6,3',4'-Trihydroxy-7-methoxyaurone

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  • Identifiers

    CAS number
    486-24-8

    Molecular formula
    C16H12O6

    SMILES
    COC1=C(C=CC2=C1O/C(=C\C3=CC(=C(C=C3)O)O)/C2=O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 51.81%
    Odorless 51.44%
    Burnt 38.33%
    Vanilla 38.27%
    Spicy 37.72%
    Smoky 30.21%
    Balsamic 29.18%
    Savory 23.1%
    Caramellic 21.91%
    Milky 21.47%

     

    Flavor
    Bitter 91.94%
    Bland 23.2%
    Odorless 22.33%
    Sweet-like 20.84%
    Parsley 20.08%
    Lovage 19.97%
    Cedarleaf 19.79%
    Eugenol 19.42%
    Nitrile 18.74%
    Ripe apricot 18.4%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    9.45 (weak base)

    Molecular weight
    300.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    735°C

    Flash point

    • 232.6 ˚C est.

  • Synonyms

    • 6,3',4'-trihydroxy-7-methoxyaurone
    • RefChem:913649
    • Leptosidin
    • 486-24-8
    • VE67J9PR82
    • 3(2H)-Benzofuranone, 2-(3,4-dihydroxybenzylidene)-6-hydroxy-7-methoxy-
    • C08651
    • (Z)-2-((3,4-Dihydroxyphenyl)methylene)-6-hydroxy-7-methoxy-3(2H)-benzofuranone
    • 3(2H)-Benzofuranone, 2-((3,4-dihydroxyphenyl)methylene)-6-hydroxy-7-methoxy-, (Z)-
    • AC1NQYAI
    • SureCN6804084
    • UNII-VE67J9PR82
    • CHEBI:6412
    • orb2815063
    • SCHEMBL6804084
    • CHEMBL3799890
    • DTXSID501028834
    • (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-hydroxy-7-methoxy-1-benzofuran-3-one
    • Q6528333
    • (2Z)-2-((3,4-DIHYDROXYPHENYL)METHYLENE)-6-HYDROXY-7-METHOXY-3(2H)-BENZOFURANONE
    • (2Z)-2-[(3,4-dihydroxyphenyl)methylene]-6-hydroxy-7-methoxy-benzofuran-3-one
    • (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-hydroxy-7-methoxy-1-benzofuran-3(2H)-one
    • 486-24-8

