Quercetin 3-O-glucoside 7-O-rhamnoside

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  • Identifiers

    CAS number
    18016-58-5

    Molecular formula
    C27H30O16

    SMILES
    C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 80.34%
    Vanilla 27.41%
    Phenolic 24.55%
    Savory 21.22%
    Burnt 21.06%
    Milky 20.98%
    Smoky 18.34%
    Sweet 18.33%
    Bitter 16.8%
    Creamy 16.55%

     

    Flavor
    Bitter 72.8%
    Odorless 37.11%
    Bland 33.95%
    Sweet-like 28.46%
    Very mild 21.46%
    Cedarleaf 19.97%
    Eugenol 19.7%
    Very slight 19.41%
    Parsley 19.36%
    Fenugreek 18.92%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -0.9

    pKa est.
    7.93 (neutral)

    Molecular weight
    610.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    5693°C

    Flash point

    • 314.15 ˚C est.

  • Synonyms

    • Vincetoxicoside A
    • 18016-58-5
    • DTXSID10936841
    • 2-(3,4-Dihydroxyphenyl)-5-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
    • Quercetin 3-O-glucoside 7-O-rhamnoside
    • 2-(3,4-dihydroxyphenyl)-5-hydroxy-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-7-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one
    • RefChem:1097733
    • DTXCID901365438
    • Quercetin 3-O-glucoside-7-O-rhamnoside
    • PETIOLAROSIDE
    • Quercetol 3-glucoside 7-rhamnoside
    • orb3023819
    • SCHEMBL31720335
    • CHEBI:67931
    • HY-N5075
    • AKOS040760660
    • FS-7101
    • MQ74572
    • Quercetin3-O-glucoside-7-O-rhamnoside
    • Quercetin-3-O-b-glucosyl-7-O-a-rhamnoside
    • CS-0032296
    • Q23418292
    • quercetin-3-O-beta-D-glucopyranoside-7-O-alpha-L-rhamnopyranoside
    • 7-((6-deoxy-alpha-L-mannopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one
    • 7-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-1-benzopyran-3-yl beta-D-glucopyranoside
    • 7-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-3-yl beta-D-glucopyranoside
    • 18016-58-5

