Ligstroside

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  • Identifiers

    CAS number
    35897-92-8

    Molecular formula
    C25H32O12

    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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 59.39%
    Sweet 31.66%
    Vanilla 24.09%
    Milky 21.28%
    Spicy 19.31%
    Lactonic 18.35%
    Cooling 17.35%
    Mint 17.24%
    Creamy 16.85%
    Savory 16.79%

     

    Flavor
    Bitter 83.92%
    Bland 27.37%
    Odorless 26.16%
    Sweet-like 23.38%
    Cedarleaf 20.53%
    Parsley 20.02%
    Lovage 19.76%
    Ethyl benzoate 19.43%
    Heather 19.43%
    Broom 19.34%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.1

    pKa est.
    5.36 (weak acid)

    Molecular weight
    524.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1907°C

    Flash point

    • 240.72 ˚C est.

  • Synonyms

    • Ligustroside
    • ligstroside
    • 35897-92-8
    • Ligusroside
    • 83S9SA69C5
    • CHEBI:149585
    • DTXSID701318124
    • methyl (2S,3E,4S)-3-ethylidene-2-(beta-D-glucopyranosyloxy)-4-{2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl}-3,4-dihydro-2H-pyran-5-carboxylate
    • methyl (2S,3E,4S)-3-ethylidene-4-{2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl}-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate
    • methyl (4S,5E,6S)-5-ethylidene-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
    • methyl (2S,3E,4S)-3-ethylidene-2-(beta-D-glucopyranosyloxy)-4-(2-(2-(4-hydroxyphenyl)ethoxy)-2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate
    • methyl (2S,3E,4S)-3-ethylidene-4-(2-(2-(4-hydroxyphenyl)ethoxy)-2-oxoethyl)-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)-3,4-dihydro-2H-pyran-5-carboxylate
    • methyl (4S,5E,6S)-5-ethylidene-4-(2-(2-(4-hydroxyphenyl)ethoxy)-2-oxoethyl)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-4H-pyran-3-carboxylate
    • RefChem:153417
    • DTXCID701747913
    • 2H-PYRAN-4-ACETIC ACID, 3-ETHYLIDENE-2-(BETA-D-GLUCOPYRANOSYLOXY)-3,4-DIHYDRO-5-(METHOXYCARBONYL)-, 2-(4-HYDROXYPHENYL)ETHYL ESTER, (2S,3E,4S)-
    • UNII-83S9SA69C5
    • (-)-ligstroside
    • MEGxp0_000487
    • orb1684455
    • CHEMBL1086877
    • SCHEMBL29420011
    • ACon1_000577
    • HY-N3383
    • AKOS040760521
    • NCGC00168945-01
    • FL157864
    • MS-29709
    • CS-0024058
    • NS00093976
    • BRD-K49137267-001-01-4
    • Q27269447
    • 2H-PYRAN-4-ACETIC ACID, 3-ETHYLIDENE-2-(.BETA.-D-GLUCOPYRANOSYLOXY)-3,4-DIHYDRO-5-(METHOXYCARBONYL)-, 2-(4-HYDROXYPHENYL)ETHYL ESTER, (2S,3E,4S)-
    • methyl (4S,5E,6S)-5-ethylidene-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxo-ethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4H-pyran-3-carboxylate
    • 35897-92-8

