3'-Hydroxy-5,6,7,4'-tetramethoxyflavone

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  • Identifiers

    CAS number
    21764-09-0

    Molecular formula
    C19H18O7

    SMILES
    COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)OC)O

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 58.83%
    Vanilla 55.95%
    Spicy 54.43%
    Sweet 46.91%
    Smoky 44.24%
    Woody 42.14%
    Balsamic 41.35%
    Powdery 38.37%
    Burnt 36.34%
    Clove 30.83%

     

    Flavor
    Bitter 81.15%
    Bland 24.44%
    Parsley 22.56%
    Eugenol 22.16%
    Cedarleaf 19.93%
    Sweet-like 19.76%
    Lovage 19.64%
    Ham 19.44%
    Allspice 19.22%
    Ripe apricot 19.18%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    8.14 (weak base)

    Molecular weight
    358.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    700°C

    Flash point

    • 203.25 ˚C est.

  • Synonyms

    • 3'-Hydroxy-5,6,7,4'-tetramethoxyflavone
    • RefChem:484692
    • 21764-09-0
    • eupatorin-5-methyl ether
    • Eupatorin-5-methylether
    • 2-(3-hydroxy-4-methoxyphenyl)-5,6,7-trimethoxy-4H-chromen-4-one
    • 3'-Hydroxy-4',5,6,7-tetramethoxyflavone
    • Eupatorin 5-Methyl Ether
    • 2-(3-hydroxy-4-methoxyphenyl)-5,6,7-trimethoxychromen-4-one
    • CHEMBL124885
    • MFCD00016928
    • 2-(3-Hydroxy-4-methoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one
    • 6-Hydroxyluteolin 5,6,7,4'-tetramethyl ether
    • 2-(3-Hydroxy-4-methoxy-phenyl)-5,6,7-trimethoxy-chromen-4-one
    • 2-(3-Hydroxy-4-methoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one; 3'-Hydroxy-4',5,6,7-tetramethoxyflavone; 3'-Hydroxy-5,6,7,4'-tetramethoxyflavone; DR 33;
    • orb1682588
    • SCHEMBL1764630
    • SCHEMBL30082755
    • DTXSID70427265
    • LYLDPYNWDVVPIQ-UHFFFAOYSA-N
    • HY-N8930
    • BDBM50134461
    • LMPK12111241
    • eupatorin-5-methyl ether, AldrichCPR
    • 4H-1-Benzopyran-4-one,2-(3-hydroxy-4-methoxyphenyl)-5,6,7-trimethoxy-
    • AKOS024286205
    • FE23208
    • FS-6821
    • DA-63327
    • ST092297
    • CS-0149388
    • 3'-Hydroxy-5,6,7,4'-tet ramethoxyflavone
    • 21764-09-0

