Eriodictyol-7-O-Glucoside

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  • Identifiers

    CAS number
    38965-51-4

    Molecular formula
    C21H22O11

    SMILES
    C1[C@H](OC2=CC(=CC(=C2C1=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=CC(=C(C=C4)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 76.86%
    Vanilla 32.56%
    Phenolic 29.75%
    Sweet 23.56%
    Milky 20.75%
    Savory 20.4%
    Burnt 19.9%
    Spicy 19.83%
    Smoky 19.47%
    Creamy 18.72%

     

    Flavor
    Bitter 80.68%
    Bland 33.0%
    Odorless 31.28%
    Sweet-like 26.73%
    Cedarleaf 20.39%
    Very mild 19.8%
    Parsley 19.63%
    Lovage 19.52%
    Eugenol 19.33%
    Nitrile 18.77%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    8.43 (weak base)

    Molecular weight
    450.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2924°C

    Flash point

    • 291.18 ˚C est.

  • Synonyms

    • Eriodictyol-7-O-glucoside
    • (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
    • (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-2,3-dihydrochromen-4-one
    • RefChem:1084227
    • 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-((2S,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-2,3-dihydrochromen-4-one
    • Eriodictyol 7-O-glucoside
    • 38965-51-4
    • Pyracanthoside
    • MFCD18632528
    • Miscanthoside
    • Eriodictyol-7-glucoside
    • CHEMBL509624
    • (S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-one
    • Eriodictyol 7-O-?-D-Glucopyranoside
    • SCHEMBL292299
    • MEGxp0_000055
    • orb1684619
    • SCHEMBL29559106
    • ACon1_001141
    • GTPL12667
    • CHEBI:139458
    • EX-A6776
    • HY-N3847
    • BDBM50615183
    • AKOS040760386
    • EBC-618523
    • example 15 [WO2015079413]
    • NCGC00169637-01
    • (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one
    • MS-28166
    • CS-0024325
    • NS00057200
    • (2S)-5,3',4'-Trihydroxyflavanone-7-O-glucoside
    • BRD-K74027182-001-01-7
    • Q63399167
    • Eriodictyol 7-O-beta-D-glucopyranoside, >=99.0% (HPLC)
    • (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-4-one
    • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-(.beta.-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-, (2S)-
    • 38965-51-4

