 80 16.13
    1,4-butanediol 5.13
    1,1-dichloroethane 8.41
    2-methyl-1-pentanol 6.38
    methyl formate 19.55
    2-methyl-1-butanol 6.71
    n-decane 0.35
    butyronitrile 8.76
    3,7-dimethyl-1-octanol 4.8
    1-chlorooctane 1.97
    1-chlorotetradecane 1.03
    n-nonane 0.24
    undecane 0.28
    tert-butylcyclohexane 0.26
    cyclooctane 0.12
    cyclopentanol 9.77
    tetrahydropyran 33.99
    tert-amyl methyl ether 10.59
    2,5,8-trioxanonane 69.52
    1-hexene 0.6
    2-isopropoxyethanol 23.49
    2,2,2-trifluoroethanol 7.8
    methyl butyrate 16.91

    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