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

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  • Identifiers

    CAS number
    1245-15-4

    Molecular formula
    C19H18O7

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

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 54.22%
    Vanilla 52.66%
    Sweet 50.28%
    Spicy 47.6%
    Fruity 40.87%
    Woody 39.27%
    Smoky 37.88%
    Powdery 37.56%
    Balsamic 36.82%
    Burnt 33.56%

     

    Flavor
    Bitter 84.04%
    Bland 24.21%
    Parsley 22.39%
    Eugenol 21.21%
    Cedarleaf 19.97%
    Lovage 19.59%
    Sweet-like 19.59%
    Ripe apricot 19.25%
    Carrot 18.99%
    Red fruit 18.87%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    8.3 (weak base)

    Molecular weight
    358.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    756°C

    Flash point

    • 198.54 ˚C est.

  • Synonyms

    • Retusin
    • 1245-15-4
    • Quercetin 3,7,3',4'-tetramethyl ether
    • 5-hydroxy-3,7,3',4'-tetramethoxyflavone
    • 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7-dimethoxychromen-4-one
    • 3,3',4',7-Tetramethylquercetin
    • 5-Hydroxy-3,3',4',7-tetramethoxyflavone
    • 2-(3,4-Dimethoxyphenyl)-5-hydroxy-3,7-dimethoxy-4H-chromen-4-one
    • NSC-61837
    • Flavone, 5-hydroxy-3,3',4',7-tetramethoxy-
    • 4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7-dimethoxy-
    • M8591903SD
    • NSC-618937
    • CHEBI:144861
    • RefChem:913415
    • DTXCID20371345
    • DTXSID30420499
    • Quercetin-3,7,3',4'-tetramethyl ether
    • Retusin (Ariocarpus)
    • Retusine (Ariocarpus)
    • Retusin(Ariocarpus)
    • Quercetin 3,3',4',7-O-tetramethyl ether
    • NSC61837
    • MFCD00017420
    • NSC 61837
    • CHEMBL77966
    • 3,7,3',4'-tetramethylquercetin
    • 2-(3,4-Dimethoxyphenyl)-5-hydroxy-3,7-dimethoxy-4-benzopyrone
    • 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one
    • 5-Hydroxy 3,3',4',7-tetramethoxyflavone
    • Retusine (VAN)
    • Quercetin tetramethylether
    • 2-(3,4-Dimethoxyphenyl)-5-hydroxy-3,7-dimethoxy-4H-1-benzopyran-4-one
    • Quercetin-3,3',4',7-tetramethylether
    • Retusin (VAN)
    • NSC408169
    • UNII-M8591903SD
    • EINECS 214-991-4
    • Retusin (Standard)
    • Quercetin 3,7,3',4'-tetramethylether
    • KY73
    • MEGxp0_001881
    • orb1297220
    • SCHEMBL1421755
    • SCHEMBL29496204
    • ACon1_000513
    • HY-N6829R
    • DTXSID60924839
    • Flavone,3',4',7-tetramethoxy-
    • HY-N6829
    • 3,3',4',7-O-tetramethylquercetin
    • BDBM50338974
    • LMPK12112770
    • NSC618937
    • Quercetin, 3,7,3',4'-tetramethyl
    • 3,7,3',4'-tetra-O-methylquercetin
    • AKOS040760672
    • Quercetin 3,3',4'-tetramethyl ether
    • CCG-214740
    • EBC-616910
    • FR65388
    • Quercetin-3,3',4',7-etramethylether
    • 5-hydroxy-3,7,3,4-tetramethoxyflavone
    • Quercetin 3,3',4',7-tetramethylether
    • Quercetin-3,7,3',4'-tetramethylether
    • NCGC00169008-01
    • quercetin 3,3',4',7-tetramethyl ether
    • MS-25624
    • NCI60_003907
    • NCI60_003908
    • NCI60_003909
    • NCI60_005562
    • 5-hydroxy-3',4',3,7-tetramethoxyflavone
    • DB-041775
    • quercitin-3,7,3'',4''-tetramethyl ether
    • 5-hydroxy-3,3',4',7-tetramethoxy flavone
    • CS-0100247
    • NS00044870
    • ST50331647
    • 3,3',4',7-TETRA-O-METHYLQUERCETIN
    • E87140
    • Q7317388
    • BRD-K49158532-001-01-9
    • BRD-K49158532-001-02-7
    • HYDROXY-3,3',4',7-TETRAMETHOXYFLAVONE, 5-
    • 2-(3,4-Dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one
    • 4H-1-Benzopyran-4-one,4-dimethoxyphenyl)-5-hydroxy-3,7-dimethoxy-
    • 2-(3,4-Dimethoxyphenyl)-5-hydroxy-3,7-dimethoxy-4H-chromen-4-one #
    • Quercetin 3,3',4',7-tetramethylether; Retusin; 3,3',4',7-Tetramethylquercetin
    • 1245-15-4

