2,3-dihydro-2,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    58124-18-8

    Molecular formula
    C15H12O6

    SMILES
    C1C(=O)C2=C(C=C(C=C2OC1(C3=CC=C(C=C3)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 57.26%
    Odorless 54.16%
    Nutty 29.58%
    Sweet 27.63%
    Spicy 27.38%
    Balsamic 26.51%
    Medicinal 25.64%
    Vanilla 23.32%
    Bitter 23.2%
    Burnt 22.54%

     

    Flavor
    Bitter 84.79%
    Odorless 28.89%
    Sweet-like 22.36%
    Bland 22.11%
    Cedarleaf 21.34%
    Lovage 20.93%
    Ripe apricot 20.83%
    Mild 20.58%
    Red fruit 20.56%
    Parsley 20.52%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    10.41 (weak base)

    Molecular weight
    288.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    636°C

    Flash point

    • 261.49 ˚C est.

  • Synonyms

    • 58124-18-8
    • 2,4',5,7-Tetrahydroxyflavanone
    • CHEBI:142230
    • 2,3-dihydro-2,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • 2,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
    • 2,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
    • 2,3-Dihydro-2,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 9CI
    • RefChem:81679
    • 2,5,7-trihydroxy-2-(4-hydroxyphenyl)-3H-chromen-4-one
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-2,5,7-trihydroxy-2-(4-hydroxyphenyl)-
    • 2,5,7-Trihydroxy-2-(4-hydroxyphenyl)chroman-4-one
    • orb1683758
    • SCHEMBL3973540
    • DTXSID401153307
    • HY-N1736
    • 2,5,7-Trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
    • AKOS022184812
    • FS-9475
    • FH167306
    • CS-0017412
    • E80705
    • F851313
    • Q60048132
    • B0005-458155
    • 2,5,7-TRIHYDROXY-2-(4-HYDROXYPHENYL)-3H-1-BENZOPYRAN-4-ONE
    • 58124-18-8

