1,2,6-Tri-O-Galloyl-Beta-D-Glucose

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  • Identifiers

    CAS number
    79886-49-0

    Molecular formula
    C27H24O18

    SMILES
    C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 85.07%
    Phenolic 24.72%
    Burnt 19.3%
    Balsamic 19.25%
    Savory 16.57%
    Milky 15.07%
    Vanilla 14.01%
    Clean 13.97%
    Smoky 13.23%
    Bitter 12.9%

     

    Flavor
    Bitter 84.48%
    Odorless 43.38%
    Bland 38.87%
    Sweet-like 25.67%
    Very mild 24.46%
    Mild 20.9%
    Cedarleaf 19.74%
    Parsley 19.38%
    Eugenol 19.3%
    Lovage 19.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    6.74 (neutral)

    Molecular weight
    636.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2407°C

    Flash point

    • 284.16 ˚C est.

  • Synonyms

    • 79886-49-0
    • 1,2,6-Tri-O-galloyl-beta-D-glucose
    • [(2R,3S,4S,5R,6S)-3,4-dihydroxy-5,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
    • ((2R,3S,4S,5R,6S)-3,4-dihydroxy-5,6-bis((3,4,5-trihydroxybenzoyl)oxy)oxan-2-yl)methyl 3,4,5-trihydroxybenzoate
    • RefChem:1052104
    • 1,2,6-Trigalloylglucose
    • 1,2,6-Trigalloyl glucose
    • 1,2,6-Tri-O-galloylglucose
    • 1-O,2-O,6-O-Trigalloyl-beta-D-glucose
    • 1,2,6-tris-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranose
    • 1,2,6-tris-O-galloyl-beta-D-glucose
    • CHEMBL447974
    • 1,2,6-Tri-O-galloyl-|A-D-glucose
    • euphormisin M3
    • 1,2,6-trikis-O-galloyl-beta-D-glucose
    • 1,2,6-tri-O-gallose-beta-D-glucopyranose
    • 1,2,6-tri-o-galloyl-beta-d-glucopyranose
    • C04360
    • beta-D-Glucopyranose, 1,2,6-tris(3,4,5-trihydroxybenzoate)
    • orb1941293
    • SCHEMBL2370653
    • CHEBI:27395
    • DTXSID901000816
    • 1,2,6-Tri-galloyl-beta-D-glucose
    • BDBM50250504
    • HY-N11285
    • MT46225
    • DA-48991
    • PD119278
    • CS-0645777
    • Q4545648
    • 1 pound not2 pound not6-Tri-O-galloyl-|A-D-glucose
    • [(2R,3S,4S,5R,6S)-3,4-dihydroxy-5,6-bis[(3,4,5-trihydroxybenzoyl)oxy]tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate
    • [4,5-dihydroxy-2-(3,4,5-trihydroxybenzoyl)oxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl] 3,4,5-trihydroxybenzoate
    • NCGC00384822-01![(2R,3S,4S,5R,6S)-3,4-dihydroxy-5,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
    • 79886-49-0

