Isorhamnetin 3-O-glucoside

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  • Identifiers

    CAS number
    5041-82-7

    Molecular formula
    C22H22O12

    SMILES
    COC1=C(C=CC(=C1)C2=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)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 73.79%
    Vanilla 36.08%
    Phenolic 33.96%
    Milky 24.29%
    Burnt 23.91%
    Savory 22.21%
    Smoky 21.93%
    Sweet 20.94%
    Creamy 20.93%
    Balsamic 20.29%

     

    Flavor
    Bitter 78.26%
    Odorless 34.94%
    Bland 34.71%
    Sweet-like 26.35%
    Eugenol 20.39%
    Very mild 20.36%
    Parsley 20.33%
    Cedarleaf 20.29%
    Lovage 19.53%
    Ethyl benzoate 19.02%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    8.5 (weak base)

    Molecular weight
    478.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3775°C

    Flash point

    • 299.36 ˚C est.

  • Synonyms

    • 5041-82-7
    • isorhamnetin-3-O-glucoside
    • isorhamnetin 3-O-glucoside
    • isorhamnetin-3-Glu
    • isorhamnetin 3-O-beta-D-glucopyranoside
    • Isorhamnetin 3-glucoside
    • BI252A6EPL
    • 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
    • CHEBI:75750
    • DTXSID601311218
    • 4H-1-Benzopyran-4-one, 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-
    • 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one
    • RefChem:40731
    • DTXCID501741040
    • 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-((2R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one
    • 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-((2S,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one
    • Isorhamnetin-3-O-beta-D-Glucoside
    • isorhamnetin-3-glucoside
    • Isorhamnetin 3-O-beta-D-glucoside
    • Isorhamnetin-3-O-b-D-Glucoside
    • CHEMBL234316
    • Isorhamnetin-3-O-|A-D-Glucoside
    • MFCD00017689
    • 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
    • Isorhamnetin-3-O-beta-D-glucopyranoside
    • 4H-1-Benzopyran-4-one, 3-(.beta.-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-
    • Isorhamnetin-3-glucopyranoside
    • UNII-BI252A6EPL
    • Isorhamnetin 3-beta-D-glucoside
    • Isor-3-Glc
    • isorhamnetin glucoside
    • isorhamnetin-glucoside
    • isorhamnetin-O-glucoside
    • isorhamnetin 3-O-hexose
    • chrysoeriol-3-O-glucoside
    • isorhamnosylmnetin-glucoside
    • isorhamnosidemnetin-glucoside
    • orb1301263
    • SCHEMBL2025447
    • isorhamnetin-3-beta-D-glucoside
    • isornetin-3-O-beta-D-glucoside
    • SCHEMBL29505883
    • WLZ4688
    • CQLRUIIRRZYHHS-LFXZADKFSA-N
    • 3-O-(beta-D-glucosyl)isorhamnetin
    • isorhamnetin-3-beta-glucopyranoside
    • HY-N0777
    • BDBM50379283
    • MSK158702
    • AKOS032948993
    • CCG-208394
    • CS-5409
    • EBC-617743
    • FI74016
    • isorhamnetin-3-O-beta-D-glycopyranoside
    • NCGC00163573-01
    • 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
    • AC-34958
    • AS-82867
    • NS00134343
    • C22589
    • 041I827
    • A918376
    • ISORHAMNETIN 3-O-.BETA.-D-GLUCOPYRANOSIDE
    • SR-05000002275
    • SR-05000002275-2
    • Q27145528
    • 3,5,7,4'-tetrahydroxy-3'-methoxyflavone-3-O-beta-D-glucopyranoside
    • ISORHAMNETIN-3-O-GLUCOSIDE (CONSTITUENT OF GINKGO) [DSC]
    • 3,4',5,7-TETRAHYDROXY-3'-METHOXYFLAVONE 3-.BETA.-D-GLUCOPYRANOSIDE
    • 3-glucopyranosyloxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
    • 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-3-yl beta-D-glucopyranoside
    • 1085711-35-8
    • 5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
    • 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-1-benzopyran-3-yl beta-D-glucopyranoside
    • 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-3-yl .beta.-D-glucopyranoside
    • 5041-82-7

