(2S)-5,8-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    123067-25-4

    Molecular formula
    C15H12O5

    SMILES
    C1[C@H](OC2=C(C=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 66.43%
    Odorless 47.3%
    Spicy 38.16%
    Vanilla 38.15%
    Burnt 32.99%
    Sweet 31.57%
    Medicinal 31.34%
    Smoky 31.26%
    Balsamic 27.68%
    Bitter 25.18%

     

    Flavor
    Bitter 94.15%
    Sweet-like 20.8%
    Lovage 20.53%
    Cedarleaf 20.11%
    Parsley 19.79%
    Eugenol 19.32%
    Very strong 19.31%
    Nitrile 19.25%
    Ripe apricot 19.18%
    Indole 19.07%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    10.76 (weak base)

    Molecular weight
    272.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    541°C

    Flash point

    • 236.49 ˚C est.

  • Synonyms

    • DTXSID001143047
    • (2S)-5,8-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-5,8-dihydroxy-2-(4-hydroxyphenyl)-, (S)-
    • 123067-25-4
    • 123067-25-4

  • Applications

    This flavanone-type compound is primarily used as an intermediate in the synthesis of flavonoid-derived pharmaceuticals and as a research reagent in medicinal chemistry. It is also employed in cosmetics and personal care as an antioxidant additive or functional ingredient. Its phenolic structure enables its use as a stabilizer or antioxidant additive in polymer formulations and coatings to improve oxidative stability. In addition, it serves as a building block in materials science and chemical synthesis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.25
    methanol 23.26
    isopropanol 27.39
    water 0.23
    ethyl acetate 38.75
    n-propanol 11.8
    acetone 120.39
    n-butanol 13.0
    acetonitrile 51.94
    DMF 172.75
    toluene 1.62
    isobutanol 10.32
    1,4-dioxane 121.75
    methyl acetate 58.23
    THF 441.84
    2-butanone 78.31
    n-pentanol 10.27
    sec-butanol 14.72
    n-hexane 0.02
    ethylene glycol 28.53
    NMP 37.76
    cyclohexane 0.06
    DMSO 616.5
    n-butyl acetate 15.19
    n-octanol 7.41
    chloroform 0.49
    n-propyl acetate 23.5
    acetic acid 39.02
    dichloromethane 0.42
    cyclohexanone 52.3
    propylene glycol 22.94
    isopropyl acetate 34.25
    DMAc 239.11
    2-ethoxyethanol 105.44
    isopentanol 20.49
    n-heptane 0.17
    ethyl formate 20.63
    1,2-dichloroethane 2.12
    n-hexanol 7.67
    2-methoxyethanol 206.56
    isobutyl acetate 11.64
    tetrachloromethane 0.24
    n-pentyl acetate 10.18
    transcutol 178.01
    n-heptanol 6.99
    ethylbenzene 1.22
    MIBK 33.5
    2-propoxyethanol 76.04
    tert-butanol 78.13
    MTBE 20.56
    2-butoxyethanol 30.69
    propionic acid 20.34
    o-xylene 1.96
    formic acid 29.89
    diethyl ether 10.27
    m-xylene 1.97
    p-xylene 2.0
    chlorobenzene 1.44
    dimethyl carbonate 43.31
    n-octane 0.12
    formamide 93.12
    cyclopentanone 100.35
    2-pentanone 52.27
    anisole 15.62
    cyclopentyl methyl ether 31.44
    gamma-butyrolactone 103.47
    1-methoxy-2-propanol 159.95
    pyridine 19.35
    3-pentanone 26.82
    furfural 52.58
    n-dodecane 0.33
    diethylene glycol 103.3
    diisopropyl ether 4.04
    tert-amyl alcohol 28.82
    acetylacetone 114.27
    n-hexadecane 0.4
    acetophenone 18.09
    methyl propionate 44.17
