2-(3,4-Dihydroxyphenyl)-7-hydroxy-3,5-dimethoxy-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    1486-66-4

    Molecular formula
    C17H14O7

    SMILES
    COC1=CC(=CC2=C1C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)OC)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 61.53%
    Odorless 44.44%
    Burnt 40.11%
    Vanilla 36.8%
    Smoky 35.14%
    Spicy 34.58%
    Balsamic 28.21%
    Medicinal 27.02%
    Woody 24.54%
    Fruity 22.89%

     

    Flavor
    Bitter 89.3%
    Bland 25.14%
    Odorless 24.08%
    Sweet-like 21.34%
    Eugenol 21.33%
    Parsley 21.28%
    Cedarleaf 20.42%
    Lovage 19.98%
    Ham 19.46%
    Allspice 19.43%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    9.89 (weak base)

    Molecular weight
    330.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    812°C

    Melting point expt.

    • 299 - 301 °C

    Flash point

    • 231.32 ˚C est.

  • Synonyms

    • Caryatin
    • 1486-66-4
    • 3,5-Di-O-methylquercetin
    • 2-(3,4-Dihydroxyphenyl)-7-hydroxy-3,5-dimethoxy-4H-1-benzopyran-4-one
    • AT4UXB9ZR8
    • DTXSID60164031
    • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-hydroxy-3,5-dimethoxy-
    • RefChem:1061007
    • DTXCID3086522
    • 3,5-DIMETHOXY-7,3',4'-TRIHYDROXYFLAVONE
    • 2-(3,4-dihydroxyphenyl)-7-hydroxy-3,5-dimethoxychromen-4-one
    • 2-(3,4-dihydroxyphenyl)-7-hydroxy-3,5-dimethoxy-4H-chromen-4-one
    • 7,3',4'-Trihydroxy-3,5-dimethoxyflavone
    • Quercetin 3,5-dimethyl ether
    • Di-O-Methylquercetin, 3,5-
    • orb1680503
    • CHEMBL2043331
    • SCHEMBL11149169
    • SCHEMBL30284949
    • SCHEMBL31304741
    • CHEBI:174457
    • HY-N10602
    • LMPK12112730
    • AKOS040763288
    • FT65330
    • DA-69881
    • CS-0616921
    • G90547
    • 2-(3,4-dihydroxyphenyl)-7-hydroxy-3,5-dimethoxy-chromen-4-one
    • 2-(3,4-Dihydroxyphenyl)-7-hydroxy-3,5-dimethoxy-4H-1-benzopyran-4-one, 9CI
    • 1486-66-4

