Catechin 3-O-beta-D-glucopyranoside

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  • Identifiers

    CAS number
    109280-46-8

    Molecular formula
    C21H24O11

    SMILES
    C1[C@@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

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  • Odor profile

    Fragrance
    Odorless 78.01%
    Phenolic 31.91%
    Vanilla 28.97%
    Smoky 21.45%
    Savory 20.83%
    Burnt 20.36%
    Sweet 19.6%
    Milky 18.55%
    Bitter 16.99%
    Spicy 16.91%

     

    Flavor
    Bitter 71.57%
    Odorless 35.63%
    Bland 31.68%
    Sweet-like 28.89%
    Cedarleaf 20.3%
    Eugenol 19.75%
    Very mild 19.66%
    Very slight 19.6%
    Alkaline 19.3%
    Parsley 19.29%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.2

    pKa est.
    8.23 (weak base)

    Molecular weight
    452.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3357°C

    Flash point

    • 282.51 ˚C est.

  • Synonyms

    • RefChem:1081286
    • 109280-46-8
    • (2R,5S)-2-(((2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl)oxy)-6-(hydroxymethyl)oxane-3,4,5-triol
    • Catechin 3-O-beta-D-glucopyranoside
    • (+)-catechin-O-glucose
    • (+)-Catechin 3-O-glucose
    • SCHEMBL6695197
    • DTXSID101341561
    • (+)-catechin-3-o-beta-d-glucopyranoside
    • 109280-46-8