  • Applications

    5-Hydroxy-3,7,3',4'-tetramethoxyflavone (CAS 1245-15-4) is primarily used as a synthetic intermediate and research building block in flavonoid chemistry; in industry it is commonly evaluated for cosmetics/personal care applications as an antioxidant and formulation stabilizer; as a precursor in pharmaceutical research, it serves as a scaffold for SAR studies and for preparing flavone-derived compounds; in coatings, inks, and polymer formulations it can act as an antioxidant and light stabilizer to enhance oxidative and UV aging resistance; and it is employed as a starting material for the synthesis of more complex flavonoid derivatives in industrial manufacturing. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.18
    methanol 0.16
    isopropanol 0.23
    water 0.0
    ethyl acetate 2.16
    n-propanol 0.33
    acetone 1.77
    n-butanol 0.32
    acetonitrile 1.27
    DMF 8.39
    toluene 0.24
    isobutanol 0.37
    1,4-dioxane 2.36
    methyl acetate 2.87
    THF 7.78
    2-butanone 2.89
    n-pentanol 0.38
    sec-butanol 0.42
    n-hexane 0.04
    ethylene glycol 0.23
    NMP 20.84
    cyclohexane 0.06
    DMSO 18.9
    n-butyl acetate 2.37
    n-octanol 0.4
    chloroform 6.8
    n-propyl acetate 1.97
    acetic acid 2.64
    dichloromethane 9.52
    cyclohexanone 5.19
    propylene glycol 0.2
    isopropyl acetate 1.46
    DMAc 20.4
    2-ethoxyethanol 2.07
    isopentanol 0.5
    n-heptane 0.07
    ethyl formate 1.35
    1,2-dichloroethane 6.17
    n-hexanol 0.46
    2-methoxyethanol 2.6
    isobutyl acetate 1.19
    tetrachloromethane 0.59
    n-pentyl acetate 1.63
    transcutol 6.77
    n-heptanol 0.44
    ethylbenzene 0.25
    MIBK 1.39
    2-propoxyethanol 3.4
    tert-butanol 0.6
    MTBE 0.79
    2-butoxyethanol 2.18
    propionic acid 1.63
    o-xylene 0.34
    formic acid 0.91
    diethyl ether 0.71
    m-xylene 0.21
    p-xylene 0.42
    chlorobenzene 0.89
    dimethyl carbonate 3.04
    n-octane 0.03
    formamide 2.22
    cyclopentanone 8.95
    2-pentanone 1.68
    anisole 1.02
    cyclopentyl methyl ether 1.96
    gamma-butyrolactone 12.93
    1-methoxy-2-propanol 1.95
    pyridine 3.06
    3-pentanone 2.33
    furfural 10.86
    n-dodecane 0.04
    diethylene glycol 2.96
    diisopropyl ether 0.27
    tert-amyl alcohol 0.8
    acetylacetone 4.1
    n-hexadecane 0.05
    acetophenone 2.36
    methyl propionate 3.06
    isopentyl acetate 2.6
    trichloroethylene 13.34
    n-nonanol 0.51
    cyclohexanol 0.68
    benzyl alcohol 1.0
    2-ethylhexanol 0.69
    isooctanol 0.54
    dipropyl ether 1.06
    1,2-dichlorobenzene 1.72
    ethyl lactate 1.65
    propylene carbonate 4.59
    n-methylformamide 2.26
    2-pentanol 0.28
    n-pentane 0.03
    1-propoxy-2-propanol 2.38
    1-methoxy-2-propyl acetate 4.18
