luteolin 4'-O-glucoside

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  • Identifiers

    CAS number
    6920-38-3

    Molecular formula
    C21H20O11

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

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  • Odor profile

    Fragrance
    Odorless 78.29%
    Phenolic 32.26%
    Vanilla 26.13%
    Savory 22.49%
    Burnt 22.27%
    Milky 20.38%
    Smoky 18.6%
    Bitter 18.54%
    Creamy 17.15%
    Balsamic 16.76%

     

    Flavor
    Bitter 81.74%
    Odorless 35.32%
    Bland 32.19%
    Sweet-like 26.18%
    Cedarleaf 20.29%
    Very mild 19.77%
    Parsley 19.62%
    Eugenol 19.57%
    Lovage 19.39%
    Nitrile 19.12%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    8.73 (weak base)

    Molecular weight
    448.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3553°C

    Flash point

    • 308.86 ˚C est.

  • Synonyms

    • Luteolin 4'-O-glucoside
    • 6920-38-3
    • DTXSID201313674
    • RefChem:925004
    • DTXCID601743487
    • luteolin-4'-o-glucoside
    • luteolin-4'-o-beta-d-glucopyranoside
    • 5,7-dihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
    • 4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl beta-D-glucopyranoside
    • Luteolin 4a(2)-O-glucoside
    • SCHEMBL293542
    • LUTEOLIN-4-O-GLUCOSIDE
    • CHEMBL459822
    • orb1297296
    • luteolin-4'-o-beta-d-glucoside
    • SCHEMBL29353060
    • SCHEMBL30282092
    • CHEBI:68986
    • HY-N8309R
    • UHNXUSWGOJMEFO-QNDFHXLGSA-N
    • Luteolin-4'-O-glucoside (Standard)
    • luteolin 4'-O-beta-D-glucopyranoside
    • AKOS040760535
    • MS-28112
    • 5,7,3'-trihydroxyflavone 4'-O-beta-D-glucopyranoside
    • Q27137333
    • 3',4',5,7-Tetrahydroxyflavone 4'-.beta.-D-glucoside
    • 3',5,7-Trihydroxy-4'-O-ss-D-glucopyranosyloxyflavone
    • 4H-1-Benzopyran-4-one, 2-[4-(.beta.-D-glucopyranosyloxy)-3-hydroxyphenyl]-5,7-dihydroxy-
    • 5,7-dihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]chromen-4-one
    • 6920-38-3

