Oleuropein

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  • Identifiers

    CAS number
    32619-42-4

    Molecular formula
    C25H32O13

    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)OC)CC(=O)OCCC3=CC(=C(C=C3)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 71.08%
    Vanilla 26.0%
    Milky 23.5%
    Sweet 22.65%
    Savory 19.7%
    Creamy 17.26%
    Cooling 17.16%
    Spicy 16.8%
    Dairy 15.99%
    Caramellic 15.74%

     

    Flavor
    Bitter 84.3%
    Bland 31.2%
    Odorless 29.7%
    Sweet-like 24.47%
    Cedarleaf 20.55%
    Very mild 20.27%
    Parsley 20.17%
    Lovage 19.63%
    Ethyl benzoate 19.2%
    Heather 19.18%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.4

    pKa est.
    5.95 (weak acid)

    Molecular weight
    540.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2083°C

    Melting point expt.

    • 89 - 91 °C

    Flash point

    • 248.71 ˚C est.

  • Synonyms

    • Oleuropein
    • 32619-42-4
    • Oleoeuropein
    • oleoeuropeine
    • DTXSID60905103
    • CHEBI:7747
    • 2-(3,4-Dihydroxyphenyl)ethyl (2S-(2alpha,3E,4beta))-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate
    • 2O4553545L
    • methyl (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-carboxylate
    • methyl (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-carboxylate
    • RefChem:168112
    • DTXCID401334206
    • methyl (4S,5Z,6R)-4-(2-(2-(3,4-dihydroxyphenyl)ethoxy)-2-oxo-ethyl)-5-ethylidene-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl)oxy-4H-pyran-3-carboxylate
    • 251-129-6
    • Oleuropein, 75%
    • methyl (2S,3E,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate
    • Methyl (2S,4S,E)-4-(2-(3,4-dihydroxyphenethoxy)-2-oxoethyl)-3-ethylidene-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3,4-dihydro-2H-pyran-5-carboxylate
    • Oleuropein, >95%
    • 2H-Pyran-4-acetic acid, 3-ethylidene-2-(.beta.-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, 2-(3,4-dihydroxyphenyl)ethyl ester, (2S,3E,4S)-
    • methyl (2S,3E,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate
    • methyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxo-ethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4H-pyran-3-carboxylate
    • EINECS 251-129-6
    • Oleuropeine
    • Oleuroperin
    • Oleuropein CRS
    • UNII-2O4553545L
    • Oleuropein (Standard)
    • Oleuropein (>75%)
    • OLEUROPEIN [MI]
    • OLEUROPEIN [VANDF]
    • Oleuropein, >=98.0%
    • OLEUROPEIN [USP-RS]
    • OLEUROPEIN [WHO-DD]
    • Oleuropein, analytical standard
    • MEGxp0_000369
    • orb1300348
    • SCHEMBL4306969
    • CHEMBL1911053
    • Oleuropein, >=80% (HPLC)
    • SCHEMBL29414538
    • ACon1_000443
    • GTPL11027
    • HY-N0292R
    • HY-N0292
    • methyl(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-carboxylate
    • MSK164391
    • AKOS015900702
    • CCG-269961
    • EBC-615438
    • FO65111
    • NCGC00169074-01
    • NCGC00169074-02
    • NCGC00169074-03
    • AS-56230
    • CS-0008800
    • O0420
    • S7867
    • Q402625
    • Oleuropein, primary pharmaceutical reference standard
    • BRD-K08037284-001-01-4
    • Oleuropein, European Pharmacopoeia (EP) Reference Standard
    • Oleuropein, United States Pharmacopeia (USP) Reference Standard
    • [2S-(2alpha,3E,4beta)]-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetic acid 2-(3,4-dihydroxyphenyl)ethyl ester
    • 2H-PYRAN-4-ACETIC ACID, 3-ETHYLIDENE-2-(.BETA.-D-GLUCOPYRANOSYLOXY)-3,4-DIHYDRO-5-(METHOXYCARBONYL)-, 2-(3,4-DIHYDROXYPHENYL)ETHYL ESTER, (2S-(2.ALPHA.,3E,4.BETA.))-
    • 2H-PYRAN-4-ACETIC ACID, 5-CARBOXY-3-ETHYLIDENE-2-(.BETA.-D-GLUCOSYLOXY)-3,4-DIHYDRO-, 3,4-DIHYDROXYPHENETHYL 5-METHYL ESTER
    • Oleuropein