  • Applications

    Isorhamnetin 3-O-glucoside (CAS 5041-82-7) is commonly used as an analytical reference standard for LC–MS and HPLC profiling of flavonoids in plant extracts; it is also employed as a synthetic intermediate for preparing flavonoid derivatives in pharmaceutical and agrochemical research. In cosmetics and personal care, it is investigated as a natural antioxidant ingredient to help stabilize formulations. It is used in research as a model compound to study flavonol glycoside biosynthesis, metabolism, and structure–activity relationships, and it appears in botanical extracts used for quality control and metabolite fingerprinting in food-related applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.64
    methanol 5.54
    isopropanol 2.03
    water 0.07
    ethyl acetate 0.18
    n-propanol 4.31
    acetone 1.06
    n-butanol 1.31
    acetonitrile 0.22
    DMF 25.14
    toluene 0.03
    isobutanol 1.01
    1,4-dioxane 2.58
    methyl acetate 0.62
    THF 5.11
    2-butanone 1.52
    n-pentanol 0.61
    sec-butanol 1.93
    n-hexane 0.01
    ethylene glycol 21.2
    NMP 29.26
    cyclohexane 0.01
    DMSO 64.44
    n-butyl acetate 0.12
    n-octanol 0.4
    chloroform 0.03
    n-propyl acetate 0.14
    acetic acid 10.84
    dichloromethane 0.04
    cyclohexanone 1.31
    propylene glycol 24.13
    isopropyl acetate 0.1
    DMAc 28.22
    2-ethoxyethanol 12.98
    isopentanol 0.44
    n-heptane 0.02
    ethyl formate 0.45
    1,2-dichloroethane 0.07
    n-hexanol 0.26
    2-methoxyethanol 41.97
    isobutyl acetate 0.05
    tetrachloromethane 0.01
    n-pentyl acetate 0.27
    transcutol 12.43
    n-heptanol 0.49
    ethylbenzene 0.01
    MIBK 0.13
    2-propoxyethanol 5.41
    tert-butanol 0.76
    MTBE 0.17
    2-butoxyethanol 3.9
    propionic acid 3.62
    o-xylene 0.03
    formic acid 26.82
    diethyl ether 0.27
    m-xylene 0.02
    p-xylene 0.01
    chlorobenzene 0.01
    dimethyl carbonate 0.86
    n-octane 0.01
    formamide 25.25
    cyclopentanone 3.2
    2-pentanone 0.43
    anisole 0.09
    cyclopentyl methyl ether 0.47
    gamma-butyrolactone 4.79
    1-methoxy-2-propanol 19.09
    pyridine 0.95
    3-pentanone 0.36
    furfural 3.22
    n-dodecane 0.01
    diethylene glycol 12.75
    diisopropyl ether 0.03
    tert-amyl alcohol 0.83
    acetylacetone 0.56
    n-hexadecane 0.01
    acetophenone 0.17
    methyl propionate 0.72
    isopentyl acetate 0.1
    trichloroethylene 0.11
    n-nonanol 0.43
    cyclohexanol 0.64
    benzyl alcohol 0.34
    2-ethylhexanol 0.1
    isooctanol 0.27
    dipropyl ether 0.24
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.97
    propylene carbonate 0.62
    n-methylformamide 12.35
    2-pentanol 0.45
    n-pentane 0.01
    1-propoxy-2-propanol 2.84
    1-methoxy-2-propyl acetate 0.68
    2-(2-methoxypropoxy) propanol 3.4
    mesitylene 0.01
    ε-caprolactone 1.56
    p-cymene 0.02
    epichlorohydrin 2.61
    1,1,1-trichloroethane 0.01
    2-aminoethanol 23.76
    morpholine-4-carbaldehyde 22.72
    sulfolane 16.5
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 1.18
    n-hexyl acetate 0.34
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 5.35
    sec-butyl acetate 0.07
    tert-butyl acetate 0.13
    decalin 0.0
    glycerin 58.63
    diglyme 8.32
    acrylic acid 5.65
    isopropyl myristate 0.11
    n-butyric acid 1.25
    acetyl acetate 0.09
    di(2-ethylhexyl) phthalate 0.24
    ethyl propionate 0.14
    nitromethane 9.0
    1,2-diethoxyethane 0.7
    benzonitrile 0.08
    trioctyl phosphate 0.22
    1-bromopropane 0.04
    gamma-valerolactone 15.05
    n-decanol 0.27
    triethyl phosphate 0.17
    4-methyl-2-pentanol 0.11
    propionitrile 0.27
    vinylene carbonate 0.55
    1,1,2-trichlorotrifluoroethane 9.72
    DMS 0.36
    cumene 0.01
    2-octanol 0.24
    2-hexanone 0.24
    octyl acetate 0.24
    limonene 0.03
    1,2-dimethoxyethane 5.18
    ethyl orthosilicate 0.14
    tributyl phosphate 0.18
    diacetone alcohol 1.55
    N,N-dimethylaniline 0.09
    acrylonitrile 0.61
    aniline 0.22
    1,3-propanediol 15.18
    bromobenzene 0.01
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.15
    2-methyl-cyclohexyl acetate 0.13
    tetrabutyl urea 0.48
    diisobutyl methanol 0.06
    2-phenylethanol 0.2
    styrene 0.01
    dioctyl adipate 0.32
    dimethyl sulfate 2.81
    ethyl butyrate 0.14
    methyl lactate 5.13
    butyl lactate 1.06
    diethyl carbonate 0.09
    propanediol butyl ether 5.27
    triethyl orthoformate 0.25
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 0.7
    morpholine 8.52
    tert-butylamine 0.14
    n-dodecanol 0.17
    dimethoxymethane 6.73
    ethylene carbonate 0.39
    cyrene 4.58
    2-ethoxyethyl acetate 0.76
    2-ethylhexyl acetate 0.07
    1,2,4-trichlorobenzene 0.03
    4-methylpyridine 0.26
    dibutyl ether 0.17
    2,6-dimethyl-4-heptanol 0.06
    DEF 1.58
    dimethyl isosorbide 3.0
    tetrachloroethylene 0.1
    eugenol 1.08
    triacetin 0.87
    span 80 3.0
    1,4-butanediol 4.09
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.27
    methyl formate 5.16
    2-methyl-1-butanol 0.7
    n-decane 0.01
    butyronitrile 0.14
    3,7-dimethyl-1-octanol 0.16
    1-chlorooctane 0.05
    1-chlorotetradecane 0.02
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 1.8
    tetrahydropyran 0.88
    tert-amyl methyl ether 0.23
    2,5,8-trioxanonane 5.97
    1-hexene 0.02
    2-isopropoxyethanol 3.15
    2,2,2-trifluoroethanol 3.36
    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