1,2,3,6-Tetra-O-Galloyl-Beta-D-Glucose

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  • Identifiers

    CAS number
    79886-50-3

    Molecular formula
    C34H28O22

    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)OC(=O)C5=CC(=C(C(=C5)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 84.34%
    Phenolic 25.1%
    Balsamic 19.79%
    Burnt 19.26%
    Savory 15.99%
    Milky 14.22%
    Clean 13.61%
    Vanilla 12.67%
    Smoky 12.58%
    Bitter 12.5%

     

    Flavor
    Bitter 87.13%
    Odorless 43.12%
    Bland 38.63%
    Sweet-like 24.98%
    Very mild 23.53%
    Mild 20.5%
    Cedarleaf 19.63%
    Parsley 19.19%
    Eugenol 19.0%
    Lovage 18.94%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    6.22 (neutral)

    Molecular weight
    788.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2055°C

    Flash point

    • 268.42 ˚C est.

  • Synonyms

    • 1,2,3,6-Tetragalloylglucose
    • 79886-50-3
    • 1,2,3,6-Tetrakis-O-galloyl-beta-D-glucose
    • 1,2,3,6-Tetra-O-galloyl-beta-D-glucose
    • CHEBI:17527
    • NP-003686
    • 1,2,3,6-Tgg
    • [(2R,3R,4S,5R,6S)-3-hydroxy-4,5,6-tris[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
    • 4648S0G699
    • 1,2,3,6-tetrakis-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranose
    • beta-D-Glucopyranose, 1,2,3,6-tetrakis(3,4,5-trihydroxybenzoate)
    • ((2R,3R,4S,5R,6S)-3-hydroxy-4,5,6-tris((3,4,5-trihydroxybenzoyl)oxy)oxan-2-yl)methyl 3,4,5-trihydroxybenzoate
    • RefChem:44250
    • CHEMBL449947
    • 1,2,3,6-Tetra-O-galloylglucose
    • TeGG
    • 1,2,3,6-Tetra-O-galloyl-B-D-glucose
    • UNII-4648S0G699
    • 1,2,3,6-Tetragalloyl-beta-D-glucopyranose
    • 1,2,3,6-tetra-O-gallose-beta-D-glucopyranose
    • Tetra-O-galloyl-?-D-glucose
    • MEGxp0_001175
    • orb1297521
    • SCHEMBL2370043
    • 1,2,3,6-tetragalloyl glucose
    • ACon1_000379
    • DTXSID80904234
    • BDBM50595060
    • AKOS040760170
    • EBC-616234
    • MT46232
    • NCGC00169133-01
    • NCGC00169133-02
    • (2S,3R,4S,5R,6R)-5-Hydroxy-6-(((3,4,5-trihydroxybenzoyl)oxy)methyl)tetrahydro-2H-pyran-2,3,4-triyl tris(3,4,5-trihydroxybenzoate)
    • 1,2,3,6-Tetra-O-galloyl-?-D-glucose
    • DA-59775
    • MS-31445
    • 1,2,3,6-tetra-O-galloyl beta-D-glucose
    • HY-111832
    • CS-0093043
    • NS00097500
    • C04516
    • E87174
    • 1(.BETA.),2,3,6-TETRA-O-GALLOYLGLUCOSE
    • 1,2,3,6-TETRA-O-GALLOYL-.BETA.-D-GLUCOSE
    • .BETA.-D-GLUCOPYRANOSE 1,2,3,6-TETRAGALLATE
    • Q27102438
    • 1,2,3,6-TETRA-O-GALLOYL-.BETA.-D-GLUCOPYRANOSE
    • .BETA.-D-GLUCOPYRANOSE, 1,2,3,6-TETRAKIS(3,4,5-TRIHYDROXYBENZOATE)
    • (2S,3R,4S,5R,6R)-5-hydroxy-3,4-bis(3,4,5-trihydroxybenzoyloxy)-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-2-yl 3,4,5-trihydroxybenzoate
    • [(2R,3R,4S,5R,6S)-3-hydroxy-4,5,6-tris[(3,4,5-trihydroxybenzoyl)oxy]tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate
    • 84297-48-3
    • 79886-50-3