  • Applications

    Quercetin 3-O-glucoside 7-O-rhamnoside (CAS 18016-58-5) is a flavonol glycoside that finds real-world applications as a naturally derived antioxidant additive and stabilizer in cosmetic formulations, where it helps protect products from oxidative degradation. It is also evaluated for use in food processing as a natural antioxidant and potential colorant in certain products. In polymer and coating formulations, it may serve as an antioxidant stabilizer to improve durability and shelf life of inks and coatings. In pharmaceutical research, it is used as an intermediate in the synthesis and study of flavonoid-based compounds. For analytical chemistry, it serves as a reference standard for the quantification of flavonoids in plant extracts by HPLC. In plant sciences and agriculture research, it serves as a model glycoside for studying quercetin glycosylation and related biosynthetic pathways.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.48
    methanol 15.63
    isopropanol 2.9
    water 0.14
    ethyl acetate 0.22
    n-propanol 6.21
    acetone 1.38
    n-butanol 2.05
    acetonitrile 0.25
    DMF 22.15
    toluene 0.06
    isobutanol 1.11
    1,4-dioxane 7.34
    methyl acetate 0.73
    THF 12.7
    2-butanone 1.72
    n-pentanol 0.88
    sec-butanol 2.09
    n-hexane 0.01
    ethylene glycol 19.94
    NMP 20.97
    cyclohexane 0.01
    DMSO 44.31
    n-butyl acetate 0.11
    n-octanol 0.53
    chloroform 0.07
    n-propyl acetate 0.15
    acetic acid 12.36
    dichloromethane 0.11
    cyclohexanone 1.63
    propylene glycol 22.53
    isopropyl acetate 0.11
    DMAc 19.65
    2-ethoxyethanol 13.94
    isopentanol 0.5
    n-heptane 0.01
    ethyl formate 0.75
    1,2-dichloroethane 0.14
    n-hexanol 0.31
    2-methoxyethanol 47.23
    isobutyl acetate 0.05
    tetrachloromethane 0.01
    n-pentyl acetate 0.37
    transcutol 13.29
    n-heptanol 0.57
    ethylbenzene 0.02
    MIBK 0.13
    2-propoxyethanol 5.56
    tert-butanol 0.65
    MTBE 0.19
    2-butoxyethanol 4.26
    propionic acid 3.2
    o-xylene 0.03
    formic acid 27.63
    diethyl ether 0.46
    m-xylene 0.02
    p-xylene 0.02
    chlorobenzene 0.02
    dimethyl carbonate 0.73
    n-octane 0.01
    formamide 22.5
    cyclopentanone 4.06
    2-pentanone 0.57
    anisole 0.11
    cyclopentyl methyl ether 0.65
    gamma-butyrolactone 4.96
    1-methoxy-2-propanol 17.44
    pyridine 1.82
    3-pentanone 0.39
    furfural 4.0
    n-dodecane 0.01
    diethylene glycol 10.97
    diisopropyl ether 0.03
    tert-amyl alcohol 0.69
    acetylacetone 0.66
    n-hexadecane 0.01
    acetophenone 0.16
    methyl propionate 0.71
    isopentyl acetate 0.08
    trichloroethylene 0.18
    n-nonanol 0.53
    cyclohexanol 0.76
    benzyl alcohol 0.47
    2-ethylhexanol 0.09
    isooctanol 0.26
    dipropyl ether 0.21
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.66
    propylene carbonate 0.63
    n-methylformamide 12.32
    2-pentanol 0.53
    n-pentane 0.01
    1-propoxy-2-propanol 2.47
    1-methoxy-2-propyl acetate 0.51
    2-(2-methoxypropoxy) propanol 2.6
    mesitylene 0.01
    ε-caprolactone 1.83
    p-cymene 0.01
    epichlorohydrin 3.91
    1,1,1-trichloroethane 0.02
    2-aminoethanol 22.39
    morpholine-4-carbaldehyde 25.05
    sulfolane 11.72
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 1.98
    n-hexyl acetate 0.42
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 5.41
    sec-butyl acetate 0.06
    tert-butyl acetate 0.11
    decalin 0.0
    glycerin 45.73
    diglyme 7.53
    acrylic acid 4.73
    isopropyl myristate 0.1
    n-butyric acid 1.47
    acetyl acetate 0.09
    di(2-ethylhexyl) phthalate 0.19
    ethyl propionate 0.12
    nitromethane 7.72
    1,2-diethoxyethane 0.93
    benzonitrile 0.09
    trioctyl phosphate 0.18
    1-bromopropane 0.07
    gamma-valerolactone 18.96
    n-decanol 0.32
    triethyl phosphate 0.08
    4-methyl-2-pentanol 0.11
    propionitrile 0.26
    vinylene carbonate 0.61
    1,1,2-trichlorotrifluoroethane 8.6
    DMS 0.3
    cumene 0.01
    2-octanol 0.28
    2-hexanone 0.26
    octyl acetate 0.27
    limonene 0.03
    1,2-dimethoxyethane 6.34
    ethyl orthosilicate 0.08
    tributyl phosphate 0.13
    diacetone alcohol 1.19
    N,N-dimethylaniline 0.09
    acrylonitrile 0.51
    aniline 0.34
    1,3-propanediol 19.23
    bromobenzene 0.01
    dibromomethane 0.05
    1,1,2,2-tetrachloroethane 0.2
    2-methyl-cyclohexyl acetate 0.08
    tetrabutyl urea 0.36
    diisobutyl methanol 0.04
    2-phenylethanol 0.2
    styrene 0.02
    dioctyl adipate 0.28
    dimethyl sulfate 1.68
    ethyl butyrate 0.11
    methyl lactate 3.65
    butyl lactate 1.01
    diethyl carbonate 0.06
    propanediol butyl ether 6.45
    triethyl orthoformate 0.17
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.5
    morpholine 17.21
    tert-butylamine 0.13
    n-dodecanol 0.17
    dimethoxymethane 7.88
    ethylene carbonate 0.43
    cyrene 3.71
    2-ethoxyethyl acetate 1.08
    2-ethylhexyl acetate 0.06
    1,2,4-trichlorobenzene 0.03
    4-methylpyridine 0.48
    dibutyl ether 0.19
    2,6-dimethyl-4-heptanol 0.04
    DEF 1.7
    dimethyl isosorbide 1.92
    tetrachloroethylene 0.14
    eugenol 0.78
    triacetin 0.79
    span 80 3.01
    1,4-butanediol 4.66
    1,1-dichloroethane 0.04
    2-methyl-1-pentanol 0.28
    methyl formate 6.22
    2-methyl-1-butanol 0.74
    n-decane 0.02
    butyronitrile 0.18
    3,7-dimethyl-1-octanol 0.15
    1-chlorooctane 0.06
    1-chlorotetradecane 0.02
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 2.23
    tetrahydropyran 1.9
    tert-amyl methyl ether 0.22
    2,5,8-trioxanonane 5.15
    1-hexene 0.02
    2-isopropoxyethanol 3.15
    2,2,2-trifluoroethanol 2.91
    methyl butyrate 0.24

    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