Quercetin 3-O-(6-O-acetyl-beta-D-glucopyranoside)

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  • Identifiers

    CAS number
    54542-51-7

    Molecular formula
    C23H22O13

    SMILES
    CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 80.3%
    Phenolic 30.58%
    Vanilla 25.93%
    Burnt 23.04%
    Milky 22.26%
    Savory 21.06%
    Balsamic 17.61%
    Bitter 17.61%
    Smoky 17.56%
    Creamy 17.2%

     

    Flavor
    Bitter 81.88%
    Odorless 37.23%
    Bland 34.46%
    Sweet-like 25.86%
    Very mild 22.17%
    Mild 21.17%
    Parsley 20.16%
    Cedarleaf 20.14%
    Eugenol 19.91%
    Lovage 19.63%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    7.62 (neutral)

    Molecular weight
    506.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2842°C

    Flash point

    • 302.07 ˚C est.

  • Synonyms

    • DTXSID201248342
    • Quercetin 3-O-(6-O-acetyl-beta-D-glucopyranoside)
    • RefChem:871347
    • DTXCID401679169
    • 54542-51-7
    • Quercetin-3-O-glucose-6''-acetate
    • 6"-O-Acetylisoquercitrin
    • QUERCETIN-3-O-BETA-D-GLUCOPYRANOSYL-6''-ACETATE
    • Quercetin 3-O-(6''-acetyl-glucoside)
    • MFCD00145197
    • [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
    • QUERCETIN-3-O-BETA-D-GLUCOPYRANOSYL-6"-ACETATE
    • acetylated isoquercetin
    • acetylated isoquercitrin
    • QUERCETIN-3-O-BETA-D-GLUCOPYRANOSYL-6-ACETATE
    • 37B9EV4QPM
    • quercetin-3-O-acetylglucoside
    • CHEMBL250695
    • MEGxp0_000513
    • orb1297224
    • ACon1_000579
    • 6\-O-ACETYLISOQUERCITRIN"
    • CHEBI:177072
    • acetylated quercetin-3-O-glucoside
    • quercetin 3-(6'-acetylglucoside)
    • Quercetin 3-O-(6-acetylglucoside)
    • Quercetin-3-glucoside-6''-acetate
    • C23H22O13
    • AKOS030632333
    • FQ65444
    • FS-8135
    • [(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate
    • DA-77289
    • Quercetin 3-(6-O-acetyl-beta-glucoside)
    • quercetin-3-O-(6''-O-acetyl)-glucoside
    • HY-137907
    • CS-0142835
    • quercetin-3-(6''-acetyl)-beta-D-glucoside
    • H63875
    • Quercetin-3-O-(6''-acetyl)-beta-D-glucopyranoside
    • quercetin-3-O-6''-O-acetyl-beta-D-glucopyranoside
    • BRD-K02843320-001-01-7
    • Q63408833
    • quercetin-3-O-(6''-O-acetyl)-beta-D-glucopyranoside
    • ((2R,3S,4S,5S,6S)-6-(2-(3,4-BIS(OXIDANYL)PHENYL)-5,7-BIS(OXIDANYL)-4-OXIDANYLIDENE-CHROMEN-3-YL)OXY-3,4,5-TRIS(OXIDANYL)OXAN-2-YL)METHYL ETHANOATE
    • [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl acetate
    • 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl 6-O-acetyl-beta-D-glucopyranoside
    • 3-[(6-O-Acetyl-ss-D-glucopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
    • 4H-1-Benzopyran-4-one, 3-[(6-O-acetyl-beta-D-glucopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-
    • 54542-51-7