  • Applications

    Ligstroside (CAS 35897-92-8) is a natural olive-derived secoiridoid glycoside used across several industrial contexts: in cosmetics and personal care it is evaluated as an antioxidant and stabilizer; in food processing and packaging it is studied for oxidative stability and flavor contribution; in perfumery it can function as an odor-active constituent influencing olive-like notes; in pharmaceutical and life-science research it serves as a reference compound and analytical standard for olive polyphenol work; and in agriculture and plant science it is considered part of olive phenolics related to plant defense mechanisms.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.57
    methanol 23.15
    isopropanol 0.61
    water 0.55
    ethyl acetate 1.25
    n-propanol 2.33
    acetone 1.93
    n-butanol 1.57
    acetonitrile 0.79
    DMF 61.13
    toluene 0.31
    isobutanol 0.72
    1,4-dioxane 5.02
    methyl acetate 1.91
    THF 7.8
    2-butanone 2.24
    n-pentanol 0.6
    sec-butanol 0.83
    n-hexane 0.01
    ethylene glycol 9.83
    NMP 79.14
    cyclohexane 0.03
    DMSO 52.53
    n-butyl acetate 0.18
    n-octanol 0.51
    chloroform 0.93
    n-propyl acetate 0.33
    acetic acid 22.31
    dichloromethane 1.36
    cyclohexanone 4.55
    propylene glycol 11.13
    isopropyl acetate 0.5
    DMAc 66.83
    2-ethoxyethanol 9.32
    isopentanol 0.67
    n-heptane 0.02
    ethyl formate 2.04
    1,2-dichloroethane 0.84
    n-hexanol 0.26
    2-methoxyethanol 39.17
    isobutyl acetate 0.12
    tetrachloromethane 0.13
    n-pentyl acetate 0.5
    transcutol 15.42
    n-heptanol 0.57
    ethylbenzene 0.08
    MIBK 0.5
    2-propoxyethanol 5.35
    tert-butanol 0.41
    MTBE 0.25
    2-butoxyethanol 4.12
    propionic acid 5.51
    o-xylene 0.24
    formic acid 67.92
    diethyl ether 0.54
    m-xylene 0.18
    p-xylene 0.09
    chlorobenzene 0.2
    dimethyl carbonate 5.51
    n-octane 0.02
    formamide 50.46
    cyclopentanone 8.2
    2-pentanone 1.54
    anisole 0.5
    cyclopentyl methyl ether 1.63
    gamma-butyrolactone 12.45
    1-methoxy-2-propanol 17.2
    pyridine 3.14
    3-pentanone 1.51
    furfural 13.06
    n-dodecane 0.01
    diethylene glycol 11.61
    diisopropyl ether 0.08
    tert-amyl alcohol 0.61
    acetylacetone 3.21
    n-hexadecane 0.01
    acetophenone 0.92
    methyl propionate 3.49
    isopentyl acetate 0.15
    trichloroethylene 2.34
    n-nonanol 0.52
    cyclohexanol 1.06
    benzyl alcohol 1.18
    2-ethylhexanol 0.14
    isooctanol 0.32
    dipropyl ether 0.3
    1,2-dichlorobenzene 0.25
    ethyl lactate 1.69
    propylene carbonate 2.93
    n-methylformamide 26.75
    2-pentanol 0.5
    n-pentane 0.02
    1-propoxy-2-propanol 2.26
    1-methoxy-2-propyl acetate 1.24
    2-(2-methoxypropoxy) propanol 3.87
    mesitylene 0.09
    ε-caprolactone 4.86
    p-cymene 0.06
    epichlorohydrin 8.03
    1,1,1-trichloroethane 0.22
    2-aminoethanol 12.34
    morpholine-4-carbaldehyde 43.24
    sulfolane 35.46
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.79
    n-hexyl acetate 0.71
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 5.78
    sec-butyl acetate 0.2
    tert-butyl acetate 0.48
    decalin 0.01
    glycerin 41.35
    diglyme 11.11
    acrylic acid 11.7
    isopropyl myristate 0.17
    n-butyric acid 4.47
    acetyl acetate 1.1
    di(2-ethylhexyl) phthalate 0.5
    ethyl propionate 0.62
    nitromethane 27.78
    1,2-diethoxyethane 1.04
    benzonitrile 0.41
    trioctyl phosphate 0.36
    1-bromopropane 0.22
    gamma-valerolactone 27.01
    n-decanol 0.3
    triethyl phosphate 0.41
    4-methyl-2-pentanol 0.19
    propionitrile 0.73
    vinylene carbonate 4.09
    1,1,2-trichlorotrifluoroethane 23.0
    DMS 1.11
    cumene 0.05
    2-octanol 0.27
    2-hexanone 0.45
    octyl acetate 0.39
    limonene 0.1
    1,2-dimethoxyethane 6.81
    ethyl orthosilicate 0.35
    tributyl phosphate 0.32
    diacetone alcohol 2.76
    N,N-dimethylaniline 0.47
    acrylonitrile 1.99
    aniline 1.11
    1,3-propanediol 11.72
    bromobenzene 0.13
    dibromomethane 0.42
    1,1,2,2-tetrachloroethane 1.73
    2-methyl-cyclohexyl acetate 0.29
    tetrabutyl urea 0.71
    diisobutyl methanol 0.08
    2-phenylethanol 0.5
    styrene 0.09
    dioctyl adipate 0.53
    dimethyl sulfate 14.64
    ethyl butyrate 0.32
    methyl lactate 12.39
    butyl lactate 1.34
    diethyl carbonate 0.24
    propanediol butyl ether 5.43
    triethyl orthoformate 0.46
    p-tert-butyltoluene 0.06
    methyl 4-tert-butylbenzoate 1.85
    morpholine 9.09
    tert-butylamine 0.11
    n-dodecanol 0.18
    dimethoxymethane 18.81
    ethylene carbonate 2.41
    cyrene 8.35
    2-ethoxyethyl acetate 1.56
    2-ethylhexyl acetate 0.12
    1,2,4-trichlorobenzene 0.42
    4-methylpyridine 1.58
    dibutyl ether 0.24
    2,6-dimethyl-4-heptanol 0.08
    DEF 6.3
    dimethyl isosorbide 4.92
    tetrachloroethylene 1.45
    eugenol 2.26
    triacetin 1.99
    span 80 3.23
    1,4-butanediol 3.04
    1,1-dichloroethane 0.28
    2-methyl-1-pentanol 0.38
    methyl formate 16.15
    2-methyl-1-butanol 0.93
    n-decane 0.03
    butyronitrile 0.46
    3,7-dimethyl-1-octanol 0.23
    1-chlorooctane 0.11
    1-chlorotetradecane 0.03
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 1.75
    tetrahydropyran 1.52
    tert-amyl methyl ether 0.44
    2,5,8-trioxanonane 7.86
    1-hexene 0.04
    2-isopropoxyethanol 2.54
    2,2,2-trifluoroethanol 10.84
    methyl butyrate 0.89

    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