(-)-Gallocatechin

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  • Identifiers

    CAS number
    3371-27-5

    Molecular formula
    C15H14O7

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 73.13%
    Phenolic 51.75%
    Burnt 29.77%
    Smoky 25.67%
    Medicinal 20.15%
    Spicy 19.84%
    Savory 18.63%
    Vanilla 17.73%
    Balsamic 16.26%
    Bitter 14.87%

     

    Flavor
    Bitter 86.63%
    Odorless 28.94%
    Bland 26.83%
    Sweet-like 24.72%
    Eugenol 21.02%
    Cedarleaf 20.99%
    Mild 20.08%
    Parsley 19.94%
    Flat 19.88%
    Rotten 19.82%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    10.79 (weak base)

    Molecular weight
    306.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1188°C

    Flash point

    • 276.61 ˚C est.

  • Synonyms

    • (-)-Gallocatechin
    • 3371-27-5
    • (2S,3R)-gallocatechin
    • (2S,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
    • CHEBI:71225
    • DTXSID10432358
    • RefChem:67833
    • GlyTouCan:G62502KW
    • DTXCID80383186
    • G62502KW
    • 608-899-7
    • (2S,3R)-2-(3,4,5-Trihydroxyphenyl)chroman-3,5,7-triol
    • ent-gallocatechin
    • (2S,3R)-2-(3,4,5-Trihydroxyphenyl)-chroman-3,5,7-triol
    • MFCD01632616
    • (-)-Gallocatechol
    • (2S,3R)-2-(3,4,5-trihydroxyphenyl)chromane-3,5,7-triol
    • (2S,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
    • (2S,3R)-flavan-3,3',4',5,5',7-hexol
    • (2S,3R)-flavan-3,5,7,3',4',5'-hexol
    • (2S,3R)-(-)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
    • l-Gallocatechin
    • 4-Gallocatechol
    • (-)-Gallocatechin/GC
    • (-)-Gallocatechin (Standard)
    • CHEMBL264167
    • orb1303692
    • SCHEMBL1742127
    • SCHEMBL30159803
    • HY-N0521R
    • (2S,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol
    • HY-N0521
    • MSK15252
    • BDBM50373220
    • AKOS015902103
    • (-)-Gallocatechin, analytical standard
    • EBC-617287
    • FG23644
    • (-)-Gallocatechin, >=98% (HPLC)
    • NCGC00390246-01
    • AC-34046
    • AS-69567
    • DA-48555
    • CS-0009058
    • 371G275
    • Q27139455
    • (2S,3R)-3,4-Dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol
    • 3371-27-5