  • Applications

    1,2,6-Tri-O-Galloyl-Beta-D-Glucose is used in cosmetics/personal care as an antioxidant and astringent polyphenol; it is evaluated as a natural colorant and stabilizer in coatings, inks and certain polymer formulations; in cleaning and industrial formulations it can act as a metal-chelating additive and antioxidant; in food processing it may be evaluated as an antioxidant or flavor-modifying agent, subject to regulatory limits; and in industrial manufacturing it serves as an intermediate in the synthesis of tannin-based materials and functional oligomers for research and development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.73
    methanol 8.94
    isopropanol 6.72
    water 0.68
    ethyl acetate 7.33
    n-propanol 7.59
    acetone 18.45
    n-butanol 3.33
    acetonitrile 4.58
    DMF 136.03
    toluene 0.7
    isobutanol 2.26
    1,4-dioxane 38.53
    methyl acetate 13.46
    THF 83.14
    2-butanone 13.19
    n-pentanol 1.64
    sec-butanol 5.15
    n-hexane 0.03
    ethylene glycol 25.67
    NMP 80.88
    cyclohexane 0.1
    DMSO 221.52
    n-butyl acetate 1.01
    n-octanol 2.05
    chloroform 1.14
    n-propyl acetate 1.93
    acetic acid 54.34
    dichloromethane 1.45
    cyclohexanone 6.21
    propylene glycol 31.51
    isopropyl acetate 3.34
    DMAc 136.27
    2-ethoxyethanol 51.69
    isopentanol 1.31
    n-heptane 0.1
    ethyl formate 4.8
    1,2-dichloroethane 1.39
    n-hexanol 0.62
    2-methoxyethanol 130.49
    isobutyl acetate 0.38
    tetrachloromethane 0.15
    n-pentyl acetate 1.91
    transcutol 43.46
    n-heptanol 1.55
    ethylbenzene 0.17
    MIBK 1.42
    2-propoxyethanol 18.4
    tert-butanol 4.8
    MTBE 3.71
    2-butoxyethanol 13.01
    propionic acid 14.21
    o-xylene 0.44
    formic acid 50.64
    diethyl ether 5.19
    m-xylene 0.29
    p-xylene 0.17
    chlorobenzene 0.19
    dimethyl carbonate 15.17
    n-octane 0.08
    formamide 79.74
    cyclopentanone 25.32
    2-pentanone 6.02
    anisole 1.94
    cyclopentyl methyl ether 8.35
    gamma-butyrolactone 41.71
    1-methoxy-2-propanol 76.11
    pyridine 12.31
    3-pentanone 4.63
    furfural 20.22
    n-dodecane 0.06
    diethylene glycol 24.34
    diisopropyl ether 0.58
    tert-amyl alcohol 4.06
    acetylacetone 14.22
    n-hexadecane 0.07
    acetophenone 1.75
    methyl propionate 13.18
    isopentyl acetate 0.49
    trichloroethylene 2.99
    n-nonanol 2.07
    cyclohexanol 2.47
    benzyl alcohol 2.17
    2-ethylhexanol 0.28
    isooctanol 0.86
    dipropyl ether 2.37
    1,2-dichlorobenzene 0.14
    ethyl lactate 4.06
    propylene carbonate 5.14
    n-methylformamide 45.65
    2-pentanol 2.11
    n-pentane 0.07
    1-propoxy-2-propanol 11.43
    1-methoxy-2-propyl acetate 4.99
    2-(2-methoxypropoxy) propanol 8.34
    mesitylene 0.13
    ε-caprolactone 8.75
    p-cymene 0.11
    epichlorohydrin 28.5
    1,1,1-trichloroethane 0.45
    2-aminoethanol 27.86
    morpholine-4-carbaldehyde 101.23
    sulfolane 59.75
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 15.24
    n-hexyl acetate 2.18
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 16.44
    sec-butyl acetate 0.89
    tert-butyl acetate 3.11
    decalin 0.02
    glycerin 81.56
    diglyme 35.76
    acrylic acid 19.03
    isopropyl myristate 0.76
    n-butyric acid 7.63
    acetyl acetate 3.8
    di(2-ethylhexyl) phthalate 0.62
    ethyl propionate 2.51
    nitromethane 99.5
    1,2-diethoxyethane 7.11
    benzonitrile 0.64
    trioctyl phosphate 0.68
    1-bromopropane 0.49
    gamma-valerolactone 76.52
    n-decanol 1.33
    triethyl phosphate 0.78
    4-methyl-2-pentanol 0.53
    propionitrile 2.27
    vinylene carbonate 4.5
    1,1,2-trichlorotrifluoroethane 32.46
    DMS 2.99
    cumene 0.08
    2-octanol 1.13
    2-hexanone 1.6
    octyl acetate 1.49
    limonene 0.19
    1,2-dimethoxyethane 40.47
    ethyl orthosilicate 0.76
    tributyl phosphate 0.5
    diacetone alcohol 10.16
    N,N-dimethylaniline 1.35
    acrylonitrile 4.72
    aniline 2.65
    1,3-propanediol 27.47
    bromobenzene 0.14
    dibromomethane 0.54
    1,1,2,2-tetrachloroethane 2.72
    2-methyl-cyclohexyl acetate 0.49
    tetrabutyl urea 1.59
    diisobutyl methanol 0.24
    2-phenylethanol 0.89
    styrene 0.23
    dioctyl adipate 1.45
    dimethyl sulfate 30.59
    ethyl butyrate 1.34
    methyl lactate 23.7
    butyl lactate 3.01
    diethyl carbonate 0.84
    propanediol butyl ether 14.23
    triethyl orthoformate 1.83
    p-tert-butyltoluene 0.13
    methyl 4-tert-butylbenzoate 3.42
    morpholine 62.57
    tert-butylamine 1.17
    n-dodecanol 0.85
    dimethoxymethane 70.34
    ethylene carbonate 3.4
    cyrene 9.82
    2-ethoxyethyl acetate 5.99
    2-ethylhexyl acetate 0.36
    1,2,4-trichlorobenzene 0.37
    4-methylpyridine 4.47
    dibutyl ether 1.68
    2,6-dimethyl-4-heptanol 0.24
    DEF 15.77
    dimethyl isosorbide 8.52
    tetrachloroethylene 1.33
    eugenol 2.99
    triacetin 5.14
    span 80 7.51
    1,4-butanediol 7.95
    1,1-dichloroethane 0.79
    2-methyl-1-pentanol 0.62
    methyl formate 31.3
    2-methyl-1-butanol 1.66
    n-decane 0.13
    butyronitrile 1.33
    3,7-dimethyl-1-octanol 0.61
    1-chlorooctane 0.37
    1-chlorotetradecane 0.13
    n-nonane 0.11
    undecane 0.08
    tert-butylcyclohexane 0.01
    cyclooctane 0.05
    cyclopentanol 7.08
    tetrahydropyran 10.47
    tert-amyl methyl ether 3.47
    2,5,8-trioxanonane 22.36
    1-hexene 0.13
    2-isopropoxyethanol 15.15
    2,2,2-trifluoroethanol 20.44
    methyl butyrate 2.86

    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