Luteolin 7-O-glucoside

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  • Identifiers

    CAS number
    5373-11-5

    Molecular formula
    C21H20O11

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 78.37%
    Phenolic 32.7%
    Vanilla 26.95%
    Burnt 23.49%
    Savory 21.85%
    Milky 20.08%
    Smoky 19.41%
    Bitter 18.87%
    Balsamic 17.25%
    Creamy 16.93%

     

    Flavor
    Bitter 81.22%
    Odorless 35.47%
    Bland 31.91%
    Sweet-like 26.43%
    Cedarleaf 20.18%
    Very mild 20.04%
    Eugenol 19.55%
    Parsley 19.5%
    Lovage 19.35%
    Nitrile 19.13%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    8.51 (weak base)

    Molecular weight
    448.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3206°C

    Melting point expt.

    • 256 - 258 °C

    Flash point

    • 307.65 ˚C est.

  • Synonyms

    • Cynaroside
    • Luteoloside
    • 5373-11-5
    • Luteolin 7-glucoside
    • Cinaroside
    • Luteolin 7-O-glucoside
    • Luteolin-7-glucoside
    • 7-Glucoluteolin
    • Glucoluteolin
    • 7-Glucosylluteolin
    • Luteolin 7-monoglucoside
    • Luteolin 7-O-beta-D-glucoside
    • Luteolin 7-O-glucopyranoside
    • nephrocizin
    • NEPHROCIZINE
    • 98J6XDS46I
    • 7-O-beta-D-Glucosyl-5,7,3',4'-tetrahydroxyflavone
    • luteolin 7-O-beta-d-glucopyranoside
    • EINECS 226-365-8
    • luteolin-7-beta-D-glucoside
    • UNII-98J6XDS46I
    • CHEBI:27994
    • NSC 724451
    • NSC-724451
    • 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside
    • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-
    • 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one
    • LUTEOLIN 7-O-GLUCOSIDE (USP-RS)
    • LUTEOLIN 7-O-GLUCOSIDE [USP-RS]
    • Luteolin 7-beta-D-glucoside
    • 7-beta-D-GLUCOSYLLUTEOLIN
    • RefChem:41993
    • luteolin-7-O-monoglucoside
    • LUTEOLIN 7-O-beta-GLUCOSIDE
    • LUTEOLIN 5-O-beta-GLUCOPYRANOSIDE
    • LUTEOLIN 7-O-beta-GLUCOPYRANOSIDE
    • LUTEOLIN, 7-beta-D-GLUCOPYRANOSIDE
    • LUTEOLIN-7-O-4C1-beta-D-GLUCOSIDE
    • 7-(beta-D-GLUCOSYLOXY)-3',4',5-TRIHYDROXYFLAVONE
    • 3',4',5,7-TETRAHYDROXYFLAVONE 7-beta-D-GLUCOPYRANOSIDE
    • 3',4',5-TRIHYDROXYFLAVONE 7-O-beta-D-GLUCOPYRANOSIDE
    • 226-365-8
    • luteolin-7-O-beta-D-glucopyranoside
    • luteolin glucoside
    • 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
    • luteolin-7-O-beta-glucoside
    • MFCD06799436
    • MLS002473222
    • CHEMBL233929
    • 26811-41-6
    • Luteolin 7-.beta.-D-glucoside
    • 2-(3,4-Dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one
    • 4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-7-(b-D-glucopyranosyloxy)-5-hydroxy-
    • 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
    • SMR000232358
    • Flavopurposide
    • Daphneflavonoloside
    • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-
    • 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
    • Luteolin, glucoside
    • Luteolin monoglucoside
    • SR-01000867987
    • Luteolin-7-O-D-glucopyranoside
    • hibisin
    • Luteolin-7-D-glucopyranoside
    • Flavopurposide;
    • Glucoluteolin;
    • Cinaroside;
    • Cynaroside;
    • luteolin-glucoside
    • luteolin-7-O-glc
    • Daphneflavonoloside;
    • LUTEOLIN-7-O-BETA-D-GLUCOSIDE
    • Cynaroside (Standard)
    • Luteolin 7-glucoside;
    • luteolin-7-O-glycoside
    • luteolin-7-o-d-glucoside
    • Luteolin 7-beta-glucoside
    • Luteolin 7-O-D-glucoside
    • Flavon, 3',4',5,7-tetrahydroxy-, glucoside
    • luteolin-7-o-glucopyranoside
    • SCHEMBL149118
    • MEGxp0_000619
    • orb1304264
    • REGID_for_CID_657946
    • SCHEMBL29374275
    • SCHEMBL29558199
    • cid_5280637
    • HY-N0540R
    • DTXSID50949617
    • luteolin-7-O-glucopyranosyl ester
    • REGID_for_CID_5280637
    • HMS2224O21
    • LUTEOLIN 7-GLUCOSIDE [MI]
    • Flavone, 3',4',5,7-tetrahydroxy-, mono-beta-D-glucopyranoside
    • HY-N0540
    • lutelin-7-O-beta-D-glucopyranoside
    • luteolin-7-O-beta-D-glucopyranside
    • 7-.BETA.-D-GLUCOSYLLUTEOLIN
    • BDBM50241242
    • Luteolin 7-.beta.-D-glucopyranoside
    • MSK000007
    • s9018
    • AKOS015903261
    • AC-6054
    • CCG-269211
    • CS-5712
    • EBC-459068
    • LUTEOLIN 7-O-.BETA.-GLUCOSIDE
    • LUTEOLIN 7-O-.BETA.-D-GLUCOSIDE
    • NCGC00163589-01
    • NCGC00163589-02
    • NCGC00163589-04
    • AS-73889
    • Luteolin 7-glucoside, analytical standard
    • LUTEOLIN 5-O-.BETA.-GLUCOPYRANOSIDE
    • LUTEOLIN 7-O-.BETA.-GLUCOPYRANOSIDE
    • NS00043563
    • LUTEOLIN 7-O-.BETA.-D-GLUCOPYRANOSIDE
    • LUTEOLIN, 7-.BETA.-D-GLUCOPYRANOSIDE
    • LUTEOLIN-7-O-4C1-.BETA.-D-GLUCOSIDE
    • C03951
    • Luteolin 7-glucoside;Luteolin 7-O--D-glucoside
    • 373L115
    • AJ-292/21122009
    • Luteolin 7-O-beta-D-glucoside, >=98.0% (HPLC)
    • Luteolin-7-O-glucoside 1000 microg/mL in Ethanol
    • 5373-11-5