  • Applications

    Chemical name 2,3-dihydro-2,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (CAS 58124-18-8) is a polyphenolic flavonoid with multiple phenolic groups, commonly evaluated for antioxidant activity and used as a stabilizer in cosmetic and personal care formulations as well as in household and cleaning products. It may serve as a natural colorant and UV-absorber in coatings, inks, and polymer systems, contributing to light and heat stability. As a flavonoid scaffold, it can function as an intermediate in the synthesis of flavonoid-related compounds for pharmaceutical or agricultural chemical applications. Its presence in formulations may also provide metal-chelating and antioxidant benefits in various material systems and cleaning formulations, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.18
    methanol 46.53
    isopropanol 8.27
    water 0.93
    ethyl acetate 44.58
    n-propanol 6.68
    acetone 90.31
    n-butanol 5.65
    acetonitrile 75.03
    DMF 809.06
    toluene 0.44
    isobutanol 5.75
    1,4-dioxane 127.67
    methyl acetate 78.33
    THF 200.87
    2-butanone 49.39
    n-pentanol 5.11
    sec-butanol 5.9
    n-hexane 0.02
    ethylene glycol 85.1
    NMP 346.64
    cyclohexane 0.03
    DMSO 1591.79
    n-butyl acetate 19.47
    n-octanol 6.03
    chloroform 0.31
    n-propyl acetate 36.06
    acetic acid 84.8
    dichloromethane 0.55
    cyclohexanone 38.94
    propylene glycol 96.44
    isopropyl acetate 26.26
    DMAc 505.63
    2-ethoxyethanol 202.47
    isopentanol 7.16
    n-heptane 0.06
    ethyl formate 48.07
    1,2-dichloroethane 1.6
    n-hexanol 2.58
    2-methoxyethanol 386.57
    isobutyl acetate 15.72
    tetrachloromethane 0.08
    n-pentyl acetate 13.19
    transcutol 744.83
    n-heptanol 3.39
    ethylbenzene 0.42
    MIBK 21.09
    2-propoxyethanol 163.99
    tert-butanol 21.91
    MTBE 6.54
    2-butoxyethanol 56.8
    propionic acid 51.31
    o-xylene 0.64
    formic acid 138.75
    diethyl ether 5.34
    m-xylene 0.65
    p-xylene 0.67
    chlorobenzene 0.68
    dimethyl carbonate 131.34
    n-octane 0.04
    formamide 320.62
    cyclopentanone 137.92
    2-pentanone 30.94
    anisole 12.26
    cyclopentyl methyl ether 16.92
    gamma-butyrolactone 313.44
    1-methoxy-2-propanol 307.45
    pyridine 14.37
    3-pentanone 19.85
    furfural 184.49
    n-dodecane 0.1
    diethylene glycol 302.85
    diisopropyl ether 1.63
    tert-amyl alcohol 9.89
    acetylacetone 164.23
    n-hexadecane 0.12
    acetophenone 21.96
    methyl propionate 80.35
    isopentyl acetate 16.95
    trichloroethylene 3.25
    n-nonanol 6.39
    cyclohexanol 4.86
    benzyl alcohol 11.45
    2-ethylhexanol 2.63
    isooctanol 3.4
    dipropyl ether 9.15
    1,2-dichlorobenzene 1.26
    ethyl lactate 71.54
    propylene carbonate 84.68
    n-methylformamide 377.34
    2-pentanol 4.27
    n-pentane 0.02
    1-propoxy-2-propanol 99.96
    1-methoxy-2-propyl acetate 102.13
    2-(2-methoxypropoxy) propanol 122.25
    mesitylene 0.58
    ε-caprolactone 60.43
    p-cymene 0.77
    epichlorohydrin 146.43
    1,1,1-trichloroethane 0.74
    2-aminoethanol 65.29
    morpholine-4-carbaldehyde 511.75
    sulfolane 433.83
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 26.57
    n-hexyl acetate 21.77
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 179.72
    sec-butyl acetate 16.54
    tert-butyl acetate 34.49
    decalin 0.06
    glycerin 357.02
    diglyme 349.86
    acrylic acid 88.05
    isopropyl myristate 9.38
    n-butyric acid 37.73
    acetyl acetate 44.4
    di(2-ethylhexyl) phthalate 12.92
    ethyl propionate 38.59
    nitromethane 984.91
    1,2-diethoxyethane 68.05
    benzonitrile 10.59
    trioctyl phosphate 9.94
    1-bromopropane 0.28
    gamma-valerolactone 439.2
    n-decanol 4.81
    triethyl phosphate 18.32
    4-methyl-2-pentanol 4.25
    propionitrile 25.03
    vinylene carbonate 74.33
    1,1,2-trichlorotrifluoroethane 143.19
    DMS 57.11
    cumene 0.43
    2-octanol 2.49
    2-hexanone 20.26
    octyl acetate 12.95
    limonene 1.01
    1,2-dimethoxyethane 279.22
    ethyl orthosilicate 14.7
    tributyl phosphate 14.69
    diacetone alcohol 100.48
    N,N-dimethylaniline 7.6
    acrylonitrile 74.44
    aniline 3.46
    1,3-propanediol 72.6
    bromobenzene 0.36
    dibromomethane 0.16
    1,1,2,2-tetrachloroethane 3.29
    2-methyl-cyclohexyl acetate 15.44
    tetrabutyl urea 23.65
    diisobutyl methanol 3.63
    2-phenylethanol 9.42
    styrene 0.52
    dioctyl adipate 25.3
    dimethyl sulfate 235.53
    ethyl butyrate 25.35
    methyl lactate 206.49
    butyl lactate 37.55
    diethyl carbonate 21.67
    propanediol butyl ether 98.72
    triethyl orthoformate 27.53
    p-tert-butyltoluene 0.85
    methyl 4-tert-butylbenzoate 35.03
    morpholine 142.97
    tert-butylamine 3.09
    n-dodecanol 3.5
    dimethoxymethane 353.62
    ethylene carbonate 60.48
    cyrene 136.67
    2-ethoxyethyl acetate 54.91
    2-ethylhexyl acetate 9.71
    1,2,4-trichlorobenzene 2.41
    4-methylpyridine 12.13
    dibutyl ether 8.27
    2,6-dimethyl-4-heptanol 3.63
    DEF 70.93
    dimethyl isosorbide 236.36
    tetrachloroethylene 1.23
    eugenol 46.3
    triacetin 74.28
    span 80 53.25
    1,4-butanediol 35.51
    1,1-dichloroethane 0.62
    2-methyl-1-pentanol 4.61
    methyl formate 361.66
    2-methyl-1-butanol 5.38
    n-decane 0.14
    butyronitrile 12.04
    3,7-dimethyl-1-octanol 6.14
    1-chlorooctane 0.8
    1-chlorotetradecane 0.49
    n-nonane 0.09
    undecane 0.12
    tert-butylcyclohexane 0.05
    cyclooctane 0.02
    cyclopentanol 12.29
    tetrahydropyran 12.61
    tert-amyl methyl ether 6.47
    2,5,8-trioxanonane 263.72
    1-hexene 0.13
    2-isopropoxyethanol 91.55
    2,2,2-trifluoroethanol 59.59
    methyl butyrate 48.35

    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