  • Applications

    For 2-(3,4-Dihydroxyphenyl)-7-hydroxy-3,5-dimethoxy-4H-1-benzopyran-4-one (CAS 1486-66-4), practical applications are typically centered in chemical and pharmaceutical contexts: it is used as a synthetic intermediate or building block in the preparation of flavonoid-like compounds for medicinal chemistry research; it is evaluated as a potential antioxidant ingredient in cosmetic formulations and personal care products; it serves as an analytical reference standard or calibration material in analytical chemistry workflows for flavonoids; and it is employed as a scaffold for the synthesis of related derivatives for materials science research, including studies on polymers and coatings. These applications are typically pursued as intermediate or analytical additives, and are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.41
    methanol 0.43
    isopropanol 0.44
    water 0.0
    ethyl acetate 0.89
    n-propanol 0.79
    acetone 0.71
    n-butanol 0.78
    acetonitrile 0.32
    DMF 9.67
    toluene 0.06
    isobutanol 0.57
    1,4-dioxane 1.76
    methyl acetate 1.15
    THF 12.81
    2-butanone 2.51
    n-pentanol 0.62
    sec-butanol 0.95
    n-hexane 0.01
    ethylene glycol 0.62
    NMP 16.27
    cyclohexane 0.01
    DMSO 50.41
    n-butyl acetate 1.25
    n-octanol 0.67
    chloroform 0.12
    n-propyl acetate 0.95
    acetic acid 1.48
    dichloromethane 0.23
    cyclohexanone 4.14
    propylene glycol 0.71
    isopropyl acetate 0.7
    DMAc 21.52
    2-ethoxyethanol 4.02
    isopentanol 0.91
    n-heptane 0.02
    ethyl formate 0.73
    1,2-dichloroethane 0.41
    n-hexanol 0.71
    2-methoxyethanol 9.24
    isobutyl acetate 0.46
    tetrachloromethane 0.03
    n-pentyl acetate 1.12
    transcutol 9.42
    n-heptanol 0.73
    ethylbenzene 0.08
    MIBK 0.9
    2-propoxyethanol 6.1
    tert-butanol 0.87
    MTBE 0.48
    2-butoxyethanol 3.69
    propionic acid 1.2
    o-xylene 0.11
    formic acid 1.25
    diethyl ether 0.35
    m-xylene 0.06
    p-xylene 0.11
    chlorobenzene 0.08
    dimethyl carbonate 1.26
    n-octane 0.01
    formamide 2.71
    cyclopentanone 7.67
    2-pentanone 1.26
    anisole 0.46
    cyclopentyl methyl ether 1.55
    gamma-butyrolactone 8.71
    1-methoxy-2-propanol 6.16
    pyridine 1.66
    3-pentanone 1.06
    furfural 5.93
    n-dodecane 0.02
    diethylene glycol 6.01
    diisopropyl ether 0.09
    tert-amyl alcohol 1.38
    acetylacetone 1.73
    n-hexadecane 0.02
    acetophenone 1.09
    methyl propionate 1.75
    isopentyl acetate 1.29
    trichloroethylene 0.79
    n-nonanol 0.8
    cyclohexanol 0.96
    benzyl alcohol 0.79
    2-ethylhexanol 0.67
    isooctanol 0.7
    dipropyl ether 0.59
    1,2-dichlorobenzene 0.16
    ethyl lactate 1.52
    propylene carbonate 2.06
    n-methylformamide 2.68
    2-pentanol 0.51
    n-pentane 0.01
    1-propoxy-2-propanol 3.81
    1-methoxy-2-propyl acetate 2.89
    2-(2-methoxypropoxy) propanol 4.54
    mesitylene 0.05
    ε-caprolactone 4.19
    p-cymene 0.21
    epichlorohydrin 7.54
    1,1,1-trichloroethane 0.12
    2-aminoethanol 1.07
    morpholine-4-carbaldehyde 11.47
    sulfolane 22.5
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 3.15
    n-hexyl acetate 1.48
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 5.08
    sec-butyl acetate 0.67
    tert-butyl acetate 1.14
    decalin 0.02
    glycerin 3.83
    diglyme 10.17
    acrylic acid 1.52
    isopropyl myristate 0.63
    n-butyric acid 1.41
    acetyl acetate 0.44
    di(2-ethylhexyl) phthalate 1.0
    ethyl propionate 1.14
    nitromethane 4.24
    1,2-diethoxyethane 1.69
    benzonitrile 0.59
    trioctyl phosphate 0.86
    1-bromopropane 0.18
    gamma-valerolactone 12.91
    n-decanol 0.58
    triethyl phosphate 1.26
    4-methyl-2-pentanol 0.39
    propionitrile 0.73
    vinylene carbonate 1.49
    1,1,2-trichlorotrifluoroethane 9.22
    DMS 1.6
    cumene 0.09
    2-octanol 0.51
    2-hexanone 1.33
    octyl acetate 0.91
    limonene 0.29
    1,2-dimethoxyethane 8.02
    ethyl orthosilicate 1.07
    tributyl phosphate 0.99
    diacetone alcohol 4.15
    N,N-dimethylaniline 0.59
    acrylonitrile 1.29
    aniline 0.48
    1,3-propanediol 2.17
    bromobenzene 0.06
    dibromomethane 0.11
    1,1,2,2-tetrachloroethane 0.88
    2-methyl-cyclohexyl acetate 1.2
    tetrabutyl urea 1.85
    diisobutyl methanol 0.4
    2-phenylethanol 1.21
    styrene 0.06
    dioctyl adipate 1.27
    dimethyl sulfate 4.63
    ethyl butyrate 1.18
    methyl lactate 2.96
    butyl lactate 1.81
    diethyl carbonate 0.87
    propanediol butyl ether 2.78
    triethyl orthoformate 1.34
    p-tert-butyltoluene 0.18
    methyl 4-tert-butylbenzoate 2.35
    morpholine 4.77
    tert-butylamine 0.24
    n-dodecanol 0.41
    dimethoxymethane 4.67
    ethylene carbonate 1.16
    cyrene 4.98
    2-ethoxyethyl acetate 2.09
    2-ethylhexyl acetate 1.01
    1,2,4-trichlorobenzene 0.33
    4-methylpyridine 1.01
    dibutyl ether 0.64
    2,6-dimethyl-4-heptanol 0.4
    DEF 3.76
    dimethyl isosorbide 7.43
    tetrachloroethylene 0.49
    eugenol 2.61
    triacetin 1.94
    span 80 2.65
    1,4-butanediol 0.57
    1,1-dichloroethane 0.11
    2-methyl-1-pentanol 0.86
    methyl formate 1.57
    2-methyl-1-butanol 0.98
    n-decane 0.03
    butyronitrile 0.55
    3,7-dimethyl-1-octanol 0.65
    1-chlorooctane 0.19
    1-chlorotetradecane 0.09
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 1.45
    tetrahydropyran 1.18
    tert-amyl methyl ether 0.82
    2,5,8-trioxanonane 7.24
    1-hexene 0.06
    2-isopropoxyethanol 2.38
    2,2,2-trifluoroethanol 0.91
    methyl butyrate 1.74

    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