3,5-Dihydroxy-7,8-dimethoxyflavone

Overview IFRA Request a quote

  • Identifiers

    CAS number
    22399-73-1

    Molecular formula
    C17H14O6

    SMILES
    COC1=C(C2=C(C(=C1)O)C(=O)C(=C(O2)C3=CC=CC=C3)O)OC

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 54.75%
    Fruity 39.22%
    Burnt 38.16%
    Spicy 38.15%
    Vanilla 35.04%
    Smoky 33.59%
    Sweet 31.76%
    Balsamic 30.84%
    Odorless 29.82%
    Woody 28.5%

     

    Flavor
    Bitter 86.76%
    Parsley 21.26%
    Eugenol 20.95%
    Bland 20.94%
    Odorless 20.18%
    Lovage 20.12%
    Cedarleaf 20.1%
    Sweet-like 20.02%
    Ham 19.61%
    Ethyl benzoate 19.45%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    9.06 (weak base)

    Molecular weight
    314.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    947°C

    Melting point expt.

    • 204 - 205 °C

    Flash point

    • 198.94 ˚C est.

  • Synonyms

    • GNAPHALIIN B
    • 3,5-Dihydroxy-7,8-dimethoxyflavone
    • 22399-73-1
    • 3,5-dihydroxy-7,8-dimethoxy-2-phenylchromen-4-one
    • DTXSID50176926
    • RefChem:910706
    • DTXCID8099417
    • 5-Hydroxy-7,8-dimethoxyflavonol
    • 3,5-Dihydroxy-7,8-dimethoxy-2-phenyl-4H-1-benzopyran-4-one
    • Flavone, 3,5-dihydroxy-7,8-dimethoxy-
    • 3,5-dihydroxy-7,8-dimethoxy-2-phenyl-chromen-4-one
    • CHEMBL549907
    • SCHEMBL27695868
    • CHEBI:175011
    • LMPK12113094
    • 4H-1-Benzopyran-4-one, 3,5-dihydroxy-7,8-dimethoxy-2-phenyl-
    • 22399-73-1