  • Applications

    Luteolin 7-O-glucoside (CAS 5373-11-5) is a plant-derived flavonoid glycoside commonly regarded as a natural antioxidant; in industrial contexts, it is evaluated for cosmetics and personal care formulations as an antioxidant and stabilizer, while also being investigated as a natural pigment/colorant in food processing; it is used as an analytical reference standard in phytochemical research and in the development of botanical-derived pharmaceutical or nutraceutical products; in coatings and inks, it is explored as a natural pigment with potential UV-absorber properties; and it supports quality control and standardization of plant extracts used in flavonoid-based product lines.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.34
    methanol 0.81
    isopropanol 0.23
    water 0.06
    ethyl acetate 0.02
    n-propanol 0.59
    acetone 0.18
    n-butanol 0.18
    acetonitrile 0.02
    DMF 8.44
    toluene 0.01
    isobutanol 0.14
    1,4-dioxane 0.56
    methyl acetate 0.06
    THF 1.14
    2-butanone 0.22
    n-pentanol 0.09
    sec-butanol 0.29
    n-hexane 0.0
    ethylene glycol 6.66
    NMP 7.36
    cyclohexane 0.0
    DMSO 29.36
    n-butyl acetate 0.02
    n-octanol 0.1
    chloroform 0.0
    n-propyl acetate 0.02
    acetic acid 1.41
    dichloromethane 0.0
    cyclohexanone 0.21
    propylene glycol 8.23
    isopropyl acetate 0.01
    DMAc 9.29
    2-ethoxyethanol 4.76
    isopentanol 0.08
    n-heptane 0.0
    ethyl formate 0.05
    1,2-dichloroethane 0.0
    n-hexanol 0.04
    2-methoxyethanol 19.02
    isobutyl acetate 0.01
    tetrachloromethane 0.0
    n-pentyl acetate 0.04
    transcutol 6.65
    n-heptanol 0.12
    ethylbenzene 0.0
    MIBK 0.03
    2-propoxyethanol 1.89
    tert-butanol 0.13
    MTBE 0.03
    2-butoxyethanol 1.68
    propionic acid 0.44
    o-xylene 0.01
    formic acid 7.06
    diethyl ether 0.04
    m-xylene 0.01
    p-xylene 0.0
    chlorobenzene 0.0
    dimethyl carbonate 0.11
    n-octane 0.0
    formamide 6.66
    cyclopentanone 0.54
    2-pentanone 0.08
    anisole 0.02
    cyclopentyl methyl ether 0.1
    gamma-butyrolactone 0.61
    1-methoxy-2-propanol 7.45
    pyridine 0.14
    3-pentanone 0.06
    furfural 0.67
    n-dodecane 0.0
    diethylene glycol 5.83
    diisopropyl ether 0.01
    tert-amyl alcohol 0.16
    acetylacetone 0.12
    n-hexadecane 0.0
    acetophenone 0.03
    methyl propionate 0.08
    isopentyl acetate 0.01
    trichloroethylene 0.0
    n-nonanol 0.12
    cyclohexanol 0.11
    benzyl alcohol 0.06
    2-ethylhexanol 0.02
    isooctanol 0.06
    dipropyl ether 0.06
    1,2-dichlorobenzene 0.0
    ethyl lactate 0.19
    propylene carbonate 0.07
    n-methylformamide 2.39
    2-pentanol 0.07
    n-pentane 0.0
    1-propoxy-2-propanol 0.94