  • Applications

    Luteolin 4'-O-glucoside is viewed as an intermediate and natural polyphenol with potential industrial applications; in cosmetics and personal care, it may act as an antioxidant and stabilizing glycoside ingredient in skin and hair products; in coatings and inks, it can serve as an antioxidant and pigment-stabilizing additive for films and printed materials; in the polymer and plastics sector, it can be used as an antioxidant stabilizer or precursor for polymer systems; in agriculture, it is studied as a natural plant compound with potential use as an additive for crops; in pharmaceutical research, it is used as a precursor or reference compound for the synthesis of flavonoids and related structures, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.37
    methanol 0.88
    isopropanol 0.25
    water 0.05
    ethyl acetate 0.02
    n-propanol 0.64
    acetone 0.31
    n-butanol 0.19
    acetonitrile 0.03
    DMF 11.13
    toluene 0.01
    isobutanol 0.15
    1,4-dioxane 0.82
    methyl acetate 0.08
    THF 1.81
    2-butanone 0.28
    n-pentanol 0.11
    sec-butanol 0.28
    n-hexane 0.0
    ethylene glycol 7.18
    NMP 10.97
    cyclohexane 0.0
    DMSO 40.29
    n-butyl acetate 0.02
    n-octanol 0.12
    chloroform 0.0
    n-propyl acetate 0.02
    acetic acid 1.68
    dichloromethane 0.0
    cyclohexanone 0.31
    propylene glycol 8.9
    isopropyl acetate 0.02
    DMAc 11.75
    2-ethoxyethanol 5.17
    isopentanol 0.09
    n-heptane 0.01
    ethyl formate 0.06
    1,2-dichloroethane 0.01
    n-hexanol 0.06
    2-methoxyethanol 18.0
    isobutyl acetate 0.01
    tetrachloromethane 0.0
    n-pentyl acetate 0.06
    transcutol 7.76
    n-heptanol 0.15
    ethylbenzene 0.01
    MIBK 0.04
    2-propoxyethanol 2.35
    tert-butanol 0.15
    MTBE 0.03
    2-butoxyethanol 1.9
    propionic acid 0.5
    o-xylene 0.01
    formic acid 7.59
    diethyl ether 0.05
    m-xylene 0.01
    p-xylene 0.01
    chlorobenzene 0.0
    dimethyl carbonate 0.16
    n-octane 0.0
    formamide 7.19
    cyclopentanone 0.88
    2-pentanone 0.11
    anisole 0.03
    cyclopentyl methyl ether 0.15
    gamma-butyrolactone 0.92
    1-methoxy-2-propanol 7.91
    pyridine 0.24
    3-pentanone 0.08
    furfural 1.02
    n-dodecane 0.0
    diethylene glycol 7.03
    diisopropyl ether 0.01
    tert-amyl alcohol 0.16
    acetylacetone 0.18
    n-hexadecane 0.0
    acetophenone 0.04
    methyl propionate 0.11
    isopentyl acetate 0.02
    trichloroethylene 0.01
    n-nonanol 0.14
    cyclohexanol 0.14
    benzyl alcohol 0.09
    2-ethylhexanol 0.03
    isooctanol 0.09
    dipropyl ether 0.08
    1,2-dichlorobenzene 0.0
    ethyl lactate 0.23
    propylene carbonate 0.11
    n-methylformamide 3.0
    2-pentanol 0.07
    n-pentane 0.0
    1-propoxy-2-propanol 1.19
    1-methoxy-2-propyl acetate 0.19
    2-(2-methoxypropoxy) propanol 1.82
    mesitylene 0.01
    ε-caprolactone 0.31
    p-cymene 0.01
    epichlorohydrin 0.39
    1,1,1-trichloroethane 0.0
    2-aminoethanol 7.67
    morpholine-4-carbaldehyde 11.32
    sulfolane 5.46
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.26
    n-hexyl acetate 0.08
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 3.22
    sec-butyl acetate 0.01
    tert-butyl acetate 0.03
    decalin 0.0
    glycerin 33.32
    diglyme 5.33
    acrylic acid 0.98
    isopropyl myristate 0.03
    n-butyric acid 0.18
    acetyl acetate 0.02
    di(2-ethylhexyl) phthalate 0.08
    ethyl propionate 0.02
    nitromethane 1.74
    1,2-diethoxyethane 0.22
    benzonitrile 0.02
    trioctyl phosphate 0.07
    1-bromopropane 0.0
    gamma-valerolactone 6.05
    n-decanol 0.09
    triethyl phosphate 0.04
    4-methyl-2-pentanol 0.03
    propionitrile 0.04
    vinylene carbonate 0.09
    1,1,2-trichlorotrifluoroethane 2.05
    DMS 0.07
    cumene 0.0
    2-octanol 0.07
    2-hexanone 0.06
    octyl acetate 0.06
    limonene 0.01
    1,2-dimethoxyethane 2.36
    ethyl orthosilicate 0.04
    tributyl phosphate 0.05
    diacetone alcohol 0.55
    N,N-dimethylaniline 0.03
    acrylonitrile 0.1
    aniline 0.05
    1,3-propanediol 4.33
    bromobenzene 0.0
    dibromomethane 0.0
    1,1,2,2-tetrachloroethane 0.01
    2-methyl-cyclohexyl acetate 0.03
    tetrabutyl urea 0.17
    diisobutyl methanol 0.02
    2-phenylethanol 0.05
    styrene 0.0
    dioctyl adipate 0.09
    dimethyl sulfate 0.59
    ethyl butyrate 0.03
    methyl lactate 1.38
    butyl lactate 0.33
    diethyl carbonate 0.02
    propanediol butyl ether 2.95
    triethyl orthoformate 0.07
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.26
    morpholine 2.56
    tert-butylamine 0.03
    n-dodecanol 0.05
    dimethoxymethane 2.14
    ethylene carbonate 0.06
    cyrene 2.58
    2-ethoxyethyl acetate 0.18
    2-ethylhexyl acetate 0.02
    1,2,4-trichlorobenzene 0.0
    4-methylpyridine 0.07
    dibutyl ether 0.06
    2,6-dimethyl-4-heptanol 0.02
    DEF 0.38
    dimethyl isosorbide 1.74
    tetrachloroethylene 0.01
    eugenol 0.46
    triacetin 0.25
    span 80 1.36
    1,4-butanediol 1.23
    1,1-dichloroethane 0.0
    2-methyl-1-pentanol 0.06
    methyl formate 1.08
    2-methyl-1-butanol 0.12
    n-decane 0.01
    butyronitrile 0.03
    3,7-dimethyl-1-octanol 0.05
    1-chlorooctane 0.01
    1-chlorotetradecane 0.0
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.38
    tetrahydropyran 0.21
    tert-amyl methyl ether 0.05
    2,5,8-trioxanonane 3.94
    1-hexene 0.01
    2-isopropoxyethanol 1.07
    2,2,2-trifluoroethanol 0.56
    methyl butyrate 0.04

    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