  • Applications

    (-)-Gallocatechin (CAS 3371-27-5) is a polyphenolic flavanol commonly found in tea and other plants, and is primarily used as an antioxidant in cosmetic and personal care formulations; it is evaluated as a natural antioxidant additive for food processing and product stabilization; in industrial manufacturing, it can act as a stabilizer or intermediate in the synthesis of other flavonoid compounds; it is also considered as a building block for the synthesis of additional polyphenolic compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.32
    methanol 23.66
    isopropanol 4.8
    water 0.62
    ethyl acetate 4.55
    n-propanol 7.37
    acetone 0.65
    n-butanol 5.36
    acetonitrile 0.9
    DMF 75.65
    toluene 0.11
    isobutanol 2.11
    1,4-dioxane 6.5
    methyl acetate 2.55
    THF 32.63
    2-butanone 3.24
    n-pentanol 1.51
    sec-butanol 5.0
    n-hexane 0.01
    ethylene glycol 41.47
    NMP 46.21
    cyclohexane 0.02
    DMSO 235.23
    n-butyl acetate 1.52
    n-octanol 2.65
    chloroform 0.01
    n-propyl acetate 1.53
    acetic acid 15.72
    dichloromethane 0.01
    cyclohexanone 4.0
    propylene glycol 36.29
    isopropyl acetate 3.26
    DMAc 98.77
    2-ethoxyethanol 96.61
    isopentanol 3.81
    n-heptane 0.08
    ethyl formate 3.58
    1,2-dichloroethane 0.03
    n-hexanol 2.2
    2-methoxyethanol 280.09
    isobutyl acetate 0.38
    tetrachloromethane 0.02
    n-pentyl acetate 1.99
    transcutol 42.97
    n-heptanol 3.36
    ethylbenzene 0.08
    MIBK 3.02
    2-propoxyethanol 52.56
    tert-butanol 8.31
    MTBE 1.53
    2-butoxyethanol 18.71
    propionic acid 7.57
    o-xylene 0.19
    formic acid 65.98
    diethyl ether 1.4
    m-xylene 0.18
    p-xylene 0.07
    chlorobenzene 0.02
    dimethyl carbonate 7.9
    n-octane 0.05
    formamide 107.82
    cyclopentanone 10.73
    2-pentanone 3.76
    anisole 1.08
    cyclopentyl methyl ether 4.38
    gamma-butyrolactone 20.75
    1-methoxy-2-propanol 163.68
    pyridine 1.45
    3-pentanone 1.99
    furfural 14.02
    n-dodecane 0.04
    diethylene glycol 85.4
    diisopropyl ether 0.41
    tert-amyl alcohol 6.81
    acetylacetone 11.49
    n-hexadecane 0.05
    acetophenone 1.67
    methyl propionate 8.12
    isopentyl acetate 1.54
    trichloroethylene 0.07
    n-nonanol 2.75
    cyclohexanol 2.27
    benzyl alcohol 1.81
    2-ethylhexanol 1.37
    isooctanol 2.32
    dipropyl ether 2.67
    1,2-dichlorobenzene 0.05
    ethyl lactate 9.29
    propylene carbonate 4.55
    n-methylformamide 45.32
    2-pentanol 3.22
    n-pentane 0.02
    1-propoxy-2-propanol 25.01
    1-methoxy-2-propyl acetate 10.86
    2-(2-methoxypropoxy) propanol 18.74
    mesitylene 0.15
    ε-caprolactone 7.3
    p-cymene 0.27
    epichlorohydrin 7.05
    1,1,1-trichloroethane 0.02
    2-aminoethanol 57.79
    morpholine-4-carbaldehyde 60.42
    sulfolane 53.94
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 5.41
    n-hexyl acetate 3.08
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 24.21
    sec-butyl acetate 1.0
    tert-butyl acetate 5.27
    decalin 0.02
    glycerin 139.38
    diglyme 43.15
    acrylic acid 9.55
    isopropyl myristate 1.3
    n-butyric acid 9.98
    acetyl acetate 2.14
    di(2-ethylhexyl) phthalate 1.86
    ethyl propionate 2.85
    nitromethane 36.56
    1,2-diethoxyethane 4.63
    benzonitrile 0.46
    trioctyl phosphate 1.89
    1-bromopropane 0.03
    gamma-valerolactone 45.98
    n-decanol 1.89
    triethyl phosphate 2.4
    4-methyl-2-pentanol 1.88
    propionitrile 1.23
    vinylene carbonate 2.88
    1,1,2-trichlorotrifluoroethane 24.58
    DMS 2.86
    cumene 0.08
    2-octanol 1.86
    2-hexanone 1.18
    octyl acetate 2.13
    limonene 0.43
    1,2-dimethoxyethane 51.4
    ethyl orthosilicate 2.12
    tributyl phosphate 1.56
    diacetone alcohol 28.03
    N,N-dimethylaniline 1.03
    acrylonitrile 2.5
    aniline 0.82
    1,3-propanediol 80.38
    bromobenzene 0.01
    dibromomethane 0.0
    1,1,2,2-tetrachloroethane 0.13
    2-methyl-cyclohexyl acetate 1.6
    tetrabutyl urea 3.38
    diisobutyl methanol 1.26
    2-phenylethanol 2.26
    styrene 0.06
    dioctyl adipate 2.55
    dimethyl sulfate 20.7
    ethyl butyrate 2.66
    methyl lactate 36.24
    butyl lactate 5.35
    diethyl carbonate 1.67
    propanediol butyl ether 17.97
    triethyl orthoformate 3.32
    p-tert-butyltoluene 0.32
    methyl 4-tert-butylbenzoate 6.84
    morpholine 21.18
    tert-butylamine 1.21
    n-dodecanol 1.24
    dimethoxymethane 61.76
    ethylene carbonate 2.61
    cyrene 20.45
    2-ethoxyethyl acetate 4.78
    2-ethylhexyl acetate 0.87
    1,2,4-trichlorobenzene 0.12
    4-methylpyridine 0.96
    dibutyl ether 1.32
    2,6-dimethyl-4-heptanol 1.26
    DEF 14.16
    dimethyl isosorbide 23.07
    tetrachloroethylene 0.14
    eugenol 7.91
    triacetin 6.11
    span 80 10.69
    1,4-butanediol 13.56
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 1.39
    methyl formate 18.8
    2-methyl-1-butanol 3.34
    n-decane 0.09
    butyronitrile 0.96
    3,7-dimethyl-1-octanol 1.94
    1-chlorooctane 0.3
    1-chlorotetradecane 0.13
    n-nonane 0.07
    undecane 0.06
    tert-butylcyclohexane 0.02
    cyclooctane 0.02
    cyclopentanol 3.9
    tetrahydropyran 1.97
    tert-amyl methyl ether 2.56
    2,5,8-trioxanonane 33.61
    1-hexene 0.04
    2-isopropoxyethanol 22.78
    2,2,2-trifluoroethanol 8.61
    methyl butyrate 3.73

    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