4'-Methyl-epigallocatechin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    17291-05-3

    Molecular formula
    C16H16O7

    SMILES
    COC1=C(C=C(C=C1O)[C@@H]2[C@@H](CC3=C(C=C(C=C3O2)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 64.4%
    Phenolic 52.63%
    Vanilla 28.63%
    Smoky 28.46%
    Burnt 28.39%
    Spicy 26.03%
    Balsamic 20.99%
    Savory 20.34%
    Medicinal 20.17%
    Creamy 18.24%

     

    Flavor
    Bitter 83.15%
    Bland 29.08%
    Odorless 27.3%
    Sweet-like 24.12%
    Eugenol 21.46%
    Cedarleaf 21.31%
    Parsley 20.95%
    Flat 19.96%
    Lovage 19.87%
    Carrot 19.7%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.3

    pKa est.
    10.68 (weak base)

    Molecular weight
    320.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1097°C

    Flash point

    • 264.51 ˚C est.

  • Synonyms

    • 4'-Methyl-epigallocatechin
    • Ouratea catechin
    • 17291-05-3
    • 4'-O-Methyl-epi-gallocatechin
    • (-)-4'-Methylepigallocatechin
    • 4'-Methyl-(-)-epigallocatechin
    • (-)-4'-O-methylepigallocatechin
    • 4'-O-Methyl-(-)-epigallocatechin
    • WM87TQ077U
    • 3,3',5,5',7-Flavanpentol, 4'-methoxy-, (-)-
    • 2H-1-Benzopyran-3,5,7-triol, 2-(3,5-dihydroxy-4-methoxyphenyl)-3,4-dihydro-, (2R,3R)-
    • 2H-1-Benzopyran-3,5,7-triol, 2-(3,5-dihydroxy-4-methoxyphenyl)-3,4-dihydro-, (2R-cis)-
    • RefChem:935736
    • GlyTouCan:G85923PG
    • G85923PG
    • Ourateacatechin
    • CHEMBL485460
    • (2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
    • UNII-WM87TQ077U
    • Ouratea-Catechin
    • 4'-O-Methyl-(-)-Epi-Gallocatechin
    • 4'-Methylepigallocatechin
    • 4'-O-Methylepigallocatechin
    • SCHEMBL13099972
    • CHEBI:70253
    • DTXSID00938238
    • (-)-4''-O-methylepigallocatechin
    • BDBM50260057
    • LMPK12020134
    • (2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
    • Q27138593
    • (2R,3R)-2-(3,5-Dihydroxy-4-methoxyphenyl)chromane-3,5,7-triol
    • 2-(3,5-Dihydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
    • 17291-05-3

