Eupatorin

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  • Identifiers

    CAS number
    855-96-9

    Molecular formula
    C18H16O7

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

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 62.19%
    Vanilla 50.49%
    Spicy 48.54%
    Smoky 43.24%
    Burnt 39.66%
    Sweet 39.58%
    Balsamic 38.11%
    Woody 37.46%
    Powdery 32.4%
    Medicinal 28.68%

     

    Flavor
    Bitter 78.69%
    Bland 23.79%
    Eugenol 22.4%
    Parsley 22.26%
    Sweet-like 20.24%
    Ham 20.11%
    Odorless 20.1%
    Cedarleaf 19.91%
    Allspice 19.79%
    Lovage 19.7%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    8.96 (weak base)

    Molecular weight
    344.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    760°C

    Flash point

    • 212.13 ˚C est.

  • Synonyms

    • Eupatorin
    • 855-96-9
    • 3',5-Dihydroxy-4',6,7-trimethoxyflavone
    • Eupatorine
    • 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxychromen-4-one
    • 5,3'-Dihydroxy-6,7,4'-trimethoxyflavone
    • Flavone, 3',5-dihydroxy-4',6,7-trimethoxy-
    • 3J474AV6MY
    • 4H-1-Benzopyran-4-one, 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-
    • NSC-106402
    • CHEBI:136666
    • RefChem:139456
    • 663-133-9
    • 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-chromen-4-one
    • Bulk Inquiry
    • MFCD00016929
    • Eupatorin - 94%
    • 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one
    • CHEMBL487402
    • 6-Methoxyluteolin 4',7-dimethyl ether
    • 5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-6,7-dimethoxy-chromen-4-one
    • NSC 106402
    • UNII-3J474AV6MY
    • DTXSID20234704
    • KLAOKWJLUQKWIF-UHFFFAOYSA-N
    • Eupatorin (Standard)
    • CH3O-pectolinarigenin
    • Eupatorin - 98%
    • Kinome_3214
    • Spectrum_001037
    • SpecPlus_000923
    • EUPATORIN [MI]
    • Spectrum2_000456
    • Spectrum4_001833
    • Spectrum5_000625
    • 3',6,7-trimethoxyflavone
    • KBioGR_002532
    • KBioSS_001517
    • DivK1c_007019
    • Eupatorin, analytical standard
    • SCHEMBL555597
    • SPBio_000532
    • orb1300128
    • Eupatorin, >=97% (HPLC)
    • SCHEMBL29386042
    • SCHEMBL30334912
    • ACon1_001351
    • GTPL13862
    • HY-N2374R
    • KBio1_001963
    • KBio2_001517
    • KBio2_004085
    • KBio2_006653
    • HMS3262O20
    • HY-N2374
    • Tox21_500799
    • BDBM50344054
    • CCG-38698
    • LMPK12111239
    • MSK158724
    • NSC106402
    • 4H-1-Benzopyran-4-one,7-dimethoxy-
    • AKOS015856247
    • EBC-445046
    • FE65553
    • 3 inverted exclamation marka,5-Dihydroxy-4 inverted exclamation marka,6,7-trimethoxyflavone
    • 6-methoxyluteolin-4'',7-dimethyl ether
    • NCGC00180598-01
    • NCGC00180598-03
    • NCGC00261484-01
    • AC-34037
    • AS-75882
    • DA-73253
    • Flavone,5-dihydroxy-4',6,7-trimethoxy-
    • XE165300
    • 3',5-dihydroxy-6,7,4'-trimethoxyflavone
    • CS-0022554
    • ST50331588
    • 3'',5-dihydroxy-4'',6,7-trimethoxy flavone
    • AO-222/41148798
    • Q3060386
    • EupatorinEupatorine; 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-chromen-4-one; Eupatorin - 94%
    • 855-96-9

