Oleoside 11-Methyl Ester

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  • Identifiers

    CAS number
    60539-23-3

    Molecular formula
    C17H24O11

    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)O

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  • Odor profile

    Fragrance
    Odorless 69.94%
    Caramellic 22.47%
    Milky 22.4%
    Roasted 21.88%
    Sweet 20.94%
    Savory 19.79%
    Buttery 16.96%
    Cooling 16.64%
    Burnt 15.62%
    Lactonic 15.59%

     

    Flavor
    Bitter 72.95%
    Odorless 32.42%
    Bland 26.05%
    Sweet-like 24.14%
    Very mild 23.39%
    Cedarleaf 20.14%
    Seedy 19.6%
    Cotton candy 19.55%
    Parsley 19.51%
    Extremely sweet 19.41%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.0

    pKa est.
    4.04 (weak acid)

    Molecular weight
    404.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1423°C

    Flash point

    • 243.6 ˚C est.

  • Synonyms

    • 60539-23-3
    • oleoside 11-methyl ester
    • 11-Methyloleoside
    • 2-[(2S,3E,4S)-3-Ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetic acid
    • [(2S,3E,4S)-3-ethylidene-2-(beta-D-glucopyranosyloxy)-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-4-yl]acetic acid
    • CHEBI:168822
    • ((2S,3E,4S)-3-ethylidene-2-(beta-D-glucopyranosyloxy)-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-4-yl)acetic acid
    • 2-((2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-4H-pyran-4-yl)acetic acid
    • 2-(3-Ethylidene-5-(methoxycarbonyl)-2-((3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)-3,4-dihydro-2H-pyran-4-yl)acetate
    • 2-[3-Ethylidene-5-(methoxycarbonyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-4-yl]acetate
    • RefChem:168096
    • 2-((2S,3Z,4S)-3-ethylidene-5-methoxycarbonyl-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-4H-pyran-4-yl)acetic acid
    • 2-[(2S,3Z,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetic acid
    • Methyloleoside
    • ELENOLIC ACID 2-O-GLUCOSIDE
    • 2-((2S,4S,E)-3-Ethylidene-5-(methoxycarbonyl)-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3,4-dihydro-2H-pyran-4-yl)acetic acid
    • MFCD09752800
    • 2H-Pyran-4-acetic acid, 3-ethylidene-2-(ss-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, (2S,3E,4S)-; 2H-Pyran-4-acetic acid, 3-ethylidene-2-(ss-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, [2S-(2a,3E,4ss)]-; 11-Methyloleoside; Methyloleoside; Oleoside 11-methyl ester
    • Oleoside methyl ester
    • oleoside-11-methyl ester
    • orb1297089
    • CHEMBL4159745
    • SCHEMBL23494908
    • DTXSID501313328
    • HY-N8882
    • Elenolic acid glucoside, HPLC Grade
    • AKOS040762057
    • EBC-617369
    • FS-7441
    • 2-[(2S,3E,4S)-3-ethylidene-5-(methoxycarbonyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-4-yl]acetic acid
    • AC-34501
    • DA-65406
    • CS-0149294
    • E87147
    • 60539-23-3

