Querciturone

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  • Identifiers

    CAS number
    22688-79-5

    Molecular formula
    C21H18O13

    SMILES
    C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 83.08%
    Phenolic 29.83%
    Burnt 23.28%
    Savory 21.47%
    Vanilla 18.46%
    Milky 18.23%
    Bitter 17.3%
    Smoky 16.4%
    Balsamic 15.23%
    Spicy 13.84%

     

    Flavor
    Bitter 79.24%
    Odorless 42.2%
    Bland 33.23%
    Sweet-like 25.5%
    Very mild 22.91%
    Mild 21.88%
    Cedarleaf 19.91%
    Parsley 19.42%
    Eugenol 19.41%
    Lovage 19.23%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    6.73 (neutral)

    Molecular weight
    478.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2815°C

    Flash point

    • 317.16 ˚C est.

  • Synonyms

    • Miquelianin
    • quercetin 3-O-glucuronide
    • Querciturone
    • Quercituron
    • quercetin 3-O-beta-D-glucuronide
    • Mikwelianin
    • QUERCETIN GLUCURONIDE
    • quercetin-3-glucuronide
    • Quercetin-3-glucosiduronic acid
    • quercetin-3-O-beta-D-glucuronopyranoside
    • Quercetin-3-O-beta-D-glucuronide
    • RY36PD0CQ2
    • CHEBI:66395
    • HMDB29212
    • DTXSID70945358
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucopyranosiduronic acid
    • (2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
    • beta-D-Glucopyranosiduronic acid, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl
    • (2S,3S,4S,5R,6S)-6-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
    • RefChem:46751
    • DTXCID101373677
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one
    • 22688-79-5
    • Quercetin 3-glucuronide
    • QUERCETIN-3-O-GLUCURONIDE
    • MFCD09752939
    • CHEMBL520546
    • (2S,3S,4S,5R,6S)-6-((2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
    • 3,3',4',5,7-Pentahydroxyflavone 3-glucuronide
    • (2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
    • Quercetin 3-O-b-D-glucuronide
    • UNII-RY36PD0CQ2
    • quercetin-glucuronide
    • Miquelianin (Standard)
    • QUERCETIN 3-O-beta-D-GLUCURONOPYRANOSIDE
    • quercetin 3-glucuronic acid
    • quercetin-3-O-glucoronoside
    • quercetin-3-O-glucuronic acid
    • SCHEMBL578422
    • quercetin 3-O-beta-glucuronide
    • quercetin-3-o-beta-glucuronide
    • MEGxp0_000321
    • orb1296144
    • SCHEMBL29389462
    • ACon1_000029
    • cid_12004528
    • quercetin-3-o-alpha-d-glucuronide
    • quercetin 3-O-beta-glucopyranoside
    • QUERCETIN .BETA.-GLUCURONIDE
    • quercetin-3-beta-D-glucuropyranoside
    • BDBM50242280
    • HY-13930R
    • Quercetin 3-O-.beta.-D-glucuronide
    • quercetin-3-O-beta-D-glucuronic acid
    • AKOS032946010
    • CS-6851
    • EBC-616218
    • MQ09305
    • QUERCETIN 3-.BETA.-GLUCURONIDE
    • NCGC00168861-02
    • (2S,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
    • 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl beta-D-glucopyranosiduronic acid
    • AS-79366
    • HY-13930
    • Miquelianin (Quercetin 3-O-glucuronide)?
    • QUERCETIN-3-.BETA.-D-GLUCURONIDE
    • QUERCETIN-3-O-.BETA.-D-GLUCURONIDE
    • Quercetin 3-glucuronide, analytical standard
    • F17687
    • Quercetin 3-glucuronide, >=95% (LC/MS-ELSD)
    • QUERCETIN 3-O-.BETA.-D-GLUCURONOPYRANOSIDE
    • Q6871627
    • Quercetin 3-glucuronide, primary pharmaceutical reference standard
    • (2S,3S,4S,5R)-6-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxy-tetrahydro-2H-pyran-2-carboxylic acid
    • (2S,3S,4S,5R,6S)-6-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
    • .beta.-D-Glucopyranosiduronic acid, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl
    • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-(.beta.-D-glucopyranuronosyloxy)-5,7-dihydroxy-
    • GLUCOPYRANOSIDURONIC ACID, 2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXO-4H-1-BENZOPYRAN-3-YL, .BETA.-D-
    • 22688-79-5

