Demethyloleuropein

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  • Identifiers

    CAS number
    52077-55-1

    Molecular formula
    C24H30O13

    SMILES
    C/C=C/1\[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)O)CC(=O)OCCC3=CC(=C(C=C3)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 75.64%
    Vanilla 23.25%
    Milky 23.12%
    Savory 22.8%
    Sweet 19.26%
    Cooling 16.51%
    Dairy 15.85%
    Spicy 15.84%
    Creamy 15.78%
    Roasted 15.06%

     

    Flavor
    Bitter 78.36%
    Odorless 36.06%
    Bland 31.64%
    Sweet-like 24.8%
    Very mild 23.11%
    Cedarleaf 20.01%
    Parsley 19.7%
    Lovage 19.33%
    Ethyl benzoate 19.17%
    Leaves 19.01%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.8

    pKa est.
    5.79 (weak acid)

    Molecular weight
    526.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2000°C

    Flash point

    • 271.95 ˚C est.

  • Synonyms

    • Demethyloleuropein
    • 52077-55-1
    • (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylic acid
    • DTXSID301315942
    • (4S,5E,6S)-4-(2-(2-(3,4-dihydroxyphenyl)ethoxy)-2-oxoethyl)-5-ethylidene-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-4H-pyran-3-carboxylic acid
    • RefChem:919839
    • DTXCID601745821
    • Oleoeuropein acid
    • Demethyloleoeuropein
    • Demethyloleoeuropeine
    • (2S-(2alpha,3E,4beta))-2-(3,4-Dihydroxyphenyl)ethyl 5-carboxy-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-4-acetate
    • 2H-Pyran-4-acetic acid, 5-carboxy-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-, 2-(3,4-dihydroxyphenyl)ethyl ester, (2S-(2alpha,3E,4beta))-
    • SCHEMBL569830
    • SCHEMBL29564064
    • CHEBI:180799
    • FD163821
    • (2S,3E,4S)-4-{2-[2-(3,4-Dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylic acid
    • (4s,5e,6s)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4h-pyran-3-carboxylic acid
    • 52077-55-1