  • Applications

    Oleuropein (CAS 32619-42-4) is a phenolic compound derived from olive leaves and fruit, used primarily as a natural extract with antioxidant and antimicrobial properties in cosmetics and dietary supplements; it is commonly evaluated as an antioxidant and stabilizing component for skin care formulations and functional products, while also being studied for agricultural applications such as antimicrobial and antifungal activity to support crop protection; in the field of polymers and plastics, it is explored as a natural antioxidant to improve the oxidative stability of materials, and in coatings and inks, oleuropein is studied to enhance the oxidative stability of coating systems; in pharmaceuticals, it is often considered a lead compound or precursor for biologically active derivatives, with regulatory and formulation constraints applying.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.11
    methanol 22.87
    isopropanol 0.8
    water 0.75
    ethyl acetate 1.25
    n-propanol 2.62
    acetone 1.98
    n-butanol 1.74
    acetonitrile 0.78
    DMF 56.27
    toluene 0.28
    isobutanol 0.8
    1,4-dioxane 5.48
    methyl acetate 1.89
    THF 7.86
    2-butanone 2.16
    n-pentanol 0.64
    sec-butanol 1.0
    n-hexane 0.01
    ethylene glycol 13.21
    NMP 65.97
    cyclohexane 0.04
    DMSO 57.97
    n-butyl acetate 0.18
    n-octanol 0.58
    chloroform 0.61
    n-propyl acetate 0.32
    acetic acid 18.12
    dichloromethane 0.93
    cyclohexanone 3.98
    propylene glycol 13.52
    isopropyl acetate 0.49
    DMAc 56.93
    2-ethoxyethanol 10.01
    isopentanol 0.7
    n-heptane 0.03
    ethyl formate 1.81
    1,2-dichloroethane 0.66
    n-hexanol 0.29
    2-methoxyethanol 42.34
    isobutyl acetate 0.11
    tetrachloromethane 0.1
    n-pentyl acetate 0.53
    transcutol 14.46
    n-heptanol 0.65
    ethylbenzene 0.08
    MIBK 0.47
    2-propoxyethanol 5.59
    tert-butanol 0.48
    MTBE 0.28
    2-butoxyethanol 4.32
    propionic acid 5.27
    o-xylene 0.21
    formic acid 64.32
    diethyl ether 0.66
    m-xylene 0.16
    p-xylene 0.08
    chlorobenzene 0.14
    dimethyl carbonate 5.04
    n-octane 0.02
    formamide 47.52
    cyclopentanone 7.1
    2-pentanone 1.51
    anisole 0.43
    cyclopentyl methyl ether 1.6
    gamma-butyrolactone 10.75
    1-methoxy-2-propanol 18.38
    pyridine 2.82
    3-pentanone 1.47
    furfural 10.78
    n-dodecane 0.01
    diethylene glycol 12.59
    diisopropyl ether 0.08
    tert-amyl alcohol 0.68
    acetylacetone 2.94
    n-hexadecane 0.02
    acetophenone 0.75
    methyl propionate 3.35
    isopentyl acetate 0.14
    trichloroethylene 1.54
    n-nonanol 0.58
    cyclohexanol 1.12
    benzyl alcohol 1.03
    2-ethylhexanol 0.14
    isooctanol 0.34
    dipropyl ether 0.34
    1,2-dichlorobenzene 0.16
    ethyl lactate 1.55
    propylene carbonate 2.41
    n-methylformamide 24.43