  • Applications

    3,5-Dihydroxy-7,8-dimethoxyflavone (CAS 22399-73-1) is viewed as an intermediate and building block for the synthesis of flavonoid-type compounds, with practical relevance in pharmaceutical and agrochemical research; it is also evaluated as a potentially antioxidant ingredient for cosmetics and personal care; it serves as a building block for polymeric materials and for coating and ink technologies; it functions as a reference compound in flavonoid chemistry and natural-product synthesis; and it may be considered for other industrial applications within regulated limits and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.65
    methanol 0.57
    isopropanol 0.67
    water 0.0
    ethyl acetate 3.57
    n-propanol 1.02
    acetone 2.91
    n-butanol 1.0
    acetonitrile 1.47
    DMF 15.72
    toluene 0.91
    isobutanol 0.92
    1,4-dioxane 3.74
    methyl acetate 4.27
    THF 17.71
    2-butanone 5.06
    n-pentanol 0.84
    sec-butanol 1.04
    n-hexane 0.05
    ethylene glycol 0.87
    NMP 30.47
    cyclohexane 0.1
    DMSO 26.95
    n-butyl acetate 3.43
    n-octanol 0.82
    chloroform 4.34
    n-propyl acetate 2.73
    acetic acid 4.53
    dichloromethane 7.14
    cyclohexanone 9.52
    propylene glycol 0.76
    isopropyl acetate 2.94
    DMAc 25.39
    2-ethoxyethanol 3.57
    isopentanol 1.31
    n-heptane 0.1
    ethyl formate 1.9
    1,2-dichloroethane 6.73
    n-hexanol 1.35
    2-methoxyethanol 7.33
    isobutyl acetate 1.59
    tetrachloromethane 0.55
    n-pentyl acetate 2.65
    transcutol 11.72
    n-heptanol 1.08
    ethylbenzene 0.67
    MIBK 2.86
    2-propoxyethanol 6.86
    tert-butanol 1.58
    MTBE 1.65
    2-butoxyethanol 4.39
    propionic acid 2.98
    o-xylene 1.16
    formic acid 2.08
    diethyl ether 1.36
    m-xylene 0.82
    p-xylene 0.8
    chlorobenzene 1.56
    dimethyl carbonate 5.82
    n-octane 0.05
    formamide 4.71
    cyclopentanone 16.72
    2-pentanone 3.58
    anisole 1.91
    cyclopentyl methyl ether 5.07
    gamma-butyrolactone 20.46
    1-methoxy-2-propanol 5.68
    pyridine 6.29
    3-pentanone 3.99
    furfural 16.79
    n-dodecane 0.07
    diethylene glycol 6.7
    diisopropyl ether 0.55
    tert-amyl alcohol 2.02
    acetylacetone 6.84
    n-hexadecane 0.08
    acetophenone 3.83
    methyl propionate 5.66
    isopentyl acetate 3.76
    trichloroethylene 15.43
    n-nonanol 1.01
    cyclohexanol 2.02
    benzyl alcohol 2.22
    2-ethylhexanol 1.56
    isooctanol 1.16
    dipropyl ether 1.7
    1,2-dichlorobenzene 2.37
    ethyl lactate 2.9
    propylene carbonate 7.03
    n-methylformamide 4.72
    2-pentanol 0.87
    n-pentane 0.05
    1-propoxy-2-propanol 4.73
    1-methoxy-2-propyl acetate 7.2
    2-(2-methoxypropoxy) propanol 6.23
    mesitylene 0.55
    ε-caprolactone 8.68
    p-cymene 1.16
    epichlorohydrin 23.35
    1,1,1-trichloroethane 3.1
    2-aminoethanol 1.25
    morpholine-4-carbaldehyde 18.4
    sulfolane 41.88
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 6.67
    n-hexyl acetate 2.96
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 6.24
    sec-butyl acetate 2.17
    tert-butyl acetate 4.17
    decalin 0.14
    glycerin 3.93
    diglyme 14.73
    acrylic acid 4.34
    isopropyl myristate 1.47
    n-butyric acid 3.21
    acetyl acetate 3.37
    di(2-ethylhexyl) phthalate 2.09
    ethyl propionate 3.44
    nitromethane 12.08
    1,2-diethoxyethane 3.3
    benzonitrile 2.49
    trioctyl phosphate 1.59
    1-bromopropane 1.81
    gamma-valerolactone 20.23
    n-decanol 0.78
    triethyl phosphate 3.1
    4-methyl-2-pentanol 0.88
    propionitrile 2.11
    vinylene carbonate 6.28
    1,1,2-trichlorotrifluoroethane 21.37
    DMS 6.0
    cumene 0.63
    2-octanol 0.73
    2-hexanone 2.77
    octyl acetate 1.86
    limonene 1.61
    1,2-dimethoxyethane 8.35
    ethyl orthosilicate 2.72
    tributyl phosphate 1.93
    diacetone alcohol 7.44
    N,N-dimethylaniline 2.13
    acrylonitrile 4.17
    aniline 2.46
    1,3-propanediol 2.26
    bromobenzene 1.43
    dibromomethane 3.0
    1,1,2,2-tetrachloroethane 10.91
    2-methyl-cyclohexyl acetate 3.4
    tetrabutyl urea 3.19
    diisobutyl methanol 1.19
    2-phenylethanol 3.35
    styrene 0.66
    dioctyl adipate 2.81
    dimethyl sulfate 15.86
    ethyl butyrate 3.21
    methyl lactate 5.65
    butyl lactate 3.18
    diethyl carbonate 2.67
    propanediol butyl ether 2.89
    triethyl orthoformate 3.11
    p-tert-butyltoluene 1.05
    methyl 4-tert-butylbenzoate 5.77
    morpholine 6.5
    tert-butylamine 0.76
    n-dodecanol 0.62
    dimethoxymethane 8.65
    ethylene carbonate 4.48
    cyrene 8.22
    2-ethoxyethyl acetate 4.95
    2-ethylhexyl acetate 3.05
    1,2,4-trichlorobenzene 3.91
    4-methylpyridine 4.3
    dibutyl ether 1.33
    2,6-dimethyl-4-heptanol 1.19
    DEF 7.4
    dimethyl isosorbide 14.21
    tetrachloroethylene 7.1
    eugenol 5.55
    triacetin 4.82
    span 80 3.9
    1,4-butanediol 0.73
    1,1-dichloroethane 2.28
    2-methyl-1-pentanol 1.36
    methyl formate 4.09
    2-methyl-1-butanol 1.34
    n-decane 0.1
    butyronitrile 1.44
    3,7-dimethyl-1-octanol 1.14
    1-chlorooctane 0.61
    1-chlorotetradecane 0.32
    n-nonane 0.07
    undecane 0.08
    tert-butylcyclohexane 0.12
    cyclooctane 0.05
    cyclopentanol 2.72
    tetrahydropyran 3.18
    tert-amyl methyl ether 2.25
    2,5,8-trioxanonane 10.77
    1-hexene 0.28
    2-isopropoxyethanol 2.79
    2,2,2-trifluoroethanol 3.12
    methyl butyrate 4.16

    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