3,5-Dihydroxy-6,7,8-trimethoxyflavone

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  • Identifiers

    CAS number
    14221-65-9

    Molecular formula
    C18H16O7

    SMILES
    COC1=C(C(=C2C(=C1O)C(=O)C(=C(O2)C3=CC=CC=C3)O)OC)OC

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 53.24%
    Spicy 41.9%
    Burnt 40.58%
    Fruity 39.91%
    Smoky 36.19%
    Vanilla 34.99%
    Balsamic 32.36%
    Woody 31.56%
    Sweet 29.31%
    Dry 26.36%

     

    Flavor
    Bitter 78.22%
    Bland 23.94%
    Eugenol 22.27%
    Parsley 22.12%
    Ham 20.43%
    Odorless 20.39%
    Sweet-like 20.16%
    Cedarleaf 19.91%
    Allspice 19.78%
    Lovage 19.73%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    8.49 (weak base)

    Molecular weight
    344.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1050°C

    Flash point

    • 203.42 ˚C est.

  • Synonyms

    • 14221-65-9
    • 3,5-Dihydroxy-6,7,8-trimethoxyflavone
    • 3,5-dihydroxy-6,7,8-trimethoxy-2-phenylchromen-4-one
    • RefChem:1065912
    • 3,5-Dihydroxy-6,7,8-trimethoxy-2-phenyl-4H-1-benzopyran-4-one
    • 3,5-Dihydroxy-6,7,8-trimethoxy-2-phenyl-4H-chromen-4-one
    • 4H-1-Benzopyran-4-one, 3,5-dihydroxy-6,7,8-trimethoxy-2-phenyl-
    • Flavone, 3,5-dihydroxy-6,7,8-trimethoxy-
    • MLS000876763
    • MEGxp0_000856
    • CHEMBL1416487
    • SCHEMBL27887101
    • SCHEMBL30435437
    • ACon1_000049
    • TYZXGIOTNSBKDB-UHFFFAOYSA-
    • DTXSID50161973
    • TYZXGIOTNSBKDB-UHFFFAOYSA-N
    • HMS2271C05
    • LMPK12113295
    • NCGC00168843-01
    • SMR000440558
    • BRD-K66201857-001-01-2
    • 3,5-Dihydroxy-6,7,8-trimethoxy-2-phenyl-4H-chromen-4-one #
    • InChI=1/C18H16O7/c1-22-16-12(20)10-11(19)13(21)14(9-7-5-4-6-8-9)25-15(10)17(23-2)18(16)24-3/h4-8,20-21H,1-3H3
    • 14221-65-9

