Tiliroside

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  • Identifiers

    CAS number
    20316-62-5

    Molecular formula
    C30H26O13

    SMILES
    C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 71.85%
    Phenolic 33.1%
    Vanilla 26.26%
    Balsamic 23.25%
    Savory 22.66%
    Spicy 21.94%
    Bitter 21.26%
    Burnt 21.19%
    Milky 20.45%
    Smoky 17.12%

     

    Flavor
    Bitter 90.79%
    Odorless 34.99%
    Bland 31.21%
    Sweet-like 22.98%
    Cedarleaf 19.84%
    Lovage 19.71%
    Parsley 19.45%
    Nitrile 19.08%
    Ethyl benzoate 18.76%
    Heather 18.48%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    8.55 (weak base)

    Molecular weight
    594.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3963°C

    Flash point

    • 315.87 ˚C est.

  • Synonyms

    • Tiliroside
    • 20316-62-5
    • Trans-Tiliroside
    • 15M04TXR9M
    • DTXSID601021936
    • RONACARE TILIROSIDE
    • [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
    • ((2R,3S,4S,5R,6S)-6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl)oxy-3,4,5-trihydroxyoxan-2-yl)methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
    • RefChem:898122
    • DTXCID201506849
    • ((2R,3S,6S)-6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl)oxy-3,4,5-trihydroxyoxan-2-yl)methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
    • Tribuloside
    • 22153-44-2
    • Potengriffioside A
    • MFCD00017454
    • CHEMBL266564
    • Kaempferol-3-(p-coumaryl)glucoside
    • ((2R,3S,4S,5R,6S)-6-((5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3-(4-hydroxyphenyl)acrylate
    • 2-Propenoic acid, 3-(4-hydroxyphenyl)-, 6'-ester with 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • ((2R,3S,4S,5R,6S)-6-((5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (E)-3-(4-hydroxyphenyl)acrylate
    • [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
    • triliroside
    • UNII-15M04TXR9M
    • DVGGLGXQSFURLP-VWMSDXGPSA-N
    • Tiliroside (Standard)
    • SCHEMBL23597
    • Tiliroside, analytical standard
    • MEGxp0_000169
    • orb1305032
    • SCHEMBL29366630
    • CHEBI:80944
    • HY-N1425R
    • kaempferol-3-O-coumaroylglucoside
    • GLXC-13144
    • HY-N2443
    • kaempferol 3-(p-coumaryl) glucoside
    • BDBM50241244
    • MSK158881
    • AKOS015896718
    • EBC-469129
    • FK65429
    • kaempferol-3-O-(p-coumaroyl)-glucoside
    • NCGC00163634-01
    • NCGC00163634-02
    • [(2R,3S,4S,5R,6S)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
    • ASTRAGALIN-6''-TRANS-P-COUMARATE
    • DA-68321
    • DA-78475
    • MS-30569
    • CS-0022668
    • NS00097257
    • kaempferol 3-O-(6"-O-p-coumaroyl)-glucoside
    • Kaempferol-3-O-(6''-p-coumaroyl)-glucoside
    • kaempferol-3-O-D-(6''-coumaroyl)-glucoside
    • C17140
    • 316T625
    • KAEMPFEROL 3-O-(6''-O-P-COUMAROYL)GLUCOSIDE
    • kaempferol-3-O-beta-D-6{p-coumaroyl} glucopyranoside
    • Q23418844
    • kaempferol 3-O-beta-D-(6''-p-coumaroyl) glucopyranoside
    • kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopyranoside
    • kaempferol-3-O-beta-D-(6''-trans-p-coumaroyl) glucoside
    • Kaempferol-3-O-(6-O-trans-p-coumaroyl)-.beta.-glucopyranoside
    • kaempferol-3-O-beta-D-(6''-(E)-p-coumaroyl)-glucopyranoside
    • 3-O-KAEMPFEROL 6-O-(TRANS-P-COUMAROYL)-.BETA.-D-GLUCOPYRANOSIDE
    • kaempferol 3-O-(6'''' ''''-O-E-p-coumaroyl)-beta-D-glucopyranoside
    • KAEMPFEROL 3-O-(6''-O-(E)-P-COUMAROYL)-.BETA.-D-GLUCOPYRANOSIDE
    • KAEMPFEROL 3-O-.BETA.-D-(6-O-TRANS-P-COUMAROYL)GLUCOPYRANOSIDE
    • KAEMPFEROL-3-O(-6-O-TRANS-P-COUMAROYL-.BETA.-GLUCOPYRANOSIDE
    • KAEMPFEROL 3-O-(6''-O-(TRANS-P-COUMAROYL))-.BETA.-D-GLUCOPYRANOSIDE
    • (E)-((2R,3S,4S,5R,6S)-6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxy-tetrahydro-2H-pyran-2-yl)methyl 3-(4-hydroxyphenyl)acrylate
    • 2-PROPENOIC ACID, 3-(4-HYDROXYPHENYL)-, 6'-ESTER WITH 3-(.BETA.-D-GLUCOPYRANOSYLOXY)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE, (E)-
    • 4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-3-((6-O-((2E)-3-(4-HYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-
    • 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[[6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl]-.beta.-D-glucopyranosyl]oxy]-
    • 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4E-1-benzopyran-3-yl 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranoside
    • 20316-62-5