  • Applications

    Demethyloleuropein is evaluated as a natural antioxidant and stabilizer in cosmetic formulations and polymer coatings, where its polyphenolic structure may help protect against oxidative degradation; it can function as an intermediate in the synthesis of oleuropein-related derivatives used in pharmaceutical and flavor chemistry research; in the food processing sector, it is sometimes investigated as a natural antioxidant or preservative ingredient within allowed formulation limits; in industrial manufacturing contexts, it may serve as a starting material for the synthesis of related phenolic compounds; and its use is typically subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.94
    methanol 24.16
    isopropanol 1.02
    water 1.65
    ethyl acetate 1.19
    n-propanol 2.68
    acetone 3.06
    n-butanol 1.65
    acetonitrile 0.89
    DMF 66.42
    toluene 0.33
    isobutanol 0.75
    1,4-dioxane 6.27
    methyl acetate 1.82
    THF 8.78
    2-butanone 2.33
    n-pentanol 0.64
    sec-butanol 1.03
    n-hexane 0.02
    ethylene glycol 17.57
    NMP 67.5
    cyclohexane 0.06
    DMSO 89.5
    n-butyl acetate 0.19
    n-octanol 0.58
    chloroform 0.36
    n-propyl acetate 0.3
    acetic acid 18.15
    dichloromethane 0.59
    cyclohexanone 3.83
    propylene glycol 16.18
    isopropyl acetate 0.51
    DMAc 68.45
    2-ethoxyethanol 11.86
    isopentanol 0.66
    n-heptane 0.05
    ethyl formate 1.54
    1,2-dichloroethane 0.57
    n-hexanol 0.33
    2-methoxyethanol 51.43
    isobutyl acetate 0.1
    tetrachloromethane 0.08
    n-pentyl acetate 0.48
    transcutol 16.91
    n-heptanol 0.65
    ethylbenzene 0.09
    MIBK 0.54
    2-propoxyethanol 6.38
    tert-butanol 0.59
    MTBE 0.32
    2-butoxyethanol 4.46
    propionic acid 4.83
    o-xylene 0.25
    formic acid 67.97
    diethyl ether 0.89
    m-xylene 0.19
    p-xylene 0.08
    chlorobenzene 0.11
    dimethyl carbonate 5.64
    n-octane 0.04
    formamide 55.88
    cyclopentanone 7.06
    2-pentanone 1.67
    anisole 0.46
    cyclopentyl methyl ether 1.85
    gamma-butyrolactone 9.93
    1-methoxy-2-propanol 23.09
    pyridine 2.85
    3-pentanone 1.63
    furfural 9.19
    n-dodecane 0.02
    diethylene glycol 15.16
    diisopropyl ether 0.11
    tert-amyl alcohol 0.69
    acetylacetone 3.58
    n-hexadecane 0.02
    acetophenone 0.73
    methyl propionate 3.57
    isopentyl acetate 0.14
    trichloroethylene 1.02
    n-nonanol 0.59
    cyclohexanol 1.12
    benzyl alcohol 0.98
    2-ethylhexanol 0.15
    isooctanol 0.34
    dipropyl ether 0.48
    1,2-dichlorobenzene 0.13
    ethyl lactate 1.5
    propylene carbonate 1.99
    n-methylformamide 26.88
    2-pentanol 0.62
    n-pentane 0.04
    1-propoxy-2-propanol 2.99
    1-methoxy-2-propyl acetate 1.35
    2-(2-methoxypropoxy) propanol 3.74
    mesitylene 0.1
    ε-caprolactone 3.45
    p-cymene 0.06
    epichlorohydrin 5.84
    1,1,1-trichloroethane 0.11
    2-aminoethanol 17.42
    morpholine-4-carbaldehyde 44.68
    sulfolane 33.31
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 1.91
    n-hexyl acetate 0.62
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 6.44
    sec-butyl acetate 0.17
    tert-butyl acetate 0.5
    decalin 0.01
    glycerin 61.94
    diglyme 11.8
    acrylic acid 9.61
    isopropyl myristate 0.18
    n-butyric acid 3.39
    acetyl acetate 0.84
    di(2-ethylhexyl) phthalate 0.4
    ethyl propionate 0.56
    nitromethane 25.06
    1,2-diethoxyethane 1.29
    benzonitrile 0.29
    trioctyl phosphate 0.33
    1-bromopropane 0.19
    gamma-valerolactone 23.51
    n-decanol 0.37
    triethyl phosphate 0.32
    4-methyl-2-pentanol 0.21
    propionitrile 0.68
    vinylene carbonate 2.44
    1,1,2-trichlorotrifluoroethane 15.98
    DMS 1.01
    cumene 0.05
    2-octanol 0.34
    2-hexanone 0.42
    octyl acetate 0.4
    limonene 0.11
    1,2-dimethoxyethane 7.62
    ethyl orthosilicate 0.29
    tributyl phosphate 0.25
    diacetone alcohol 3.13
    N,N-dimethylaniline 0.45
    acrylonitrile 1.69
    aniline 0.98
    1,3-propanediol 14.94
    bromobenzene 0.08
    dibromomethane 0.24
    1,1,2,2-tetrachloroethane 0.86
    2-methyl-cyclohexyl acetate 0.22
    tetrabutyl urea 0.67
    diisobutyl methanol 0.1
    2-phenylethanol 0.47
    styrene 0.1
    dioctyl adipate 0.46
    dimethyl sulfate 14.69
    ethyl butyrate 0.31
    methyl lactate 12.9
    butyl lactate 1.27
    diethyl carbonate 0.19
    propanediol butyl ether 6.16
    triethyl orthoformate 0.42
    p-tert-butyltoluene 0.07
    methyl 4-tert-butylbenzoate 1.63
    morpholine 10.94
    tert-butylamine 0.15
    n-dodecanol 0.23
    dimethoxymethane 26.52
    ethylene carbonate 1.57
    cyrene 7.62
    2-ethoxyethyl acetate 1.57
    2-ethylhexyl acetate 0.11
    1,2,4-trichlorobenzene 0.2
    4-methylpyridine 1.26
    dibutyl ether 0.31
    2,6-dimethyl-4-heptanol 0.1
    DEF 6.6
    dimethyl isosorbide 4.52
    tetrachloroethylene 0.77
    eugenol 1.94
    triacetin 1.67
    span 80 3.32
    1,4-butanediol 3.77
    1,1-dichloroethane 0.17
    2-methyl-1-pentanol 0.31
    methyl formate 15.73
    2-methyl-1-butanol 0.82
    n-decane 0.05
    butyronitrile 0.45
    3,7-dimethyl-1-octanol 0.23
    1-chlorooctane 0.12
    1-chlorotetradecane 0.04
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.01
    cyclooctane 0.04
    cyclopentanol 1.92
    tetrahydropyran 1.82
    tert-amyl methyl ether 0.53
    2,5,8-trioxanonane 8.67
    1-hexene 0.06
    2-isopropoxyethanol 3.09
    2,2,2-trifluoroethanol 9.11
    methyl butyrate 0.71

    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