  • Applications

    3,5-Dihydroxy-6,7,8-trimethoxyflavone (CAS 14221-65-9) is a flavone bearing hydroxyl and methoxy groups, commonly regarded as an intermediate in pharmaceutical synthesis and a building block for converting into other flavonoid derivatives; in cosmetics and personal care, it may be evaluated as an antioxidant additive and stabilizer for formulations or as a precursor to more durable and color-stable compounds; in research and development of chemical products, it is often used as a starting material for functionalized flavonoid derivatives or as a reference compound in synthetic studies; in coatings/inks and polymer applications, it may serve as an antioxidant/stabilizer or as a precursor to functional materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.48
    methanol 0.44
    isopropanol 0.44
    water 0.0
    ethyl acetate 2.58
    n-propanol 0.67
    acetone 1.83
    n-butanol 0.61
    acetonitrile 1.01
    DMF 9.21
    toluene 0.56
    isobutanol 0.58
    1,4-dioxane 2.4
    methyl acetate 3.04
    THF 8.83
    2-butanone 2.93
    n-pentanol 0.57
    sec-butanol 0.64
    n-hexane 0.05
    ethylene glycol 0.62
    NMP 24.83
    cyclohexane 0.12
    DMSO 11.08
    n-butyl acetate 2.45
    n-octanol 0.64
    chloroform 3.98
    n-propyl acetate 1.82
    acetic acid 3.44
    dichloromethane 6.26
    cyclohexanone 6.4
    propylene glycol 0.41
    isopropyl acetate 1.68
    DMAc 14.43
    2-ethoxyethanol 2.35
    isopentanol 0.72
    n-heptane 0.12
    ethyl formate 1.64
    1,2-dichloroethane 5.0
    n-hexanol 0.92
    2-methoxyethanol 3.8
    isobutyl acetate 1.01
    tetrachloromethane 0.7
    n-pentyl acetate 2.25
    transcutol 5.37
    n-heptanol 0.86
    ethylbenzene 0.49
    MIBK 1.48
    2-propoxyethanol 4.17
    tert-butanol 0.82
    MTBE 0.81
    2-butoxyethanol 3.03
    propionic acid 2.37
    o-xylene 0.76
    formic acid 2.14
    diethyl ether 0.85
    m-xylene 0.51
    p-xylene 0.59
    chlorobenzene 1.13
    dimethyl carbonate 4.26
    n-octane 0.07
    formamide 3.93
    cyclopentanone 10.93
    2-pentanone 2.03
    anisole 1.1
    cyclopentyl methyl ether 2.81
    gamma-butyrolactone 16.85
    1-methoxy-2-propanol 2.66
    pyridine 4.53
    3-pentanone 2.46
    furfural 13.51
    n-dodecane 0.07
    diethylene glycol 4.37
    diisopropyl ether 0.33
    tert-amyl alcohol 1.08
    acetylacetone 4.13
    n-hexadecane 0.08
    acetophenone 2.73
    methyl propionate 4.03
    isopentyl acetate 2.48
    trichloroethylene 11.86
    n-nonanol 0.79
    cyclohexanol 1.25
    benzyl alcohol 1.54
    2-ethylhexanol 1.05
    isooctanol 0.83
    dipropyl ether 1.11
    1,2-dichlorobenzene 1.96
    ethyl lactate 1.91
    propylene carbonate 5.96
    n-methylformamide 3.69
    2-pentanol 0.5
    n-pentane 0.06
    1-propoxy-2-propanol 2.75
    1-methoxy-2-propyl acetate 4.41
    2-(2-methoxypropoxy) propanol 3.58
    mesitylene 0.37
    ε-caprolactone 6.29
    p-cymene 0.92
    epichlorohydrin 14.83
    1,1,1-trichloroethane 2.43
    2-aminoethanol 0.79
    morpholine-4-carbaldehyde 12.59
    sulfolane 29.22
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 3.78
    n-hexyl acetate 2.25
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 3.59
    sec-butyl acetate 1.3
    tert-butyl acetate 2.26
    decalin 0.13
    glycerin 2.03
    diglyme 8.75
    acrylic acid 3.77
    isopropyl myristate 0.98
    n-butyric acid 2.26
    acetyl acetate 2.56
    di(2-ethylhexyl) phthalate 1.55
    ethyl propionate 2.18
    nitromethane 9.3
    1,2-diethoxyethane 1.98
    benzonitrile 1.8
    trioctyl phosphate 1.21
    1-bromopropane 1.34
    gamma-valerolactone 13.92
    n-decanol 0.6
    triethyl phosphate 2.26
    4-methyl-2-pentanol 0.48
    propionitrile 1.33
    vinylene carbonate 5.46
    1,1,2-trichlorotrifluoroethane 16.11
    DMS 4.47
    cumene 0.48
    2-octanol 0.59
    2-hexanone 1.71
    octyl acetate 1.31
    limonene 1.17
    1,2-dimethoxyethane 4.46
    ethyl orthosilicate 1.92
    tributyl phosphate 1.41
    diacetone alcohol 3.72
    N,N-dimethylaniline 1.43
    acrylonitrile 2.84
    aniline 1.48
    1,3-propanediol 1.3
    bromobenzene 1.03
    dibromomethane 2.77
    1,1,2,2-tetrachloroethane 8.32
    2-methyl-cyclohexyl acetate 2.49
    tetrabutyl urea 2.31
    diisobutyl methanol 0.77
    2-phenylethanol 2.35
    styrene 0.45
    dioctyl adipate 1.87
    dimethyl sulfate 12.42
    ethyl butyrate 2.12
    methyl lactate 3.55
    butyl lactate 2.33
    diethyl carbonate 1.87
    propanediol butyl ether 1.84
    triethyl orthoformate 2.08
    p-tert-butyltoluene 0.82
    methyl 4-tert-butylbenzoate 4.2
    morpholine 3.93
    tert-butylamine 0.42
    n-dodecanol 0.46
    dimethoxymethane 4.8
    ethylene carbonate 3.81
    cyrene 6.04
    2-ethoxyethyl acetate 3.81
    2-ethylhexyl acetate 2.13
    1,2,4-trichlorobenzene 3.12
    4-methylpyridine 2.85
    dibutyl ether 0.85
    2,6-dimethyl-4-heptanol 0.77
    DEF 4.98
    dimethyl isosorbide 8.85
    tetrachloroethylene 6.32
    eugenol 4.02
    triacetin 3.57
    span 80 2.56
    1,4-butanediol 0.56
    1,1-dichloroethane 1.65
    2-methyl-1-pentanol 0.82
    methyl formate 3.49
    2-methyl-1-butanol 0.79
    n-decane 0.1
    butyronitrile 0.9
    3,7-dimethyl-1-octanol 0.76
    1-chlorooctane 0.54
    1-chlorotetradecane 0.25
    n-nonane 0.08
    undecane 0.08
    tert-butylcyclohexane 0.1
    cyclooctane 0.06
    cyclopentanol 1.8
    tetrahydropyran 1.83
    tert-amyl methyl ether 1.16
    2,5,8-trioxanonane 6.27
    1-hexene 0.22
    2-isopropoxyethanol 1.77
    2,2,2-trifluoroethanol 3.14
    methyl butyrate 2.65

    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