Quercetin 3-O-gentiobioside

Overview IFRA Request a quote

  • Identifiers

    CAS number
    7431-83-6

    Molecular formula
    C27H30O17

    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)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 81.98%
    Vanilla 23.84%
    Phenolic 23.51%
    Savory 21.1%
    Burnt 19.81%
    Milky 19.19%
    Smoky 17.52%
    Sweet 17.47%
    Bitter 16.74%
    Creamy 14.81%

     

    Flavor
    Bitter 70.7%
    Odorless 39.74%
    Bland 34.22%
    Sweet-like 29.06%
    Very mild 21.76%
    Cedarleaf 19.85%
    Eugenol 19.53%
    Very slight 19.51%
    Parsley 19.19%
    Fenugreek 18.8%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -1.8

    pKa est.
    7.75 (neutral)

    Molecular weight
    626.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    5954°C

    Flash point

    • 318.45 ˚C est.

  • Synonyms

    • 7431-83-6
    • Quercetin 3-O-gentiobioside
    • DTXSID701310649
    • RefChem:930455
    • DTXCID801740489
    • Quercetin 3-gentiobioside
    • quercetin-3-gentiobioside
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one
    • quercetin 3-beta-gentiobioside
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl 6-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
    • Quercetin 3-O-diglucoside
    • orb1684285
    • CHEMBL1097317
    • SCHEMBL30637458
    • HY-N4089R
    • CHEBI:136778
    • GLXC-14772
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
    • HY-N4089
    • Quercetin 3-gentiobioside (Standard)
    • AKOS032946005
    • EBC-616302
    • DA-57300
    • MS-30825
    • OQ106506
    • beta-D-glucosyl-(1->6)-beta-D-glucoside
    • quercetin 3-O-glucosyl-(1->6)-glucoside
    • CS-0032092
    • 3,3',4',5,7-Pentahydroxyflavone 3-gentiobioside
    • Quercetin 3-O-[b-D-glucosyl-(1?6)-b-D-glucoside]
    • quercetin-3-O-beta-D-glucosyl-beta-D-glucopyranoside
    • Quercetin 3-O-D-Glucopyranosyl-(1,6)-D-Glucopyranoside
    • quercetin beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranoside
    • quercetin-3-O-beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranoside
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranoside
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl beta-D-glucosyl-(1->6)-beta-D-glucoside
    • 7431-83-6

