Epicatechin Gallate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    863-03-6

    Molecular formula
    C22H18O10

    SMILES
    C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 76.28%
    Phenolic 46.26%
    Burnt 27.14%
    Smoky 21.43%
    Balsamic 20.74%
    Spicy 19.57%
    Vanilla 18.83%
    Savory 18.17%
    Medicinal 17.13%
    Bitter 15.06%

     

    Flavor
    Bitter 93.21%
    Odorless 31.6%
    Bland 30.52%
    Sweet-like 23.6%
    Cedarleaf 20.37%
    Eugenol 19.57%
    Parsley 19.55%
    Lovage 19.41%
    Nitrile 19.13%
    Very strong 18.97%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    9.93 (weak base)

    Molecular weight
    442.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1158°C

    Melting point expt.

    • 257 - 258 °C

    Flash point

    • 292.67 ˚C est.

  • Synonyms

    • Epicatechin gallate
    • 92587OVD8Z
    • Epicatechin-3-galloyl ester
    • DTXSID70925231
    • NSC-636594
    • RefChem:590910
    • GlyTouCan:G12478QB
    • DTXCID101354061
    • G12478QB
    • 863-03-6
    • (-)-Epicatechin gallate
    • 1257-08-5
    • (-)-epicatechingallate
    • (-)-Epicatechin-3-O-gallate
    • (-)-Epicatechin-3-gallate
    • L-Epicatechin gallate
    • epicatechin monogallate
    • Teatannin
    • ECG
    • (-)-Epicatechin 3-O-gallate
    • Epicatechol, gallate
    • MFCD00075936
    • 3-O-Galloylepicatechin
    • [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
    • 3-Gallate(-)-Epicatechol
    • 3-Galloyl-(-)-epicatechin
    • (-)-cis-3,3',4',5,7-Pentahydroxyflavane 3-gallate
    • CHEMBL36327
    • C22H18O10
    • (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
    • epicatechin-3-O-gallate
    • (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate
    • Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester
    • epi-Catechin 3-O-gallate
    • NSC 636594
    • (-)-Epicatechin 3-gallate
    • UNII-92587OVD8Z
    • EPICATECHIN 3-O-GALLATE
    • NSC636594
    • (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate
    • Epicatechol, 3-gallate, (-)-
    • epicatechin gallate, (2R-cis)-isomer
    • (-)epicatechingallate
    • Spectrum_000314
    • L-ECG
    • SpecPlus_000275
    • (-) epicatechin gallate
    • epicatechin-gallate-(-)
    • Spectrum2_000165
    • Spectrum3_000246
    • Spectrum4_001540
    • Spectrum5_000080
    • SCHEMBL39047
    • BSPBio_001632
    • EPICATECHOL 3-GALLATE
    • KBioGR_001980
    • KBioSS_000794
    • SPECTRUM210238
    • Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2R-cis)-
    • DivK1c_006371
    • EPICATECHINGALLATE, L-
    • SPBio_000029
    • (-)EPICATECHIN GALLATE
    • MEGxp0_000810
    • orb1305097
    • SCHEMBL29355754
    • SCHEMBL30977096
    • SCHEMBL31297152
    • CHEBI:70255
    • GTPL12462
    • HY-N0002R
    • KBio1_001315
    • KBio2_000794
    • KBio2_003362
    • KBio2_005930
    • KBio3_001132
    • 3,4,5-Trihydroxy-benzoic acid 2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-yl ester
    • HY-N0002
    • MSK40120
    • (-)-Epicatechin gallate (Standard)
    • BDBM50153015
    • CCG-38376
    • LMPK12020090
    • s3925
    • AKOS015965216
    • AC-6037
    • CS-3761
    • EBC-445043
    • FE22721
    • SDCCGMLS-0066549.P001
    • (-)-EPI CATECHIN-3-O-GALLATE
    • NCGC00179135-01
    • NCGC00179135-02
    • NCGC00179135-07
    • AS-15722
    • SY071164
    • E0890
    • NS00094557
    • C22594
    • 257E085
    • SR-05000002675
    • Q5382492
    • SR-05000002675-1
    • BRD-K50660797-001-01-0
    • BRD-K50660797-001-03-6
    • BRD-K50660797-001-04-4
    • BRD-K50660797-001-05-1
    • (-)-cis-3,3',4',5, 7-Pentahydroxyflavane 3-gallate
    • (-)-Epicatechin gallate, >=98% (HPLC), from green tea
    • Epicatechin gallate, primary pharmaceutical reference standard
    • 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychroman-3-yl (2R,3R)-3,4,5-Trihydroxybenzoate
    • rel-(2R,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate
    • 3,4,5-Trihydroxy-benzoic acid (2R,3R)-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-yl ester
    • Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7- dihydroxy-2H-1-benzopyran-3-yl ester, (-)-cis-
    • (-)-Epicatechin gallate

