3-Hydroxy-6-methoxyflavone

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  • Identifiers

    CAS number
    93176-00-2

    Molecular formula
    C16H12O4

    SMILES
    COC1=CC2=C(C=C1)OC(=C(C2=O)O)C3=CC=CC=C3

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 63.82%
    Sweet 55.05%
    Phenolic 45.91%
    Vanilla 42.13%
    Berry 36.33%
    Powdery 35.36%
    Floral 33.97%
    Burnt 33.56%
    Balsamic 32.21%
    Spicy 31.17%

     

    Flavor
    Bitter 93.08%
    Very strong 19.92%
    Lovage 19.84%
    Indole 19.54%
    Parsley 19.54%
    Cedarleaf 19.32%
    Curry 19.25%
    Naphthalic 19.22%
    Eugenol 19.17%
    Tarragon 19.08%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    7.61 (neutral)

    Molecular weight
    268.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    560°C

    Flash point

    • 182.76 ˚C est.

  • Synonyms

    • 3-Hydroxy-6-methoxyflavone
    • 3-hydroxy-6-methoxy-2-phenylchromen-4-one
    • RefChem:1067963
    • 93176-00-2
    • 6-Methoxyflavonol
    • 3-hydroxy-6-methoxy-2-phenyl-4H-chromen-4-one
    • MFCD00017639
    • 3-Hydroxy-6-methoxyflavanone
    • 3-hydroxy-6-methoxy-2-phenyl-chromen-4-one
    • CHEMBL539131
    • MEGxp0_001707
    • orb1683600
    • SCHEMBL2121813
    • ACon1_000011
    • DTXSID10350947
    • OGURJSOPVFCIOO-UHFFFAOYSA-N
    • HY-N8571
    • AKOS025146309
    • EBC-617652
    • FM67898
    • NCGC00168876-01
    • PD214438
    • SY053415
    • TS-10135
    • DB-057377
    • CS-0148626
    • H1522
    • NS00116241
    • ST50309348
    • T73078
    • AR-683/43306460
    • F828396
    • BRD-K90139951-001-01-9
    • Q63398311
    • 4H-1-Benzopyran-4-one, 3-hydroxy-6-methoxy-2-phenyl-
    • 3-HYDROXY-6-METHOXY-2-PHENYL-4H-1-BENZOPYRAN-4-ONE
    • 93176-00-2