    isopentyl acetate 16.31
    trichloroethylene 5.02
    n-nonanol 8.38
    cyclohexanol 12.65
    benzyl alcohol 15.44
    2-ethylhexanol 6.8
    isooctanol 7.11
    dipropyl ether 12.18
    1,2-dichlorobenzene 2.11
    ethyl lactate 26.38
    propylene carbonate 25.85
    n-methylformamide 74.79
    2-pentanol 12.25
    n-pentane 0.03
    1-propoxy-2-propanol 50.97
    1-methoxy-2-propyl acetate 44.01
    2-(2-methoxypropoxy) propanol 45.94
    mesitylene 1.83
    ε-caprolactone 33.74
    p-cymene 2.61
    epichlorohydrin 110.17
    1,1,1-trichloroethane 2.2
    2-aminoethanol 30.12
    morpholine-4-carbaldehyde 104.51
    sulfolane 130.06
    2,2,4-trimethylpentane 0.13
    2-methyltetrahydrofuran 54.68
    n-hexyl acetate 14.9
    isooctane 0.14
    2-(2-butoxyethoxy)ethanol 61.71
    sec-butyl acetate 16.16
    tert-butyl acetate 44.03
    decalin 0.16
    glycerin 76.68
    diglyme 126.81
    acrylic acid 21.62
    isopropyl myristate 9.49
    n-butyric acid 28.41
    acetyl acetate 29.23
    di(2-ethylhexyl) phthalate 9.46
    ethyl propionate 24.45
    nitromethane 213.27
    1,2-diethoxyethane 41.08
    benzonitrile 11.09
    trioctyl phosphate 7.89
    1-bromopropane 0.58
    gamma-valerolactone 133.64
    n-decanol 6.93
    triethyl phosphate 13.34
    4-methyl-2-pentanol 10.99
    propionitrile 30.85
    vinylene carbonate 20.73
    1,1,2-trichlorotrifluoroethane 58.65
    DMS 23.21
    cumene 1.26
    2-octanol 5.02
    2-hexanone 26.66
    octyl acetate 11.34
    limonene 3.19
    1,2-dimethoxyethane 190.46
    ethyl orthosilicate 12.14
    tributyl phosphate 9.5
    diacetone alcohol 86.64
    N,N-dimethylaniline 9.72
    acrylonitrile 46.46
    aniline 8.84
    1,3-propanediol 63.46
    bromobenzene 0.94
    dibromomethane 0.2
    1,1,2,2-tetrachloroethane 6.6
    2-methyl-cyclohexyl acetate 13.93
    tetrabutyl urea 16.22
    diisobutyl methanol 7.54
    2-phenylethanol 14.95
    styrene 1.38
    dioctyl adipate 15.33
    dimethyl sulfate 74.49
    ethyl butyrate 16.31
    methyl lactate 49.01
    butyl lactate 14.32
    diethyl carbonate 13.95
    propanediol butyl ether 28.39
    triethyl orthoformate 17.31
    p-tert-butyltoluene 2.88
    methyl 4-tert-butylbenzoate 21.52
    morpholine 124.28
    tert-butylamine 11.87
    n-dodecanol 5.56
    dimethoxymethane 208.48
    ethylene carbonate 22.9
    cyrene 39.34
    2-ethoxyethyl acetate 22.69
    2-ethylhexyl acetate 10.45
    1,2,4-trichlorobenzene 4.04
    4-methylpyridine 16.72
    dibutyl ether 10.38
    2,6-dimethyl-4-heptanol 7.54
    DEF 43.84
    dimethyl isosorbide 73.45
    tetrachloroethylene 2.98
    eugenol 23.85
    triacetin 27.29
    span 80 22.05
    1,4-butanediol 21.29
    1,1-dichloroethane 1.18
    2-methyl-1-pentanol 11.18
    methyl formate 68.55
    2-methyl-1-butanol 11.36
    n-decane 0.43
    butyronitrile 17.77
    3,7-dimethyl-1-octanol 9.01
    1-chlorooctane 2.28
    1-chlorotetradecane 1.34
    n-nonane 0.27
    undecane 0.38
    tert-butylcyclohexane 0.16
    cyclooctane 0.06
    cyclopentanol 20.44
    tetrahydropyran 33.92
    tert-amyl methyl ether 14.8
    2,5,8-trioxanonane 97.91
    1-hexene 0.18
    2-isopropoxyethanol 58.05
    2,2,2-trifluoroethanol 20.59
    methyl butyrate 29.42

    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