  • Applications

    Epicatechin Gallate (CAS 863-03-6) is used as a natural antioxidant in cosmetic and personal care formulations to protect active ingredients and stabilize products; it is commonly evaluated as a processing antioxidant and stabilizer in foods and beverages to help extend shelf life within regulatory limits. In polymers and plastics, Epicatechin Gallate functions as an antioxidant/stabilizer to improve aging resistance of polymer matrices, coatings, and adhesives. In coatings and inks, it serves as a natural antioxidant additive to enhance oxidative stability of formulations. It is also explored as a research intermediate or reagent in pharmaceutical development and related organic synthesis. All uses are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.08
    methanol 3.61
    isopropanol 2.09
    water 0.17
    ethyl acetate 4.46
    n-propanol 4.17
    acetone 3.6
    n-butanol 1.99
    acetonitrile 1.47
    DMF 107.26
    toluene 0.12
    isobutanol 0.94
    1,4-dioxane 20.8
    methyl acetate 5.17
    THF 36.42
    2-butanone 6.23
    n-pentanol 0.53
    sec-butanol 2.46
    n-hexane 0.0
    ethylene glycol 22.16
    NMP 44.89
    cyclohexane 0.01
    DMSO 160.38
    n-butyl acetate 0.61
    n-octanol 1.39
    chloroform 0.06
    n-propyl acetate 1.09
    acetic acid 28.62
    dichloromethane 0.08
    cyclohexanone 3.22
    propylene glycol 28.43
    isopropyl acetate 1.92
    DMAc 122.21
    2-ethoxyethanol 138.58
    isopentanol 0.96
    n-heptane 0.02
    ethyl formate 3.9
    1,2-dichloroethane 0.16
    n-hexanol 0.27
    2-methoxyethanol 370.0
    isobutyl acetate 0.19
    tetrachloromethane 0.02
    n-pentyl acetate 1.25
    transcutol 52.73
    n-heptanol 1.14
    ethylbenzene 0.04
    MIBK 0.89
    2-propoxyethanol 35.43
    tert-butanol 2.09
    MTBE 1.17
    2-butoxyethanol 14.96
    propionic acid 9.03
    o-xylene 0.12
    formic acid 47.14
    diethyl ether 1.56
    m-xylene 0.09
    p-xylene 0.03
    chlorobenzene 0.03
    dimethyl carbonate 9.33
    n-octane 0.01
    formamide 86.25
    cyclopentanone 10.24
    2-pentanone 2.76
    anisole 0.97
    cyclopentyl methyl ether 2.54
    gamma-butyrolactone 22.98
    1-methoxy-2-propanol 153.64
    pyridine 4.41
    3-pentanone 1.74
    furfural 17.41
    n-dodecane 0.02
    diethylene glycol 48.53
    diisopropyl ether 0.17
    tert-amyl alcohol 2.41
    acetylacetone 9.28
    n-hexadecane 0.02
    acetophenone 1.01
    methyl propionate 8.43
    isopentyl acetate 0.47
    trichloroethylene 0.39
    n-nonanol 1.58
    cyclohexanol 0.9
    benzyl alcohol 1.25
    2-ethylhexanol 0.22
    isooctanol 0.72
    dipropyl ether 1.26
    1,2-dichlorobenzene 0.04
    ethyl lactate 5.01
    propylene carbonate 3.33
    n-methylformamide 40.35
    2-pentanol 0.89
    n-pentane 0.01
    1-propoxy-2-propanol 15.9