  • Applications

    Quercetin 3-O-(6-O-acetyl-beta-D-glucopyranoside) (CAS 54542-51-7) is a flavonoid glycoside derivative mainly used as an intermediate in the synthesis of flavonoid glycosides and related compounds. In cosmetics and personal care, it is studied as an antioxidant and formulary stabilizer; in food processing, it is evaluated as a natural antioxidant to limit oxidation. In polymers/plastics and coatings/inks, it can serve as an antioxidant and stabilizer additive to improve material and coating durability. Additionally, it is used as an analytical standard and reference material for flavonoid analysis in research and development. Applications are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.13
    methanol 14.94
    isopropanol 6.57
    water 0.17
    ethyl acetate 0.5
    n-propanol 13.03
    acetone 4.92
    n-butanol 3.38
    acetonitrile 0.68
    DMF 85.31
    toluene 0.05
    isobutanol 2.44
    1,4-dioxane 9.64
    methyl acetate 1.88
    THF 21.19
    2-butanone 5.21
    n-pentanol 1.42
    sec-butanol 4.71
    n-hexane 0.01
    ethylene glycol 47.16
    NMP 69.38
    cyclohexane 0.02
    DMSO 222.88
    n-butyl acetate 0.21
    n-octanol 0.62
    chloroform 0.05
    n-propyl acetate 0.34
    acetic acid 34.65
    dichloromethane 0.09
    cyclohexanone 3.59
    propylene glycol 60.77
    isopropyl acetate 0.22
    DMAc 79.89
    2-ethoxyethanol 39.1
    isopentanol 0.93
    n-heptane 0.02
    ethyl formate 1.5
    1,2-dichloroethane 0.16
    n-hexanol 0.4
    2-methoxyethanol 131.88
    isobutyl acetate 0.09
    tetrachloromethane 0.01
    n-pentyl acetate 0.4
    transcutol 24.42
    n-heptanol 0.67
    ethylbenzene 0.02
    MIBK 0.28
    2-propoxyethanol 11.25
    tert-butanol 2.03
    MTBE 0.34
    2-butoxyethanol 6.9
    propionic acid 9.19
    o-xylene 0.04
    formic acid 63.92
    diethyl ether 0.66
    m-xylene 0.03
    p-xylene 0.02
    chlorobenzene 0.02
    dimethyl carbonate 1.9
    n-octane 0.01
    formamide 71.45
    cyclopentanone 10.54
    2-pentanone 1.27
    anisole 0.2
    cyclopentyl methyl ether 1.02
    gamma-butyrolactone 14.35
    1-methoxy-2-propanol 50.42
    pyridine 2.64
    3-pentanone 0.84
    furfural 8.88
    n-dodecane 0.01
    diethylene glycol 26.62
    diisopropyl ether 0.04
    tert-amyl alcohol 1.76
    acetylacetone 1.78
    n-hexadecane 0.01
    acetophenone 0.33
    methyl propionate 1.79
    isopentyl acetate 0.15
    trichloroethylene 0.21
    n-nonanol 0.66
    cyclohexanol 1.26
    benzyl alcohol 0.71
    2-ethylhexanol 0.13
    isooctanol 0.34
    dipropyl ether 0.4
    1,2-dichlorobenzene 0.01
    ethyl lactate 1.83
    propylene carbonate 1.53
    n-methylformamide 37.76
    2-pentanol 0.97
    n-pentane 0.02
    1-propoxy-2-propanol 5.4
    1-methoxy-2-propyl acetate 1.1
    2-(2-methoxypropoxy) propanol 5.72
    mesitylene 0.01
    ε-caprolactone 3.85
    p-cymene 0.02
    epichlorohydrin 7.6
    1,1,1-trichloroethane 0.02
    2-aminoethanol 61.36
    morpholine-4-carbaldehyde 63.36
    sulfolane 42.82
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 3.43
    n-hexyl acetate 0.51
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 9.69
    sec-butyl acetate 0.12
    tert-butyl acetate 0.25
    decalin 0.0
    glycerin 128.69
    diglyme 16.29
    acrylic acid 12.76
    isopropyl myristate 0.15
    n-butyric acid 3.27
    acetyl acetate 0.22
    di(2-ethylhexyl) phthalate 0.34
    ethyl propionate 0.3
    nitromethane 30.1
    1,2-diethoxyethane 1.4
    benzonitrile 0.15
    trioctyl phosphate 0.3
    1-bromopropane 0.08
    gamma-valerolactone 46.83
    n-decanol 0.42
    triethyl phosphate 0.24
    4-methyl-2-pentanol 0.18
    propionitrile 0.63
    vinylene carbonate 1.19
    1,1,2-trichlorotrifluoroethane 18.7
    DMS 0.56
    cumene 0.01
    2-octanol 0.33
    2-hexanone 0.57
    octyl acetate 0.38
    limonene 0.03
    1,2-dimethoxyethane 18.17
    ethyl orthosilicate 0.21
    tributyl phosphate 0.26
    diacetone alcohol 3.14
    N,N-dimethylaniline 0.17
    acrylonitrile 1.4
    aniline 0.46
    1,3-propanediol 44.55
    bromobenzene 0.01
    dibromomethane 0.04
    1,1,2,2-tetrachloroethane 0.25
    2-methyl-cyclohexyl acetate 0.18
    tetrabutyl urea 0.75
    diisobutyl methanol 0.07
    2-phenylethanol 0.28
    styrene 0.02
    dioctyl adipate 0.51
    dimethyl sulfate 5.78
    ethyl butyrate 0.24
    methyl lactate 10.37
    butyl lactate 1.56
    diethyl carbonate 0.16
    propanediol butyl ether 9.77
    triethyl orthoformate 0.42
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 0.93
    morpholine 28.13
    tert-butylamine 0.3
    n-dodecanol 0.26
    dimethoxymethane 19.45
    ethylene carbonate 0.88
    cyrene 8.52
    2-ethoxyethyl acetate 1.2
    2-ethylhexyl acetate 0.1
    1,2,4-trichlorobenzene 0.04
    4-methylpyridine 0.73
    dibutyl ether 0.3
    2,6-dimethyl-4-heptanol 0.07
    DEF 3.79
    dimethyl isosorbide 4.92
    tetrachloroethylene 0.16
    eugenol 1.49
    triacetin 1.28
    span 80 4.73
    1,4-butanediol 10.47
    1,1-dichloroethane 0.05
    2-methyl-1-pentanol 0.48
    methyl formate 17.09
    2-methyl-1-butanol 1.39
    n-decane 0.02
    butyronitrile 0.35
    3,7-dimethyl-1-octanol 0.21
    1-chlorooctane 0.06
    1-chlorotetradecane 0.02
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 5.03
    tetrahydropyran 2.83
    tert-amyl methyl ether 0.39
    2,5,8-trioxanonane 11.29
    1-hexene 0.04
    2-isopropoxyethanol 7.71
    2,2,2-trifluoroethanol 8.46
    methyl butyrate 0.58

    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