  • Applications

    Querciturone (CAS 22688-79-5) is typically considered an organic synthesis intermediate and is commonly evaluated for use in fragrance and cosmetic formulations as a specialty odorant. It may also serve as a processing additive in coatings and inks and as a functional modifier in plastics and polymers. Additionally, it can be considered for cleaning and household formulations as a solubility-supporting component, and as an intermediate in pharmaceutical and agrochemical synthesis, all subject to local regulatory limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.94
    methanol 5.95
    isopropanol 14.23
    water 0.14
    ethyl acetate 0.9
    n-propanol 20.7
    acetone 4.37
    n-butanol 5.61
    acetonitrile 0.81
    DMF 67.98
    toluene 0.12
    isobutanol 5.08
    1,4-dioxane 7.49
    methyl acetate 2.49
    THF 21.34
    2-butanone 7.61
    n-pentanol 2.19
    sec-butanol 11.36
    n-hexane 0.02
    ethylene glycol 60.39
    NMP 59.25
    cyclohexane 0.04
    DMSO 183.96
    n-butyl acetate 0.35
    n-octanol 0.79
    chloroform 0.02
    n-propyl acetate 0.49
    acetic acid 23.72
    dichloromethane 0.03
    cyclohexanone 3.72
    propylene glycol 85.4
    isopropyl acetate 0.45
    DMAc 78.22
    2-ethoxyethanol 38.86
    isopentanol 1.63
    n-heptane 0.05
    ethyl formate 1.12
    1,2-dichloroethane 0.1
    n-hexanol 0.86
    2-methoxyethanol 107.61
    isobutyl acetate 0.11
    tetrachloromethane 0.01
    n-pentyl acetate 0.51
    transcutol 22.93
    n-heptanol 1.06
    ethylbenzene 0.04
    MIBK 0.49
    2-propoxyethanol 15.88
    tert-butanol 5.5
    MTBE 0.78
    2-butoxyethanol 7.84
    propionic acid 12.25
    o-xylene 0.09
    formic acid 40.03
    diethyl ether 1.32
    m-xylene 0.06
    p-xylene 0.04
    chlorobenzene 0.02
    dimethyl carbonate 2.23
    n-octane 0.03
    formamide 49.81
    cyclopentanone 11.1
    2-pentanone 2.21
    anisole 0.22
    cyclopentyl methyl ether 2.05
    gamma-butyrolactone 13.47
    1-methoxy-2-propanol 66.83
    pyridine 2.98
    3-pentanone 1.68
    furfural 6.37
    n-dodecane 0.02
    diethylene glycol 31.66
    diisopropyl ether 0.13
    tert-amyl alcohol 4.16
    acetylacetone 1.99
    n-hexadecane 0.02
    acetophenone 0.35
    methyl propionate 3.35
    isopentyl acetate 0.22
    trichloroethylene 0.1
    n-nonanol 0.87
    cyclohexanol 2.61
    benzyl alcohol 0.79
    2-ethylhexanol 0.25
    isooctanol 0.52
    dipropyl ether 0.98
    1,2-dichlorobenzene 0.01
    ethyl lactate 2.28
    propylene carbonate 1.24
    n-methylformamide 30.05
    2-pentanol 2.62
    n-pentane 0.04
    1-propoxy-2-propanol 9.49
    1-methoxy-2-propyl acetate 1.9
    2-(2-methoxypropoxy) propanol 5.48
    mesitylene 0.03
    ε-caprolactone 4.08
    p-cymene 0.04
    epichlorohydrin 5.52
    1,1,1-trichloroethane 0.02
    2-aminoethanol 73.06
    morpholine-4-carbaldehyde 44.39
    sulfolane 35.42
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 5.13
    n-hexyl acetate 0.56
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 10.44
    sec-butyl acetate 0.19
    tert-butyl acetate 0.51
    decalin 0.01
    glycerin 150.16
    diglyme 14.11
    acrylic acid 13.62
    isopropyl myristate 0.22
    n-butyric acid 3.84
    acetyl acetate 0.23
    di(2-ethylhexyl) phthalate 0.29
    ethyl propionate 0.48
    nitromethane 20.32
    1,2-diethoxyethane 1.77
    benzonitrile 0.14
    trioctyl phosphate 0.34
    1-bromopropane 0.1
    gamma-valerolactone 36.21
    n-decanol 0.63
    triethyl phosphate 0.24
    4-methyl-2-pentanol 0.44
    propionitrile 1.0
    vinylene carbonate 0.85
    1,1,2-trichlorotrifluoroethane 12.45
    DMS 0.57
    cumene 0.02
    2-octanol 0.57
    2-hexanone 0.79
    octyl acetate 0.47
    limonene 0.08
    1,2-dimethoxyethane 13.68
    ethyl orthosilicate 0.23
    tributyl phosphate 0.26
    diacetone alcohol 5.8
    N,N-dimethylaniline 0.24
    acrylonitrile 1.67
    aniline 0.69
    1,3-propanediol 46.68
    bromobenzene 0.01
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.15
    2-methyl-cyclohexyl acetate 0.23
    tetrabutyl urea 0.82
    diisobutyl methanol 0.15
    2-phenylethanol 0.41
    styrene 0.03
    dioctyl adipate 0.49
    dimethyl sulfate 4.8
    ethyl butyrate 0.39
    methyl lactate 13.08
    butyl lactate 1.82
    diethyl carbonate 0.19
    propanediol butyl ether 10.25
    triethyl orthoformate 0.53
    p-tert-butyltoluene 0.04
    methyl 4-tert-butylbenzoate 0.97
    morpholine 26.4
    tert-butylamine 0.82
    n-dodecanol 0.41
    dimethoxymethane 19.23
    ethylene carbonate 0.71
    cyrene 7.74
    2-ethoxyethyl acetate 1.29
    2-ethylhexyl acetate 0.15
    1,2,4-trichlorobenzene 0.03
    4-methylpyridine 0.83
    dibutyl ether 0.45
    2,6-dimethyl-4-heptanol 0.15
    DEF 5.18
    dimethyl isosorbide 5.4
    tetrachloroethylene 0.11
    eugenol 1.4
    triacetin 1.17
    span 80 4.99
    1,4-butanediol 13.12
    1,1-dichloroethane 0.04
    2-methyl-1-pentanol 0.69
    methyl formate 11.25
    2-methyl-1-butanol 2.52
    n-decane 0.04
    butyronitrile 0.45
    3,7-dimethyl-1-octanol 0.3
    1-chlorooctane 0.09
    1-chlorotetradecane 0.04
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.0
    cyclooctane 0.02
    cyclopentanol 8.65
    tetrahydropyran 3.98
    tert-amyl methyl ether 0.9
    2,5,8-trioxanonane 10.78
    1-hexene 0.08
    2-isopropoxyethanol 10.05
    2,2,2-trifluoroethanol 6.23
    methyl butyrate 0.72

    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