  • Applications

    6,3',4'-Trihydroxy-7-methoxyaurone (CAS 486-24-8) is a plant-derived polyphenolic compound primarily studied for its potential roles in formulation science. In practice, it may be used as an antioxidant additive in cosmetic and polymer formulations to help stabilize products against oxidation. It is also explored as a fragrance/aroma component or precursor in perfumery and personal care applications due to its phenolic scent profile. In coatings and inks, the compound may be evaluated as a stabilizer or as part of colorant systems, contributing to formulation durability and appearance. In pharmaceutical research, it can serve as an intermediate scaffold for the synthesis of more complex bioactive molecules, and in agriculture, it is investigated for potential roles in plant defense and as a natural product lead for crop protection strategies. Its actual use is subject to local regulations, formulation compatibility, and safety assessments.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.07
    methanol 2.91
    isopropanol 3.26
    water 0.03
    ethyl acetate 7.0
    n-propanol 3.89
    acetone 8.18
    n-butanol 3.82
    acetonitrile 3.66
    DMF 26.78
    toluene 0.78
    isobutanol 2.01
    1,4-dioxane 16.1
    methyl acetate 6.44
    THF 69.51
    2-butanone 10.14
    n-pentanol 2.83
    sec-butanol 4.79
    n-hexane 0.07
    ethylene glycol 6.91
    NMP 14.5
    cyclohexane 0.13
    DMSO 54.99
    n-butyl acetate 4.18
    n-octanol 5.52
    chloroform 0.97
    n-propyl acetate 4.44
    acetic acid 9.5
    dichloromethane 1.09
    cyclohexanone 11.0
    propylene glycol 6.74
    isopropyl acetate 6.72
    DMAc 40.77
    2-ethoxyethanol 25.45
    isopentanol 4.19
    n-heptane 0.26
    ethyl formate 3.38
    1,2-dichloroethane 1.42
    n-hexanol 3.62
    2-methoxyethanol 51.4
    isobutyl acetate 2.45
    tetrachloromethane 0.18
    n-pentyl acetate 6.99
    transcutol 74.13
    n-heptanol 5.27
    ethylbenzene 0.71
    MIBK 6.88
    2-propoxyethanol 26.62
    tert-butanol 7.42
    MTBE 4.92
    2-butoxyethanol 18.02
    propionic acid 5.75
    o-xylene 0.93
    formic acid 9.55
    diethyl ether 4.9
    m-xylene 0.84
    p-xylene 0.86
    chlorobenzene 0.56
    dimethyl carbonate 9.76
    n-octane 0.3
    formamide 26.07
    cyclopentanone 20.99
    2-pentanone 8.67
    anisole 4.27
    cyclopentyl methyl ether 8.87
    gamma-butyrolactone 21.08
    1-methoxy-2-propanol 39.17
    pyridine 7.11
    3-pentanone 5.8
    furfural 12.8
    n-dodecane 0.37
    diethylene glycol 34.59
    diisopropyl ether 1.68
    tert-amyl alcohol 7.92
    acetylacetone 17.97
    n-hexadecane 0.42
    acetophenone 5.33
    methyl propionate 9.03
    isopentyl acetate 4.91
    trichloroethylene 3.26
    n-nonanol 6.4
    cyclohexanol 4.64
    benzyl alcohol 4.93
    2-ethylhexanol 3.24
    isooctanol 4.78
    dipropyl ether 4.91
    1,2-dichlorobenzene 0.85
    ethyl lactate 7.76
    propylene carbonate 5.82
    n-methylformamide 11.82
    2-pentanol 3.98
    n-pentane 0.08
    1-propoxy-2-propanol 19.42
    1-methoxy-2-propyl acetate 15.07
    2-(2-methoxypropoxy) propanol 24.94
    mesitylene 0.65
    ε-caprolactone 10.25
    p-cymene 1.26
    epichlorohydrin 18.73
    1,1,1-trichloroethane 0.71
    2-aminoethanol 8.64
    morpholine-4-carbaldehyde 30.8
    sulfolane 31.69
    2,2,4-trimethylpentane 0.14
    2-methyltetrahydrofuran 12.52
    n-hexyl acetate 9.09
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 32.46
    sec-butyl acetate 3.6
    tert-butyl acetate 9.93
    decalin 0.14
    glycerin 27.91
    diglyme 53.03
    acrylic acid 7.63
    isopropyl myristate 5.29
    n-butyric acid 6.09
    acetyl acetate 5.17
    di(2-ethylhexyl) phthalate 4.84
    ethyl propionate 5.27
    nitromethane 26.76
    1,2-diethoxyethane 16.85
    benzonitrile 2.98
    trioctyl phosphate 4.36
    1-bromopropane 0.76
    gamma-valerolactone 29.58
    n-decanol 4.96
    triethyl phosphate 4.42
    4-methyl-2-pentanol 3.33
    propionitrile 4.07
    vinylene carbonate 4.87
    1,1,2-trichlorotrifluoroethane 19.59
    DMS 9.19
    cumene 0.67
    2-octanol 4.46
    2-hexanone 5.47
    octyl acetate 6.43
    limonene 1.8
    1,2-dimethoxyethane 34.1
    ethyl orthosilicate 4.52
    tributyl phosphate 4.58
    diacetone alcohol 22.56
    N,N-dimethylaniline 3.68
    acrylonitrile 6.85
    aniline 3.11
    1,3-propanediol 14.79
    bromobenzene 0.42
    dibromomethane 0.6
    1,1,2,2-tetrachloroethane 3.04
    2-methyl-cyclohexyl acetate 5.16
    tetrabutyl urea 8.28
    diisobutyl methanol 3.16
    2-phenylethanol 6.17
    styrene 0.66
    dioctyl adipate 8.1
    dimethyl sulfate 16.37
    ethyl butyrate 4.9
    methyl lactate 16.18
    butyl lactate 9.07
    diethyl carbonate 3.85
    propanediol butyl ether 16.82
    triethyl orthoformate 6.41
    p-tert-butyltoluene 1.32
    methyl 4-tert-butylbenzoate 11.24
    morpholine 22.21
    tert-butylamine 2.39
    n-dodecanol 3.86
    dimethoxymethane 40.02
    ethylene carbonate 4.37
    cyrene 17.92
    2-ethoxyethyl acetate 13.6
    2-ethylhexyl acetate 3.38
    1,2,4-trichlorobenzene 1.49
    4-methylpyridine 4.14
    dibutyl ether 6.56
    2,6-dimethyl-4-heptanol 3.16
    DEF 13.1
    dimethyl isosorbide 28.95
    tetrachloroethylene 2.02
    eugenol 14.1
    triacetin 14.32
    span 80 14.98
    1,4-butanediol 5.08
    1,1-dichloroethane 0.69
    2-methyl-1-pentanol 3.44
    methyl formate 8.78
    2-methyl-1-butanol 3.55
    n-decane 0.64
    butyronitrile 3.1
    3,7-dimethyl-1-octanol 5.26
    1-chlorooctane 2.18
    1-chlorotetradecane 1.09
    n-nonane 0.5
    undecane 0.47
    tert-butylcyclohexane 0.12
    cyclooctane 0.11
    cyclopentanol 5.18
    tetrahydropyran 8.59
    tert-amyl methyl ether 6.09
    2,5,8-trioxanonane 44.43
    1-hexene 0.37
    2-isopropoxyethanol 15.4
    2,2,2-trifluoroethanol 5.19
    methyl butyrate 5.44

    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