  • Applications

    Quercetin 3-O-gentiobioside is a flavonol glycoside commonly used as an analytical reference standard for quantifying quercetin glycosides in plant extracts and foods by HPLC/LC-MS; it also serves as an intermediate or building block for the synthesis of flavonol derivatives in pharmaceutical and nutraceutical research; the compound is studied as a natural antioxidant candidate for cosmetics and personal care formulations, where it may act as an antioxidant additive or stabilizer in formulations; in phytochemical and agricultural contexts, it is used as a material for flavonoid metabolomics analysis and to study plant biosynthesis; and there is potential for exploration in coatings, inks, or polymer formulations as a natural stabilizer, subject to regulatory compliance and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.12
    methanol 12.85
    isopropanol 2.02
    water 0.16
    ethyl acetate 0.16
    n-propanol 4.37
    acetone 0.94
    n-butanol 1.41
    acetonitrile 0.2
    DMF 19.38
    toluene 0.05
    isobutanol 0.79
    1,4-dioxane 5.09
    methyl acetate 0.52
    THF 8.5
    2-butanone 1.12
    n-pentanol 0.59
    sec-butanol 1.42
    n-hexane 0.0
    ethylene glycol 18.3
    NMP 18.82
    cyclohexane 0.01
    DMSO 35.59
    n-butyl acetate 0.08
    n-octanol 0.4
    chloroform 0.04
    n-propyl acetate 0.1
    acetic acid 9.47
    dichloromethane 0.08
    cyclohexanone 1.05
    propylene glycol 21.07
    isopropyl acetate 0.08
    DMAc 16.82
    2-ethoxyethanol 10.76
    isopentanol 0.36
    n-heptane 0.01
    ethyl formate 0.52
    1,2-dichloroethane 0.09
    n-hexanol 0.23
    2-methoxyethanol 38.3
    isobutyl acetate 0.03
    tetrachloromethane 0.01
    n-pentyl acetate 0.28
    transcutol 11.11
    n-heptanol 0.46
    ethylbenzene 0.01
    MIBK 0.1
    2-propoxyethanol 4.6
    tert-butanol 0.46
    MTBE 0.14
    2-butoxyethanol 3.69
    propionic acid 2.42
    o-xylene 0.03
    formic acid 25.33
    diethyl ether 0.34
    m-xylene 0.02
    p-xylene 0.01
    chlorobenzene 0.01
    dimethyl carbonate 0.66
    n-octane 0.01
    formamide 19.75
    cyclopentanone 2.83
    2-pentanone 0.4
    anisole 0.08
    cyclopentyl methyl ether 0.54
    gamma-butyrolactone 3.6
    1-methoxy-2-propanol 15.0
    pyridine 1.33
    3-pentanone 0.29
    furfural 2.97
    n-dodecane 0.01
    diethylene glycol 9.52
    diisopropyl ether 0.02
    tert-amyl alcohol 0.49
    acetylacetone 0.47
    n-hexadecane 0.01
    acetophenone 0.12
    methyl propionate 0.57
    isopentyl acetate 0.06
    trichloroethylene 0.12
    n-nonanol 0.4
    cyclohexanol 0.54
    benzyl alcohol 0.35
    2-ethylhexanol 0.07
    isooctanol 0.21
    dipropyl ether 0.18
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.55
    propylene carbonate 0.47
    n-methylformamide 10.62
    2-pentanol 0.38
    n-pentane 0.01
    1-propoxy-2-propanol 2.12
    1-methoxy-2-propyl acetate 0.44
    2-(2-methoxypropoxy) propanol 2.25
    mesitylene 0.01
    ε-caprolactone 1.31
    p-cymene 0.01
    epichlorohydrin 2.65
    1,1,1-trichloroethane 0.01
    2-aminoethanol 18.95
    morpholine-4-carbaldehyde 22.01
    sulfolane 9.04
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 1.37
    n-hexyl acetate 0.3
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 4.47
    sec-butyl acetate 0.05
    tert-butyl acetate 0.08
    decalin 0.0
    glycerin 44.58
    diglyme 6.42
    acrylic acid 3.78
    isopropyl myristate 0.07
    n-butyric acid 1.06
    acetyl acetate 0.07
    di(2-ethylhexyl) phthalate 0.15
    ethyl propionate 0.1
    nitromethane 6.13
    1,2-diethoxyethane 0.69
    benzonitrile 0.07
    trioctyl phosphate 0.14
    1-bromopropane 0.04
    gamma-valerolactone 13.61
    n-decanol 0.24
    triethyl phosphate 0.07
    4-methyl-2-pentanol 0.08
    propionitrile 0.2
    vinylene carbonate 0.47
    1,1,2-trichlorotrifluoroethane 6.78
    DMS 0.24
    cumene 0.01
    2-octanol 0.22
    2-hexanone 0.17
    octyl acetate 0.19
    limonene 0.02
    1,2-dimethoxyethane 4.62
    ethyl orthosilicate 0.06
    tributyl phosphate 0.09
    diacetone alcohol 0.93
    N,N-dimethylaniline 0.07
    acrylonitrile 0.42
    aniline 0.27
    1,3-propanediol 15.54
    bromobenzene 0.01
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.13
    2-methyl-cyclohexyl acetate 0.06
    tetrabutyl urea 0.28
    diisobutyl methanol 0.03
    2-phenylethanol 0.16
    styrene 0.01
    dioctyl adipate 0.2
    dimethyl sulfate 1.5
    ethyl butyrate 0.09
    methyl lactate 3.21
    butyl lactate 0.82
    diethyl carbonate 0.05
    propanediol butyl ether 5.71
    triethyl orthoformate 0.14
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.42
    morpholine 12.65
    tert-butylamine 0.1
    n-dodecanol 0.13
    dimethoxymethane 6.5
    ethylene carbonate 0.33
    cyrene 3.17
    2-ethoxyethyl acetate 0.82
    2-ethylhexyl acetate 0.04
    1,2,4-trichlorobenzene 0.02
    4-methylpyridine 0.35
    dibutyl ether 0.15
    2,6-dimethyl-4-heptanol 0.03
    DEF 1.33
    dimethyl isosorbide 1.65
    tetrachloroethylene 0.1
    eugenol 0.67
    triacetin 0.63
    span 80 2.56
    1,4-butanediol 3.75
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.2
    methyl formate 5.05
    2-methyl-1-butanol 0.53
    n-decane 0.01
    butyronitrile 0.13
    3,7-dimethyl-1-octanol 0.11
    1-chlorooctane 0.04
    1-chlorotetradecane 0.01
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 1.55
    tetrahydropyran 1.26
    tert-amyl methyl ether 0.17
    2,5,8-trioxanonane 4.4
    1-hexene 0.02
    2-isopropoxyethanol 2.44
    2,2,2-trifluoroethanol 2.36
    methyl butyrate 0.18

    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