  • Applications

    3'-Hydroxy-5,6,7,4'-tetramethoxyflavone (CAS 21764-09-0) is primarily used as an intermediate in organic synthesis for flavonoid-based drug discovery programs; it is also evaluated for cosmetic applications as an antioxidant and a potential UV-absorbing chromophore; it can serve as a dye or pigment precursor for coatings and inks; in polymer science it is explored as a functional additive or colorant; and in research settings it acts as a building block for flavonoid libraries.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.18
    methanol 0.17
    isopropanol 0.2
    water 0.0
    ethyl acetate 2.12
    n-propanol 0.32
    acetone 1.54
    n-butanol 0.28
    acetonitrile 1.31
    DMF 5.79
    toluene 0.3
    isobutanol 0.32
    1,4-dioxane 2.8
    methyl acetate 2.77
    THF 8.55
    2-butanone 2.4
    n-pentanol 0.36
    sec-butanol 0.34
    n-hexane 0.05
    ethylene glycol 0.22
    NMP 13.82
    cyclohexane 0.07
    DMSO 13.56
    n-butyl acetate 2.14
    n-octanol 0.48
    chloroform 5.57
    n-propyl acetate 1.96
    acetic acid 2.2
    dichloromethane 8.61
    cyclohexanone 4.63
    propylene glycol 0.13
    isopropyl acetate 1.34
    DMAc 14.49
    2-ethoxyethanol 1.87
    isopentanol 0.43
    n-heptane 0.08
    ethyl formate 1.26
    1,2-dichloroethane 5.79
    n-hexanol 0.48
    2-methoxyethanol 2.11
    isobutyl acetate 1.17
    tetrachloromethane 0.58
    n-pentyl acetate 1.72
    transcutol 4.63
    n-heptanol 0.53
    ethylbenzene 0.32
    MIBK 1.22
    2-propoxyethanol 3.27
    tert-butanol 0.5
    MTBE 0.72
    2-butoxyethanol 2.25
    propionic acid 1.32
    o-xylene 0.38
    formic acid 0.88
    diethyl ether 0.74
    m-xylene 0.24
    p-xylene 0.54
    chlorobenzene 0.87
    dimethyl carbonate 2.65
    n-octane 0.05
    formamide 2.07
    cyclopentanone 7.59
    2-pentanone 1.36
    anisole 1.09
    cyclopentyl methyl ether 1.97
    gamma-butyrolactone 11.64
    1-methoxy-2-propanol 1.37
    pyridine 3.62
    3-pentanone 2.03
    furfural 9.44
    n-dodecane 0.05
    diethylene glycol 2.81
    diisopropyl ether 0.28
    tert-amyl alcohol 0.65
    acetylacetone 3.38
    n-hexadecane 0.06
    acetophenone 2.3
    methyl propionate 2.77
    isopentyl acetate 2.35
    trichloroethylene 11.87
    n-nonanol 0.6
    cyclohexanol 0.6
    benzyl alcohol 0.99
    2-ethylhexanol 0.72
    isooctanol 0.6
    dipropyl ether 1.16
    1,2-dichlorobenzene 1.62
    ethyl lactate 1.35
    propylene carbonate 3.85
    n-methylformamide 1.84
    2-pentanol 0.22
    n-pentane 0.03
    1-propoxy-2-propanol 2.0
    1-methoxy-2-propyl acetate 3.41
    2-(2-methoxypropoxy) propanol 3.38
    mesitylene 0.18
    ε-caprolactone 4.72
    p-cymene 0.62
    epichlorohydrin 14.39
    1,1,1-trichloroethane 2.63
    2-aminoethanol 0.31
    morpholine-4-carbaldehyde 9.96
    sulfolane 22.02
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 3.71
    n-hexyl acetate 1.85
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 3.01
    sec-butyl acetate 1.25
    tert-butyl acetate 1.91
    decalin 0.09
    glycerin 0.76
    diglyme 8.78
    acrylic acid 1.92
    isopropyl myristate 0.96
    n-butyric acid 1.18
    acetyl acetate 2.0
    di(2-ethylhexyl) phthalate 1.37
    ethyl propionate 2.37
    nitromethane 8.78
    1,2-diethoxyethane 2.3
    benzonitrile 1.52
    trioctyl phosphate 0.93
    1-bromopropane 1.36
    gamma-valerolactone 10.13
    n-decanol 0.46
    triethyl phosphate 2.55
    4-methyl-2-pentanol 0.25
    propionitrile 1.34
    vinylene carbonate 3.74
    1,1,2-trichlorotrifluoroethane 11.99
    DMS 3.48
    cumene 0.34
    2-octanol 0.39
    2-hexanone 1.86
    octyl acetate 1.23
    limonene 0.78
    1,2-dimethoxyethane 5.9
    ethyl orthosilicate 2.17
    tributyl phosphate 1.32
    diacetone alcohol 2.39
    N,N-dimethylaniline 1.24
    acrylonitrile 2.39
    aniline 0.75
    1,3-propanediol 0.54
    bromobenzene 0.86
    dibromomethane 3.41
    1,1,2,2-tetrachloroethane 8.52
    2-methyl-cyclohexyl acetate 2.56
    tetrabutyl urea 2.18
    diisobutyl methanol 0.51
    2-phenylethanol 1.56
    styrene 0.32
    dioctyl adipate 1.94
    dimethyl sulfate 8.51
    ethyl butyrate 2.28
    methyl lactate 1.6
    butyl lactate 1.51
    diethyl carbonate 2.11
    propanediol butyl ether 1.03
    triethyl orthoformate 2.34
    p-tert-butyltoluene 0.54
    methyl 4-tert-butylbenzoate 3.34
    morpholine 3.46
    tert-butylamine 0.25
    n-dodecanol 0.37
    dimethoxymethane 3.6
    ethylene carbonate 2.93
    cyrene 4.77
    2-ethoxyethyl acetate 3.32
    2-ethylhexyl acetate 2.07
    1,2,4-trichlorobenzene 2.51
    4-methylpyridine 2.02
    dibutyl ether 0.94
    2,6-dimethyl-4-heptanol 0.51
    DEF 3.61
    dimethyl isosorbide 8.43
    tetrachloroethylene 5.53
    eugenol 3.11
    triacetin 3.25
    span 80 1.87
    1,4-butanediol 0.28
    1,1-dichloroethane 1.94
    2-methyl-1-pentanol 0.62
    methyl formate 2.01
    2-methyl-1-butanol 0.44
    n-decane 0.08
    butyronitrile 0.84
    3,7-dimethyl-1-octanol 0.61
    1-chlorooctane 0.48
    1-chlorotetradecane 0.23
    n-nonane 0.06
    undecane 0.06
    tert-butylcyclohexane 0.07
    cyclooctane 0.03
    cyclopentanol 0.95
    tetrahydropyran 1.73
    tert-amyl methyl ether 0.93
    2,5,8-trioxanonane 6.48
    1-hexene 0.19
    2-isopropoxyethanol 1.54
    2,2,2-trifluoroethanol 2.18
    methyl butyrate 2.7

    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