  • Applications

    Oleoside 11-Methyl Ester is used as an intermediate in the synthesis of iridoid-type natural products and derivatives, supporting research and development activities in pharmaceutical and agrochemical fields. In fragrance and cosmetics, it may be considered a fragrance component or aroma-building block for formulating scent profiles. In industrial manufacturing, it often serves as an intermediate or building block for routes to iridoid-related compounds and their derivatives. In coatings, inks, or polymer-related applications, it can be used as a specialty building block or intermediate for advanced material formulations. Its use is typically subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.47
    methanol 28.19
    isopropanol 1.09
    water 20.06
    ethyl acetate 0.99
    n-propanol 2.1
    acetone 2.11
    n-butanol 1.44
    acetonitrile 1.1
    DMF 114.26
    toluene 0.42
    isobutanol 0.78
    1,4-dioxane 3.25
    methyl acetate 1.14
    THF 4.1
    2-butanone 1.42
    n-pentanol 0.65
    sec-butanol 0.91
    n-hexane 0.05
    ethylene glycol 29.26
    NMP 127.84
    cyclohexane 0.14
    DMSO 152.3
    n-butyl acetate 0.27
    n-octanol 0.52
    chloroform 0.37
    n-propyl acetate 0.36
    acetic acid 27.04
    dichloromethane 0.71
    cyclohexanone 3.61
    propylene glycol 19.32
    isopropyl acetate 0.48
    DMAc 81.95
    2-ethoxyethanol 12.11
    isopentanol 0.73
    n-heptane 0.11
    ethyl formate 1.52
    1,2-dichloroethane 0.7
    n-hexanol 0.48
    2-methoxyethanol 44.43
    isobutyl acetate 0.15
    tetrachloromethane 0.11
    n-pentyl acetate 0.41
    transcutol 16.26
    n-heptanol 0.72
    ethylbenzene 0.18
    MIBK 0.62
    2-propoxyethanol 7.0
    tert-butanol 0.74
    MTBE 0.25
    2-butoxyethanol 4.39
    propionic acid 5.1
    o-xylene 0.44
    formic acid 215.27
    diethyl ether 0.69
    m-xylene 0.34
    p-xylene 0.18
    chlorobenzene 0.17
    dimethyl carbonate 5.75
    n-octane 0.06
    formamide 156.11
    cyclopentanone 5.69
    2-pentanone 1.35
    anisole 0.51
    cyclopentyl methyl ether 1.85
    gamma-butyrolactone 10.32
    1-methoxy-2-propanol 20.72
    pyridine 2.72
    3-pentanone 1.47
    furfural 12.33
    n-dodecane 0.03
    diethylene glycol 22.43
    diisopropyl ether 0.15
    tert-amyl alcohol 0.76
    acetylacetone 3.0
    n-hexadecane 0.04
    acetophenone 1.15
    methyl propionate 3.25
    isopentyl acetate 0.23
    trichloroethylene 1.24
    n-nonanol 0.53
    cyclohexanol 1.55
    benzyl alcohol 1.37
    2-ethylhexanol 0.25
    isooctanol 0.42
    dipropyl ether 0.62
    1,2-dichlorobenzene 0.23
    ethyl lactate 2.28
    propylene carbonate 2.71
    n-methylformamide 41.66
    2-pentanol 0.67
    n-pentane 0.08
    1-propoxy-2-propanol 3.21
    1-methoxy-2-propyl acetate 1.68
    2-(2-methoxypropoxy) propanol 4.73
    mesitylene 0.22
    ε-caprolactone 3.83
    p-cymene 0.14
    epichlorohydrin 4.56
    1,1,1-trichloroethane 0.13
    2-aminoethanol 24.37
    morpholine-4-carbaldehyde 54.06
    sulfolane 46.89
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 1.3
    n-hexyl acetate 0.53
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 6.56
    sec-butyl acetate 0.21
    tert-butyl acetate 0.52
    decalin 0.05
    glycerin 88.23
    diglyme 11.5
    acrylic acid 11.77
    isopropyl myristate 0.19
    n-butyric acid 2.92
    acetyl acetate 0.96
    di(2-ethylhexyl) phthalate 0.56
    ethyl propionate 0.62
    nitromethane 26.49
    1,2-diethoxyethane 1.06
    benzonitrile 0.48
    trioctyl phosphate 0.45
    1-bromopropane 0.22
    gamma-valerolactone 22.0
    n-decanol 0.37
    triethyl phosphate 0.6
    4-methyl-2-pentanol 0.3
    propionitrile 0.66
    vinylene carbonate 3.48
    1,1,2-trichlorotrifluoroethane 18.1
    DMS 1.17
    cumene 0.11
    2-octanol 0.35
    2-hexanone 0.47
    octyl acetate 0.36
    limonene 0.24
    1,2-dimethoxyethane 6.76
    ethyl orthosilicate 0.51
    tributyl phosphate 0.39
    diacetone alcohol 3.15
    N,N-dimethylaniline 0.79
    acrylonitrile 1.82
    aniline 1.19
    1,3-propanediol 15.19
    bromobenzene 0.12
    dibromomethane 0.31
    1,1,2,2-tetrachloroethane 1.04
    2-methyl-cyclohexyl acetate 0.43
    tetrabutyl urea 1.01
    diisobutyl methanol 0.19
    2-phenylethanol 0.8
    styrene 0.17
    dioctyl adipate 0.54
    dimethyl sulfate 18.35
    ethyl butyrate 0.44
    methyl lactate 14.76
    butyl lactate 1.43
    diethyl carbonate 0.32
    propanediol butyl ether 6.01
    triethyl orthoformate 0.59
    p-tert-butyltoluene 0.14
    methyl 4-tert-butylbenzoate 2.26
    morpholine 6.8
    tert-butylamine 0.24
    n-dodecanol 0.25
    dimethoxymethane 22.04
    ethylene carbonate 2.06
    cyrene 12.13
    2-ethoxyethyl acetate 1.16
    2-ethylhexyl acetate 0.18
    1,2,4-trichlorobenzene 0.35
    4-methylpyridine 1.55
    dibutyl ether 0.29
    2,6-dimethyl-4-heptanol 0.19
    DEF 7.56
    dimethyl isosorbide 6.92
    tetrachloroethylene 1.06
    eugenol 2.95
    triacetin 1.77
    span 80 3.67
    1,4-butanediol 4.95
    1,1-dichloroethane 0.17
    2-methyl-1-pentanol 0.43
    methyl formate 19.87
    2-methyl-1-butanol 0.85
    n-decane 0.07
    butyronitrile 0.5
    3,7-dimethyl-1-octanol 0.27
    1-chlorooctane 0.14
    1-chlorotetradecane 0.05
    n-nonane 0.07
    undecane 0.05
    tert-butylcyclohexane 0.02
    cyclooctane 0.09
    cyclopentanol 1.9
    tetrahydropyran 1.29
    tert-amyl methyl ether 0.48
    2,5,8-trioxanonane 9.28
    1-hexene 0.11
    2-isopropoxyethanol 3.33
    2,2,2-trifluoroethanol 16.17
    methyl butyrate 0.84

    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