  • Applications

    Tiliroside (CAS 20316-62-5) is a flavonoid glycoside with antioxidant activity and other bioactive properties that is being explored in several application areas. In practice, it is evaluated for cosmetics/personal care (as an antioxidant and formulation stabilizer), in food processing (as a natural antioxidant for preservation and shelf-life extension), in polymers and coatings (as a stabilizer/antioxidant additive for polymer systems and protective coatings), in pharmaceutical research (as a potential lead compound or scaffold for bioactivity studies), and in cleaning products (as a functional additive to enhance oxidative stability of formulations).

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.36
    methanol 13.13
    isopropanol 8.61
    water 0.06
    ethyl acetate 1.35
    n-propanol 12.76
    acetone 17.8
    n-butanol 3.89
    acetonitrile 1.47
    DMF 76.85
    toluene 0.28
    isobutanol 3.43
    1,4-dioxane 20.63
    methyl acetate 5.28
    THF 67.44
    2-butanone 12.73
    n-pentanol 2.27
    sec-butanol 6.14
    n-hexane 0.01
    ethylene glycol 20.52
    NMP 54.83
    cyclohexane 0.03
    DMSO 222.91
    n-butyl acetate 0.4
    n-octanol 0.88
    chloroform 0.36
    n-propyl acetate 0.7
    acetic acid 39.63
    dichloromethane 0.51
    cyclohexanone 8.1
    propylene glycol 40.12
    isopropyl acetate 0.67
    DMAc 85.96
    2-ethoxyethanol 27.56
    isopentanol 1.32
    n-heptane 0.03
    ethyl formate 2.56
    1,2-dichloroethane 0.69
    n-hexanol 0.59
    2-methoxyethanol 75.07
    isobutyl acetate 0.22
    tetrachloromethane 0.04
    n-pentyl acetate 0.87
    transcutol 30.12
    n-heptanol 0.87
    ethylbenzene 0.07
    MIBK 0.75
    2-propoxyethanol 10.96
    tert-butanol 3.32
    MTBE 1.1
    2-butoxyethanol 6.83
    propionic acid 11.15
    o-xylene 0.13
    formic acid 29.47
    diethyl ether 1.69
    m-xylene 0.1
    p-xylene 0.07
    chlorobenzene 0.1
    dimethyl carbonate 3.21
    n-octane 0.02
    formamide 32.71
    cyclopentanone 27.36
    2-pentanone 3.64
    anisole 0.57
    cyclopentyl methyl ether 2.67
    gamma-butyrolactone 26.63
    1-methoxy-2-propanol 40.25
    pyridine 8.13
    3-pentanone 2.25
    furfural 13.69
    n-dodecane 0.02
    diethylene glycol 16.0
    diisopropyl ether 0.11
    tert-amyl alcohol 2.56
    acetylacetone 5.78
    n-hexadecane 0.02
    acetophenone 0.75
    methyl propionate 3.72
    isopentyl acetate 0.27
    trichloroethylene 1.19
    n-nonanol 0.93
    cyclohexanol 1.88
    benzyl alcohol 1.47
    2-ethylhexanol 0.19
    isooctanol 0.48
    dipropyl ether 0.75
    1,2-dichlorobenzene 0.05
    ethyl lactate 1.7
    propylene carbonate 2.68
    n-methylformamide 31.1
    2-pentanol 1.46
    n-pentane 0.03
    1-propoxy-2-propanol 5.97