    1-methoxy-2-propyl acetate 6.69
    2-(2-methoxypropoxy) propanol 12.83
    mesitylene 0.05
    ε-caprolactone 6.86
    p-cymene 0.06
    epichlorohydrin 19.17
    1,1,1-trichloroethane 0.05
    2-aminoethanol 34.12
    morpholine-4-carbaldehyde 102.98
    sulfolane 42.37
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 5.17
    n-hexyl acetate 1.86
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 20.55
    sec-butyl acetate 0.54
    tert-butyl acetate 2.48
    decalin 0.0
    glycerin 122.51
    diglyme 45.98
    acrylic acid 12.8
    isopropyl myristate 0.71
    n-butyric acid 7.74
    acetyl acetate 2.27
    di(2-ethylhexyl) phthalate 0.89
    ethyl propionate 2.0
    nitromethane 67.41
    1,2-diethoxyethane 6.51
    benzonitrile 0.28
    trioctyl phosphate 0.78
    1-bromopropane 0.06
    gamma-valerolactone 87.92
    n-decanol 0.97
    triethyl phosphate 0.96
    4-methyl-2-pentanol 0.35
    propionitrile 0.98
    vinylene carbonate 2.75
    1,1,2-trichlorotrifluoroethane 33.18
    DMS 2.02
    cumene 0.03
    2-octanol 0.68
    2-hexanone 0.68
    octyl acetate 1.34
    limonene 0.09
    1,2-dimethoxyethane 73.59
    ethyl orthosilicate 0.94
    tributyl phosphate 0.68
    diacetone alcohol 12.72
    N,N-dimethylaniline 0.63
    acrylonitrile 2.51
    aniline 0.93
    1,3-propanediol 50.09
    bromobenzene 0.02
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.47
    2-methyl-cyclohexyl acetate 0.56
    tetrabutyl urea 1.78
    diisobutyl methanol 0.23
    2-phenylethanol 0.72
    styrene 0.04
    dioctyl adipate 1.7
    dimethyl sulfate 18.69
    ethyl butyrate 1.29
    methyl lactate 29.34
    butyl lactate 3.28
    diethyl carbonate 0.84
    propanediol butyl ether 14.32
    triethyl orthoformate 1.93
    p-tert-butyltoluene 0.07
    methyl 4-tert-butylbenzoate 3.77
    morpholine 48.79
    tert-butylamine 0.36
    n-dodecanol 0.6
    dimethoxymethane 75.82
    ethylene carbonate 2.21
    cyrene 12.17
    2-ethoxyethyl acetate 5.45
    2-ethylhexyl acetate 0.27
    1,2,4-trichlorobenzene 0.12
    4-methylpyridine 1.52
    dibutyl ether 1.01
    2,6-dimethyl-4-heptanol 0.23
    DEF 12.82
    dimethyl isosorbide 13.91
    tetrachloroethylene 0.25
    eugenol 4.37
    triacetin 4.71
    span 80 8.28
    1,4-butanediol 7.13
    1,1-dichloroethane 0.06
    2-methyl-1-pentanol 0.38
    methyl formate 22.14
    2-methyl-1-butanol 1.21
    n-decane 0.03
    butyronitrile 0.56
    3,7-dimethyl-1-octanol 0.65
    1-chlorooctane 0.15
    1-chlorotetradecane 0.06
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 2.02
    tetrahydropyran 2.77
    tert-amyl methyl ether 1.59
    2,5,8-trioxanonane 28.91
    1-hexene 0.02
    2-isopropoxyethanol 26.36
    2,2,2-trifluoroethanol 9.81
    methyl butyrate 2.48

    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