  • Applications

    1,2,3,6-Tetra-O-Galloyl-Beta-D-Glucose (CAS 79886-50-3) is a glucose-derived gallotannin that is commonly used as a building block or intermediate for hydrolyzable tannin–type polyphenol materials and biobased formulations. In industry, it can be used as an antioxidant additive to improve formulation stability in cosmetics and personal care products; due to its polyphenolic structure, it also serves as a crosslinking or linking component in coatings, inks, and adhesive systems; in leather processing, it is associated with tannin-based tanning and finishing approaches; and in pharmaceutical and biomaterials research, it is evaluated as a precursor or scaffold for polyphenol-derived compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.12
    methanol 3.42
    isopropanol 2.21
    water 0.24
    ethyl acetate 2.63
    n-propanol 2.63
    acetone 5.95
    n-butanol 1.19
    acetonitrile 1.64
    DMF 66.27
    toluene 0.42
    isobutanol 0.9
    1,4-dioxane 16.99
    methyl acetate 5.48
    THF 36.03
    2-butanone 5.15
    n-pentanol 0.66
    sec-butanol 1.9
    n-hexane 0.02
    ethylene glycol 8.57
    NMP 46.56
    cyclohexane 0.04
    DMSO 72.81
    n-butyl acetate 0.51
    n-octanol 0.96
    chloroform 0.85
    n-propyl acetate 0.87
    acetic acid 16.72
    dichloromethane 1.01
    cyclohexanone 2.7
    propylene glycol 11.24
    isopropyl acetate 1.35
    DMAc 63.06
    2-ethoxyethanol 18.02
    isopentanol 0.51
    n-heptane 0.05
    ethyl formate 1.87
    1,2-dichloroethane 0.78
    n-hexanol 0.27
    2-methoxyethanol 43.53
    isobutyl acetate 0.21
    tetrachloromethane 0.09
    n-pentyl acetate 1.09
    transcutol 21.86
    n-heptanol 0.73
    ethylbenzene 0.12
    MIBK 0.62
    2-propoxyethanol 8.06
    tert-butanol 1.64
    MTBE 1.58
    2-butoxyethanol 6.7
    propionic acid 5.62
    o-xylene 0.27
    formic acid 16.57
    diethyl ether 1.95
    m-xylene 0.18
    p-xylene 0.11
    chlorobenzene 0.13
    dimethyl carbonate 6.96
    n-octane 0.04
    formamide 25.22
    cyclopentanone 11.11
    2-pentanone 2.32
    anisole 1.09
    cyclopentyl methyl ether 3.88
    gamma-butyrolactone 18.73
    1-methoxy-2-propanol 28.45
    pyridine 6.21
    3-pentanone 2.04
    furfural 10.39
    n-dodecane 0.03
    diethylene glycol 9.82
    diisopropyl ether 0.25
    tert-amyl alcohol 1.57
    acetylacetone 5.47
    n-hexadecane 0.04
    acetophenone 0.97
    methyl propionate 5.39
    isopentyl acetate 0.27
    trichloroethylene 1.96
    n-nonanol 1.02
    cyclohexanol 0.97
    benzyl alcohol 1.13
    2-ethylhexanol 0.15
    isooctanol 0.43
    dipropyl ether 1.17
    1,2-dichlorobenzene 0.1
    ethyl lactate 2.11
    propylene carbonate 2.47
    n-methylformamide 18.35
    2-pentanol 0.78
    n-pentane 0.04
    1-propoxy-2-propanol 5.81
    1-methoxy-2-propyl acetate 2.6
    2-(2-methoxypropoxy) propanol 4.73
    mesitylene 0.08
    ε-caprolactone 3.97
    p-cymene 0.07
    epichlorohydrin 12.83
    1,1,1-trichloroethane 0.26
    2-aminoethanol 9.19
    morpholine-4-carbaldehyde 56.68
    sulfolane 28.02
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 6.18
    n-hexyl acetate 1.21
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 8.45
    sec-butyl acetate 0.44
    tert-butyl acetate 1.31
    decalin 0.01
    glycerin 31.2
    diglyme 18.02
    acrylic acid 7.96
    isopropyl myristate 0.41
    n-butyric acid 2.74
    acetyl acetate 1.51
    di(2-ethylhexyl) phthalate 0.36
    ethyl propionate 1.15
    nitromethane 33.36
    1,2-diethoxyethane 3.38
    benzonitrile 0.38
    trioctyl phosphate 0.36
    1-bromopropane 0.28
    gamma-valerolactone 34.52
    n-decanol 0.63
    triethyl phosphate 0.47
    4-methyl-2-pentanol 0.22
    propionitrile 0.97
    vinylene carbonate 2.34
    1,1,2-trichlorotrifluoroethane 17.29
    DMS 1.71
    cumene 0.05
    2-octanol 0.56
    2-hexanone 0.77
    octyl acetate 0.79
    limonene 0.11
    1,2-dimethoxyethane 17.67
    ethyl orthosilicate 0.46
    tributyl phosphate 0.27
    diacetone alcohol 4.11
    N,N-dimethylaniline 0.84
    acrylonitrile 2.13
    aniline 1.32
    1,3-propanediol 8.63
    bromobenzene 0.1
    dibromomethane 0.35
    1,1,2,2-tetrachloroethane 1.74
    2-methyl-cyclohexyl acetate 0.27
    tetrabutyl urea 0.88
    diisobutyl methanol 0.12
    2-phenylethanol 0.47
    styrene 0.15
    dioctyl adipate 0.77
    dimethyl sulfate 15.63
    ethyl butyrate 0.66
    methyl lactate 10.73
    butyl lactate 1.84
    diethyl carbonate 0.44
    propanediol butyl ether 7.68
    triethyl orthoformate 1.06
    p-tert-butyltoluene 0.08
    methyl 4-tert-butylbenzoate 2.03
    morpholine 26.46
    tert-butylamine 0.44
    n-dodecanol 0.4
    dimethoxymethane 29.27
    ethylene carbonate 1.6
    cyrene 5.51
    2-ethoxyethyl acetate 3.22
    2-ethylhexyl acetate 0.21
    1,2,4-trichlorobenzene 0.25
    4-methylpyridine 2.41
    dibutyl ether 0.84
    2,6-dimethyl-4-heptanol 0.12
    DEF 6.81
    dimethyl isosorbide 5.01
    tetrachloroethylene 0.85
    eugenol 1.84
    triacetin 3.05
    span 80 4.43
    1,4-butanediol 2.79
    1,1-dichloroethane 0.44
    2-methyl-1-pentanol 0.27
    methyl formate 12.56
    2-methyl-1-butanol 0.67
    n-decane 0.07
    butyronitrile 0.58
    3,7-dimethyl-1-octanol 0.31
    1-chlorooctane 0.2
    1-chlorotetradecane 0.07
    n-nonane 0.06
    undecane 0.04
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 2.77
    tetrahydropyran 4.26
    tert-amyl methyl ether 1.56
    2,5,8-trioxanonane 11.2
    1-hexene 0.07
    2-isopropoxyethanol 6.09
    2,2,2-trifluoroethanol 7.5
    methyl butyrate 1.32

    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