    1-methoxy-2-propyl acetate 1.75
    2-(2-methoxypropoxy) propanol 6.0
    mesitylene 0.04
    ε-caprolactone 6.69
    p-cymene 0.04
    epichlorohydrin 19.3
    1,1,1-trichloroethane 0.13
    2-aminoethanol 28.51
    morpholine-4-carbaldehyde 52.34
    sulfolane 52.92
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 9.11
    n-hexyl acetate 1.0
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 10.31
    sec-butyl acetate 0.28
    tert-butyl acetate 0.66
    decalin 0.01
    glycerin 69.2
    diglyme 16.78
    acrylic acid 15.17
    isopropyl myristate 0.32
    n-butyric acid 4.44
    acetyl acetate 0.69
    di(2-ethylhexyl) phthalate 0.46
    ethyl propionate 0.57
    nitromethane 43.52
    1,2-diethoxyethane 2.9
    benzonitrile 0.38
    trioctyl phosphate 0.4
    1-bromopropane 0.29
    gamma-valerolactone 66.85
    n-decanol 0.63
    triethyl phosphate 0.21
    4-methyl-2-pentanol 0.3
    propionitrile 1.3
    vinylene carbonate 2.28
    1,1,2-trichlorotrifluoroethane 22.92
    DMS 0.94
    cumene 0.03
    2-octanol 0.49
    2-hexanone 1.4
    octyl acetate 0.68
    limonene 0.07
    1,2-dimethoxyethane 18.78
    ethyl orthosilicate 0.21
    tributyl phosphate 0.33
    diacetone alcohol 5.08
    N,N-dimethylaniline 0.35
    acrylonitrile 2.71
    aniline 1.29
    1,3-propanediol 26.14
    bromobenzene 0.05
    dibromomethane 0.22
    1,1,2,2-tetrachloroethane 1.13
    2-methyl-cyclohexyl acetate 0.28
    tetrabutyl urea 0.93
    diisobutyl methanol 0.11
    2-phenylethanol 0.54
    styrene 0.08
    dioctyl adipate 0.87
    dimethyl sulfate 7.5
    ethyl butyrate 0.4
    methyl lactate 9.13
    butyl lactate 1.89
    diethyl carbonate 0.21
    propanediol butyl ether 10.42
    triethyl orthoformate 0.52
    p-tert-butyltoluene 0.04
    methyl 4-tert-butylbenzoate 1.29
    morpholine 40.18
    tert-butylamine 0.54
    n-dodecanol 0.39
    dimethoxymethane 26.48
    ethylene carbonate 1.65
    cyrene 8.46
    2-ethoxyethyl acetate 2.58
    2-ethylhexyl acetate 0.17
    1,2,4-trichlorobenzene 0.14
    4-methylpyridine 2.37
    dibutyl ether 0.6
    2,6-dimethyl-4-heptanol 0.11
    DEF 5.42
    dimethyl isosorbide 5.82
    tetrachloroethylene 0.57
    eugenol 1.72
    triacetin 2.04
    span 80 5.53
    1,4-butanediol 7.68
    1,1-dichloroethane 0.31
    2-methyl-1-pentanol 0.81
    methyl formate 19.7
    2-methyl-1-butanol 1.8
    n-decane 0.03
    butyronitrile 0.74
    3,7-dimethyl-1-octanol 0.37
    1-chlorooctane 0.13
    1-chlorotetradecane 0.05
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 7.77
    tetrahydropyran 7.74
    tert-amyl methyl ether 0.9
    2,5,8-trioxanonane 11.98
    1-hexene 0.09
    2-isopropoxyethanol 8.34
    2,2,2-trifluoroethanol 7.72
    methyl butyrate 1.0

    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