  • Applications

    Eriodictyol-7-O-Glucoside (CAS 38965-51-4) is a natural flavonoid glycoside valued as an antioxidant and as a precursor in aroma and flavor chemistry. In cosmetics and personal care, it is often evaluated as an antioxidant and formulation stabilizer to improve shelf life and skin compatibility. In flavor and beverage processing, it may function as a flavor-related precursor or contributor, potentially releasing eriodictyol upon hydrolysis. In the fragrance industry, it can serve as a natural aroma precursor or component of fragrance blends. In household cleaning products, it can be explored as an antioxidant additive to enhance formulation stability. It is also of interest as a potential stabilizer or additive in polymer/plastic formulations, subject to regulatory approvals and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.06
    methanol 14.53
    isopropanol 0.9
    water 0.16
    ethyl acetate 0.88
    n-propanol 3.19
    acetone 5.6
    n-butanol 2.08
    acetonitrile 0.98
    DMF 87.38
    toluene 0.11
    isobutanol 0.75
    1,4-dioxane 7.62
    methyl acetate 1.41
    THF 13.63
    2-butanone 3.68
    n-pentanol 0.51
    sec-butanol 1.04
    n-hexane 0.0
    ethylene glycol 21.2
    NMP 40.37
    cyclohexane 0.01
    DMSO 236.22
    n-butyl acetate 0.18
    n-octanol 0.77
    chloroform 0.06
    n-propyl acetate 0.25
    acetic acid 17.28
    dichloromethane 0.09
    cyclohexanone 3.89
    propylene glycol 22.81
    isopropyl acetate 0.41
    DMAc 66.16
    2-ethoxyethanol 33.03
    isopentanol 0.8
    n-heptane 0.02
    ethyl formate 2.19
    1,2-dichloroethane 0.18
    n-hexanol 0.24
    2-methoxyethanol 135.49
    isobutyl acetate 0.08
    tetrachloromethane 0.02
    n-pentyl acetate 0.45
    transcutol 29.74
    n-heptanol 0.66
    ethylbenzene 0.03
    MIBK 0.64
    2-propoxyethanol 12.8
    tert-butanol 0.73
    MTBE 0.27
    2-butoxyethanol 7.24
    propionic acid 4.05
    o-xylene 0.08
    formic acid 52.97
    diethyl ether 0.57
    m-xylene 0.07
    p-xylene 0.03
    chlorobenzene 0.03
    dimethyl carbonate 2.78
    n-octane 0.01
    formamide 60.17
    cyclopentanone 9.03
    2-pentanone 2.19
    anisole 0.31
    cyclopentyl methyl ether 1.12
    gamma-butyrolactone 10.38
    1-methoxy-2-propanol 47.7
    pyridine 2.07
    3-pentanone 1.21
    furfural 10.71
    n-dodecane 0.01
    diethylene glycol 30.01
    diisopropyl ether 0.06
    tert-amyl alcohol 0.68
    acetylacetone 5.39
    n-hexadecane 0.01
    acetophenone 0.46
    methyl propionate 2.39
    isopentyl acetate 0.17
    trichloroethylene 0.3
    n-nonanol 0.81
    cyclohexanol 0.73
    benzyl alcohol 0.72
    2-ethylhexanol 0.14
    isooctanol 0.41
    dipropyl ether 0.44
    1,2-dichlorobenzene 0.03
    ethyl lactate 1.98
    propylene carbonate 1.53
    n-methylformamide 36.09
    2-pentanol 0.48
    n-pentane 0.01
    1-propoxy-2-propanol 5.29
    1-methoxy-2-propyl acetate 1.71
    2-(2-methoxypropoxy) propanol 7.22
    mesitylene 0.04
    ε-caprolactone 3.1
    p-cymene 0.04
    epichlorohydrin 6.92
    1,1,1-trichloroethane 0.04
    2-aminoethanol 26.59
    morpholine-4-carbaldehyde 51.63
    sulfolane 35.27
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.74
    n-hexyl acetate 0.73
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 11.82
    sec-butyl acetate 0.13
    tert-butyl acetate 0.54
    decalin 0.0
    glycerin 80.91
    diglyme 23.17
    acrylic acid 6.93
    isopropyl myristate 0.26
    n-butyric acid 3.47
    acetyl acetate 0.58
    di(2-ethylhexyl) phthalate 0.52
    ethyl propionate 0.43
    nitromethane 41.06
    1,2-diethoxyethane 1.74
    benzonitrile 0.24
    trioctyl phosphate 0.44
    1-bromopropane 0.07
    gamma-valerolactone 45.2
    n-decanol 0.52
    triethyl phosphate 0.35
    4-methyl-2-pentanol 0.19
    propionitrile 0.72
    vinylene carbonate 1.72
    1,1,2-trichlorotrifluoroethane 18.28
    DMS 0.71
    cumene 0.02
    2-octanol 0.34
    2-hexanone 0.43
    octyl acetate 0.55
    limonene 0.07
    1,2-dimethoxyethane 19.56
    ethyl orthosilicate 0.31
    tributyl phosphate 0.37
    diacetone alcohol 4.89
    N,N-dimethylaniline 0.25
    acrylonitrile 1.78
    aniline 0.5
    1,3-propanediol 28.51
    bromobenzene 0.02
    dibromomethane 0.04
    1,1,2,2-tetrachloroethane 0.29
    2-methyl-cyclohexyl acetate 0.23
    tetrabutyl urea 1.03
    diisobutyl methanol 0.12
    2-phenylethanol 0.4
    styrene 0.03
    dioctyl adipate 0.75
    dimethyl sulfate 8.11
    ethyl butyrate 0.36
    methyl lactate 12.32
    butyl lactate 1.65
    diethyl carbonate 0.23
    propanediol butyl ether 9.29
    triethyl orthoformate 0.53
    p-tert-butyltoluene 0.04
    methyl 4-tert-butylbenzoate 1.77
    morpholine 16.01
    tert-butylamine 0.12
    n-dodecanol 0.32
    dimethoxymethane 30.51
    ethylene carbonate 1.14
    cyrene 8.85
    2-ethoxyethyl acetate 1.61
    2-ethylhexyl acetate 0.11
    1,2,4-trichlorobenzene 0.07
    4-methylpyridine 0.82
    dibutyl ether 0.39
    2,6-dimethyl-4-heptanol 0.12
    DEF 6.02
    dimethyl isosorbide 7.94
    tetrachloroethylene 0.21
    eugenol 2.39
    triacetin 1.98
    span 80 4.81
    1,4-butanediol 4.82
    1,1-dichloroethane 0.05
    2-methyl-1-pentanol 0.29
    methyl formate 20.69
    2-methyl-1-butanol 0.89
    n-decane 0.03
    butyronitrile 0.55
    3,7-dimethyl-1-octanol 0.34
    1-chlorooctane 0.1
    1-chlorotetradecane 0.04
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 1.49
    tetrahydropyran 1.53
    tert-amyl methyl ether 0.39
    2,5,8-trioxanonane 16.73
    1-hexene 0.02
    2-isopropoxyethanol 5.87
    2,2,2-trifluoroethanol 5.85
    methyl butyrate 0.74

    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