  • Applications

    Catechin 3-O-beta-D-glucopyranoside (CAS 109280-46-8) is a natural flavanol glucoside with practical applications across several industries. It serves as an analytical standard for LC-MS profiling of polyphenols in tea, wine, grapes, and other plant matrices. In flavor science and food processing, it is considered a glycosylated precursor that can hydrolyze to release catechin aglycones, influencing bitterness and aroma development during processing. In cosmetics and personal care, it is evaluated for antioxidant potential and may act as a source of catechin that can be released in the skin. In pharmaceutical and nutraceutical research, it is studied as a potential bioactive metabolite or pharmacokinetic study candidate. In agriculture and plant science, it is used to study polyphenol metabolism and can serve as a biomarker for plant stress responses.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.34
    methanol 35.44
    isopropanol 2.72
    water 0.94
    ethyl acetate 2.18
    n-propanol 7.63
    acetone 10.27
    n-butanol 4.87
    acetonitrile 2.64
    DMF 93.1
    toluene 0.19
    isobutanol 1.5
    1,4-dioxane 15.02
    methyl acetate 2.65
    THF 25.53
    2-butanone 5.32
    n-pentanol 1.14
    sec-butanol 2.19
    n-hexane 0.01
    ethylene glycol 49.04
    NMP 41.67
    cyclohexane 0.03
    DMSO 335.23
    n-butyl acetate 0.32
    n-octanol 1.51
    chloroform 0.12
    n-propyl acetate 0.45
    acetic acid 50.44
    dichloromethane 0.17
    cyclohexanone 5.5
    propylene glycol 41.46
    isopropyl acetate 0.98
    DMAc 68.08
    2-ethoxyethanol 61.73
    isopentanol 1.65
    n-heptane 0.05
    ethyl formate 4.25
    1,2-dichloroethane 0.34
    n-hexanol 0.61
    2-methoxyethanol 231.8
    isobutyl acetate 0.13
    tetrachloromethane 0.04
    n-pentyl acetate 0.89
    transcutol 44.19
    n-heptanol 1.45
    ethylbenzene 0.06
    MIBK 1.13
    2-propoxyethanol 20.98
    tert-butanol 1.61
    MTBE 0.56
    2-butoxyethanol 11.77
    propionic acid 7.46
    o-xylene 0.15
    formic acid 126.91
    diethyl ether 1.52
    m-xylene 0.13
    p-xylene 0.05
    chlorobenzene 0.07
    dimethyl carbonate 5.43
    n-octane 0.04
    formamide 125.94
    cyclopentanone 12.67
    2-pentanone 4.11
    anisole 0.58
    cyclopentyl methyl ether 2.35
    gamma-butyrolactone 15.53
    1-methoxy-2-propanol 78.24
    pyridine 3.69
    3-pentanone 1.89
    furfural 15.58
    n-dodecane 0.03
    diethylene glycol 49.16
    diisopropyl ether 0.15
    tert-amyl alcohol 1.42
    acetylacetone 10.52
    n-hexadecane 0.03
    acetophenone 0.76
    methyl propionate 4.25
    isopentyl acetate 0.29
    trichloroethylene 0.56
    n-nonanol 1.53
    cyclohexanol 1.6
    benzyl alcohol 1.42
    2-ethylhexanol 0.3
    isooctanol 0.85
    dipropyl ether 0.93
    1,2-dichlorobenzene 0.07
    ethyl lactate 3.15
    propylene carbonate 2.57
    n-methylformamide 51.52
    2-pentanol 1.2
    n-pentane 0.02
    1-propoxy-2-propanol 8.09
    1-methoxy-2-propyl acetate 2.88
    2-(2-methoxypropoxy) propanol 9.48
    mesitylene 0.08
    ε-caprolactone 4.86
    p-cymene 0.08
    epichlorohydrin 11.9
    1,1,1-trichloroethane 0.07
    2-aminoethanol 50.52
    morpholine-4-carbaldehyde 66.97
    sulfolane 41.52
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 3.59
    n-hexyl acetate 1.32
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 17.11
    sec-butyl acetate 0.22
    tert-butyl acetate 1.05
    decalin 0.01
    glycerin 132.35
    diglyme 32.42
    acrylic acid 13.27
    isopropyl myristate 0.47
    n-butyric acid 7.68
    acetyl acetate 1.48
    di(2-ethylhexyl) phthalate 0.84
    ethyl propionate 0.72
    nitromethane 75.31
    1,2-diethoxyethane 3.42
    benzonitrile 0.43
    trioctyl phosphate 0.74
    1-bromopropane 0.12
    gamma-valerolactone 59.85
    n-decanol 1.01
    triethyl phosphate 0.54
    4-methyl-2-pentanol 0.43
    propionitrile 1.24
    vinylene carbonate 2.85
    1,1,2-trichlorotrifluoroethane 26.89
    DMS 1.28
    cumene 0.04
    2-octanol 0.75
    2-hexanone 0.65
    octyl acetate 0.97
    limonene 0.15
    1,2-dimethoxyethane 30.52
    ethyl orthosilicate 0.49
    tributyl phosphate 0.57
    diacetone alcohol 8.06
    N,N-dimethylaniline 0.45
    acrylonitrile 2.95
    aniline 1.06
    1,3-propanediol 62.54
    bromobenzene 0.04
    dibromomethane 0.08
    1,1,2,2-tetrachloroethane 0.54
    2-methyl-cyclohexyl acetate 0.38
    tetrabutyl urea 1.47
    diisobutyl methanol 0.24
    2-phenylethanol 0.84
    styrene 0.06
    dioctyl adipate 1.17
    dimethyl sulfate 12.62
    ethyl butyrate 0.6
    methyl lactate 19.56
    butyl lactate 2.62
    diethyl carbonate 0.4
    propanediol butyl ether 14.9
    triethyl orthoformate 0.85
    p-tert-butyltoluene 0.08
    methyl 4-tert-butylbenzoate 2.83
    morpholine 28.44
    tert-butylamine 0.27
    n-dodecanol 0.64
    dimethoxymethane 52.57
    ethylene carbonate 2.02
    cyrene 11.85
    2-ethoxyethyl acetate 3.03
    2-ethylhexyl acetate 0.18
    1,2,4-trichlorobenzene 0.14
    4-methylpyridine 1.48
    dibutyl ether 0.74
    2,6-dimethyl-4-heptanol 0.24
    DEF 9.04
    dimethyl isosorbide 10.26
    tetrachloroethylene 0.45
    eugenol 3.8
    triacetin 3.27
    span 80 7.58
    1,4-butanediol 10.6
    1,1-dichloroethane 0.1
    2-methyl-1-pentanol 0.55
    methyl formate 32.37
    2-methyl-1-butanol 1.63
    n-decane 0.07
    butyronitrile 1.08
    3,7-dimethyl-1-octanol 0.64
    1-chlorooctane 0.22
    1-chlorotetradecane 0.08
    n-nonane 0.05
    undecane 0.04
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 2.83
    tetrahydropyran 3.39
    tert-amyl methyl ether 0.73
    2,5,8-trioxanonane 23.4
    1-hexene 0.03
    2-isopropoxyethanol 11.76
    2,2,2-trifluoroethanol 14.58
    methyl butyrate 1.13

    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