    1-methoxy-2-propyl acetate 0.13
    2-(2-methoxypropoxy) propanol 1.6
    mesitylene 0.0
    ε-caprolactone 0.22
    p-cymene 0.0
    epichlorohydrin 0.26
    1,1,1-trichloroethane 0.0
    2-aminoethanol 7.75
    morpholine-4-carbaldehyde 8.85
    sulfolane 3.86
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.19
    n-hexyl acetate 0.06
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 2.82
    sec-butyl acetate 0.01
    tert-butyl acetate 0.03
    decalin 0.0
    glycerin 31.2
    diglyme 4.65
    acrylic acid 0.83
    isopropyl myristate 0.02
    n-butyric acid 0.16
    acetyl acetate 0.01
    di(2-ethylhexyl) phthalate 0.06
    ethyl propionate 0.02
    nitromethane 1.29
    1,2-diethoxyethane 0.16
    benzonitrile 0.01
    trioctyl phosphate 0.05
    1-bromopropane 0.0
    gamma-valerolactone 4.4
    n-decanol 0.07
    triethyl phosphate 0.03
    4-methyl-2-pentanol 0.02
    propionitrile 0.03
    vinylene carbonate 0.06
    1,1,2-trichlorotrifluoroethane 1.65
    DMS 0.05
    cumene 0.0
    2-octanol 0.06
    2-hexanone 0.04
    octyl acetate 0.05
    limonene 0.01
    1,2-dimethoxyethane 2.0
    ethyl orthosilicate 0.03
    tributyl phosphate 0.04
    diacetone alcohol 0.44
    N,N-dimethylaniline 0.02
    acrylonitrile 0.06
    aniline 0.04
    1,3-propanediol 4.39
    bromobenzene 0.0
    dibromomethane 0.0
    1,1,2,2-tetrachloroethane 0.01
    2-methyl-cyclohexyl acetate 0.02
    tetrabutyl urea 0.12
    diisobutyl methanol 0.01
    2-phenylethanol 0.03
    styrene 0.0
    dioctyl adipate 0.07
    dimethyl sulfate 0.45
    ethyl butyrate 0.02
    methyl lactate 1.16
    butyl lactate 0.26
    diethyl carbonate 0.01
    propanediol butyl ether 2.51
    triethyl orthoformate 0.06
    p-tert-butyltoluene 0.0
    methyl 4-tert-butylbenzoate 0.2
    morpholine 1.96
    tert-butylamine 0.02
    n-dodecanol 0.04
    dimethoxymethane 1.68
    ethylene carbonate 0.04
    cyrene 1.83
    2-ethoxyethyl acetate 0.13
    2-ethylhexyl acetate 0.01
    1,2,4-trichlorobenzene 0.0
    4-methylpyridine 0.04
    dibutyl ether 0.05
    2,6-dimethyl-4-heptanol 0.01
    DEF 0.29
    dimethyl isosorbide 1.24
    tetrachloroethylene 0.01
    eugenol 0.37
    triacetin 0.19
    span 80 1.09
    1,4-butanediol 1.0
    1,1-dichloroethane 0.0
    2-methyl-1-pentanol 0.04
    methyl formate 0.79
    2-methyl-1-butanol 0.12
    n-decane 0.0
    butyronitrile 0.02
    3,7-dimethyl-1-octanol 0.04
    1-chlorooctane 0.01
    1-chlorotetradecane 0.0
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.3
    tetrahydropyran 0.15
    tert-amyl methyl ether 0.05
    2,5,8-trioxanonane 3.33
    1-hexene 0.0
    2-isopropoxyethanol 0.88
    2,2,2-trifluoroethanol 0.46
    methyl butyrate 0.03

    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