  • Applications

    Eupatorin (CAS 855-96-9) is a natural flavone primarily evaluated for biological activity, including antioxidant potential, and is considered a lead compound or reference tool in pharmaceutical research and in laboratory studies of bioactivity. In analytical chemistry and quality control, it is commonly used as a reference standard for phytochemical analysis and botanical extracts by LC–MS/GC. In cosmetics and personal care, Eupatorin may appear as a natural-active constituent in botanical formulations or be used as a reference in cosmetic research. In natural products and synthetic chemistry, Eupatorin serves as a building block for flavonoid libraries and as an intermediate in the development of new flavonoid derivatives. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.07
    methanol 0.08
    isopropanol 0.11
    water 0.0
    ethyl acetate 0.51
    n-propanol 0.17
    acetone 0.25
    n-butanol 0.16
    acetonitrile 0.21
    DMF 3.65
    toluene 0.05
    isobutanol 0.17
    1,4-dioxane 0.84
    methyl acetate 0.64
    THF 4.2
    2-butanone 0.84
    n-pentanol 0.18
    sec-butanol 0.24
    n-hexane 0.01
    ethylene glycol 0.14
    NMP 9.36
    cyclohexane 0.01
    DMSO 11.69
    n-butyl acetate 0.69
    n-octanol 0.18
    chloroform 0.73
    n-propyl acetate 0.49
    acetic acid 0.7
    dichloromethane 1.08
    cyclohexanone 1.48
    propylene glycol 0.14
    isopropyl acetate 0.39
    DMAc 9.8
    2-ethoxyethanol 1.2
    isopentanol 0.25
    n-heptane 0.02
    ethyl formate 0.27
    1,2-dichloroethane 0.93
    n-hexanol 0.21
    2-methoxyethanol 1.8
    isobutyl acetate 0.31
    tetrachloromethane 0.07
    n-pentyl acetate 0.53
    transcutol 4.69
    n-heptanol 0.24
    ethylbenzene 0.06
    MIBK 0.42
    2-propoxyethanol 2.22
    tert-butanol 0.32
    MTBE 0.34
    2-butoxyethanol 1.44
    propionic acid 0.59
    o-xylene 0.08
    formic acid 0.42
    diethyl ether 0.26
    m-xylene 0.05
    p-xylene 0.09
    chlorobenzene 0.11
    dimethyl carbonate 1.0
    n-octane 0.01
    formamide 0.93
    cyclopentanone 2.8
    2-pentanone 0.44
    anisole 0.31
    cyclopentyl methyl ether 0.87
    gamma-butyrolactone 4.48
    1-methoxy-2-propanol 1.47
    pyridine 0.87
    3-pentanone 0.64
    furfural 3.35
    n-dodecane 0.01
    diethylene glycol 2.06
    diisopropyl ether 0.1
    tert-amyl alcohol 0.5
    acetylacetone 0.92
    n-hexadecane 0.01
    acetophenone 0.64
    methyl propionate 0.93
    isopentyl acetate 0.9
    trichloroethylene 1.93
    n-nonanol 0.25
    cyclohexanol 0.32
    benzyl alcohol 0.33
    2-ethylhexanol 0.32
    isooctanol 0.29
    dipropyl ether 0.59
    1,2-dichlorobenzene 0.26
    ethyl lactate 0.71
    propylene carbonate 1.23
    n-methylformamide 0.84
    2-pentanol 0.15
    n-pentane 0.01
    1-propoxy-2-propanol 1.7
    1-methoxy-2-propyl acetate 1.92
    2-(2-methoxypropoxy) propanol 2.47
    mesitylene 0.04
    ε-caprolactone 1.71
    p-cymene 0.18
    epichlorohydrin 5.48
    1,1,1-trichloroethane 0.33
    2-aminoethanol 0.24
    morpholine-4-carbaldehyde 6.28
    sulfolane 13.98
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 1.49
    n-hexyl acetate 0.63
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 2.19
    sec-butyl acetate 0.39
    tert-butyl acetate 0.76
    decalin 0.02
    glycerin 1.0
    diglyme 6.16
    acrylic acid 0.84
    isopropyl myristate 0.38
    n-butyric acid 0.52
    acetyl acetate 0.42
    di(2-ethylhexyl) phthalate 0.56
    ethyl propionate 0.74
    nitromethane 2.66
    1,2-diethoxyethane 1.09
    benzonitrile 0.3
    trioctyl phosphate 0.4
    1-bromopropane 0.29
    gamma-valerolactone 4.86
    n-decanol 0.19
    triethyl phosphate 1.24
    4-methyl-2-pentanol 0.15
    propionitrile 0.37
    vinylene carbonate 1.01
    1,1,2-trichlorotrifluoroethane 6.72
    DMS 1.26
    cumene 0.08
    2-octanol 0.17
    2-hexanone 0.56
    octyl acetate 0.45
    limonene 0.28
    1,2-dimethoxyethane 3.09
    ethyl orthosilicate 1.07
    tributyl phosphate 0.56
    diacetone alcohol 1.57
    N,N-dimethylaniline 0.47
    acrylonitrile 0.67
    aniline 0.22
    1,3-propanediol 0.42
    bromobenzene 0.1
    dibromomethane 0.43
    1,1,2,2-tetrachloroethane 2.0
    2-methyl-cyclohexyl acetate 1.05
    tetrabutyl urea 0.98
    diisobutyl methanol 0.28
    2-phenylethanol 0.52
    styrene 0.05
    dioctyl adipate 0.83
    dimethyl sulfate 4.35
    ethyl butyrate 0.96
    methyl lactate 1.26
    butyl lactate 0.8
    diethyl carbonate 0.86
    propanediol butyl ether 0.78
    triethyl orthoformate 1.31
    p-tert-butyltoluene 0.17
    methyl 4-tert-butylbenzoate 1.68
    morpholine 1.68
    tert-butylamine 0.13
    n-dodecanol 0.14
    dimethoxymethane 2.0
    ethylene carbonate 0.76
    cyrene 3.01
    2-ethoxyethyl acetate 1.26
    2-ethylhexyl acetate 0.74
    1,2,4-trichlorobenzene 0.49
    4-methylpyridine 0.49
    dibutyl ether 0.38
    2,6-dimethyl-4-heptanol 0.28
    DEF 1.66
    dimethyl isosorbide 5.82
    tetrachloroethylene 1.0
    eugenol 1.66
    triacetin 1.43
    span 80 1.28
    1,4-butanediol 0.15
    1,1-dichloroethane 0.26
    2-methyl-1-pentanol 0.32
    methyl formate 0.6
    2-methyl-1-butanol 0.29
    n-decane 0.02
    butyronitrile 0.21
    3,7-dimethyl-1-octanol 0.27
    1-chlorooctane 0.12
    1-chlorotetradecane 0.06
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.02
    cyclooctane 0.01
    cyclopentanol 0.5
    tetrahydropyran 0.58
    tert-amyl methyl ether 0.58
    2,5,8-trioxanonane 4.54
    1-hexene 0.06
    2-isopropoxyethanol 0.91
    2,2,2-trifluoroethanol 0.69
    methyl butyrate 0.85

    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