    2-pentanol 0.6
    n-pentane 0.02
    1-propoxy-2-propanol 2.53
    1-methoxy-2-propyl acetate 1.2
    2-(2-methoxypropoxy) propanol 3.65
    mesitylene 0.08
    ε-caprolactone 4.2
    p-cymene 0.05
    epichlorohydrin 6.74
    1,1,1-trichloroethane 0.15
    2-aminoethanol 14.34
    morpholine-4-carbaldehyde 40.93
    sulfolane 32.27
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.85
    n-hexyl acetate 0.71
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 5.75
    sec-butyl acetate 0.18
    tert-butyl acetate 0.45
    decalin 0.01
    glycerin 48.81
    diglyme 10.55
    acrylic acid 10.5
    isopropyl myristate 0.18
    n-butyric acid 3.99
    acetyl acetate 0.96
    di(2-ethylhexyl) phthalate 0.44
    ethyl propionate 0.57
    nitromethane 23.42
    1,2-diethoxyethane 1.12
    benzonitrile 0.34
    trioctyl phosphate 0.35
    1-bromopropane 0.2
    gamma-valerolactone 24.03
    n-decanol 0.35
    triethyl phosphate 0.35
    4-methyl-2-pentanol 0.2
    propionitrile 0.71
    vinylene carbonate 3.15
    1,1,2-trichlorotrifluoroethane 18.43
    DMS 1.04
    cumene 0.04
    2-octanol 0.32
    2-hexanone 0.41
    octyl acetate 0.4
    limonene 0.1
    1,2-dimethoxyethane 6.8
    ethyl orthosilicate 0.31
    tributyl phosphate 0.28
    diacetone alcohol 2.69
    N,N-dimethylaniline 0.4
    acrylonitrile 1.83
    aniline 0.98
    1,3-propanediol 13.15
    bromobenzene 0.1
    dibromomethane 0.32
    1,1,2,2-tetrachloroethane 1.2
    2-methyl-cyclohexyl acetate 0.24
    tetrabutyl urea 0.66
    diisobutyl methanol 0.09
    2-phenylethanol 0.46
    styrene 0.08
    dioctyl adipate 0.49
    dimethyl sulfate 13.36
    ethyl butyrate 0.3
    methyl lactate 11.95
    butyl lactate 1.35
    diethyl carbonate 0.21
    propanediol butyl ether 5.9
    triethyl orthoformate 0.42
    p-tert-butyltoluene 0.06
    methyl 4-tert-butylbenzoate 1.65
    morpholine 10.05
    tert-butylamine 0.13
    n-dodecanol 0.21
    dimethoxymethane 19.8
    ethylene carbonate 1.93
    cyrene 7.53
    2-ethoxyethyl acetate 1.65
    2-ethylhexyl acetate 0.11
    1,2,4-trichlorobenzene 0.29
    4-methylpyridine 1.34
    dibutyl ether 0.27
    2,6-dimethyl-4-heptanol 0.09
    DEF 5.94
    dimethyl isosorbide 4.39
    tetrachloroethylene 1.01
    eugenol 1.99
    triacetin 1.83
    span 80 3.26
    1,4-butanediol 3.36
    1,1-dichloroethane 0.21
    2-methyl-1-pentanol 0.36
    methyl formate 14.69
    2-methyl-1-butanol 0.94
    n-decane 0.03
    butyronitrile 0.47
    3,7-dimethyl-1-octanol 0.23
    1-chlorooctane 0.11
    1-chlorotetradecane 0.04
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 1.82
    tetrahydropyran 1.61
    tert-amyl methyl ether 0.48
    2,5,8-trioxanonane 7.61
    1-hexene 0.04
    2-isopropoxyethanol 2.73
    2,2,2-trifluoroethanol 9.38
    methyl butyrate 0.8

    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