    2-(2-methoxypropoxy) propanol 4.25
    mesitylene 0.17
    ε-caprolactone 5.25
    p-cymene 0.56
    epichlorohydrin 15.47
    1,1,1-trichloroethane 2.99
    2-aminoethanol 0.36
    morpholine-4-carbaldehyde 12.13
    sulfolane 30.43
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 3.53
    n-hexyl acetate 1.77
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 3.44
    sec-butyl acetate 1.33
    tert-butyl acetate 2.25
    decalin 0.09
    glycerin 1.09
    diglyme 9.94
    acrylic acid 2.48
    isopropyl myristate 0.91
    n-butyric acid 1.53
    acetyl acetate 2.19
    di(2-ethylhexyl) phthalate 1.44
    ethyl propionate 2.36
    nitromethane 11.26
    1,2-diethoxyethane 2.28
    benzonitrile 1.45
    trioctyl phosphate 0.93
    1-bromopropane 1.45
    gamma-valerolactone 12.26
    n-decanol 0.39
    triethyl phosphate 2.86
    4-methyl-2-pentanol 0.3
    propionitrile 1.27
    vinylene carbonate 4.31
    1,1,2-trichlorotrifluoroethane 15.92
    DMS 4.03
    cumene 0.29
    2-octanol 0.33
    2-hexanone 1.96
    octyl acetate 1.16
    limonene 0.82
    1,2-dimethoxyethane 5.77
    ethyl orthosilicate 2.35
    tributyl phosphate 1.45
    diacetone alcohol 3.21
    N,N-dimethylaniline 1.24
    acrylonitrile 2.43
    aniline 0.78
    1,3-propanediol 0.61
    bromobenzene 0.85
    dibromomethane 3.67
    1,1,2,2-tetrachloroethane 10.49
    2-methyl-cyclohexyl acetate 2.8
    tetrabutyl urea 2.4
    diisobutyl methanol 0.55
    2-phenylethanol 1.46
    styrene 0.26
    dioctyl adipate 2.04
    dimethyl sulfate 11.17
    ethyl butyrate 2.48
    methyl lactate 2.38
    butyl lactate 1.77
    diethyl carbonate 2.33
    propanediol butyl ether 1.18
    triethyl orthoformate 2.59
    p-tert-butyltoluene 0.49
    methyl 4-tert-butylbenzoate 3.72
    morpholine 3.39
    tert-butylamine 0.3
    n-dodecanol 0.31
    dimethoxymethane 3.79
    ethylene carbonate 3.2
    cyrene 6.02
    2-ethoxyethyl acetate 3.42
    2-ethylhexyl acetate 2.29
    1,2,4-trichlorobenzene 2.58
    4-methylpyridine 2.02
    dibutyl ether 0.82
    2,6-dimethyl-4-heptanol 0.55
    DEF 4.42
    dimethyl isosorbide 10.41
    tetrachloroethylene 6.06
    eugenol 3.5
    triacetin 4.0
    span 80 2.26
    1,4-butanediol 0.28
    1,1-dichloroethane 2.18
    2-methyl-1-pentanol 0.69
    methyl formate 2.18
    2-methyl-1-butanol 0.54
    n-decane 0.06
    butyronitrile 0.87
    3,7-dimethyl-1-octanol 0.57
    1-chlorooctane 0.39
    1-chlorotetradecane 0.19
    n-nonane 0.04
    undecane 0.05
    tert-butylcyclohexane 0.07
    cyclooctane 0.03
    cyclopentanol 1.08
    tetrahydropyran 1.6
    tert-amyl methyl ether 1.06
    2,5,8-trioxanonane 7.33
    1-hexene 0.18
    2-isopropoxyethanol 1.68
    2,2,2-trifluoroethanol 2.57
    methyl butyrate 2.92

    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