  • Applications

    3-Hydroxy-6-methoxyflavone (CAS 93176-00-2) is primarily used as a key intermediate and scaffold in the synthesis of flavonoid and polyphenol derivatives; in the pharmaceutical sector, it is commonly employed as a starting material for the synthesis of complex flavonoids and related derivatives; it is also evaluated for antioxidant activity and may be considered for inclusion in cosmetic and personal care formulations as an active or stabilizing component; in the materials arena, it serves as a building block for derivative synthesis in polymers/plastics and is studied as a potential UV-absorbing and photostabilizing additive in coatings and inks.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.77
    methanol 0.7
    isopropanol 0.6
    water 0.0
    ethyl acetate 2.93
    n-propanol 0.95
    acetone 2.85
    n-butanol 0.8
    acetonitrile 1.37
    DMF 9.27
    toluene 3.24
    isobutanol 0.73
    1,4-dioxane 7.18
    methyl acetate 4.31
    THF 23.1
    2-butanone 4.51
    n-pentanol 0.77
    sec-butanol 0.86
    n-hexane 0.03
    ethylene glycol 0.73
    NMP 7.37
    cyclohexane 0.08
    DMSO 10.12
    n-butyl acetate 2.41
    n-octanol 0.96
    chloroform 2.82
    n-propyl acetate 2.5
    acetic acid 3.59
    dichloromethane 7.7
    cyclohexanone 6.1
    propylene glycol 0.53
    isopropyl acetate 3.11
    DMAc 18.03
    2-ethoxyethanol 3.75
    isopentanol 1.23
    n-heptane 0.13
    ethyl formate 1.35
    1,2-dichloroethane 7.66
    n-hexanol 1.12
    2-methoxyethanol 6.56
    isobutyl acetate 2.1
    tetrachloromethane 0.19
    n-pentyl acetate 2.86
    transcutol 36.23
    n-heptanol 1.28
    ethylbenzene 1.74
    MIBK 2.96
    2-propoxyethanol 5.48
    tert-butanol 1.43
    MTBE 2.16
    2-butoxyethanol 4.81
    propionic acid 1.93
    o-xylene 2.34
    formic acid 1.59
    diethyl ether 1.95
    m-xylene 1.81
    p-xylene 2.0
    chlorobenzene 2.2
    dimethyl carbonate 4.41
    n-octane 0.09
    formamide 5.03
    cyclopentanone 9.63
    2-pentanone 2.54
    anisole 4.69
    cyclopentyl methyl ether 5.08
    gamma-butyrolactone 12.17
    1-methoxy-2-propanol 4.21
    pyridine 13.16
    3-pentanone 3.06
    furfural 13.74
    n-dodecane 0.13
    diethylene glycol 5.69
    diisopropyl ether 0.93
    tert-amyl alcohol 1.61
    acetylacetone 6.99
    n-hexadecane 0.16
    acetophenone 5.44
    methyl propionate 3.72
    isopentyl acetate 3.57
    trichloroethylene 16.45
    n-nonanol 1.34
    cyclohexanol 1.43
    benzyl alcohol 3.44
    2-ethylhexanol 1.45
    isooctanol 1.5
    dipropyl ether 2.62
    1,2-dichlorobenzene 2.94
    ethyl lactate 1.87
    propylene carbonate 3.98
    n-methylformamide 2.8
    2-pentanol 0.72
    n-pentane 0.03
    1-propoxy-2-propanol 3.99
    1-methoxy-2-propyl acetate 6.59
    2-(2-methoxypropoxy) propanol 8.7
    mesitylene 1.11
    ε-caprolactone 5.56
    p-cymene 1.82
    epichlorohydrin 24.27
    1,1,1-trichloroethane 1.87
    2-aminoethanol 1.09
    morpholine-4-carbaldehyde 14.3
    sulfolane 15.61
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 6.21
    n-hexyl acetate 3.41
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 10.44
    sec-butyl acetate 2.6
    tert-butyl acetate 5.45
    decalin 0.16
    glycerin 2.33
    diglyme 27.11
    acrylic acid 2.92
    isopropyl myristate 2.19
    n-butyric acid 1.99
    acetyl acetate 3.3
    di(2-ethylhexyl) phthalate 2.8
    ethyl propionate 3.0
    nitromethane 9.76
    1,2-diethoxyethane 8.0
    benzonitrile 3.31
    trioctyl phosphate 1.57
    1-bromopropane 1.62
    gamma-valerolactone 14.72
    n-decanol 1.09
    triethyl phosphate 2.9
    4-methyl-2-pentanol 0.89
    propionitrile 1.97
    vinylene carbonate 4.13
    1,1,2-trichlorotrifluoroethane 11.09
    DMS 6.9
    cumene 1.29
    2-octanol 0.86
    2-hexanone 2.65
    octyl acetate 2.25
    limonene 1.84
    1,2-dimethoxyethane 11.15
    ethyl orthosilicate 2.96
    tributyl phosphate 1.99
    diacetone alcohol 6.5
    N,N-dimethylaniline 3.82
    acrylonitrile 4.0
    aniline 3.77
    1,3-propanediol 1.98
    bromobenzene 2.54
    dibromomethane 2.5
    1,1,2,2-tetrachloroethane 8.71
    2-methyl-cyclohexyl acetate 3.83
    tetrabutyl urea 3.25
    diisobutyl methanol 1.63
    2-phenylethanol 4.24
    styrene 1.85
    dioctyl adipate 4.02
    dimethyl sulfate 8.24
    ethyl butyrate 2.88
    methyl lactate 2.88
    butyl lactate 2.75
    diethyl carbonate 2.67
    propanediol butyl ether 3.44
    triethyl orthoformate 3.5
    p-tert-butyltoluene 1.68
    methyl 4-tert-butylbenzoate 8.03
    morpholine 8.16
    tert-butylamine 0.69
    n-dodecanol 0.9
    dimethoxymethane 9.68
    ethylene carbonate 2.76
    cyrene 6.9
    2-ethoxyethyl acetate 7.26
    2-ethylhexyl acetate 2.67
    1,2,4-trichlorobenzene 4.86
    4-methylpyridine 6.19
    dibutyl ether 2.53
    2,6-dimethyl-4-heptanol 1.63
    DEF 4.46
    dimethyl isosorbide 19.4
    tetrachloroethylene 5.45
    eugenol 7.8
    triacetin 7.09
    span 80 5.11
    1,4-butanediol 0.63
    1,1-dichloroethane 1.65
    2-methyl-1-pentanol 1.47
    methyl formate 2.82
    2-methyl-1-butanol 1.14
    n-decane 0.19
    butyronitrile 1.15
    3,7-dimethyl-1-octanol 1.63
    1-chlorooctane 0.86
    1-chlorotetradecane 0.5
    n-nonane 0.13
    undecane 0.15
    tert-butylcyclohexane 0.15
    cyclooctane 0.05
    cyclopentanol 1.48
    tetrahydropyran 4.41
    tert-amyl methyl ether 2.46
    2,5,8-trioxanonane 20.01
    1-hexene 0.26
    2-isopropoxyethanol 3.26
    2,2,2-trifluoroethanol 1.47
    methyl butyrate 2.93

    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