  • Applications

    4'-Methyl-epigallocatechin (CAS 17291-05-3) is a flavonoid polyphenol derivative with antioxidant activity, commonly considered as an intermediate and additive in multiple formulations. In cosmetics and personal care, it can function as an antioxidant active and stabilizer in skincare formulations. In food processing and nutraceuticals, it is evaluated as a natural antioxidant ingredient to help slow oxidation and preserve quality. In polymers/plastics and coatings/inks, it can serve as an antioxidant stabilizer for resins and coatings, extending shelf life and oxidation resistance. In pharmaceutical research and chemical synthesis, it may act as an intermediate for the synthesis of more complex flavonoid derivatives. Depending on local regulations and formulation limits, it may be evaluated for household or cleaning product applications as an antioxidant additive.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.04
    methanol 23.6
    isopropanol 4.96
    water 0.04
    ethyl acetate 7.83
    n-propanol 9.85
    acetone 5.03
    n-butanol 7.66
    acetonitrile 2.49
    DMF 137.57
    toluene 0.17
    isobutanol 3.3
    1,4-dioxane 9.04
    methyl acetate 5.66
    THF 61.25
    2-butanone 9.31
    n-pentanol 2.58
    sec-butanol 5.16
    n-hexane 0.02
    ethylene glycol 19.16
    NMP 67.02
    cyclohexane 0.03
    DMSO 501.8
    n-butyl acetate 2.87
    n-octanol 2.7
    chloroform 0.17
    n-propyl acetate 2.92
    acetic acid 22.48
    dichloromethane 0.21
    cyclohexanone 10.12
    propylene glycol 21.6
    isopropyl acetate 4.16
    DMAc 115.72
    2-ethoxyethanol 68.36
    isopentanol 4.29
    n-heptane 0.09
    ethyl formate 6.73
    1,2-dichloroethane 0.51
    n-hexanol 2.64
    2-methoxyethanol 198.07
    isobutyl acetate 0.83
    tetrachloromethane 0.07
    n-pentyl acetate 2.79
    transcutol 55.97
    n-heptanol 2.99
    ethylbenzene 0.11
    MIBK 4.33
    2-propoxyethanol 45.81
    tert-butanol 6.57
    MTBE 1.79
    2-butoxyethanol 15.71
    propionic acid 9.54
    o-xylene 0.23
    formic acid 50.54
    diethyl ether 2.75
    m-xylene 0.21
    p-xylene 0.1
    chlorobenzene 0.11
    dimethyl carbonate 11.62
    n-octane 0.04
    formamide 93.51
    cyclopentanone 25.63
    2-pentanone 9.25
    anisole 1.56
    cyclopentyl methyl ether 6.71
    gamma-butyrolactone 39.55
    1-methoxy-2-propanol 120.19
    pyridine 3.06
    3-pentanone 4.97
    furfural 25.22
    n-dodecane 0.04
    diethylene glycol 65.08
    diisopropyl ether 0.5
    tert-amyl alcohol 5.38
    acetylacetone 18.06
    n-hexadecane 0.05
    acetophenone 2.62
    methyl propionate 14.15
    isopentyl acetate 2.47
    trichloroethylene 0.99
    n-nonanol 2.76
    cyclohexanol 3.01
    benzyl alcohol 2.48
    2-ethylhexanol 1.58
    isooctanol 2.19
    dipropyl ether 2.85
    1,2-dichlorobenzene 0.23
    ethyl lactate 9.21
    propylene carbonate 8.36
    n-methylformamide 69.52
    2-pentanol 3.43
    n-pentane 0.03
    1-propoxy-2-propanol 22.91
    1-methoxy-2-propyl acetate 13.64
    2-(2-methoxypropoxy) propanol 18.32
    mesitylene 0.16
    ε-caprolactone 12.46
    p-cymene 0.33
    epichlorohydrin 27.3
    1,1,1-trichloroethane 0.17
    2-aminoethanol 33.92
    morpholine-4-carbaldehyde 75.16
    sulfolane 94.74
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 8.96
    n-hexyl acetate 4.26
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 23.05
    sec-butyl acetate 1.59
    tert-butyl acetate 5.63
    decalin 0.03
    glycerin 84.88
    diglyme 48.22
    acrylic acid 11.27
    isopropyl myristate 1.54
    n-butyric acid 12.38
    acetyl acetate 3.86
    di(2-ethylhexyl) phthalate 2.34
    ethyl propionate 4.52
    nitromethane 70.33
    1,2-diethoxyethane 6.66
    benzonitrile 1.0
    trioctyl phosphate 2.15
    1-bromopropane 0.26
    gamma-valerolactone 67.09
    n-decanol 1.89
    triethyl phosphate 3.19
    4-methyl-2-pentanol 1.72
    propionitrile 2.92
    vinylene carbonate 6.23
    1,1,2-trichlorotrifluoroethane 41.36
    DMS 4.61
    cumene 0.12
    2-octanol 1.71
    2-hexanone 2.64
    octyl acetate 2.57
    limonene 0.56
    1,2-dimethoxyethane 52.86
    ethyl orthosilicate 2.63
    tributyl phosphate 2.05
    diacetone alcohol 24.6
    N,N-dimethylaniline 1.36
    acrylonitrile 5.93
    aniline 1.12
    1,3-propanediol 49.84
    bromobenzene 0.07
    dibromomethane 0.11
    1,1,2,2-tetrachloroethane 1.14
    2-methyl-cyclohexyl acetate 2.39
    tetrabutyl urea 3.96
    diisobutyl methanol 1.17
    2-phenylethanol 2.88
    styrene 0.11
    dioctyl adipate 3.49
    dimethyl sulfate 33.12
    ethyl butyrate 4.11
    methyl lactate 33.14
    butyl lactate 5.92
    diethyl carbonate 2.68
    propanediol butyl ether 15.89
    triethyl orthoformate 4.29
    p-tert-butyltoluene 0.37
    methyl 4-tert-butylbenzoate 7.41
    morpholine 28.61
    tert-butylamine 1.11
    n-dodecanol 1.21
    dimethoxymethane 84.93
    ethylene carbonate 5.12
    cyrene 21.46
    2-ethoxyethyl acetate 6.91
    2-ethylhexyl acetate 1.54
    1,2,4-trichlorobenzene 0.43
    4-methylpyridine 1.94
    dibutyl ether 1.66
    2,6-dimethyl-4-heptanol 1.17
    DEF 22.13
    dimethyl isosorbide 27.87
    tetrachloroethylene 0.72
    eugenol 8.15
    triacetin 8.17
    span 80 10.4
    1,4-butanediol 9.11
    1,1-dichloroethane 0.14
    2-methyl-1-pentanol 1.9
    methyl formate 34.39
    2-methyl-1-butanol 4.21
    n-decane 0.09
    butyronitrile 2.26
    3,7-dimethyl-1-octanol 2.09
    1-chlorooctane 0.49
    1-chlorotetradecane 0.17
    n-nonane 0.07
    undecane 0.06
    tert-butylcyclohexane 0.03
    cyclooctane 0.03
    cyclopentanol 5.57
    tetrahydropyran 3.86
    tert-amyl methyl ether 2.68
    2,5,8-trioxanonane 34.95
    1-hexene 0.09
    2-isopropoxyethanol 19.49
    2,2,2-trifluoroethanol 11.09
    methyl butyrate 6.34

    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